sunset sailboat ride

DELUXE KA'ANAPALI

Sunset sail.

DELUXE KAANAPALI

Guest dine at personal two-top tables seated outside. We serve a tasty spread of plated appetizers that are sure to satisfy even the most discriminating gourmet.

Kula Cherry Tomato & Mozzarella Skewer with aged balsamic glaze

Hummus with cucumbers and carrots

BBQ Chicken Skewer

Kalua Pulled Pork Sliders with Coleslaw on a Sweet Hawaiian Roll

AND A SWEET DESSERT

Chef’s choice : Seasonal dessert

DRINKS & COCKTAILS

Feel the aloha vibes as our Crew serve up a wide variety of alcoholic and non-alcoholic beverages–a little tasty something for everyone on this Sunset Sail.

PREMIUM BAR

Maui Brew Co. -Sunshine Girl Golden Ale

Maui Brew Co. -Seasonal Seltzer

Matua Sauvignon Blanc

Josh Pinot Noir

La Marca Prosecco

Captain’s Mule –  Our thirst-quenching twist on the classic Moscow Mule… New Amsterdam Vodka, splash of soda mixed with Elixir G ginger syrup and lime.*Option to sub Vodka for Tequila or Bourbon

Lana’i Tai –  A Mai Tai done the Trilogy way – Mango Rum, Orgeat, Fresh lime, Elixir G ginger syrup, pineapple juice and a float of Potter’s Dark Rum.

Good Ol’ Fashioned – Redemption Bourbon, agave syrup, splash of water, Watkins bitters.

Lahaina Sunrise – Camarena Reposado Tequila, Ginger ale, POG juice, splash of Elixir G ginger syrup and lime.

808 Margarita – Camarena Reposado Tequila, agave syrup, pineapple juice and a dash of bitters.  (808 is the area code encompassing Hawaii.)

Note: Guests must be 21+ with a valid I.D. to enjoy out premium alcoholic bar beverages

DEPARTURE TIMES

• Feb 1 – Mar 31   |   4:30pm – 6:30pm
• Apr 1 – May 31   |   5:00pm – 7:00pm
• Jun 1 – Aug 31   |   5:15pm – 7:15pm
• Sep 1 – Oct 14   |   4:30pm – 6:30pm
• Oct 15- Jan 31 |  4:00pm – 6:00pm

This tour departs directly from Ka’anapali’s Dig Me Beach.  See below for exact location. Check-in time is 30 minutes prior to scheduled departure time.

TOUR DURATION

Check-in location.

• Sheraton’s beach lawn, Ka’anapali

Check-in with our Crew member in a blue shirt on the lawn in front of the Sheraton, at the end of the Beach Walk. 

**NOTE** If at check-in, surf conditions are deemed dangerous, guests can expect to walk 10-15 minutes north on the beach walk to a safer boarding area. Check-in location will not change.

We will be loading from the beach, you can expect to get wet up to your knees when you board. Please watch the short Beach Loading video below, taken on a small surf day. This tour is NOT recommended for guests with mobility issues. Please consider a tour with a Maalaea departure.

• 2605 Ka’anapali Pkwy
• Lahaina,HI 9676

Parking is available at the Sheraton Maui for $15. Guests also have the option to park at Whalers Village. Trilogy will not validate your parking pass at Whalers.

*On days when beach loading is not possible due to large surf, we will depart from Maalaea Harbor. Guests are responsible for their transportation to Maalaea Harbor. We will always try to give ample warning if this change must take place.

KA'ANAPALI BEACH LOADING

This excursion loads directly from the sands of world-famous Ka’anapali Beach, and you WILL get wet when loading. Please watch this quick video showing our beach-loading process during medium shore break. Please keep in mind that beach loading requires a certain level of physical fitness.   Guests with injuries or disabilities which impede mobility may find beach loading too difficult or strenuous. It is recommended that guests with mobility issues and parents with small infants , book one of our many tours departing from the Lahaina Harbor. 

WHAT'S INCLUDED

Comfortable seating and on-deck tables for two

Hot and cold appetizers and dessert

Premium open bar (21+ yrs must have ID)

Juice, Sodas, Filtered Water

Whale Watching (Dec-April)

NOTE: This tour loads directly from the beach & is NOT recommended for guests with mobility issues. You WILL GET WET. Please read all rules prior to booking. This is a barefoot cruise.

EXPLORE OTHER TOURS

DELUXE MA'ALAEA

CAPTAIN'S SUNSET

Dinner sail.

MA'ALAEA SUNSET

Whale watch.

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Sunset Cruise

Family-Friendly Cruise

Unforgettable Sunset Sail

Small Tour Groups

Premium San Diego Sunset Cruise

Experience a premium sunset sailing adventure aboard the vintage sailing yacht “Liberty”. Relax on comfortable cushioned seats, play some music, and take in the stunning sights of San Diego Bay as we sail into the sunset. Take the helm and feel the thrill of the wind in the sails, as you enjoy one of the finest sunset cruises in San Diego. Our vessel is truly a work of art, unlike any other boat on the bay. She is meticulously maintained with the highest standards of pride and craftsmanship, featuring mirror-finish wood accents, a beautiful cozy cabin, and immaculate facilities that will leave you awestruck. This all-inclusive 2.5-hour experience includes beer, white wine, soft drinks and snacks. Join us for a magical sunset sailing experience that you will cherish forever.

Experience sailing in style aboard a classic yacht that transports you back in time

Take in the breathtaking sunset over Point Loma

Escape the congestion of large tour groups

Marvel at the city skyline while sailing on calm harbor waters

Spot playful wildlife such as sea lions and dolphins basking in the sun

Click the tabs to find out more info

Trip details.

• What to Look Forward to
• $135 per adult
• $810 private

Departure time

Varies according to sunset, please see our booking calendar for up to date departure times

Meeting point

Sunroad Resort Marina, 955 Harbor Island Drive Docks A-D

All year round

Thursday through to Monday

Minimum 2, maximum 6

• Soft drinks
• Packaged snacks

Not included

What to bring.

• Light jacket
• Soft-soled shoes
• Don’t forget your sunscreen!

About your guide

U.S Coast Guard Licensed Captain with 35 years experience

Just before dusk, you will board our 1904-styled Friendship sloop. We will depart the dock, hoist the sails and take in the many sights and sounds of San Diego Bay such as the Maritime Museum ships, the Coronado Bridge, various military vessels. Feel free to take the helm and steer the boat, pull some ropes, or just sit back, relax and enjoy the soft breeze, the lapping sounds of the water, and the brilliant colors of the sunset.

Take Our Guests’ Word For It

Logan m | april 2023, tripadvisor.

This was my first trip to San Diego and first time sailing. Hands down this was the best part of the trip! The views and boat were beautiful to see, the drinks/snacks were delicious, and a baby whale even paid us a visit too. Read more…

Drew S | May 2021

Our ride with Captain Philip was great, he was very accommodating and allowed us to reschedule for the sunset ride as the afternoon weather wasn’t ideal. We had a great relaxing sail in the harbor and soaked in the views…

Claire L | June 2021

The weather was amazing and the quiet sail was just the environment for conversation and two years of catch up. The sights were so lovely seen from the bay. Can’t recommend this highly enough.

Callie E | May 2023

Phenomenal – Captain Phil is a master captain who provides a beautiful, safe, memorable, sailing experience in a unique, exquisitely maintained vintage sloop.

Joan W | April 2023

Amazing tour! We had a blast and couldn’t have asked for a better captain! Phil loves what he does and it shows! We learned so much about the area as well! Absolutely beautiful 🙂

Discover Our Other Adventures

Afternoon sail, private charter.

Free Trips For Kids • 5 & Under • 305-296-2554

Sunset Cruises & Boat Tours

In key west, sunset cruises in key west.

Sunset Watersports is your one stop shop for Key West sunset celebrations. We have the island’s only sunset dinner cruise, an incredible sunset sailing experience or even an action packed sunset snorkeling trip.

Key West’s Best Sunset Sail:

Set sail and explore the beautiful waters of Key West! Enjoy a romantic sail with your loved one, experience the world-famous Key West sunset with a live tropical musician, open well bar & a great selection of appetizers.

Key West’s World Famous Sunset Dinner Cruise:

Climb about the world famous Party Cat catamaran for a night you won’t forget. Guests enjoy a delicious tropical food buffet made fresh in our on-board kitchen. Enjoy an unlimited open well bar & on of the island’s best live musicians as they set a true island vibe as you discover Key West’s legendary sunset.

Snorkel The Reef At Sunset:

Looking for a little more adventurous sunset experience? Look no further than this sunset snorkeling combo. We will take you to the best snorkeling location then open the bar and guests get unlimited draft beer & wine as we cruise around to enjoy the sunset cruise. Book your cruise online below ↓

Key West Sunset Dinner Cruise

• Clock 2 hours
• Users All Ages

Enjoy a beautiful Key West sunset with a tropical food buffet, live music, and an open well bar! Take in the unbeatable views as you groove into the sunset.

Kids go free!

Sunset Sip & Sail

Grab a tropical mixed drink and dance to a live performance while enjoying a legendary Key West sunset. Includes delicious appetizers!

Sunset Snorkel Combo

• Clock 5:00PM or 5:30PM
• Clock 3 hours

Join us for a beautiful late afternoon cruise out to the barrier reef for a refreshing dip in the crystal clear waters, then top it all off with a gorgeous sunset cruise through the harbor. This trip includes draft beer & wine.

Seasonal Cruises:

Fourth of july fireworks sail.

• Clock 1.25 hours

Celebrate the Fourth of July from the water! Grab a tropical mixed drink and dance to a live performance from one of Key West’s best entertainers while enjoying a legendary Key West sunset.

Key West & Stock Island Lighted Boat Parades

Join us for one of the most memorable nights on the water, Key West’s Lighted Boat Parade. This is your chance to ride in the parade. Includes draft beer, wine, champagne, appetizers & live DJ.

This was a great sunset cruise experience. The boat was clean and accommodating. The view of the Key West sunset was spectacular. The drinks were delicious and plentiful. I would highly recommend this trip!

It was so much fun!! Highly recommend doing this with your friends and family. We had a blast. Honestly well worth it. Jake even took photos for us and sent them to each group!

Our family had an amazing time on the sunset sip & sail and would definitely recommend Sunset Watersports to others. All staff were fun, informative, and my daughters had a great time. Overall, an amazing company to choose for some fun on the water!

Seattle Sailing Tours

Evening Colors Sunset Sailing Tour

The premier Seattle sunset sail!

There is no more beautiful or romantic way to experience a sunset cruise than on-board an authentic tall ship. On our sunset sailing tour, we will work together to raise the sails, then with the engine turned off, we will sail into the age of cannon fire and sunsets behind untouched mountain ranges of the Puget Sound.

Our amazing sailboat is the largest and most comfortable public sailing vessel in Seattle. We have comfortable seats for relaxing and wide decks to enjoy moving around the vessel. We have two restrooms and serve cider, beer, wine, champagne, soda, and water.

So come on board and let’s raise a toast to an amazing sunset on Seattle’s premier sunset harbor cruise!

Looking for a daytime sailing cruise? Our afternoon harbor sailing tours are an excellent activity for the whole family! And don’t forget about our private charters for your next big event!

• 2-hour duration.
• Evening departures daily.
• Beverages are available to purchase on every boat ride.
• It is usually cooler on the water; we recommend bringing an extra layer such as a light jacket.
• Don’t forget a camera! The photography from our boat tour is always spectacular!
• Pricing: Tickets start at $49 for adults / $39 for children (ages 2-12). Infants (under 2) always $1

Experience A Piece of San Francisco History

Create the best memories of san francisco .

Memories are what we create when we travel. 

At Red and White , w e believe the friendliness of our staff, the quality of our vessels,

the rich content of our narration and the local food and drinks we serve

all help create the best memory of your time on the Bay.   

As a family-owned and operated business for over 130 years,

we take pride in being res ponsible stewards of San Francisco Bay.

  So come aboard an d  create the best memories of your time in San Franc isco.

Golden Gate Bay Cruise

The original classic. A jaw-dropping one-hour nonstop adventure for your senses. Not to mention the most famous bridge in the world, and an equally infamous island prison.

$38 Adult (18+)

$29 Youth (5-17)

Ages 4 and Under Free

San Francisco Bridge to Bridge Cruise

Our 90 minute San Francisco Bridge to Bridge Cruise gives you unbeatable views of the San Francisco skyline and world famous Bay Bridge, as well as all the most popular sights on San Francisco Bay and finishes with a trip under the iconic Golden Gate Bridge.

$48 Adult (18+)

$36 Youth (5-17)

California Sunset Cruise

Our two-hour sunset cruise is the perfect way to cap off a day in San Francisco. Ever wanted to see the California sun drop slowly into the Pacific Ocean, framed by the majestic Golden Gate, from the middle of San Francisco Bay? This is your cruise. Yes, people propose on this cruise. A lot.

$58 Adult (18+)

$38 Youth (5-17)

Specialty Cruises

4th of July Fireworks Cruise

 More information coming soon!

Happiest Hour on the Bay

Join us on our 5:30pm Golden Gate Bay Cruise for a 60-minute sightseeing tour of San Francisco Bay and enjoy happy hour pricing on cocktails, beer, wine and non-alcoholic drinks.

Best of Fisherman's Wharf Combo Package

Golden Gate Bay Cruise + Big Bus Hop On Hop Off Bus Tour + SkyStar Wheel Fisherman's Wharf

Our Best of Fisherman's Wharf Combo package combines three must-see attractions into one convenient, all-inclusive experience, saving you time and money while ensuring you see the best of what Fisherman's Wharf has to offer. Perfect for first-time visitors and seasoned visitors alike, this package guarantees a day of excitement, discovery, and unforgettable memories in San Francisco's most iconic neighborhood.

Adult (13+): $108 Youth (3-12): $89

Under 3 Free

Land Tours and Local Attractions

Golden Gate Bay Cruise + Big Bus Hop On Hop Off Bus Tour

Fancy a little bus ride with your Bay Cruise?  Discover the most iconic sights of San Francisco on a hop-on, hop-off tour. Sit back and relax in the comfort of one of our open-top buses, as an entertaining audio guide tells you about the city’s unique history.

SkyStar Wheel Fisherman's Wharf

Add a ride on San Francisco's newest crown jewel...SkyStar Wheel to any of your cruises with us!

You'll leave your heart in San Francisco after a ride on the City's first waterfront observation wheel! Standing over 150 feet tall, SkyStar offers spectacular views of San Francisco and its Bay.

What Makes Us Different

Family Owned and Operated for over 130 years

Locally owned and operated for more than 130 years in San Francisco, Red and White Fleet is an authentic, original piece of San Francisco History and a proud certified San Francisco Legacy Business.

Clean, Safe, High Quality Vessels

We take A LOT of pride in our vessels, keeping them clean, safe and in top operating condition at all times. Come see for yourself. 

The Best People Provide the Best Experience

Our staff is the best on the Bay. Yeah, we're biased. But EVERYONE on our team is focused on giving you the best experience when you sail with us. 

We Walk the Sustainability Talk

We are pioneers in adopting hybrid electric technology on the water. We've been running bio-diesel for years. All our silverware and paper are biodegradeable. And we're proud to be a certified San Francisco Green Business. 

Award-winning, Multilingual Audio Tour

The only cruise with award winning, complimentary multilingual headphone audio in 16 languages. 

No Service Fees

The price on our website is the price you pay. No murky "service fees" or additional charges

Founded in 1892, the historic Red and White is legendary for its premiere San Francisco cruises. As a local, family owned business Red and White is committed to the environmental sustainability of San Francisco Bay and community education.

In 1892, seventeen-year-old Thomas Crowley launched the first of many companies which would one day be a fixture of the San Francisco Bay. Using $80 he had saved, he purchased a used Whitehall rowboat, and started a business supplying the ships at anchor in the Bay. His inaugural boat was just eighteen feet long and  five feet wide, and he rowed it alone through the waters of the Bay transporting both goods and passengers at a time when no bridges connected the city to the other parts of the Bay.

What our customers are saying...

We are proud to be a part of the following organizations:

• Most Popular

Tropical Sunset Cruise

Quick Details

• Hour Glass Duration: 2 hours
• User Ages: All ages
• Clock Time of Day: Evening
• Info Info: No outside food or beverages allowed on board. We do not allow any smoking of any kind on board. All schedules are subject to change. , A minimum number of passengers is needed for our trips. If the minimum is not reached , you will be notified to be rescheduled or receive a refund.
• Cruise Ship Note: No reserved seating, first come first serve. Check in begins 1 hour prior to departure, everyone in your party must be onsite in order to check in.
• Hour Glass Arrival: Please arrive no later than 30 minutes prior to departure

SCENIC SUNSET CRUISE IN SARASOTA

Enjoy watching the sunset as it slowly sinks into the Gulf of Mexico, as you are regaled with live entertainment courtesy of our Jimmy Buffett-style musicians on our floating island at sea that is complete with palm trees onboard. Plus, treat yourself to a tropical cocktail and order from our light fare menu. Maybe do a little dancing or jump on our conga line that magically appears from time to time.

This popular sunset cruise aboard our relaxing tropical vessel offers some of the most breathtaking views. Keep your eyes open for dolphins at play and see if you can catch the legendary “green flash” as the sun dips below the horizon.

We must meet a minimum passenger count to cruise. Reservations are highly recommended. We take reservations for regularly scheduled cruises no more than 3 weeks in advance. All scheduled cruises are subject to change.

Know Before You Go

• Bayfront parking lots and garages are owned, operated, and monitored by the City of Sarasota. Please pay attention to all posted signs and ordinances and allow time for parking upon arrival.
• Times to remember: CHECK-IN begins 1 hour prior to departure time and BOARDING begins 30 minutes prior to departure
• To ensure we leave on time and keep on schedule all passengers must be on board 5 minutes prior to scheduled departure time OR YOU WILL MISS THE BOAT.
• Please be advised that our boarding procedures have changed. We board by order of check-in time and will call your name when it is your turn to board. If you have multiple parties arriving separately, and would like to board consecutively, please take this into account and check in at the same time.
• No outside food or beverages, and smoking or vaping of any kind on board.
• All scheduled cruises are subject to change.
• A minimum number of passengers are needed for our trips. If the minimum is not reached, you will be notified to be rescheduled or receive a refund.

Related Cruises

• Hour Glass Please arrive no later than 30 minutes prior to departure
• Clock Afternoon , 2:00pm
• User All ages
• Hour Glass 2 hours

Sightseeing & Nature Cruise

Relax on this narrated cruise along the shoreline, offering beautiful views of Sarasota Bay and its marine life. Food and drinks are available!

• Clock Morning , 11:00am

Dolphin & Manatee Watch Cruise

Sail through Sarasota Bay learning about bottlenose dolphins from a marine biologist, as you spot them and manatees swimming alongside the boat.

10 Incredible San Diego Sailing Tours to Get Your Sailing On

S ometimes we just want to ditch the on-land attractions and head out to the ocean for a sailing adventure. Whether you’ve never been on a boat before or you’re a seasoned sailor yourself but couldn’t get your boat down to San Diego and still need your fix of the sea breeze. Thankfully, plenty of companies offer San Diego sailing tours.

Greg and I got into sailing a few years ago. We currently don’t have our sailing certification but love spending time on the water. So until we can safely maneuver our own sailboat, we either head out with one of our friends (Big shout out to Joe! Thank you!!!) or go on a sailing tour.

Here is a list of our most loved San Diego sailing tours to get you in the mood to hit the San Diego Bay and the Pacific Ocean.

The Best San Diego Sailing Tours

🥇best rated san diego sailing tour.

Don’t have time to read the whole article? Book the highest-rated San Diego Sailing Tour with 380+ ⭐️⭐️⭐️⭐️⭐️ Star ratings on Viator! Book this tour

Small Group San Diego Sunset Sailing Excursion

This three-hour San Diego sunset sail tour brings lovers of the sea out on a Catalina-style sailboat to watch the last of the sun rays fall behind the ocean. The idea of this excursion is to create an intimate feeling, only allowing six guests on board.

There will be beer, soft drinks, and snacks provided by the captain during the ride. Additionally, warm jackets will be on standby in case the wind off the sea becomes too much.

Pass by San Diego’s private marina Point Loma, the USS Midway Museum, and under Coronado Bridge to the island.

The sailing boat has a modern sound system, so if anyone would like to play their favorite songs for some added ambiance, they’re free to do so.

Before you head off, meet at the Sail San Diego Office on Shelter Island. You need to receive a physical paper ticket to board the ship. It will be given to you upon check in.

Sunset Sailing Experience On San Diego Bay

Sunset is, without a doubt, the best time to take a boat out to sea. Watching the dramatic orange colors explode throughout the sky from a top deck is a blissful experience.

Hop on board a classic sailing yacht and make your way down San Diego Bay, catching glimpses of military ships and some of the city’s key sights from a unique perspective.

Take advantage of the many photo opportunities while watching the California sun slowly fades away. As well as an unforgettable sailing experience, you get some white wine, chocolates, soda, and water with your booking.

This fantastic two-hour tour is popular among those looking to celebrate something, e.g., engagement or proposal. This sunset sail in San Diego is one you won’t be soon to forget.

A maximum of six people can reserve a space on the ship which departs from Harbor Island. It’s recommended that you arrive 20 minutes beforehand, so you have time to find the gate. The company is not able to wait for anyone.

Book here San Diego Whale Watching Cruise

Would you like to see some whales? Head out to sea with an expert guide who will provide interesting knowledge about grey whales, dolphins, and other animals that roam around San Diego.

They’ll bring you to several areas where they have spotted whales in the past. This exciting 4.5-hour whale-watching tour takes you aboard a ship modeling a sailing schooner that won a prize at the world’s first America’s Cup sailing competition in 1851. 

This outstanding whale-watching tour includes drinks and snacks, sightings of whales guaranteed, and a no-sickness promise.

Check-in is at the Next Level Sailing office. It opens an hour before departure and closes 30 minutes before. If you’re looking for a small private tour, this isn’t the one for you. The ship can hold up to 77 passengers.

Book here Small Group Afternoon Sailing Excursion

Board a Catalina-style sailboat for six people and embark on a semi-private sailing tour of San Diego.

Get your binoculars ready because you’ll see an array of sights like the San Diego Convention Center, Seaport Village , the USS Midway , and much more.

The boat’s crew members will take good care of you for the duration of the tour, offering complimentary beer, wine, soft drinks, and snacks. If the sun gets too much for you, sunscreen will be on board too. 

Check in for this activity is at the Sail San Diego office. The captain will meet you there and bring you to the ship, where the fun will begin!

San Diego Bay Relaxing Sailing Tour

Step aboard a luxuriously designed Beneteau sailing yacht and cruise around San Diego Bay VIP style. Pop your head inside the spacious cabin kitted out with cushioned seats, soft blankets, pillows, and bean bags to relax on the bow of the boat.

The 2.5 tour starts by taking passengers to catch some gorgeous harbor views of the military ships parked up, including the USS Midway and the Star of India. After, they’ll be taken under the Coronado Bridge to see San Diego Seaport area.

The boat will then venture over the bay to the Naval Air Station and a couple of other notable attractions before making the return to land.

The tour will leave from the Claire Sailing office, only a few minutes from downtown. Beverages are provided by the company, e.g., beer and soda, and passengers can have a shot of driving the boat once given the go-ahead from the captain.

Private Sailing Charter on San Diego Bay

Enjoy a 2.5-hour private sailing charter tour along San Diego Bay.

This is different from other excursions where the company chooses the itinerary. Instead, you decide what you want to see. Whether you want to go whale watching, swimming, or lay an anchor somewhere, the sky is the limit. Additionally, if you’d like the captain to plan your time out carefully, that can be arranged too. See sights like Tijuana , Hotel del Coronado, or Point Loma Lighthouse.

Make sure you arrive outside Clayton’s Galley 10 minutes before departure time. That’s where the captain will meet you beforehand.

Look out for dolphins, sea lions, and whales when you’re out at sea. If it’s the season, you can see them.

Again, this charter sailboat tour of San Diego is private. It will only be your group on the boat with the captain and their team. Snacks and water are included with the tour.

Book here Luxury Catamaran Sailing Charter of San Diego

Take on the San Diego waves on your private catamaran sailing charter that can hold up to 12 passengers.

Set off from the Hyatt Regency Mission Bay for an eight-hour cruise to see exciting attractions like Sunset Cliffs Natural Park , Ocean Beach Pier, La Jolla, and Pacific Beach. Soak up stunning seascapes while trying to spot aquatic animals. The captain can help you out with that one.

The crew on board will be looking after you for the day and will provide five-star, personalized service. This is the perfect tour if you have a big family and want to celebrate fashionably.

Private Luxurious Sailing Cruise in San Diego Bay

This is arguably the fanciest sailing tour you can book in California. It’s a private excursion that tailors to passengers’ needs.

Fancy a sail and swim in Glorietta Bay? Or a romantic cruise along Coronado? Pick where you’d like to see. It’s your three hours. Let the crew do the hard work while you relax, sipping on an ice-cold drink.

The tour is limited to you and 5 other guests. You’ll depart from Harbor Island at 5 pm and have three hours out at sea.

When you see inside this yacht, you won’t want to get off. Its elegant design creates a warm, homey feeling. You’ll forget you’re out on the sea.

The captain and his team are attentive and will look after your group in whatever way they can. To top it all off, alcoholic beverages are included, so grab a beer and watch the sun go down with those you love.

There’s no doubt, this is definitely one of the best sailboat tours in San Diego.

Book here Private Sail Yacht Experience on San Diego Bay

Grab some lovely photographs of San Diego Bay on this two-hour private sailing tour.

Have a 37-foot (11.2 meters) yacht all to yourselves while you kick back with a bottle of champagne, and the captain brings you to see dolphins and other sea creatures along the coast.

The tour is suitable for a maximum of six people and comes with some luxuries such as champagne, white wine, chocolates, and soda. You’re free to bring your own food and drink as well.

Book here Sterling Sails 2-Hour Private Sailing Experience

Did anyone ever tell you that San Diego looks better from the water? See it for yourself on this two hour private sailing experience with your own private yacht and a captain who’s well versed in handling navigation.

Sail all along San Diego Bay, scouting out sea lion hideouts and old military ships like the USS Midway.

The ship can hold six people, making this tour ideal for small families or groups on vacation looking for an ocean escape. Captain Liz will meet your group at the benches beside Marina Cortez 15 minutes before the ship’s sailing time.

San Diego is an amazing place for a sailing tour, with stable winds and a balmy climate; it’s no wonder boating enthusiasts love it here. 

When choosing a sailing tour, you’ll have to ask yourself some questions:

What’s your budget? 

Which attractions would you like to see? 

How much time do you have?

Once you’ve determined this, you’ll be on the boat, ready for your San Diego sailing tour!

Looking for more ideas? Check out these San Diego Whale Watching Tours .

Last Updated on August 2, 2023 by Maria Haase

The post 10 Incredible San Diego Sailing Tours to Get Your Sailing On appeared first on San Diego Explorer .

We're Sailing Daily! Book your sailing & snorkeling tour now.

Kuna Vela Sailing Tours

Sailing, snorkeling, & sunset tours - playas del coco, costa rica, choose a sailing tour.

• Hour Glass 4 hours

Morning Snorkel & Sailing Tour

Start your day with this amazing sailing and snorkeling combo as you swim in crystal-clear waters around beautiful reefs! We alternate between many popular coves & beaches to provide our guests with the best experience depending on the wind & weather. After snorkeling and beach time, enjoy delicious finger foods prepared daily on the boat. Capacity: 15 Guests

Sunset Snorkel & Sailing Tour

Don’t miss the opportunity to discover a paradise that is reachable only by boat! Relax, snorkel & explore coves, visit secluded beaches, and enjoy a breathtaking sunset. After snorkeling and beach time, you’ll enjoy delicious snacks and finger foods, prepared daily on the boat. Capacity: 15 Guests

Private Sailing Experiences

Private: morning snorkel & sailing tour.

Enjoy the coast of Costa Rica with your personal cruise. We offer VIP service on a sailing cruise to a pristine beach close to heaven, including snorkeling with our naturalist guide!

Private: Snorkel & Sunset Sailing Tour

Have your personal crew as you enjoy the clear waters of Costa Rica and the sunset. We offer VIP service for a romantic sail on the Pacific Ocean!

• Hour Glass 8 hours

Private Full Day: Snorkel & Sunset Sailing Tour

While sailing, you discover lush green forests, pristine beaches, and sea caves. Enjoy snorkeling with our guide who shows you exotic marine species.

Kuna Vela - Real Sailing Sensation

American Owned and Operated 

Experience the beauty of Costa Rica from a different perspective aboard our 47 ft Dynamique Sloop, Monohull sailboat. Ranked #1 boat tour in Playas del Coco , Kuna Vela offers morning snorkel tours ,  sunset tours , and private tours that include our expert-guided snorkeling tours and breathtaking sunset cruises.

Kuna Vela Sailing Tours is American owned and operated. Our highly trained professional crew is Costa Rican with a combined 50 years of experience on the Gulf of Papagayo. We love sailing, nature, and people.

Top-Rated Boat Tours in Costa Rica!

We had an amazing time sailing, snorkeling, and relaxing on the Kuna Vela. Andres (first mate) and Israel (captain) made the experience great. They were very accommodating and kind. Andres pointed out a bunch of sights to see, led us snorkeling, and took pictures the entire time of us which we now have as great memories. We saw Humpback whales, dolphins, and sea turtles while sailing and a variety of fish while snorkeling. We definitely recommend this tour. It will add a really memorable experience to your trip to Costa Rica.

Wow what an outstanding tour. We were lucky enough to be the only family on the tour that day and what an experience. Andreas and the captain were exceptional. We sailed round Papagayo and saw incredible marine life including dolphins and whales. We snorkelled for a little while and although visibility wasn't great we still saw a fair few fish. We were treated to delicious fruit and snacks and what seemed like a never ending supply of beer! They found us the perfect spot to watch the beautiful sunset. The trip was our highlight to Costa Rica and I would even say the best excursion we have ever done in our travels. Kuna Vela is the best. Book you won't be disappointed!!

My boyfriend and I had a great time and will definitely be doing this again when we return. The captain and Andres were AMAZING! Andres really does a good job of showing you the sights and ensuring that your sailing experience is nothing less than stellar. His photography skills were great and we really appreciated all the photos he got for us. There was only one other couple on our tour, so we really felt like we had individualized attention. We also saw dolphins which was a perfect ending to our sail. We can’t wait to do this again and to recommend it to others!

What a great Sailing Experience with a Great Hospitality. From the Welcoming till Departing you know you are in Safe & Expert Hands. All the staff in the Boat was very knowledgeable and experienced. If you are looking for a personalized service Kuna Vela is the way to go. Let the Captain pick the spot and you set back, relax and enjoy your Beautiful sailing day. Thank You Lindsay Hyler-Russell & Clint Russell for the Amazing time and Hospitality. I will be back for more!

It was lovely seeing Costa Rica from the water. Such a beautiful afternoon sailing the coast, swimming, snorkeling and experiencing the sunset. While on the beach you can explore a cave and climb up the hillside to see a panoramic view. The crew and owners are both professional, super friendly and accommodating. The snacks and beverages were plentiful and delicious. What is in that rum punch? So good, it must be the secret ingredient that makes it special. Would highly recommend this company!!

Found Clint the recent owner of Kuna Vela Sailing to be very helpful in accomodating us to be picked up from our beach rather than from Cocoa Beach where they operate from. My party of 3 were joined by 4 other people for the half day snorkel and sunset sailing tour. Captain Israel and his First Mate Andres made us feel very welcome. Captain Israel takes pride and care of this sailing boat and I felt safe the whole time. We were offered drinks, and relaxing music to listen to as we watched flying fish jumping out of the water on route to a quiet cove where we donned snorkel gear and led by Andres swam over to a rocky area where many fish live. For those who needed it masks, snorkels and fins were available. I was delighted with the variety of fish I saw. Andres was busy with his camera taking photos of us and the sea life the whole time we were with them. These were made available free of charge within a day of our trip and I really appreciated the excellent underwater photos. A delicious plate of sandwiches, chips and dip and fruit and of course some run punch were offered after the snorkeling. They were able to accommodate my gluten free friend with appropriate snacks too. Returning the wind picked up and sails were unfurled for part of the time. We watched the sunset and returned to shore where Clint took us back to our beach. A delightful, relaxing time I highly recommend the Kuna Vela and crew.

Sunset Snorkel Cruise on the Kuna Vela. 4 in the family, 2 adults and 2 teenagers. We all agree on the Top Ten standing! Captain Israel and 1st Mate Andres were excellent, friendly, knowledgeable hosts. Andres seemed to be everywhere all at once: serving us amazing rum punch, beer, and snacks; working the rigging; taking pictures for us; catching a beautiful yellowfin off the back of the boat; pointing out dolphins, sea turtles, and other marine life; leading the snorkel experience; and more. Hardest working man in the business I bet. And he did it all with patience, kindness, and a big "Pura Vida" every time. Captain Israel kept a steady hand on the ship, saw dolphins before anyone had an idea to even be looking, and gave us the best sunset view you could ever hope for. Snorkeling was great too! Eagle Rays, Pufferfish, Angel Fish, Sea Urchins, Needlefish, fish everywhere. But what I liked best was that as the sun set I looked around and noticed all the other tours were already quickly motoring back to the harbor. Captain Israel sat quietly and continued to watch the pink and orange sky unfold all around us. He gave us the time to really be in the moment with our families. When it was almost dark, he slowly turned the boat home. Amazing afternoon and evening and worth every penny. Thank you Kuna Vela for a most excellent experience!

The owner, Clint, his captain and crew were excellent as sailors... photographer, chef.... as well as serving us our drinks and food and assisting us on shore... I am personally a sailboat sailor, racer, and sailing instructor.. Safety and comfort are the priority for this ship and her crew... The boat is a very large... sea worthy..... and well maintained . You will not regret scheduling a party or private event with this company...Clint is an A+

The boat is beautiful! Clint is great at organizing everything and making sure everyone has a great time! Captain Isreal is very knowledgeable and funny - he even has a playlist all timed out so that the sun sets as the last song finishes!! First Mate Andrés is so attentive - he is a great photographer, takes many incredible pictures, and makes sure everyone has plenty to eat and drink the whole ride! The snorkeling was great! So many things to see! This really was the highlight of our trip in beautiful Costa Rica! We will definitely be back and do this again!! I HIGHLY recommend this trip!! Read less

Reservations Open Two Weeks in Advance

• Family Friendly

SARASOTA SUNSET CRUISE

Quick Details

• Users Ages: All ages
• Hour Glass Duration: 2 hours
• Clock Note: Arrive 30 min before departure
• Users Passengers: Max of 40 people
• Users Group Booking: For groups of 21 or more, please contact us at (941) 388-4200 or [email protected] to book

Enjoy a Beautiful Sarasota Sunset Over the Gulf of Mexico

• Small marine restroom available on board
• Join us as we cruise through Sarasota bay listening to music on the way out to Big Pass to watch a spectacular Sarasota Sunset.
• We might see some of our resident dolphins and manatees through the trip (there are no guarantees when it comes to the marine mammals, they are wild). There is no better way to enjoy a sunset than on a boat in Sarasota Bay.
• It can get chilly after the sun goes down so make sure to bring a light jacket, and don’t forget your camera
• Please feel free to bring snacks and beverages on board (small coolers only).
• Cold water, beverages and snacks available for purchase.
• This trip is suitable for all ages.
• We must meet a minimum passenger count to cruise. Reservations are highly recommended. We take reservations for regularly scheduled cruises no more than 2 weeks in advance. All scheduled cruises are subject to change.
• Check in is 30 minutes prior to departure.