What are the steps needed to rent a sailboat in Key Largo?

Best Sailboat Rentals Near Key Largo

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Our top sailboat rentals

$338+ /hour

Miami, FL

5.0 (8 bookings)

Luxury 47 feet Beneteau Yacht - Miami

2 - 6 hours Captained

Up to 12 passengers

$147+ /hour

Miami, FL

5.0 (8 bookings)

Sailing Adventures and Relaxing Cruises

4 - 8 hours Captained

Up to 6 passengers

$450+ /hour

Miami, FL

60' Catana for sailing in Miami, FL!

3 - 8 hours Captained

Up to 12 passengers

$263+ /hour

Miami, FL

5.0 (59 bookings)

Luxury Sailing Catamaran in Brickell

2 - 8 hours Captained

Up to 12 passengers

Rent a Catamaran Cruiser catamaran in Key Largo, FL near me

$195+ /hour

Key Largo, FL

5.0 (4 bookings)

Sailing Catamaran Bay Side Florida Keys & Everglades + Sunsets Sails

4 - 8 hours Captained

Up to 6 passengers

$46+ /hour

Key Largo, FL

4.8 (11 bookings)

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

8 hours Captain optional

Up to 6 passengers

Rent a Sailing Catamaran catamaran in Miami, FL near me

$441+ /hour

Miami, FL

5.0 (5 bookings)

48ft Sailing Catamaran – Day Charter in Miami with Captain

4 - 8 hours Captained

Up to 12 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

Key Largo, FL

Relentless -35' Edel Sailing Cat

4 - 8 hours Captained

Up to 6 passengers

Rent a Beneteau USA cruiser in Miami, FL near me

$153+ /hour

Miami, FL

5.0 (37 bookings)

A unique experience in MIAMI

3 - 8 hours Captained

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

$65+ /hour

Key Largo, FL

Sail on the Florida Bay and Everglades on our 22 Catalina

8 hours Captain optional

Up to 6 passengers

$163+ /hour

Key Largo, FL

Mangrove Kayak Adventure aboard a Catalina Sailboat

6 hours Captained

Up to 4 passengers

$125+ /hour

Key Largo, FL

Key Largo Sail The Everglade & More

4 - 8 hours No captain

Up to 6 passengers

Top sailboat rentals reviews in Key Largo, FL

281,468

Customers Reviews

4.95

Avg. Rating

5/5 stars

A unique...

Great boat, great captain (Rodrigo) - highly recommend. The swing is a must!

Ana

May 2025
5/5 stars

Set Sail on a 22'...

My family and I enjoyed our experience with our sailboat rental. Chuck, Paul, and John were very helpful and...

Lloyd

May 2025
5/5 stars

Sailing...

We had a perfect four hour cruise around the Bay. We got to swim in the water, explore a sandbar, and my husband even...

Aleksandra

Apr 2025
5/5 stars

Sailing...

David

Feb 2025
5/5 stars

Luxury Sailing...

The catamaran is perfect and Aaron is the best captain! We had the best time.

Daniele

Feb 2025
5/5 stars

Set Sail on a 22'...

We had a fun day on the water. Boat was older but it was well-appointed with required safety gear and worked just...

Kevin

Feb 2025
5/5 stars

Luxury Catamaran...

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
5/5 stars

Luxury Catamaran...

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

Sailing...

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

Joel

Sep 2024
5/5 stars

Luxury Sailing...

We had an amazing time! We booked an 4 hour excursion. Aaron was super helpful while planning our fun afternoon,...

Ina

Sep 2024
5/5 stars

Luxury Sailing...

Beautiful boat. Liam was wonderful. My kids had a blast. Honestly it was exactly what we hoped it would be. ...

Cody

Aug 2024
5/5 stars

Catalina 250 -...

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

Travis

Aug 2024

How to rent a sailboat in Key Largo?

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.

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.

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

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 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.

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.