THE 10 BEST Hilton Head Boat Rides & Cruises

Boat rides & cruises in hilton head.

  • Fishing Charters & Tours
  • Dolphin & Whale Watching
  • Kayaking & Canoeing
  • Boat Rentals
  • Waterskiing & Jetskiing
  • Stand-Up Paddleboarding
  • Water Sports
  • Speed Boats Tours
  • Parasailing & Paragliding
  • Surfing, Windsurfing & Kitesurfing
  • River Rafting & Tubing
  • Up to 1 hour
  • 1 to 4 hours
  • 4 hours to 1 day
  • 5.0 of 5 bubbles
  • 4.0 of 5 bubbles & up
  • 3.0 of 5 bubbles & up
  • 2.0 of 5 bubbles & up
  • Harbour Town Lighthouse and Museum
  • Lowcountry Watersports
  • Harbour Town Golf Links at Sea Pines
  • Vagabond Cruise
  • Likely to Sell Out
  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.

sailboat cruises hilton head island

1. 90-Minute Private Dolphin Tour in Hilton Head Island

sailboat cruises hilton head island

2. Hilton Head Island Dolphin Boat Cruise

sailboat cruises hilton head island

3. Daufuskie Island Guided History Tour from Hilton Head

sailboat cruises hilton head island

4. Hilton Head to Savannah Round-Trip Ferry Ticket

sailboat cruises hilton head island

5. Hilton Head Island Dolphin Watching Nature Cruise

sailboat cruises hilton head island

6. Hilton Head Sunset Dinner Cruise

sailboat cruises hilton head island

7. 2-Hour Private Hilton Head Dolphin Watching Cruise

sailboat cruises hilton head island

8. America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

sailboat cruises hilton head island

9. Hilton Head Dolphin Tour with Stop at Disappearing Island

sailboat cruises hilton head island

10. 2-Hour Private Hilton Head Sunset Cruise

sailboat cruises hilton head island

11. 90 Minute Hilton Head Dolphin and Nature Cruise

sailboat cruises hilton head island

12. Hilton Head Island Sunset Dolphin Tour

sailboat cruises hilton head island

13. Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

sailboat cruises hilton head island

14. 90 Minute Hilton Head Dolphin Tour

sailboat cruises hilton head island

15. Two Hour Dolphin and Nature Tour

sailboat cruises hilton head island

16. Mini Boat Tour with stop at Disappearing Island

sailboat cruises hilton head island

17. 2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

sailboat cruises hilton head island

18. 1 Hour Private Dolphin Tour Hilton Head Island

sailboat cruises hilton head island

19. 90 minute Hilton Head Sunset Dolphin Cruise

sailboat cruises hilton head island

20. Vanishing Mile Isle Beachcomber Tour

sailboat cruises hilton head island

21. Lowcountry Lunch Buffet Cruise in Hilton Head

sailboat cruises hilton head island

22. Private Hilton Head Sunset Sailing Tour with Dolphin Watching

sailboat cruises hilton head island

23. Hilton Head Morning Dolphins & Donuts Cruise

sailboat cruises hilton head island

24. Hilton Head Sunset Dolphin Watching Cruise

sailboat cruises hilton head island

25. Hilton Head Island Guided Water Tour by Creek Cat Boat

sailboat cruises hilton head island

26. Hilton Head Morning Kayaking & Coffee Guided Tour

sailboat cruises hilton head island

27. Hilton Head Shrimp Trawling Boat Cruise

sailboat cruises hilton head island

28. Hilton Head Guided Dolphin Watching & Sightseeing Tour via Mini Boat

sailboat cruises hilton head island

29. Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers)

sailboat cruises hilton head island

30. 2 - Hour Private Hilton Head Morning Dolphin Watching / Sail

What travelers are saying.

Julie Y

  • Hilton Head Island Dolphin Boat Cruise
  • Daufuskie Island Guided History Tour from Hilton Head
  • 2-Hour Guided Kayak Nature Tour of Hilton Head
  • Hilton Head Island Dolphin Watching Nature Cruise
  • 90-Minute Private Dolphin Tour in Hilton Head Island
  • Cross Island Cruises
  • Bluewater Adventure
  • Outside Hilton Head
  • Native Son Adventures
  • Island Skiff Adventure Tours
  • Off The Hook Fishing Charters
  • Island Life Bike Rentals & Dolphin Tours
  • Commander Zodiac
  • Island Time Charters
  • Island Explorer
  • Kayak Hilton Head, Inc.
  • IslandAce Adventure Tours
  • Daufuskie Difference
  • Hilton Head Boat Charters

Exploring Nature under sail is “the environmentally friendly way” to enjoy the beauty of Hilton Head Island and the surrounding waters and natural habitat. Advanced Sail Inc. has been providing unforgettable fun dolphin watch nature cruises on safe and stable catamaran sailboats since 1989. We sail in the protected waters of the Calibogue Sound and Intracoastal Waterway. These truly unique “pure sailing” experiences will change your image of sailing forever. Whether it’s dolphin watching, daytime cruising, taking in a fabulous sunset, learning to sail with a private lesson, enjoying fireworks, or just getting together for clean, fresh fun, PAU HANA  and FLYING CIRCUS are perfect for all ages. Catamarans do not “heel” like traditional sailboats – you can enjoy your favorite libations without spilling a drop of your drink! It’s relaxing and stress-free, with 360 degree, unobstructed visibility all around. Our USCG Licensed Captains and mates are very personable, have excellent sailing skills, as well as extensive knowledge of the area’s history, folklore, wildlife, and amazing eco-system, which they enjoy sharing with all our guests. The vast sea marsh surrounding the area is a nursery for animals of the sea and land – you never know what you might encounter in or out of the water! Sail away from the crowds on a personalized dolphin watch/nature adventure with your family, friends or group outing. Private charters are available to celebrate every kind of special occasion! We are conveniently located at Palmetto Bay Marina, under the Cross Island Parkway Bridge. No gate fees.

Our Services

Hilton Head Island’s biggest catamaran sailboat is 53 feet long by 26 feet wide. USCG certified. There is a spacious hard deck area with 50 comfortable seats throughout, plus lots of walk-around deck space.  Uncrowded. We limit to 43 guests maximum so there is plenty of room for everyone. You can have your choice of sunbathing, or relaxing in the shade, under the hard bimini cover top.  PAU HANA is very “family friendly” for all ages. You do not have to stay seated in one place.  You can move about in a safe and stable environment (no open railings, solid sides) viewing nature and marine wildlife from all areas on board. Our crew enjoys sharing information and insights about this wonderful island that we call “home”, in a personalized casual manner (no microphones). We play a variety of music. You are welcome to bring along a small cooler with your favorite food and beverage. Water and soft drinks are available for purchase. Rest room on board.

This very popular, fast and fun, former racing catamaran sailboat is 27 feet long by 16 feet wide. It is limited to 6 passengers maximum (plus captain), for comfort and intimacy. There is a hard deck area with padded cushioned seats, plus you are welcome to ride forward of the mast on the netting (made of soft trampoline-like material). Our friendly and knowledgeable captains provide a unique individualized private experience for all ages. Enjoy an exciting nature and dolphin watch, smooth sailing cruise from a perfect, close to the water viewpoint. It is very relaxing and stress-free fun. You do not bounce around, as on small powerboats, or have to listen to constant engine noise – it’s just “pure” sailing in tune with the quiet harmony of Nature.  FLYING CIRCUS is ideal for that small group adventure. We offer personalized sailing lessons with USCG licensed and experienced captains. Small coolers with your favorite food and beverage are welcome. Head on board.

Sunset Sails

Sunset dolphin watch sails are our specialty. After an adventurous day of biking, or playing on the beach, golf course or tennis courts, treat yourselves to a fun-filled evening sailing on the water, viewing a magnificent sunset. Bring along a cooler with your favorite food and beverage to toast the end of the day admiring Mother Nature’s beauty. It’s Hilton Head Island’s BEST sunset “Happy Hour” sail!

Special Events

Truly unique party venues, PAU HANA and FLYING CIRCUS  are perfect for celebrations of all kinds – birthdays, anniversaries, weddings, reunions, neighborhood get-together, corporate and social outings, bachelorette and pre-wedding/rehearsal parties – to name a few!  Whatever your special occasion, each private sail is customized just for you.  Self-catering is welcome or we can recommend different catering options that are available.

Experience Nature at its finest. View dolphins and the surrounding Low Country’s amazing habitat from a unique perspective.  See an abundance of wildlife on our eco-tours as we quietly sail through the local waterways.  Encounter local and migrating Atlantic Bottle Nose Dolphins; wading Egrets and Heron; soaring Ospreys and Hawks; Ibises and Wood Storks taking off from the marshes to return to their evening rookeries; diving Brown Pelicans, Cormorants and Loons; scavenging Sea Gulls and Terns as well as a variety of birds skimming close to the waves; and just maybe even a Loggerhead Turtle, Stingray or Manatee.  The “friendly cannonball” Jellyfish floating near the surface and Atlantic Blue Crabs “swimming by”, are also often observed in the nutritional healthy waters of the Calibogue Sound and Intracoastal Waterway.  The majestic Live Oak trees and swaying cord grass Sea Marsh lining the shoreline provide shelter for a multitude of sea creatures and wildlife.  Every season brings with it a wonderful dynamic display of the constantly ever-changing flora and fauna.  Our captains and crew love to share their knowledge and help educate you about our amazing ecosystem and its inhabitants.

Hilton Head Island is well known for being a wonderful place to bring your family. Many have been coming here for years and joining us on board one of our cruises as part of their annual vacation.  We provide a great opportunity for some special family bonding on our interactive dolphin watch sails.  Both catamarans are excellent for all ages.  We have hosted guests from 2 weeks old to 97 years young.  Our captains and crew will help create some magical moments and fond family memories for years to come!

Spacious and Comfortable

Colorful captains on pau hana, bachelorette party on pau hana, family fun on flying circus, party setup on pau hana, sailing with the dolphins, sailing in the clear blue skies, all ages enjoy pau hana, nature's beauty surrounding pau hana, special family moments on pau hana, amazing sunsets, golden skies, intimate weddings, cruising on flying circus with captain bob, just draggin', fun for sail, the ultimate sailing experience, she said yes, video of pau hana, weddings on the water.

  • Click Here To See Our Schedule, Prices, and Reservations Policy

843-686-2582 The fastest way to contact us is via phone. 

 Please send email to:

HHI Sailing

Pau Hana & Flying Circus Contact Information

Links To Some Of Our Friends

sailboat cruises hilton head island

Salt Marsh Sailing

Private charters for your small group onboard hilton head's premier family owned and operated catamaran.

Covid Update, 7/31/2020:

We are taking necessary precautions to prevent the spread of Covid-19, as well as keeping our economy open! We continue to be committed to sanitizing the boat after every trip, and everyone is required to use hand sanitizer as they board. We are an outdoor business and not required by the new town ordinance to wear masks as we greet on the docks and board the boat. If you would like to wear a mask during greeting and boarding, please let us know.

Select Your Sail

All trips are private. our boat is perfect for 4 adults and can accommodate a max of 6 people or 1,200 lbs..

  • Most Popular!
  • Hour Glass 2 hours

Dolphin Sunset Sail

Finish the day watching the sun go down from the water! All while enjoying dolphins, birds and all of the nature the comes with our beautiful Salt Marsh Ecosystem.

  • Great for kids!

Dolphin Day Sail

Be on the look out for dolphins & other wildlife, and learn about our unique local history on this relaxing day sail!

  • Tuesday nights during Summer!
  • Hour Glass 2.5 hours

Sunset Fireworks Sail

Enjoy a sunset sail followed by the weekly fireworks show during the heart of summer on this special private charter!

Welcome to Salt Marsh Sailing

Comfortable and captivating private sails.

Welcome to Salt Marsh Sailing, Hilton Head’s premier family owned and operated sailboat. We want to take you on a comfortable and relaxing sailing trip on Broad Creek while looking for dolphins and discussing nature & the salt marsh ecosystem, as well as our unique local history.

All of our trips are private charters, which ensures that your sail is personal and captivating, and our 27’ Stiletto Catamaran, “Spartina” is wide and stable, making your sail nice and comfortable. Whether you are hoping to reconnect with family and loved ones while watching the sun gown down, or simply just wanting to go for a nice sail and see Hilton Head from the best perspective – out on the water, you’ve found the right boat!

icons8-google-48

“ My husband and I had a great experience on our sunset cruise. The boat was clean and comfortable and we really enjoyed learning about the area and wildlife from Brad. We saw dolphins up close and the sunset was amazing. Highly recommend!!! ” – Tina Rittner , 2022

cheers charters

843-671-1800

It's time to sail, sail on a hilton head island classic… sail with a hilton head tradition, get out on the water, see dolphin and wildlife, and enjoy our beautiful island from a fresh perspective..

sailboat cruises hilton head island

Sunset Sail

Our signature sunset cruise is 2-1/2 hours long.

Call  843-671-1800  for availability and weekly schedule.

Afternoon Sail

This is a typically warm and breezy 2 hour afternoon trip.

Private Sail

Plan a private sailing trip with us! (Family, Wedding, Work, Church)

Call  843-671-1800  for t he group pricing and availability.

Cheers trips follow lovely Broad Creek out to the pristine waters of Calibogue Sound. Wildlife abounds in these rich waters, including plenty of dolphin, pelicans, bald eagles, great blue herons, osprey and egrets of all kinds.  See dolphin in the water, learn why you should visit our national wildlife refuges and Daufuskie Island, and take in the expansive vistas of salt marsh and the Lowcountry.   On Sunset trips we take in the dolphin and scenery, relax with some music and cocktails, and marvel at the tremendous sunsets directly over the Intracoastal Waterway.  

We offer ample parking, modern and clean facilities for your whole family, no gate or parking fees, a convenient location, and safe and comfortable accommodations on Cheers, which is US Coast Guard-certified to carry up to 24 guests.  We operate from the popular local docks at Broad Creek Marina, offering walking access to the on-site Up the Creek Pub and Fish Camp.  Our captain and crew are highly trained and have decades of experience on the water and in making customers happy.

Onboard amenities include radio/CD player with iPod hookup, clean, two full-sized restrooms, comfortable deck cushions, and limited protection from inclement weather.  Feel free to bring a cooler with your own beverages and snacks.   

Come aboard, and become part of this established Hilton Head Island legend!

sailboat cruises hilton head island

Find more ideas on what to do on the Hilton Head Island Travel Guide

SCH&M-HHI-horiz-Logo-2024-crop.png

866-661-3822

Hilton head island boat tours.

Home > Boat Tours

335433576_241552978225995_2802632054931429448_n.jpg

Create Unforgettable Experiences

Nothing is more priceless than the smiles and laughter of your child enjoying one of our Hilton Head boat tours! Join us on an unforgettable dolphin cruise or relax under the stars while oohing and aahing over am amazing fireworks display.

CaptainKidd-1031.jpg

Savannah First-Timer's Guide

Savannah First-Timer's Guide

Plan the Perfect Trip to Savannah

9 Epic Hilton Head Boat Tours to try This Year

  • HILTON HEAD , LOWCOUNTRY
  • by Erin Clarkson

Side view of a sailboat as it sails towards the setting sun near Hilton Head

Planning a trip to Hilton Head Island and hoping to spend some time on the water? These Hilton Head boat tours are a fun way to do just that!

There are plenty of options to choose from, ranging from family-friendly dolphin tours to romantic sunset cruises to action-packed shark adventures.

You can even charter a private yacht or rent a pontoon for the day!

Side view of a sailboat as it sails towards the setting sun near Hilton Head

Note: This guide contains affiliate links to my trusted travel partners.

In a hurry? These are three of the most popular options: This sunset dolphin tour departs out of Harbour Town Marina, so you’ll get to see the Harbor Town Lighthouse, the Haig Point Lighthouse, and the beautiful Calibogue Sound. It’s fun for all ages! Argggg Matey! This pirate ship cruise also departs out of Harbour Town Marina and is the top option for young kids. This beachcombing tour on a disappearing island departs out of Palmetto Bay Marina and is another fun one for families with children.

Hilton Head Boat Tour Parking Tips (Don’t Skip!)

Parking is the most important part of making it to your boat tour on time, so don’t skip over my tips in this section!!

The majority of the island’s boat tours originate from one of three areas: Palmetto Bay Marina, Broad Creek Marina at Shelter Cove, or Harbour Town Marina at Sea Pines.

  • Palmetto Bay Marin a is the easiest to access and the area doesn’t have many parking issues. If the marina parking lot is full, there’s plenty of overflow parking at the nearby boat ramp under the Cross Island Expressway. Plan to arrive at the Palmetto Bay Marina at least 20 minutes before your tour’s departure time.
  • Shelter Cove Marina also has plenty of parking, but you may have a bit of a walk to get to the boats. Plan to arrive at least 30 minutes before the tour departure time.
  • Harbour Town Marina at Sea Pines has the worst parking issues. If you aren’t staying in Sea Pines, make note that there’s a $9 entry fee per vehicle to enter the community and that parking is very scarce during peak tourism season. Once you pay to enter Sea Pines, I suggest parking in the Sea Pines trolley pickup area (it’ll be on your left, within a half-mile of the entry gate) and taking the free trolley to get to the marina. The marina has valet parking, as well — but even the valet lot fills up! The valet fee ranges between $10 – $20.

Insider Tip: During peak tourism season (May – September), it’s best to arrive at the Sea Pines gate at least an hour prior to the start of your boat tour to ensure you have plenty of time to board the boat. There are plenty of things to see and do in the area while you wait!

Related Reading: Hilton Head Marinas Parking Tips

Sunset Dolphin Tours

Ideal for: Everyone! Book it Now: Try the most popular option or my personal favorite View More Options: HHI Dolphin Tours

Hilton Head Island is an awesome destination for dolphin watching! That’s because approximately 400 Atlantic bottlenose dolphin live in the surrounding waters.

That means your chances of spotting a pod during your tour are pretty darn good. I’ve been on many HHI dolphin tours through the years, and I’ve spotted them every single time.

Because they’re so playful and inquisitive, it’s very common for dolphin to swim alongside the boat or leap out of the water. You should be able to get a good look at them.

My personal favorite Hilton Head dolphin tours are the sunset dolphin cruises — especially the smaller, private ones that operate out of less-busy marinas, like this one . The views in the Calibogue Sound are incredible!

Sunset dolphin tours typically last one and a half hours, and the larger boats usually have restrooms on board. A few of the tours even include drinks.

Teal button with text overlay in white that reads "book now"

Photo Tip: In addition to photographing the dolphins, make sure you have your camera ready to capture the beautiful Haig Point Lighthouse on Daufuskie Island! You’ll cruise right past it.

Private Sunset Cruise

Ideal for: Families or Couples Book it Now: Most popular option View More Options: Sunset cruises

This is a great idea for a date, honeymoon activity, or even a proposal!

You can opt for a variety of sunset cruises on Hilton Head, from sunset dinner cruises to happy hour boat tours to the popular sunset dolphin cruises mentioned above.

Make sure you read the descriptions carefully, since some sunset cruises are private and others are group tours.

View from the deck of a yacht with a pink and orange sunset reflected in the surrounding water

Pirate Ship Adventure

Ideal for: Kids Book the Harbour Town Marina (Sea Pines) Option: Black Dagger Book the Palmetto Bay Marina Option: Black Sparrow

This option is perfect for the younger kids! They can become a pirate for the day and go exploring to hunt for treasure in the Calibogue Sound.

Kiddos get decked out in pirate gear and receive pirate training from the crew before boarding the pirate ship. The training helps prepare them for what’s to come — the treasure hunt!

The crew of little adventurers will follow the pirate map they’ve been given and must defeat Stinky Pete — the stinkiest pirate on the island — to retrieve a key he has brazenly stolen.

From there, it’s a race to secure the treasure before Stinky Pete makes off with it himself!

The most exciting part of the adventure is when the little pirates all get the opportunity to spray Stinky Pete with their water cannons as he floats past them in his dinghy.

Overall, this is one of the best options on the entire island if you have little ones aged 3-10.

The Black Sparrow pirate ship sits docked at Harbour Town Marina with a beautiful pink and orange sunset in the background

Insider Tip: If your kids fall in love with all things pirate-related, I suggest taking them to Lowcountry Celebration Park near Coligny Beach afterwards so they can play on the cool pirate ship playground!

Vanishing Island Adventure

Ideal for: Families with Children Book it Now: Group tour or a private beachcomber tour

It makes me giggle a little that this tour has gotten so popular, but it’s currently one of the top things to do in Hilton Head !

The island is nothing more than a sandbar that’s exposed during low tide and then disappears when the tide comes in. (Sometimes it’s called the Disappearing Island, as well.)

Kids love the mystique of it all, though, so that’s why it’s so popular!

As a bonus, there’s a decent chance you’ll spot dolphin on your way to and from the island (aka: sandbar 😂).

Once you get there, you can hunt for shells, starfish, shark teeth, and sand dollars.

Make note that it’s illegal to keep live sand dollars, but your guide can help you spot the differences between the live and dead ones.

When they’re alive, sand dollars are a greenish-brown color and have tiny little hair-like tentacles. The dead ones are usually bleached white.

Insider Tip: Plan to spend approximately 3 hours on the trip. Pack reef-safe sunscreen, and bring water and snacks. You might also want to include water shoes, towels, sunglasses, and a hat.

Private Sailboat Cruises

Ideal for: Couples

A private tour in a sailboat is one of the most peaceful ways to explore Hilton Head’s salt marshes and tidal creeks. It’s also one of the best ways to personalize your experience!

With a private cruise, you’ll only share the boat with your own group, so the trip feels more intimate.

Some guides are even ok with you packing a picnic and a bottle of wine to enjoy during the outing. (I would definitely suggest asking first to make sure it’s ok, though.)

As with all of the other Hilton Head boat tours, there’s a great chance you’ll spot a pod of dolphin frolicking in the water during your outing, so be sure to keep an eye out.

If you leave out of Sea Pines, there’s even an option to sail aboard the Stars and Stripes — a boat that competed in the America’s Cup race!

A yacht sails off towards the sunset on a private boat tour near Hilton Head Island

Insider Tip: If you’re thinking of proposing (or already did and are honeymooning on the island), a private sailboat cruise is one of the most romantic things to do on Hilton Head .

Rent a Pontoon Boat

Ideal for: Families, Friends Groups Book it Now: Pontoon Rentals

Want to be the boss of the boat? Try heading out for a relaxing cruise on a pontoon that you operate yourself. You can rent one for a half-day outing and customize your own itinerary.

To operate the pontoon, you must be a minimum of 18 years old, hold a valid driver’s license, and have prior boating experience. Pontoons can hold up to 10 people.

When picking up the boat, you’ll be given a professional orientation so you can learn how to best navigate the tidal creeks surrounding Hilton Head Island.

The cost of the rental doesn’t include fuel, so you’ll be asked to pay based on usage once the trip ends.

Explore Skull Creek, see Daufuskie Island, or even venture over to the swanky Palmetto Bluff area.

Take a Ferry to Daufuskie Island

Ideal for: Families, history buffs, nature lovers Book it Now: Take the ferry or a private boat + tour combo

If you’re interested in seeing Daufuskie Island, you can take a ferry over to explore it or venture out on a private boat.

The ferries take about 45 minutes, and you’ll enjoy the beautiful views of the coastline and salt marshes on your way there.

Once on the island, the best way to get around is via golf cart. There are 4 or 6-seater rental options.

Daufuskie isn’t crowded at all, so the island makes a nice escape when Hilton Head’s beaches get a little too busy.

You can take guided tours while you’re on Daufuskie Island, too, so keep that in mind.

The top tour I recommend is the Daufuskie Gullah Heritage Tour with Sallie Ann Robinson. It’s so important to support the island’s dwindling Gullah community and learn about the culture first hand.

The Haig Point III cruises into Harbour Town Marina in Hilton Head with a full load of passengers after one of their daytime boat tours

Insider Tip: You might want to pack water and snacks, since there aren’t many places to eat on Daufuskie Island. Don’t forget reef-safe sunscreen, sunglasses, and towels (if you plan to swim).

Cruise on Over to Savannah

One of the most relaxing ways to take a day trip to Savannah from Hilton Head Island is by boat.

You’ll get to enjoy the beautiful Lowcountry scenery and will have an excellent chance of spotting dolphin along the route.

The ride takes approximately 2 hours each way, so be sure to pack sunscreen and a hat.

There are plenty of incredible things to do in Savannah , from admiring the architecture throughout the Historic District to visiting one of the most beautiful cemeteries in the world to posing in front of the iconic fountain in Forsyth Park .

For convenience, I suggest taking a Savannah trolley tour while you’re there so you can get a broad overview of the city’s history while letting someone else handle all of the driving.

Hilton Head boat tours sign indicating the availability of an Historic Savannah Cruise with 4 hours to spend in Savannah

Hilton Head Boat Tours: Summary

As you can tell, there are a wide variety of boat tours you can take, whether you want to keep the kids entertained or are planning a romantic getaway on the water.

The most popular Hilton Head boat tours are the sunset dolphin tours, trips to the disappearing island, and the pirate ship adventures.

If you have questions about any of these Hilton Head boat tours, please let me know in the comments below.

sailboat cruises hilton head island

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Save my name, email, and website in this browser for the next time I comment.

sailboat cruises hilton head island

  • Save $20 Book before March 31st, 2024

Sunset Sail

Sunset Sail | America's Cup | 2 Hours

Quick Details

  • Tag Discounts: $20 SAVINGS
  • Anchor Equipment: Clean & Safe
  • Sunset sailing aboard a true America’s Cup – 12 Meter sailboat Stars & Stripes
  • Participate as a crew member or sit back and enjoy the sunset sail
  • Get a breathtaking view of a Carolina sunset
  • See the dolphins at play and learn some fun facts about Hilton Head from the crew
  • Beverages available for purchase including beer & wine

Please note:  The seating for this cruise is on cushions on the deck of the boat 

Harbour Town Sunset Sail

Only on Hilton Head and only in Harbour Town can you sail aboard the real America’s Cup – 12 Meter – Stars & Stripes once skippered by the famous Dennis Conner!

Come sail away into the sunset on this two-hour cruise and enjoy the breathtaking views of the sun as it slips into the backdrop of Daufuskie Island and the saltwater marshes.

This is the perfect way to end a day on Hilton Head Island.

It doesn’t matter if you are a novice to the art of sailing or an expert, a trip aboard Stars & Stripes leaves an everlasting memory! This is a great trip for anyone from three years old to 99!

Related Cruises

  • Save $15 Book before March 31st, 2024
  • $15 SAVINGS
  • Cruise Ship Stars & Stripes
  • Clock 1.5 Hours

Afternoon Sail

Spend a relaxing afternoon aboard our 12-meter yacht.

  • SAVE $10 Book before March 31st, 2024
  • $10 SAVINGS
  • Cruise Ship The Vagabond
  • Clock 4 Hours

Daufuskie Island Morning Ferry

9am to 1pm | Allowing 3-hours on Daufuskie Island! Trips depart daily, but may be limited during the winter months. Rent a golf cart upon arrival, and grab lunch at the Old Daufuskie Crab Co. Checkout available trip days and learn more about Daufuskie today!

  • $20 SAVINGS
  • Cruise Ship Spirit of Harbour Town
  • Clock 2 Hours

Sunset Dinner Cruise

Come aboard the Spirit of Harbour Town Hilton Head Island’s only Sunset Dinner Cruise!

  • Skip to primary navigation
  • Skip to main content
  • Skip to footer
  • Directories
  • savannah.com
  • hiltonheadisland.com
  • bluffton.com
  • beaufort.com
  • daufuskieisland.com
  • stsimonsisland.com
  • Hardeeville.com

Hilton Head, SC | HiltonHead.com

America’s Cup Sailing

America’s Cup Sailing

Now this is sailing! Only on Hilton Head and only in Harbour Town can you sail aboard a real America’s Cup, 12-meter Stars & Stripes. Participate as a crew member or just sit back and enjoy the sail. This is truly a once in a lifetime opportunity to sail aboard a piece of American Sailing History!

Listing Details

Our Publications

Island Events March 2023

Island Events

FREE at more than 350 locations on Hilton Head Island and the surrounding area. Island Events provides a comprehensive view of what Hilton Head Island has to offer in the way of shopping, dining, activities, and events. If you would like to preview Island Events before your arrival, you can view Island Events online.

Savannah Scene Mar-Apr 2024

Savannah Scene

FREE at more than 300 locations in the city and surrounding areas. Savannah Scene provides a comprehensive view of what this city has to offer in the way of shopping, dining, activities, and events. If you would like to preview Savannah Scene before your arrival, you can view Savannah Scene online.

Hilton Head Vacation Deals

Join our list to receive vacation deals straight to your email!

  • First Name *
  • Email Address *
  • Phone This field is for validation purposes and should be left unchanged.

HiltonHead.com

  • Accommodations
  • Latest Happenings
  • Event Planning
  • Local Information
  • Real Estate
  • Vacation Rentals
  • Privacy Policy
  • Terms of Use

P.O. Box 5511 Hilton Head, SC 29938

Connect With Us

Recent articles.

  • Easter Events on Hilton Head: 2024
  • A Guide to Hilton Head’s North End, South End, and Mid Island
  • Award-Winning Restaurants and Chefs on Hilton Head
  • Winter Water Excursions on Hilton Head
  • 5 Photo Ops on Hilton Head Island
  • Gyms on Hilton Head: Where to Work Out

Join our list to receive Limited Time Offers, New Coupons and Exclusive Discounts for Hilton Head Businesses!

sailboat cruises hilton head island

15 Things To Do On Hilton Head Island: Complete Guide To South Carolina's Charming Coastal Getaway

T here are many reasons why Hilton Head Island, above all other stunning land bodies, is often considered the best and most beautiful island in the United States. From its sugary sandy beaches and clear waters to its luxury accommodations, renowned food scene, and professional golf courses, Hilton Head Island is a vacationer's dream tucked into the tranquil heart of South Carolina’s low country. Not to mention how beautiful the weather is here in South Carolina's hidden gem.

Hilton Head Island is a popular destination for families, couples, and even adventurous sports fishing and paddling enthusiasts. Find out if Hilton Head Island lives up to the hype!

UPDATE: 2023/09/28 12:50 EST BY NICHOLAS MAYAMBA

More Things To Do On Hilton Head Island

Hilton Head Island is a prime vacation spot in South Carolina, offering travelers an eclectic mix of white sandy beaches, unique historical and cultural experiences, and a delectable dining scene. In this updated article, find out more top-rated things to do on Hilton Head Island for the best holiday experience.

Things to do on Hilton Head Island

With its seemingly endless dining and accommodation options, it is entirely possible to spend an entire vacation not leaving these 69 square miles of bliss. In addition to being a fantastic stand-alone tourist destination, it is also a perfect stop on a road trip between Charleston and Savannah.

Sea Pines Forest Preserve

For anyone wanting a nature walk, exploring Sea Pines Forest Preserve is the perfect option. Here, guests can experience a protected nature area featuring walking paths, boat tours, and an archeological site made of seashells. The park is 605 acres and has been protected land since 1970, making it a somewhat historic area on the island.

  • Admission : $9 per car
  • Hours : 8 am - 7 pm

Avoid walking close to the edge of any ponds, lagoons, and other water bodies at Sea Pines Forest Preserve. They are natural habitats for alligators, which no tourists want a close encounter with.

Related: 10 Amazing Trips To Take In The Fall In South Carolina

Fish Haul Beach Park

Another awesome park experience awaits at Fish Haul Beach Park , which overlooks Port Royal Sound and is perfect for those seeking a quiet getaway for walking, bird watching, and resting. What's nice about this beach is that it features restrooms and a shower area to wash off before heading back to the hotel.

The park is free to enter, so this might be a nice idea for larger groups or people wanting to save money while on the island.

  • Admission : Free
  • Hours : 6 am - 9 pm

Fish Haul Beach Park is a dog-friendly facility, so pet owners can bring their furry friends for quality time at the beach.

Shelter Cove Harbour & Marina

A visit to Shelter Cover Harbour & Marina is one of the best things to do on Hilton Head Island. Located in the middle of Hilton Head Island, across from Palmetto Dunes Oceanfront Resort, this marina is one of the more popular locations on the island.

Shelter Cover Harbour & Marina is Hilton Head's largest deep-water marina and offers 178 boat slips .

Hilton Head's Boardwalk: Harbour Town

The Harbour Town boardwalk is a great jumping-off point for many water excursions, tours, and more. It's not a conventional boardwalk with rides, but it has plenty of activities to offer for jet ski, kayak, and parasail enthusiasts.

Also, in this area of Sea Pines, Hilton Head Island is South Beach, another boardwalk area with stores and restaurants—grab some souvenirs here, too.

  • Harbour Town boardwalk location : 149 Lighthouse Rd
  • South Beach boardwalk location : 232 S Sea Pines Dr

The Jazz Corner

For anyone who loves jazz on Hilton Head Island, heading to The Jazz Corner is one of the best spots in the area. This iconic jazz club is award-winning and has become a must-experience for anyone traveling to South Carolina.

  • Tickets start at $10 for various shows

Visit the official website for more information on scheduled events, dates, and ticket prices.

Coligny Plaza Shopping Center

Another laid back thing to do on Hilton Head Island is to visit the Coligny Plaza Shopping Center . Here, tourists can find more than 60 specialty shops and restaurants. This mall has a boutique feel mixed with the island charm that only Hilton Head offers.

Check Coligny Plaza's events page for current goings-on.

Burkes Beach

Heading to the beach, many tourists flock to Burkes Beach to enjoy a day in the sun and clear, blue water. Burkes Beach is mid-island, offering a serene atmosphere to guests. Parking is available near the beach or hotels nearby.

It may be better to walk here if someone is close enough to avoid the busy lot, especially on weekends or holidays.

Spend A Day At Coligny Beach

By far, the best thing to do on Hilton Head Island is to take a trip to the beach. There are dozens of beaches to choose from, many with delicate sugary sand that seems to stretch on for days. Hilton Head Island also has some of the clearest water in all of South Carolina .

Coligny Beach is the top preferred beach by locals and tourists alike. Not only is the beach and water stunning, but there are also ample amenities available.

Ample restrooms, changing facilities, food and drink options, and Wi-Fi are available. This all helps make Coligny Beach the perfect place to spend a beautiful day on Hilton Head Island.

Be wary of jellyfish and stingrays that permeate Coligny Beach waters in the summer. A sting could easily land one in the emergency room.

Explore The Island And Its Surroundings By Boat

While the beaches are stunning, it is also nice to get out onto the water. There are all sorts of fun water sports to enjoy. There are fishing charters and boat cruises that leave daily from the island with a variety of options to choose from.

Numerous areas can be explored by paddling. Rent a kayak or even a stand-up paddle on a nice day to enjoy the protected harbor and explore the more remote coves around this stunning low-country paradise.

For boaters who'd like to hire and steer their own vessels, accessing a boat from local outfitters costs between $68 and $500, depending on the size and type of boat.

Harbor Town And Lighthouse

No visit to Hilton Head Island is complete without a visit to Harbor Town and its iconic candy cane-striped lighthouse. But there is much more to do in this little harbor area than snap a quick selfie in front of the iconic lighthouse.

Related: 10 Awesome Things That You Can Do In South Carolina

Harbor Town has a wide variety of dining and live entertainment options, making it a perfect place to arrive in the late afternoon and then enjoy a sunset dinner or cocktails and entertainment. There are also numerous shops to stroll through for retail-hungry tourists.

For those looking to raise their heart rate in hopes of an epic view, there is even the option to climb the 144 steps to the top of the Harbor Town lighthouse.

Take advantage of the several boat tours, excursions, and dolphin-watching cruises departing from Harbor Town to explore the region.

Coastal Discovery Museum

One of the great things people might not know about Hilton Head Island is its fantastic and unique Coastal Discovery Museum. This is a fantastic museum located on a sprawling 68-acre property that allows visitors access to see first-hand the beauty and natural wonder of South Carolina's low country.

Trails and boardwalks help guests explore the hanging Spanish moss, salt marshes, and various wildlife species.

There are also events, featured talks, and exhibits that showcase much of the area's rich history, including exhibits showcasing sweet grass baskets, one of the ultimate gifts a visitor can procure on a trip to this region.

  • Hours : 9 am - 4:30 pm (Sundays 11 am - 3 pm)

Although there are no admission fees to the Coastal Discovery Museum, guests are encouraged to donate $5 for the smooth running of the landmark.

Driessen Beach Park

An excellent alternative to Coligny Beach Park, Driessen, is for tourists who prefer to skip the crowds for more isolated locations. This charming beachside property lies in a wooded area on the northeastern end of Hilton Head Island, boasting long stretches of sandy shores with stunning ocean views.

The beach is large enough to accommodate large groups without feeling crowded and offers several public facilities, including outdoor showers, restrooms, picnic points, bike racks, and a playground. Several resorts and restaurants along the shores ensure quick access to refreshments and a bite to eat whenever tourists are feeling peckish.

  • Admission : Free ($.50 per hour for parking)

While there are hardly ever crowds at Driessen Beach Park, vacationers, especially those with kids, should arrive early to secure the best spot on the sand.

Escape To Daufuskie Island

Sitting on a remote section of the island, west of Harbor town, Daufuskie Island is a pleasant escape who vacationers with a penchant for off-the-beaten-path experiences. The isolated island harbors a few residents, about 400 full-time, and is only accessible via boat or ferry.

Visitors will love the fresh air and pristine of the island, devoid of motor vehicles and teeming with century-old Spanish moss oak trees. The area is also listed on the National Register of Historic Places, thanks to a legacy dating back to the 1730s when enslaved people from West Africa worked on plantations there.

A ferry ride to Daufuskie Island costs $45 for a roundtrip when visiting during the daytime. The ferry leaves the harbor every three hours, and passengers must schedule transportation ahead of time.

Visit Pinckney Island National Wildlife Refuge

Hilton Head houses a rich wildlife ecosystem, which tourists can glimpse at the Pinckney Island National Wildlife Refuge. This natural oasis straddles over 4,000 acres, encompassing Corn Island, Pinckney Island, and Big and Little Harry Islands. However, it's only Pinckney Island that is accessible to the public.

There are over 250 species of birds at the refuge and other animals native to the area, including alligators, deer, and turtles. Guests can explore the diverse habitats by walking along 14 miles of picturesque trails, where they'll pass through salt marshes, freshwater ponds, and maritime forests.

  • Hours : Sunrise to sunset

Apply some insect repellent when exploring the trails inside the refuge for a more comfortable experience. Also, carry enough water as there is none available at the sanctuary.

Check Out Historic Mitchelville Freedom Park

Established in 1862 by Gen. Ormsby Mitchel, it is the first sovereign community of formerly enslaved people in America. Today, remnants of the society can be found in the local Gullah people, and the park exhibits several replicas of homesteads that paint a picture of life like it was back then.

Visitors will be intrigued by the Homestead House, Prairie House, Bateau replicas, and over 20,000 artifacts displayed in the gallery. They also get the opportunity to learn traditional techniques of casting net. The park also stages a long list of events around the year, highlighted by the Juneteenth celebrations.

For an immersive experience, guests can opt for a guided tour that delves deeper into the history and legacy of the Historic Mitchelville Freedom Park. Reservations cost $8 per person.

Best Time To Go To Hilton Head Island

Situated at the southern tip of South Carolina, surrounded by water, Hilton Head Island experiences pleasant weather throughout the year. Odds are that no matter when a trip is planned to this low-country island, it will be stunning. Still, there are some times that are better to visit than others.

Visiting Hilton Head Island in the fall is ideal. The crowds have mostly dispersed by mid-September, but the warm temperatures remain. In fact, it is even possible to swim at Hilton Head Island in October , making fall a perfect time to spend here. Most of all, the prices of accommodations also start to drop.

This means that in the fall, a visitor is likely to experience perfect weather, minimal crowds, and even off-peak prices, not just on Hilton Head Island, but all around South Carolina .

Related: 10 Incredible U.S. Islands That Should Be On Your Bucket List This Winter

For those who consider themselves foodies, spring is without question the best time to visit Hilton Head Island, as this is when the 12-mile island paradise hosts the Food and Wine Festival.

Summer is the most popular time to visit the island. Everything is in full swing. Visitors can expect everything open, with pop-up rentals and snack shacks abound, as well as live music at nearly every turn.

Beaches are packed, but with more than 12 miles of long sandy beaches, visitors shouldn’t have to fight for a spot to set up a blanket and umbrella.

Best Ways To Get Around Hilton Head Island

Hilton Head Island might be a relatively small island, but it still requires the help of wheels to get around. The majority of people visiting Hilton Head Island navigate it using a car.

This allows visitors to hit all its beaches as well as top tourist spots like Harbor Town, The Coastal Discovery Museum, and even nearby Beaufort and Charleston. However, if a car is not in the cards, there are a few other options to get around this bountiful island.

Utilize The Bike Paths

Hilton Head Island is connected completely with a series of bike paths totaling over 200 miles. Some of these pathways are along streets; others are stunning paths on picturesque tree-lined routes and along the many coastal paths as well.

Many hotels offer complimentary bike rentals, and there are also many bike rental companies that offer daily rates. Biking through Hilton Head Island is a glorious way to soak up the laid-back vibes while experiencing much of what makes this place magical.

Public Transportation On Hilton Head Island

Public transportation is limited in Hilton Head Island, except for a tourist trolley that runs in the peak season on the island.

The Breeze Trolley runs from mid-April through Labor Day.

  • Weekday Trolley hours: 1 p.m. - 10 p.m. (Sunday - Thursday)
  • Weekend Trolley hours: 1 p.m. - Midnight (Friday and Saturday)

Before booking accommodations, consider looking at the Breeze Trolley Route Map to see if it can help reduce the need for driving while on vacation.

Walking In Hilton Head

Several areas, including Harbor Town, are very walkable. If walkable areas are important, make sure to book accommodations near Harbor Town or another area with walkable streets with everything nearby.

Related: These Are The 10 Most Beautiful Towns In South Carolina You Should Visit

Where To Eat On Hilton Head Island

Hilton Head Island has plenty of eateries to choose from, many with seating areas directly over the water.

While the area is renowned for its fresh seafood, several Italian restaurants offer a taste of the diverse culinary scene on Hilton Head Island . Here are the top eateries to consider when hunger calls:

Breakfast Bites

  • Southern Coney And Breakfast : Warm and cozy breakfast spot with an affordable and delicious pancake house-style menu. Unpretentious and filling.
  • Palmetto Bay Sunrise Café : Slightly-elevated menu fare with many breakfast options with a cozy ambiance.

Mid-Day Offerings

  • Delisheeyo : Savory and healthy Mediterranean menu with very reasonable prices, complete with a lush garden atmosphere.
  • Chez Georges Bistro & Bar : French restaurant and wine bar with an elegant bistro menu in a sophisticated atmosphere for a high-end lunch (or dinner) experience.
  • The Jazz Corner : A magical dinner experience with nightly jazz shows, elevated southern cooking, and signature cocktails. A great place for date night or an entertaining (and scrumptious) night out.
  • Stellini Italian Restaurant : This Italian restaurant is a Hilton Head Island mainstay and has been for more than 23 years. It is known for its perfected authentic dishes and is considered one of the top Italian Restaurants on Hilton Head Island , of which there are many to choose from.

Places For Drinks

  • Pool Bar Jim’s : A Hilton Head Island mainstay. Known for its tropical bar atmosphere, refreshing frozen cocktails, and lively evening atmosphere.
  • The Rooftop Bar At Poseidon : Live music and entertainment with an upbeat party atmosphere, all with great views in this stunning rooftop location.

Where To Stay On Hilton Head Island

Hilton Head Island has a variety of accommodations at several different price points. There are affordable hotels and camping for those on a tight budget.

There are also extraordinary luxury accommodations for those looking to treat themselves.

Vacation rentals are also very popular and a fantastic option for those visiting with families or in a group.

Budget-Friendly Options

Hotel Carolina A Days Inn by Wyndham

  • 9 Marina Side Drive, Hilton Head Island, SC 29928
  • Convenient chain with basic amenities
  • Around $108/night

Fiddlers Cove

  • 45 Folly Field Rd, Hilton Head, SC 29928-5422
  • Resort with privately owned condo rentals for rent in a secure gated community with multiple pools, tennis, and pickleball courts
  • Around $138/night

Mid-Range Accommodations

Omni Hilton Head Oceanfront Resort

  • 23 Ocean Ln, Hilton Head Island, SC 29928
  • Idyllic oceanfront location at Palmetto Dunes, with tennis courts, pools, and championship golf courses.
  • Around $337/night

Inn and Club at Harbor Town

  • 7 Lighthouse Ln, Hilton Head Island, SC 29928
  • Exclusive and pristine luxury resort, with golf, a serenity pool, and a beach concierge.
  • Around $275/night

Luxury Hotels

The Westin Hilton Head Island Resort & Spa

  • 2 Grasslawn Ave, Hilton Head Island, SC 29928
  • Farm & sea to table dining, multiple outdoor pools, terraces and oceanfront views
  • Around $517/night

Marriott Hilton Head Resort & Spa

  • 1 Hotel Circle, Hilton Head Island, SC 29928-5146
  • Beach location, on-site golf, indoor/outdoor pools, outdoor spaces
  • Around $453/night

Tips For Staying On Hilton Head Island

Hilton Head Island is situated near the border of Georgia. This makes it part of South Carolina’s famous low country. This region is known for significant biodiversity, with its many bodies of water, marshes, and protected wetlands. It is also home to significant cultural and historical sites of importance.

The area is known for its sleepy and stunning Southern towns that are full of charm. Areas like Beaufort, Charleston, and Savannah, all famous and bucket-list-worthy Southern towns and cities, are a short drive away.

These are just a few notable characteristics that make Hilton Head Island one of the top awesome things to do in South Carolina .

15 Things To Do On Hilton Head Island: Complete Guide To South Carolina's Charming Coastal Getaway

Anchors Away Sailing Charters

Sailboat Rental In Hilton Head, SC

  • Service Areas
  • Sailboat Rental, Hilton Head, SC

Sailboat Rental, Hilton Head, SC

Sailboat Rental

  • The American-built Catalina sailing yacht is a Monohull sailboat and can accommodate up to 6 people.
  • Our Dufour 390 is new for the 2023 season. Contact us if your group is larger than 6 people as we may have options to accommodate your group.

Powerboat Rental

  • Enjoying the sunset
  • Swimming in the waterways
  • Experiencing island life
  • Enjoying great food & drinks
  • 200-horsepower outboard
  • Comfortable Seating
  • Stereo system
  • Ambient lighting
  • All Powerboat rentals come with a Captain

Private Sailing Charters

  • Daytime cruising
  • Dolphin & wildlife watching
  • Soak in a magnificent sunset
  • Getting some lessons on sailing
  • Having some fresh fun with friends & family
  • Enjoying fireworks
  • Sunset Cruises, Hilton Head, SC
  • Dolphin Watching, Hilton Head, SC
  • Sunset Cruises, Bluffton, SC
  • Dolphin Tours, Beaufort, SC
  • Fripp Island, SC
  • St Helena Island, SC
  • Lady's Island, SC
  • Sunset Cruises, Savannah, GA
  • Sailing Tours, Tybee, GA

IMAGES

  1. 36. Take a Sailing Cruise

    sailboat cruises hilton head island

  2. Sunset Cruise

    sailboat cruises hilton head island

  3. Private Hilton Head Sunset Sailing Tour with Dolphin Watching

    sailboat cruises hilton head island

  4. Hilton Head Sailing

    sailboat cruises hilton head island

  5. 31. Sail on an America's Cup Boat

    sailboat cruises hilton head island

  6. Hilton Head Island Sailing Charters & Tours on Hilton Head

    sailboat cruises hilton head island

COMMENTS

  1. Top Hilton Head Island Cruises & Sailing

    A sailboat cruise from Hilton Head is a peaceful way to see stunning Lowcountry landscapes without the noise of a moor. Join a captain and crew aboard a 39-foot long (12 meter) sailboat that competed in America's Cup—head through quiet waters and past gorgeous scenery without the roar of a motor.

  2. Anchors Away Sailing Charters

    Anchors Away Sailing Charters offers bareboat rentals, boat cruises, wildlife tours and sailing yacht events near Hilton Head Island, SC. 843-278-9553. Book Now. Home; Sail Packages / Rates; About. Service Areas. Sunset Cruises, Hilton Head, SC; ... best maintained and most luxurious monohull vessels on Hilton Head Island and the surrounding ...

  3. THE 10 BEST Hilton Head Boat Rides & Cruises

    3. Daufuskie Island Guided History Tour from Hilton Head. 480. Historical Tours. 4-5 hours. Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This 4-hour…. Free cancellation. Recommended by 97% of travelers.

  4. Vagabond Cruise

    Vagabond Cruise has been operating in the world-famous Harbour Town since 1968, providing Hilton Head Island vacationers with a wide range of water bound tours and excursions ranging from a romantic dinner cruise, a day trip to Savannah, a fully narrated dolphin nature cruise, a once-in-a-lifetime ride aboard a 12-meter racing yacht, and a trip back in time to visit the Lowcountry of Daufuskie ...

  5. THE TOP 10 Hilton Head Island Sailing Tours (w/Prices)

    The best Sailing in Hilton Head Island according to Viator travelers are: America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head. 2-Hour Private Hilton Head Afternoon Dolphin Watching Sail. 2 - Hour Private Hilton Head Morning Dolphin Watching / Sail. Private Hilton Head Sunset Sailing Tour with Dolphin Watching.

  6. America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

    A sailboat cruise from Hilton Head is a peaceful way to see stunning Lowcountry landscapes without the noise of a moor. Join a captain and crew aboard a 39-foot long (12 meter) sailboat that competed in America's Cup—head through quiet waters and past gorgeous scenery without the roar of a motor. You can even try your hand on deck and help out with the sails.

  7. Hilton Head Sailing Trips

    Join us on our 12-meter yacht racing yacht as we cruise through the waters of Hilton Head. Skip to primary navigation Skip to ... to step aboard a true America's Cup 12-meter racing yacht Stars & Stripes designed and skippered by the American sailing legend Dennis Conner. ... 149 Lighthouse Rd. Hilton Head Island, SC, 29928 Our Tours. Dolphin ...

  8. Hilton Head Island Sailing

    Pau Hana & Flying Circus Contact Information. GPS: Palmetto Bay Marina 86 Helmsman Way Hilton Head Island, SC 29928 MAIL: Advanced Sail, Inc. PO Box 7953, Hilton Head Island, SC 29938. 775-796-0282.

  9. All Hilton Head Island Cruises

    This narrated 90-minute cruise is the only ocean cruise on Hilton Head Island. Best of all dolphin sightings are guaranteed! Book Now. Save $20 Book before March 31st, 2024. From $109.95 $89.95.

  10. Sunset Boat Cruises, Hilton Head Island, Bluffton, Beaufort SC

    For more information about our sunset boat cruises, feel free to contact us at 843-278-9553 or write to us. Click on the images below to view a larger display. Sunset Boat Cruises by Anchors Away Sailing Charters, providing beautiful sailing charters of Hilton Head Island, SC.

  11. Salt Marsh Sailing

    Salt Marsh Sailing is Hilton Head's premier family-owned and operated sailboat. Book a private charter dolphin sail online today! ... Saltmarsh Sailing offers sailing tours near Beaufort, Hilton Head Island, Savannah, Bluffton, and Tybee Island. 843-686-4386 [email protected] Hilton Head Island, SC. Affiliated with ...

  12. Sail Packages / Rates, Charters, Hilton Head Island, Bluffton, SC

    Fall (September, October) $365.00. $385.00. $425.00. Half day charters run either through morning and 1st afternoon time slot or 2nd afternoon through sunset. **Note** Please arrive 15 minutes prior to your scheduled departure to receive a mandatory orientation and safety briefing. There is a small fee for booking online, to avoid the fee call ...

  13. Home

    Our signature sunset cruise is2-1/2 hours long. Make a Reservation; Directions 843-671-1800. It's Time To SAIL. SAIL on a Hilton Head Island Classic… SAIL with a Hilton Head Tradition! Book Your Sail Now. Get out on the water, see dolphin and wildlife, and enjoy our beautiful island from a fresh perspective.

  14. Hilton Head Island Sailing Charters

    Dolphin Day Sails starting at $50. Dolphin Sunset Sails starting at $60. Private charters for up to 6 people are $495. BOOK NOW. Hilton Head Island sailing charters at Shelter Cove Harbour & Marina are the perfect option for seafaring adventurers that want to experience excitement not found on a normal cruise.

  15. Hilton Head Island Boat Tours

    Yacht Charters. Nature Cruises. 2 Person Catamaran Tours. Party Cruises. Hilton Head Island visitors can make the most of their day with a top-reviewed boat tour or cruise at Shelter Cove Harbour & Marina. Visitors can pick from relaxing fireworks cruises or high-speed catboat tours. Family-friendly dolphin and pirate tours are also kid favorites!

  16. 9 Epic Hilton Head Boat Tours to try This Year

    These Hilton Head boat tours are a fun way to get out on the water. Choose from dolphin tours, pirate adventures, sunset cruises, and more! Savannah First-Timer's Guide. ... View More Options: HHI Dolphin Tours. Hilton Head Island is an awesome destination for dolphin watching! That's because approximately 400 Atlantic bottlenose dolphin live ...

  17. Captain Mark's Hilton Head Dolphin Tour

    About Captain Mark's Dolphin Cruise. Capt. Mark's Dolphin Cruises is a family-owned company that has operated for more than 30 years. We are the premier dolphin watch cruise company on Hilton Head Island, SC. We are located about one hour north of Savannah and Tybee Island, Georgia. We are also located an hour south of Beaufort, SC.

  18. Sunset Sail

    Harbour Town Sunset Sail. Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup - 12 Meter - Stars & Stripes once skippered by the famous Dennis Conner! ... Come aboard the Spirit of Harbour Town Hilton Head Island's only Sunset Dinner Cruise! Book Now Learn More Vagabond Cruise. 843-363-9026 149 ...

  19. Sailing Tours, Services

    If you want to learn more about our services and want to plan your boating tour, sunset cruise, wildlife-watching tour, wedding, or other parties on the waters around Hilton Head, feel free to contact us. You can reach us at 843-278-9553 or write to us . Sailing Tours and Services by Anchors Away Sailing Charters, providing beautiful sailing ...

  20. America's Cup Sailing

    America's Cup Sailing . Now this is sailing! Only on Hilton Head and only in Harbour Town can you sail aboard a real America's Cup, 12-meter Stars & Stripes. Participate as a crew member or just sit back and enjoy the sail. This is truly a once in a lifetime opportunity to sail aboard a piece of American Sailing History!

  21. Hilton Head Island Private Sunset Sailing Tour (Mar 2024)

    Go sailing at sunset in Hilton Head Island with this private dolphin-watching tour. Climb aboard a sailboat and cruise out into Port Royal Sound during this tour. Keep an eye out for wildlife including dolphins, manatees, sting rays, and more. Learn about sailing if you choose or just sit back and enjoy the ride, complete with sunset views.

  22. 15 Things To Do On Hilton Head Island: Complete Guide To South ...

    From its sandy beaches to its luxury accommodations, renowned food scene, and golf, Hilton Head Island is a vacationer's dream in South Carolina. ... boat tours, and an archeological site made of ...

  23. Hilton Head grandma's GoFundMe lacks charity status

    The family spokesperson asked everyone to stay focused on the organization's mission while they complete the compliance procedures.

  24. SC Parks is shutting down popular Hunting Island boat access

    The Russ Point Boat Launch on St. Helena Island is being closed due to deteriorating road conditions, according to South Carolina State Parks. Karl Puckett [email protected] Boating and ...

  25. Beaufort's 1st chalk art festival expected to attract thousands

    A chalk art festival is coming to downtown Beaufort this weekend and organizers say the two-day event will attract the nation's top street artists and possibly up to 10,000 people.

  26. Sailboat Rental, Hilton Head, SC

    For more information about our sunset cruises, feel free to get in touch with us at 843-278-9553. You can also leave us a note on our Contact Us page and we will get back to you as soon as we can upon receiving your message. Sailboat Rentals by Anchors Away Sailing Charters, providing beautiful sailing charters of Hilton Head, SC.

  27. THE TOP 10 Hilton Head Island Sunset Cruises (UPDATED 2024)

    A: The best Sunset Cruises in Hilton Head Island according to Viator travelers are: 2-Hour Private Hilton Head Sunset Cruise. Private Hilton Head Sunset Boat Cruise (Up to 14 Passengers) Private Hilton Head Sunset Dolphin Tour. Hilton Head Private Sunset Cruise for up to 14 Passengers. 2.5 Hour Private Sunset Fireworks Sail.

  28. Hilton Oceanfront Resort on Singer Island renovation

    A spokeswoman for the Hilton hotel said the property will host a post-renovation celebration in May to acknowledge the remodel. The 223-room resort is in Riviera Beach at 3700 N. Ocean Drive.