Rent the best Florida Keys sailboats

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Our top sailboat rentals

Rent a Sailing Catamaran catamaran in Miami, FL near me
Icon $388+ /hour

Miami, FL

5.0 (4 bookings)

Sailing Cataraman 48ft "Bubble" | Sound-bath, Yoga and Meditation

4 - 8 hours Captained
Up to 12 passengers
Rent a Leopard catamaran in Miami Beach, FL near me
$625+ /hour

Miami Beach, FL

5.0 (17 bookings)

Explore the waters of Miami aboard 60' Leopard 2021

4 - 8 hours Captained
Up to 13 passengers
Rent a Catalina sloop in Key Largo, FL near me
$46+ /hour

Key Largo, FL

5.0 (7 bookings)

Set Sail on a 22' Catalina Adventure in the Florida Keys

8 hours Captain optional
Up to 6 passengers
Rent a Catamaran Cruiser catamaran in Key Largo, FL near me
Icon $195+ /hour

Key Largo, FL

5.0 (3 bookings)

Sailing Catamaran in the Tropical Florda Keys and Everglades Sunsets

4 - 8 hours Captained
Up to 6 passengers
Rent a Catamaran Cruiser catamaran in Key Largo, FL near me
Icon $169+ /hour

Key Largo, FL

5.0 (1 booking)

Relentless -35' Edel Sailing Cat

4 - 8 hours Captained
Up to 6 passengers
Rent a Beneteau USA cruiser in Miami, FL near me
Icon $153+ /hour

Miami, FL

5.0 (35 bookings)

A unique experience in MIAMI

3 - 8 hours Captained
Up to 6 passengers
Rent a Catalina daysailer & weekender in Key Largo, FL near me
$74+ /hour

Key Largo, FL

5.0 (2 bookings)

Catalina 250 - Sailing in Florida Everglades & Florida Keys

8 hours No captain
Up to 6 passengers
Rent a Catalina daysailer & weekender in Key Largo, FL near me
$65+ /hour

Key Largo, FL

22 Catalina Key Largo Bay Sailing Adventures

8 hours No captain
Up to 6 passengers
Rent a Morgan by Catalina cruiser in Key Largo, FL near me
$125+ /hour

Key Largo, FL

Key Largo Sail The Everglade & More

4 - 8 hours No captain
Up to 6 passengers
Rent a Catalina daysailer & weekender in Key Largo, FL near me
$65+ /hour

Key Largo, FL

Sail on the Florida Bay and Everglades on our 22 Catalina

8 hours Captain optional
Up to 6 passengers
Rent a Beneteau USA catamaran in Miami, FL near me
$350+ /hour

Miami, FL

5.0 (2 bookings)

Luxury Catamaran Lagoon 42

4 - 8 hours Captained
Up to 6 passengers
Rent a Other catamaran in Miami, FL near me
$450+ /hour

Miami, FL

60' Catana for sailing in Miami, FL!

3 - 8 hours Captained
Up to 12 passengers
Rent a Beneteau USA sloop in Miami, FL near me
$350+ /hour

Miami, FL

5.0 (7 bookings)

Luxury 47 feet Beneteau Yacht - Miami

2 - 6 hours Captained
Up to 12 passengers
Rent a Beneteau USA sloop in Miami, FL near me
$159+ /hour

Miami, FL

5.0 (7 bookings)

Sailing Adventures and Relaxing Cruises

4 - 8 hours Captained
Up to 6 passengers

How to rent a sailboat in Florida Keys?

1

Find the perfect boat

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

2

Select a captain

Choose to drive yourself or select a USCG licensed captain.

3

Book with ease

Connect with your boat owner and complete your booking online.

4

Set sail

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.

Boating with Boatsetter

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.

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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 sailboat rentals reviews in Florida Keys, FL

Verified full
263,247
Customers Reviews
4.95
Avg. Rating

  • We had a very enjoyable sail with Kyle, in spite of some rainy and overcast weather. The boat is in great shape and...

    Larry

    Oct 2024

  • Kyle and crew were exceptional. Made for an incredibly enjoyable day. Boat is in fantastic condition. Couldn’t be...

    Blair

    Sep 2024
  • 5/5 stars

    Captn Craig was great. Very knowledgeable and friendly! A great experience on the water for a newbie sailor.

    Joel

    Sep 2024

  • Great communication and very accommodating. Very helpful with local knowledge for safe and legal boating.

    Travis

    Aug 2024
  • 5/5 stars

    Our experience was beyond beautiful! The boat was lovely and our captain, Arthur, was amazing! He made sure we had...

    Felecia

    Aug 2024
  • 5/5 stars

    This was the perfect boat for my friends and I. The open concept allowed us to be together and enjoy each other more...

    Enrique

    Jun 2024
  • 5/5 stars

    The sail was great! Rod is a welcoming and easy going captain with a full command of a comfortable boat for 6. He's a...

    Abraham

    Jun 2024
  • 5/5 stars

    Perfect day. I so appreciate that our captain took extra care to be sure my 94-year-old uncle had a phenomenal day...

    sandra

    May 2024
  • 5/5 stars

    Hillary

    Apr 2024

  • We had a great time on the boat! Beautiful day, beautiful weather, nice boat!

    Beth

    Mar 2024

  • Paul, Chris, Lime Key Boat Rentals and Boatsetter were AWESOME!

    I own a well equipped C-22, and the one I rented...

    Peter

    Jan 2024
  • 5/5 stars

    Perfect boat. Great crew. Truly excellent experience!

    Anthony

    Jan 2024

Sailboat Rentals in Florida Keys, FL




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