Best Sailboat Rentals Near Florida

Name: Day Sails & Sunset Cruises - Downtown St. Pete, FL
Rating: 5.0

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Labor Day Weekend Boat Rentals

Our top sailboat rentals

$206+ /hour

St. Petersburg, FL

5.0 (37 bookings)

Day Sails & Sunset Cruises - Downtown St. Pete, FL

2 - 8 hours Captained

Up to 6 passengers

$350+ /hour

St. Petersburg, FL

5.0 (54 bookings)

Luxurious Leopard 40 Catamaran with Water Toys/Paddle Boards Included

2 - 8 hours Captained

Up to 13 passengers

$129+ /hour

Key West, FL

5.0 (7 bookings)

40' Sailing Catamaran! Offering day, overnight, sunset charters

4 - 8 hours Captained

Up to 10 passengers

$338+ /hour

Miami, FL

5.0 (8 bookings)

Luxury 47 feet Beneteau Yacht - Miami

2 - 6 hours Captained

Up to 12 passengers

$450+ /hour

Miami, FL

60' Catana for sailing in Miami, FL!

3 - 8 hours Captained

Up to 12 passengers

$125+ /hour

Jacksonville, FL

5.0 (61 bookings)

Intracoastal Cruises and Ocean Sails

2 - 8 hours Captained

Up to 6 passengers

Rent a Beneteau USA cruiser in Miami, FL near me

$153+ /hour

Miami, FL

5.0 (39 bookings)

A unique experience in MIAMI

3 - 8 hours Captained

Up to 6 passengers

$62+ /hour

Gulfport, FL

4.6 (81 bookings)

Hunter 29.5 - Fast, comfortable and capable...

4 - 8 hours Captain optional

Up to 5 passengers

$263+ /hour

Miami, FL

5.0 (59 bookings)

Luxury Sailing Catamaran in Brickell

2 - 8 hours Captained

Up to 12 passengers

Rent a Lagoon Catamarans catamaran in Fort Lauderdale, FL near me

$296+ /hour

Fort Lauderdale, FL

5.0 (46 bookings)

Stunning Catamaran for 2, or 12!! (up to you)

2 - 8 hours Captained

Up to 12 passengers

$113+ /hour

Fort Lauderdale, FL

4.9 (25 bookings)

Fort Lauderdale Sailing adventure

4 - 6 hours Captained

Up to 6 passengers

$145+ /hour

Cocoa Beach, FL

Come Sail Away Aboard Cocoa Beach's Only Catamaran!

2 - 4 hours Captained

Up to 6 passengers

$180+ /hour

Fort Pierce, FL

5.0 (4 bookings)

Come Sail Away aboard our beautiful 2014 Hunter 33

Miami, FL

Sailing Adventures and Relaxing Cruises

4 - 8 hours Captained

Up to 6 passengers

Rent a Catamaran Cruiser catamaran in Sarasota, FL near me

$522+ /hour

Sarasota, FL

The Amazing 4 Bedroom "Wanderlust" Sailing Catamaran

3 - 8 hours Captained

Up to 12 passengers

Rent a Stiletto 30 catamaran in Shalimar, FL near me

$154+ /hour

Shalimar, FL

5.0 (5 bookings)

Sailing Charters in Destin Fl

3 - 6 hours Captained

Up to 6 passengers

$113+ /hour

Fort Lauderdale, FL

5.0 (125 bookings)

DAFFY SAILBOAT 39 ft Catalina 387 Fort Lauderdale

4 - 8 hours Captained

Up to 6 passengers

$181+ /hour

Aventura, FL

4.3 (6 bookings)

Sacred Space Christina 52 performance cruiser sail

4 - 8 hours Captained

Up to 6 passengers

Top sailboat rentals reviews in Florida

300,822

Customers Reviews

4.95

Avg. Rating

5/5 stars

Stunning...

Martin is an amazing host. Very communicative, the charter was exactly what was expected. Beautiful boat, great...

Albert

Aug 2025
5/5 stars

DAFFY SAILBOAT ...

An amazing day on the water. Thank you Charlie for sharing your boat with us

Walter

Aug 2025
5/5 stars

Stunning...

Five stars all the way. The 50 foot catamaran was the perfect size for our party of 12. Martin and the crew were...

Ronnie

Aug 2025
5/5 stars

Stunning...

Martin is by far the coolest and kindest boat owner I’ve ever met. He takes exceptional care of both his boats and...

Alexandre

Aug 2025
5/5 stars

Intracoastal...

Nicholas’s boat was exactly as described, it was very clean and had plenty of room. We booked the boat for an...

Ashleigh

Aug 2025
5/5 stars

A unique...

Rodrigo was great really made it special. It was a gift for my girlfriend and he helped making it truly an...

Ben

Aug 2025
5/5 stars

Stunning...

AMAZING charter! Martin, Craig, and Will were first class, and the cruise was spectacular. The catamaran was perfect...

Jeffrey

Aug 2025
5/5 stars

Luxurious Leopard...

This was our first charter. Captain Dave and first mate, Joe, were first rate. We had a wonderful time.

Ina

Jul 2025
5/5 stars

Stunning...

This was an amazing experience from my first interaction with Martin. He was very responsive, allowed me to see the...

Brian

Jul 2025
5/5 stars

Intracoastal...

We had an amazing time with Captain Nick. The boat was very comfortable and with all the amenities and the sailing...

Gabriela

Jul 2025
5/5 stars

40' Sailing...

My family of young adults and friends chartered the Shelley Kay for a sunset cruise. Captain Jason and his First Mate...

Tina

Jul 2025
5/5 stars

Day Sails &...

What an awesome experience. Nick the owner of the boat and Chris our captain for the evening made it so enjoyable. 10...

Donte

Jul 2025

How to rent a sailboat in Florida?

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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.

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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.