sailboat rentals florida

Rent the best Florida sailboats

• Sailboat Rentals
• Florida Sailboat Rentals

Our top sailboat rentals

Boca Raton, FL

50' Catamaran Charter with Water Toys - Deerfield Beach/Boca Raton, FL

Fort Lauderdale, FL

55'Catamaran Party: Sailing, Snorkeling, Paddle-boarding, Sightseeing!

Treasure Island, FL

Set Sail on a Brand New Catamaran

Luxurious Leopard 40 Catamaran with Water Toys/Paddle Boards Included

Beautiful Leopard 40 sailing catamaran

West Palm Beach, FL

Cruise the waterways of Fort Lauderdale - WPB - $220/Hr -$37/Person

Luxury Sailing Catamaran in Brickell

St. Petersburg, FL

Luxury 51' Catamaran Sailing Charter in St Petersburg!

DAFFY SAILBOAT 39 ft Catalina 387 Fort Lauderdale

Key West, FL

Luxury 44-ft sailing catamaran

Sailing Catamaran Sightseeing / Sunset Excursions

Gulf Breeze, FL

Leopard 47 Sailing Catamaran

Leopard 44 sailing catamaran, 4 cabin/4 bathroom

Jacksonville, FL

Delivery Available - Sunset, Day Sail, Booze Cruise, St Johns River

Aventura, FL

Sacred Space Christina 52 performance cruiser sail

Luxury 47 feet Beneteau Yacht - Miami

Stock Island, FL

40' Luxury Sailing Catamaran! Offering 4 hr, 8 hr, & 10 hr charters

Miami Beach, FL

Explore the waters of Miami aboard 60' Leopard 2021

How to rent a sailboat in florida, find the perfect boat.

Enter your desired location and date to explore our fleet of sailboats.

Select a captain

Choose to drive yourself or select a USCG licensed captain.

Book with ease

Connect with your boat owner and complete your booking online.

Enjoy your day on the water with friends and family!

Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for sailboat rentals

Top sailboat rentals reviews in Florida

Explore the...

50' Catamaran...

Thanks for everything. From greeting us at the dock, to stepping onboard and our day on the boat was top notch. Great...

Luxurious Leopard...

Couldn’t have asked for a better experience, our captain and crew was exceptional. From the minute we booked the...

Luxury Sailing...

Very friendly and professional captain. Changed our booking date due to terrible weather. We'll do it again.

I cannot speak more highly of my experience with Windsong Charters - 10/10! I had originally booked a different boat...

Set Sail on a...

The boat was fantastic, would definitely book again! I’d book a different captain other than Captain Mike, but 5...

Amazing experience all around!

Great boat and great crew.

Sacred Space...

Bruce is a very nice person.

40' Luxury...

Incredible boat! The best way to see a Key West sunset. Lots of room onboard, great table set up for gathering....

Sailboat Rentals in Florida

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Boatsetter lets you make money renting out your sailboat. Peace of mind and insurance is included in every rental, and you choose who rents your sailboat.

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• 305-619-0140

Private Liveaboard Classes

Florida keys sailing, come sail with us.

Proud Member of the ASA

At Florida Keys Sailing our specialty is: Private Live Aboard Sailing Classes and Sailing Vacations with just you and your spouse or friends. “Learn to Sail” or take an Advanced Class to develop your skills. Qualified sailors can Charter our boats. A Captain will happily take you and your family on a Day Sailing Trip if you need one. Many sailing classes offered elsewhere crowd you on a boat with a group of total strangers.

At Florida Keys Sailing ALL of our Sailing Classes, Day Sailing Trips, and Private Charters are exactly that…PRIVATE.

No one else except YOUR Party is ever on-board. This means you will learn more by having more time DOING, not WATCHING someone else sail. Dollar for dollar you will find more VALUE in taking your Sailing Courses at Florida Keys Sailing.

Or download the form here

Fun on the Waves

Our Classes

To learn more about the liveaboard classes we offer, visit our classes page

2 DAY BASIC FUNDAMENTALS OF SAILING

Designed for beginners who want the best introduction to the exciting sport of sailing. Students will receive a good understanding of all the “Basic Fundamentals of Sailing”. They will leave as very competent Crew Members.

3 DAY BASIC KEELBOAT “LEARN TO SAIL CLASS”

Beginner students will learn to responsibly be the Skipper of a Day Sailing Keelboat in familiar waters in moderate wind and sea conditions. Classes available are year round on demand based on your travel plans.

5 DAY BASIC COASTAL CRUISING OR 101 & 103

Students will learn to responsibly skipper and crew an auxiliary powered cruising sailboat during daylight hours within sight of land in moderate wind conditions. This Private Live Aboard Class is taught aboard our Catalina 30' or Irwin 34 Offered all year on demand based on your travel plans.

5 DAY BAREBOAT CRUISING OR 103 & 104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34. Offered all year on demand based on your travel plans. 5 Days and 4 Nights…Privately Living aboard at our Dock

3/1 DAY ADVANCED COASTAL CRUISING OR 106

Cruise a sailboat during nighttime hours in most wind and sea conditions. A Private Live Aboard Class is held aboard our Catalina 30 or Irwin 34. Offered all year on demand based on your travel plans. 3 Days and 3 Nights…Privately Living Aboard

7 DAY BAREBOAT CRUISING OR 101, 103 &104

Charter a cruising sailboat during daylight hours in most wind and sea conditions. This Private Live Aboard Class is taught aboard our Irwin 34 This is the Class the Bareboat Charter Companies want you to have. Offered all year long on demand based on your travel plans. 7 Days and 6 Nights…Privately Living Aboard at our Dock

3 DAY FAST TACK TO CRUISING ASA 101 & 103

It’s the fastest and least expensive way to get the first 2 – ASA Certifications. Both combined into a 3 Day / 2 Night Live aboard Class. Prior sailing experience before enrolling is advised. Only $2,039 per student! And better yet…a second student enrolls for FREE!

5 - DAY FAST TACK TO BAREBOAT CRUISING ASA 101, 103 & 104

It’s the fastest and least expensive way to get these 3 - ASA Certifications. All 3 are combined into a 5 Day / 4 Night – Live aboard Class. Prior sailing experience before enrolling is advised. Only $3,599 per student! And better yet…a second student enrolls for FREE!

Testimonials

Daysailing & charters, we offer both daysailing and charters, click below to learn more.

• SAILING LOCATION: Keys Fisheries & Marina 35th St Gulfside, MM 49 Marathon, FL 33050
• By Mail: Florida Keys Sailing 5171 Overseas Hwy #504407 Marathon, FL 33050
• By E-Mail: [email protected]
• By Telephone: 305-619-0140
• Marathon Chamber of Commerce
• Get Knotted - Animated Knots
• Sombrero Lighthouse Data and Marine Forecast

Copyright© 2020 Florida Keys Sailing™, LLC

Sailboats Unlimited

Bareboat and Crewed Sailing Charters

Bareboat and Crewed Sailing Charters in Naples, Florida since 1985!

Crewed Sailing Charters

Choose from a 2 hour “taste of sailing”, a half-day “jaunt along the beach” sailing the wind, a full day “adventure to Marco Island” sightseeing or romantic sunset or moonlight cruise.

Bareboat Charters

Let us help you plan a complete Florida sailing vacation from a simple overnight to a couple of weeks

Types of Charters

Choose your desired charter.

When choosing a sailing charter, you want to choose with confidence. Established in Naples in 1985, providing romantic getaways, sunset/sunrise trips, once in a lifetime sailing experiences for families on vacation, and corporate team building adventures.

About sailboats unlimited, naples most trusted sailboat chartering company since 1985.

The best experience you will have while visiting beautiful Naples, Florida

Located in sunny Naples, Fl, we have specialized in crewed sailing charters, bareboat sailing charters, yacht deliveries, and yacht maintenance since 1985.

When visiting Naples, FL or any of the surrounding areas, you have the opportunity to take our sailboats out onto the beautiful gulf. Let us charter you and your guest, or reserve the entire yacht for your guest. Sunset and moonlight cruises, half day and full day cruises. We have something for every scenario.

Our bareboat yacht charters are on boats ranging from 34′ to 42′. Half day to weekly bareboat charters are available. Preliminary checkout available by phone or fax. Prices vary depending on vessel. 34′ ocean racers and up to 42′ luxury cruising yachts. Large parties can be accommodated, with up to 16 on the Danmark, a 40′ Sloop U.S. Coast Guard inspected vessel.

Enjoy the unique Florida experience sightseeing and watching the dolphins at play. Kick back and be pampered or you take the helm. Free sailing instruction during the charter.

• Best listings 1st
• Price - Low to high
• Average Rating - Highest rated 1st

Our charter advisors are here to assist you.

An expert will find you the best offers

The state of Florida in the United States is home to some of the most popular boating destinations and cities such as Miami and Fort Lauderdale. While these areas offer many boats, Miami and the Florida Keys have some beautiful sailing conditions, which makes sailboat rental in Florida particularly popular.

Pricing and Info on renting a sailboat in Florida.

To rent a sailboat in Florida, prices cost around £500 for the day, while renting a sailboat in Florida for a week will average at around £4000. These prices vary however, due to the type of boat and the time of year you want to go.

Sailboat availability in Florida

Because Florida is sunny year-round, it does not follow the conventional sailing season. The peak season will typically run from December deep into February, but sailing still goes strong into May. If you’re looking to avoid the influx of tourists, then sailing in the months of April and May is perfect for you. Outside of this period, you’ll still have plenty of sunshine, but you’ll also have heavier periods of rain and humidity. Even in the low season sailing is very popular in Florida, and so you should always book far in advance.

Do I need a license to rent a sailboat in Florida?

To rent a sailboat in Florida, you do not need a license, however, if you were born on or after January 1st of 1988 you will need to obtain a Boating Safety Education Identification Card, which will require you to complete an approved Boating Safety Course. Also, if you are 18 years old or younger, you cannot rent any sort of watercraft.

If you do not have a licence or sailing experience, you can rent any of our sailboats with a skipper from our catalogue. When you rent a skippered sailboat, you can relax and enjoy your trip. The skippers help you to get to know the places you visit by boat in depth.

Overview of Florida

Undoubtedly one of the best areas to sail in the USA is Florida. With the sunshine year-round, you’ll always have perfect conditions to explore this beautiful state by boat. Due to its geographical position, it’s a sailor's paradise with an endless coastline that is available. If you’re living in the US, it’s the perfect place close to home; if you live abroad, it is more than recommended to make the trip.

In Florida, you’ll have several options for where to rent a boat. One of the most popular destinations to sail in Florida is the Florida Keys. Rent a boat in Key West, here you will have access to some of the best island hopping and you will be able to create a unique journey. Seeing the different islands and several coves is a highlight of any vacation. If you plan on sailing in the Florida Keys, chartering a yacht for at least is the right way to go.

Besides the Florida Keys, you’ll also be able to rent a boat in Fort Lauderdale. Fort Lauderdale is the perfect departure point for seeing the coast of Florida. Because of its location, you’ll have access to hot spots like Miami or sail down to the Florida Keys. Either way, you’ll surely have the perfect sailing holiday in Florida.

Due to the popularity of sailing in Florida, it is no wonder sailboat rental is so popular, as the sailing conditions are some of the bests you will find in the US, particularly in the Bay of Florida, with Miami and the Florida Keys, in particular, being a popular area to rent a sailboat.

Sailing areas around Florida:

• Florida Keys
• Fort Lauderdale

Our other types of boats

Best deals at sea.

Find the best prices for boat rentals & yacht charters with or without a skipper.

Quality control

Boat listings are checked regularly to guarantee the highest standards possible

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Verified third party to secure your payments and security deposits

Customer Care

A team of charter experts to help you seven days a week

Beachside Sailing

Sailing Lessons and Rentals

Sailboat Rentals

Sailboat Rentals in Port Canaveral and Merritt Island, Florida, near Cape Canaveral, Cocoa Beach and Orlando, FL.

Our sailboat rentals are affordable and conveniently located near many Orlando and Central Florida attractions, just a short drive from Walt Disney World.  We have boats available in Port Canaveral and Merritt Island, located near Cape Canaveral, Cocoa Beach and Titusville, Florida. Our locations allow quick access to the Indian River, Banana River, and Atlantic Ocean.  Our sailboats can accommodate multiple persons, so please click here or call us at (321) 624-5537 for more information about our sailboat rentals, sailing school and other Sailing events.

READY. SET. SAIL THE FLORIDA KEYS

At the end of a 110-mile-long chain of islands, stretched like a string of pearls across a Caribbean blue sea lies charmed Key West, it is here you will find Florida Yachts Charters. We are a boutique yacht charter company that specializes in Bareboat and Crewed Charter, ASA Sailing Instruction and Yacht Management. Experience the best of sailing the Florida Keys with a well maintained fleet of yachts, local knowledge and expertise, a warm island welcome and the personal touches of a luxury yacht charter.

Bareboat Charter

Raise the sails or take the throttle. With a bareboat charter i f you have the experience, then enjoy the freedom of captaining your own yacht on your own Florida Keys adventure. Explore our fleet of sailing monohulls, catamarans and power yachts.

Captained Charter

Sit back, relax, and let the professionals do all the work. Charter the yacht of your choice and connect with one of our experienced crew for your carefree sailing vacation in the Florida Keys. Want a full-service chef, we can help with that too!

Learn to Sail

Let us show you the ropes. Do you dream of owning or bareboat chartering your own sailing yacht one day? We are an accredited ASA Sailing School offering fully private courses for high quality one on one time with your instructor. Customize your itinerary and turn your Florida Keys sailing vacation into a great educational opportunity for you and your family.

Yacht Management

If you are dreaming of enjoying the luxury of keeping your yacht in paradise then join our curated fleet of well maintained charter yachts. We will be happy to consult with you about our yacht management options in the Florida Keys.

6651 Maloney Ave, Unit 1 Key West, FL 33040

[email protected] 800-650-6940

KEEP IN TOUCH

Destination and charter fleet updates, special offers, and more

• CHARTER YACHTS
• CREWED YACHTS
• Bareboat Charter
• Skippered Charters
• Crewed Yacht Rentals
• POWERBOAT or MOTORYACHT CRUISING
• HOUSEBOATING
• SAILBOAT CHARTERS
• CATAMARAN CHARTERS
• SAILING DESTINATIONS & ITINERARIES
• CHARTER GUIDE

Sailing Yacht Charter Florida Sailboat Charters & Rentals

Top-rated yacht charters in florida - preselected yacht rentals:.

Sailboat Sun Odyssey 410 for rent in Vinoy Resort Marina

• Sun Odyssey 410 [Yacht Price incl. Taxes]
• Barbeque Grill
• Yacht Insurance
• Bahamas charter tax
• Final cleaning
• Damage waiver
• Cancellation insurance
• Virgin Islands Search and Rescue (VISAR)
• Cruising tax
• Fuel (for outboarder)
• Maryland Amusement Tax
• VAT or sales tax

Sailboat Dufour 430 for rent in Saint Petersburg

• Dufour 430 [Yacht Price incl. Taxes]

Yacht Dufour 430 available for charter in Saint Petersburg

Yacht Sun Odyssey 440 for hire in Key West

• Sun Odyssey 440 [Yacht Price incl. Taxes]
• Cockpit cushion
• Outboard engine for dinghy
• Barbeque Grill (gas)

Sailboat Dufour 470 for rent in Saint Petersburg

• Dufour 470 [Yacht Price incl. Taxes]
• Skipper (food not included)

Yacht Hunter 290 for hire in Tarpon Point Marina

• Hunter 290 [Yacht Price incl. Taxes]
• Rubber Dinghy

Sailing yacht Catalina 350 for charter in Vinoy Resort Marina

• Catalina 350 [Yacht Price incl. Taxes]

Yacht Catalina 309 for rent in Saint Petersburg

• Catalina 309 [Yacht Price incl. Taxes]

Sailing boat Hunter 31 for hire in Saint Petersburg

• Hunter 31 [Yacht Price incl. Taxes]

Sailboat Hunter 40 available for charter in Saint Petersburg

• Hunter 40 [Yacht Price incl. Taxes]

Sailing yacht Catalina 350 available for charter in Saint Petersburg

Sailing boat Island Packet 31 for rent in Tarpon Point Marina

• Island Packet 31 [Yacht Price incl. Taxes]
• Cape Coral (6)
• Dania Beach (1)
• Key Largo (1)
• Key West (4)
• Saint Petersburg (30)
• Biscayne Bay (1)
• Caloosahatchee River (6)
• Florida Bay (1)
• Florida Keys (5)
• Glover Bight (6)
• Intracoastal Waterway (2)
• Key West Island (4)
• Tampa Bay (30)
• Treasure Island (2)

TOP Yacht Charters - Yacht Rentals

• Sailboat Charter North Atlantic Ocean
• Sailboat Charter Gulf of Mexico
• Sailboat Charter Straits of Florida
• Sailboat Charter United States of America
• Sailboat Charter US Atlantic Coast
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Yacht Charter Florida

Borrow A Boat is the leading boat rental and yacht charter marketplace worldwide with over 45,000 boat listings across 65 + countries worldwide, with boats of all types available for rental and including peer-to-peer boat listings.

• Build year : 2014
• Guests : 12
• Berths : 12
• Length : 141 ft
• Boat type : Sailing Yacht

the space between

• Build year : 2011
• Length : 46 ft
• Boat type : Catamaran

• Guests : 10
• Length : 34 ft
• Boat type : RIB

• Length : 45 ft

• Length : 42 ft

• Guests : 13
• Length : 82 ft

• Build year : 2020
• Length : 78 ft
• Boat type : Motorboat

Can't find what you're looking for?

• Build year : 2023
• Length : 0 ft

• Length : 74 ft

• Length : 55 ft

REAL SUMMERTIME

• Build year : 2000
• Length : 120 ft

Another Chance II

• Build year : 2021
• Length : 70 ft

• Build year : 2010
• Length : 52 ft

• Build year : 2012
• Length : 94 ft

• Build year : 2022

• Build year : 2008

At Borrow A Boat we're on a mission to make boating more accessible and to make it easier for you to get on the water. We believe boating should be available to everyone, and we can help the boating industry, boat owners, marinas, and everyone who wants to go boating by providing a 21st-century boating marketplace. Borrow A Boat is the best place to find and rent boats of all sorts, from a canal and riverboat across Europe to a sailing boat, motorboat, catamaran across North America, the Mediterranean, Caribbean and further afield, along with some of the world's most impressive superyachts and luxury yacht charters.

Boats or Yachts Available For Rent Or Charter In Florida

Where it comes to chartering or renting boats in Florida below is a list of the typical types of boats that you can hire on Borrow A Boat with a description of the boat type. If you can't find the individual boat charter you are looking for when you do a search in [location name] it's worthwhile searching nearby locations as your chosen boat type might be available nearby.

When searching a geographical area on Borrow A Boat you can filter by the below boat types. There is also the option to further filter your searches by price, the number of guests, cabins or bathrooms, what year the boat or sailing yacht was launched, the boat length and the boat manufacturer.

Sailboat: From €120/£100/$135 a day up to whatever you can afford, monohull sailing yachts are fun to sail at all points of the wind and an affordable way to get around if your island hopping or finding your own secluded coves or sandy beaches along with longer cruises. Sizes range from those for a couple or small family to a full sized luxury charter yacht.

Catamaran: Luxury catamarans are stable and spacious, with quick sailing performance, and have been gaining in popularity in recent years. Better for larger groups, they have lots of room for water toys, and are big enough for a little privacy. A catamaran charter is easy and comfortable for novices not used to heeling and are loved by families due to their extra space when compared to a monohull. Typically far more luxurious than a sailboat the larger catamarans have en suite toilets and showers in the staterooms as well as ample entertaining space in the saloon and on deck.

Power Catamaran: These types of boats are relatively new but have also been gaining in popularity as the two hulls keep the boat more stable when compared to a monohull. The wider beam also means more deck space and as they don't have sails or a mast, they have a lot more space on deck than a sailing catamaran rental or monohull. For a luxury catamaran charter, consider taking a crewed catamaran charter sailing vacation with an experienced captain.

Luxury Yacht: Luxury yacht charters are available for either a sailing yacht (sailboat), catamaran or motorboat and will have a crew and host/hostess on hand to cater for whatever your needs are along with a captain who will have a detailed knowledge of your cruising area. On a crewed yacht charter of this kind you get to create your own personal itinerary and will have far greater range than on other boats which allows for lots of variety in how you travel and what you do.

Superyacht: A superyacht or sometimes called mega yacht are boats which are least 24 metres (79 feet) in length up to 180 metres (590 feet) and can either be sailing yachts (sailboats) or motorboats. These types of boats are most frequently found in the Med of Caribbean and due to their size they will have a large chartering area and can typically pick you up from whatever location you require rather than you being required to get to a set marina to start your charter. They are fully crewed with professional staff who will cater for your every need along with a captain who will have extensive knowledge of your chosen cruising areas.

Motorboat: This covers a wide variety of boats from a motor yacht with cabins to a private boat trip for a fishing trip but all of the these are comfortable seagoing boats with a kick of speed should you want to cover a bigger distance on the day.​

RIB: Very much day boats for fishing and day cruising, RIBs are a lot of fun for a day afloat. They can be very quick and are great should you be in a town on holiday and fancy seeing the coast or finding secluded sandy beaches to get away from it all.

Captained Yacht Charter or Bareboat

When it comes to boat rental or yacht charter in Florida you typically have two choices - bareboat yacht rental or captained yacht charter.

When using Borrow A Boat you can filter all boat searches to be with or without a captain depending on what you are looking for and below we cover some of the main points to consider for your boat rental.

Captained Charter: A captained yacht charter gives you the advantage of being able to get afloat without having to invest in getting sailing qualifications before hand. For a monohull sailing yacht you will pay €120/£100/$135 plus a day extra for the captain, as well as their food and a tip at the end.

When you get to a luxury yacht or superyacht charter with crew these prices will increase and costs also depend on where you plan to sail to along with the size and type of boat rental on your sailing holiday.

In some cases captains will also be the yacht or boat owners (typically day trips) which means they will know all the best secluded beaches to show you the best that the area has to offer with their local knowledge.

For day trips you will often be able to use a captain as well and prices will vary depending on the type of boat.

Bareboat Yacht Charter: For skilled sailors, a bareboat charter is cheaper and gives more privacy for you and your charter guests. Many sailors prefer to be helming the boat while choosing their own course, and provided you have the knowledge and relevant qualifications you can captain these boats (typically up to 54 feet/16.5 metres in length) yourself.

Do You Need A Licence To Charter A Yacht In Florida

If you are on a gulet or captained yacht charter you do not need a license to sail a yacht out of Florida. This is also the case where you are renting a small motorboat without a cabin for a day trip around the local islands or beaches.

You do need a license if you are on a bareboat yacht charter, here are some examples of sailing qualifications:

International Certificate of Competence: This is issued on request by your European sailing authority and you should automatically qualify with certain national sailing qualifications.

RYA Qualifications: If you have the following qualifications you will be able to take a bareboat charter out of Florida, these include Day Skipper (sail or motor endorsement), Coastal Skipper or Yachtmaster.

American Sailing Association (ASA): The ASA 104 Bareboat certificate is commonly accepted.

US Sailing: The International Proficiency Certificate is widely accepted and The Bareboat Cruising Certificate is also accepted in many cases.

The main points to consider are what is your budget, have you got the necessary sailing experience and qualifications to manage the boat if it's not going to have a skipper, whom you are taking sailing, where exactly you wish to go and what will the weather be like on the proposed dates of your trip.

​You will typically pay 50% up front on booking the yacht hire and the balance on arrival. You will either pay a security deposit with your credit card on departure or can get insurance covering damage in advance. In some cases (such as the recent Covid situation) charter companies may be more flexible but this depends on the individual charter companies themselves.

If you are at sea and in danger, call MAYDAY on VHF Ch16 or ring the coast guard on your phone if you have reception. If you have a mechanical fault and can make it to or are on a mooring you will be able to phone a help line number given by the boat charter company.

You should consider do you have the experience to handle the yacht charter or boat rental before you book and where do you want to go along with what the weather will be like. Bring warm weather and cool weather clothing if it looks like the weather can be cool as well as warm and remember at sea it can be cool on most evenings.

If you want to sail without a captain then you will need relevant qualifications like RYA Day Skipper/International Certificate of Competence (ICC)/ASA 104 Bareboat certificate or the US Sailing Certificate. For small 'day boats' or if you choose to have a skippered on board your yacht charter you typically don't require licences.

We are confident that our prices are the most competitive and transparent in the market.

We won't charge any booking fees when you make a booking with us.

We have the highest number of verified and vetted boats available on the market.

Similar Locations

Welcome to our unique little hideaway. Secluded, serene, and perfectly located, our self-contained cottages have everything you need for a relaxing waterfront vacation.

There are no hidden charges – your stay includes:.

• Unlimited private sailboat use
• Snorkeling equipment
• Stand-up paddle boards
• Fishing gear
• Use of BBQ grills
• Onsite parking

In the evening, just walk or paddle around to local dining and dancing. Or stay on site and enjoy Key Largo’s incredible sunsets from one of the area’s most intimate settings… the Key Lime Sailing Club & Cottages. Easy to reach, hard to forget!

This was my 10th year of staying at KLSC in early March – it continues to be my vacation site of choice – and I’m already in the book or 2016. Great location, amenities and staff. It doesn’t get any better than this.

We had the most wonderful vacation. I want to thank you and your staff. It felt like everyone went out of their way to see our vacation was more then we expected. And it was. If anyone ask me where to go on vacation I only have one answer, “The Key Lime Sailing Club!”

Totally enjoyed our trip,staff was great, my wife had never sailed. She is hooked now, will be back soon, thank you for a great vacation.

Can’t say enough about the staff, perfect! Enjoyed all the watercraft available for use, kids loved the place:) Really enjoyed our stay, Talofa was great, the people and staff really made the trip awesome!

We had an amazing vacation at the Key Lime Club and so much fun sailing in the Keys! The staff were MORE than helpful and so fun to talk with. Loved the relaxed atmosphere, the family feeling at the tiki, and being able to use the water toys was a big plus. Give our love to Captain G, Irene, James and CJ! And thanks again for the sunset sail and the hospitality! We’ll surely recommend the Key Lime Club to others:)

We had a fantastic time. All of the water equipment was awesome! It was so nice not to have to worry about bringing all of that stuff with us. Our home was also equipped with tons of movies and games. What an excellent option for a family to have. Thank you KLSC!

We had a great time at KLSC. The staff was especially wonderful and attentive! We loved it there.

Sailing was great and your staff was very accommodating and top notch.Hello to Capt. G, Irene and Jeff

Perfect for our family vacation. Not over commercialized and a great place to get outside and discover things! Out boys loved it.

We were so pleasantly surprised at Key Lime North! Breathtaking, beautiful, and very hard to leave! Sandra, Nick, and Heather were wonderful, helpful, and will be our lifetime friends. Paulie made everything special including remembering birthdays and beyond! Captain Sheldon was a fantastic sailing instructor. Nothing beats this vacation!

We LOVED our stay and your hospitality. Everyone went above and beyond to make the stay enjoyable, including John from Michigan who took us out in his sailboat one afternoon. That was definitely our treasure of the week, spending time visiting with him while sailing. Diamond in the rough, so glad we stayed! Definitely would book here again if the Keys were our destination.

We Still Have Cottages Available, Request to Book!

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Why Boatsetter?

As the global leader in peer-to-peer boat rentals, Boatsetter offers an easy, safe and accessible way to experience on-the-water adventure. With boat rentals in 600+ locations, finding a boat is easy and with the option to tap into the largest network of USCG licensed captains, boating experience is not required.

Get out on the water worry-free, knowing our insurance covers every boating trip

Choosing the right boat rental platform is essential to your peace of mind while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

Got questions?

Frequently asked questions

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That’s it! You’re officially on your way to a fantastic day out on the water.

How much does it cost to rent a boat?

The cost to rent a boat depends on whether you are renting for a half-day or a full day, the boat features and the boat size can impact your boat rental price. Rental prices can range from $200 to $1,000 plus depending on the boat rental itself and the length of time of the rental.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat’s size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat’s size and the amount of time you’ll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting https://www.boatsetter.com/luxury-yacht-charters .

How old do you have to be to rent a boat?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here: https://www.boatsetter.com/luxury-yacht-charters .

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting https://www.boatsetter.com/luxury-yacht-charters .

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit https://www.boatsetter.com/luxury-yacht-charters .

How much does it cost to rent a pontoon boat?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you’re wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top destinations for sailboat rentals

Top sailboat rentals reviews in Florida

Explore the...

50' Catamaran...

Thanks for everything. From greeting us at the dock, to stepping onboard and our day on the boat was top notch. Great...

Luxurious Leopard...

Couldn’t have asked for a better experience, our captain and crew was exceptional. From the minute we booked the...

Luxury Sailing...

Very friendly and professional captain. Changed our booking date due to terrible weather. We'll do it again.

I cannot speak more highly of my experience with Windsong Charters - 10/10! I had originally booked a different boat...

Set Sail on a...

The boat was fantastic, would definitely book again! I’d book a different captain other than Captain Mike, but 5...

Amazing experience all around!

Great boat and great crew.

Sacred Space...

Bruce is a very nice person.

40' Luxury...

Incredible boat! The best way to see a Key West sunset. Lots of room onboard, great table set up for gathering....

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Home | Vacation rentals | Boat rentals | Great destinations for a sailboat rental in the USA

• Florida Keys
• Newport, Rhode Island
• Long Island
• Orange Beach

Great destinations for a sailboat rental in the USA

Whether you’re skimming around the quartz-tinted beaches of the Florida Gulf Coast, exploring the bayous and shrimp-filled rivers of Galveston Bay, hoisting the mainsail under the handsome lighthouses of New England, or sunning yourself in the happening harbors of Miami Beach, you’re sure to have a vacation to remember on a sailboat rental in the USA. This guide offers stacks of destination inspiration to get you started…

Sailboat rental in Florida

From coast to coast, Florida encompasses some of the most celebrated sailing destinations the country has to offer. It’s easy to see why, what with bath-warm Gulf of Mexico waters filled with dolphins, salt-washed sailing towns dotting the tropical Keys, and access to the Atlantic and Caribbean Sea north of Miami .

Miami sailboat rentals

One way to feel like you’re really in with the jet setters of Miami Beach is to rent your own sailboat for those adventures around Biscayne Bay, South Beach, and Coconut Grove. As you sun yourself on the deck of a deluxe monohull yacht here, you’ll be able to spy out the grand mansion of Gianni Versace and wonder at the neon-lit Art Deco high rises of the glitzy Magic City.

Tampa Bay has plenty of sailboat rental options

And quite right, too. This great inlet on the Gulf Coast of Florida is smack-dab in the middle of the state’s western shoreline. That means renting a sailboat is a ticket to all sorts of awesome places. Head south and you’ll catch the pelican-stalked lagoons of Marco Island. Head north and you can visit manatees between the creeks and mangroves of Tarpon Springs. And that’s just a taster.

A catamaran charter in the Florida Keys

Ah, the Florida Keys. These are Florida’s little slice of the Caribbean. Splintering off the southern tip of the Sunshine State, they are laced with mangrove forests and ringed with coral reefs that are a veritable mecca for scuba aficionados. Key West is a fine jump-off point for sailboat rentals. It’s got oodles of snorkel and dive outfitters, cute conch cottages, and big marinas filled with catamaran boats.

Sailboat rental up and down the East Coast

The 1000s of miles of stunning shoreline that make up the East Coast have been a sailing haven ever since explorer’s ships and Spanish galleons came their way in the 1500s. These days, things are more about R&R than searching for the New World, just as these enticing destination options reveal…

A sailboat rental in Newport, Rhode Island

Newport is the home of sailing in Rhode Island, and one of the sailing hubs of New England as a whole. It’s a glitzy, sleek place that’s still in touch with its fishing roots, so expect earthy chowder taverns to rub shoulders with grand mansions and yacht-filled harbors. The seafaring is nothing short of epic, with wide Narragansett Bay touting beaches and colonial towns, and whale watching on offer in the Block Island Sound that’s beyond.

Sailboat rentals in Long Island

To venture out past the 17th-century towns and fishing villages of Sag and Montauk, you’re going to need a sailboat rental in Long Island. Expect yachts with plush interiors to match the opulent mansions that cluster by the coast, along with visions of clifftop lighthouses and age-old clamming hamlets that ooze history from every tavern and quayside.

Sailboat rentals along the Gulf Coast

Adventures on the Gulf Coast can be just as amazing as sailboat rentals in Florida and beyond. In fact, the ocean vacations here are a ticket to a world of cotton-colored sands, buzzy boardwalks, big estuaries filled with rare seabirds, and dolphin-speckled waters…

Orange Beach sailboat rentals

A fine alternative to sailboat rental in Florida, Orange Beach straddles a series of barrier islands and inlets just across the state border in Alabama. Things tend to be much cheaper here than in the Sunshine State, which means you can free up extra dollars for larger catamarans or stylish single-hulled yachts. Then, it’s all about searching for bottlenose dolphins in the Gulf of Mexico or looking for beautiful dune parks along the Emerald Coast.

Kemah for Texan sailboat rentals

Kemah has one foot in the Gulf and one in the great sprawl of Houston. It’s far enough from downtown to retain that chilled, coastal vibe, though. And its fringed with big marinas that positively brim with billowing sails ready to rent. Aweigh anchor here and you could be watching sunset shows across Galveston Bay and finding hidden inlets for all that Lone Star R&R.

Galveston and its great bay

Another Texan sailing jewel awaits in Galveston. If you can pull yourself away from the handsome Victorian manor homes and bubbly boardwalk stands in the center, then the whole of Galveston Bay promises to be the perfect water-sports playground. In fact, it’s a well-known place to find your sea legs, with ASA-certified schools just waiting to invite you on board.

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In addition to the best offers we have for boat and yacht charters in Key West, FL, see also options available for rent in these nearby locations:

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