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Rent a boat in Key West at the best price

Yacht
78 results
Rental Sailboat Dufour Yacht Dufour 430 GL Key West
Discount offer
8
· 
Key West

From 867 $ per day

Rental Sailboat JEANNEAU SUN ODYSSEY 449 Key West
Discount offer
8
· 
Key West

From 825 $ per day

Rental Catamaran Lagoon Lagoon 40 Power Catamaran with A/C Key West
Discount offer
6
· 
Key West

From 853 $ per day

Rental Catamaran Catana Bali 4.3 with watermaker Key West
Discount offer
10
· 
Key West

From 1,372 $ per day

Rental Sailboat Dufour Yachts Dufour 412 GL Key West
Discount offer
6
· 
Key West

From 722 $ per day

Rental Catamaran Lagoon Lagoon 450 with A/C Key West
Discount offer
11
· 
Key West

From 1,383 $ per day

Rental Catamaran Lagoon Catamaran Lagoon 42  with A/C Key West
Discount offer
11
· 
Key West

From 1,445 $ per day

Rental Sailboat Jeanneau Sun Odyssey 409 Key West
Discount offer
6
· 
Key West

From 611 $ per day

Rental Sailboat Jeanneau Sun Odyssey 449 Key West
Discount offer
8
· 
Key West

From 825 $ per day

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Where to sail in Key West, Florida?

Let the waters of Key West speak for themselves! Key West is an excellent starting point for sailing trips whether just for a few hours, a day, a weekend, or a week. Check-out these destinations:

  • Florida Keys- discover the rest of the islands in this archipelago, like: Islamorada, home to the world’s best sports fishing, Key Largo, an excellent spot for diving and snorkelling and Marathon, to visit the turtle hospital
  • Miami- enjoy the local sandbars, dock’n’dine, dolphin watch and spend the day out on the water
  • The Bahamas- to the east of the keys explore over 700 remote and stunning islands rich in marine life including tropical fish, stingrays, and dolphins
  • Dry Tortugas National Park- includes 7 islands and famous for its crystal clear waters and sea turtles
  • Cuba- seasoned boatmen can make the 85 nautical mile journey to this Caribbean paradise

What is there to see and do?

Founded in 1822, Key West is rich in history and has been home to several well-known artists, poets, writers, and not to mention a few U.S. Presidents. Ernest Hemingway used to hang out around here,and even pirates made themselves known in Key West a few centuries ago.

And while Key West may only be 7 square miles, today, it is home to a friendly and laid back community that offers much to see and do in the area. Such as:

  • Take a stroll down busy Duval Street
  • Learn about Fort Zachary Taylor’s history
  • Enjoy the ‘Conch Republic’s’ buzzing nightlife, full of live music, performances, bars and restaurants
  • Take a picture at the Southernmost Point of the United States (and only 90 miles from Cuba!)
  • Feed the Tarpons and see the pelicans at the Harbor Walk
  • Do some shopping in Mallory Square
  • Grab the family and head out on the Pelican Path Walking Tour of the city

A Key West boat rental with a captain?

In Key West, renters may opt to select a boat rental with a captain on board. Bareboat boat rentals are available for keen sailors who know these blue waters like the palm of their hand. But for those who don’t have boating experience or qualifications, and for those who would rather sit back and relax during their holiday- boat charters with captains are available.

With a captain, set sail at your own pace and create your own itinerary. And the advantage of having a local in your midst, is that you will have the opportunity to explore and enjoy secluded anchorages, stunning beaches, and hidden coves that you might have not otherwise have visited on your own.

So sit back and relax as the captain and crew take care of everything, from anchoring, docking, navigating, preparing meals, etc. For many charters, captain and/or crew may come as an additional cost, which is dependent on the size of the vessel, number of crew members, and other requests.

Your yacht charter in Key West with a captain will be worry free and as one to remember!


Choose Click&Boat when renting a boat in Key West!

It has never been so easy to rent a boat in the Florida Keys, whether it is with a private or professional boat owner. Thanks to Click&Boat, the leading online boat rental service, all you need is a few minutes to search and book your dream boat!

Use our up-to-date prices and availabilities, our integrated messaging tool for renters and owners, and take full advantage of our expert advisors, ready to help plan your next sailing trip.

Whether you’re thinking about renting a motorboat, sailboat, catamaran, pontoon boat or yacht- with Click&Boat you can be sure to find the right boat to suit your needs. Key West and the Florida Keys are the perfect place to lay back and relax, so what do you say, are you coming on board?


  • Sailboat
  • Motorboat
  • RIB
  • Catamaran
  • Jet ski
  • Houseboat
  • Yacht
Price
0 - 1 300+ $ /day
Length
0 - 60 ft
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+
-
+
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+
  • Discounts
Enter your dates to display the exact discount
Engine
0 - 250 hp
Year
2001 - 2022
Radius
100 mi max.
Manufacturer
Harbor
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Key West Boat Rental- In Sunny Paradise

As the southernmost point of both Florida and the United States, Key West is a boating destination with sunshine, history, and character that makes it worth visiting year-round. This island-city is known for its conch-decorated houses and bars and restaurants dotted along Duval Street. In Key West, enjoy the opportunity to explore the beautiful reefs nearby with great conditions for a full day of snorkeling and diving.

Many who rent a boat in Key West, also decide to sail to the rest of the Florida Keys, a collection of tropical islands spanning over 80 miles!


How much does it cost to rent a boat in Key West?

Boat rental prices in Key West depend on a few factors. Such as the duration of the rental, type and age of the vessel, if it is low/high season in a specific destination and if additional services like captain and crew have been requested on board. So it’s important to consider all these factors when choosing the perfect boat rental in your budget!

  • Motorboat rentals start as low as $325/day but on average cost between $450/day to $800/day for about 6 guests.
  • If you are looking for a pontoon boat rental, expect to pay around $500/day for 8 people on board.
  • For longer sailing trips, consider renting a catamaran in Key West. The average cost is about $5,000/week to $7,000/week but these vessels may accommodate about 6 to 10 guests.
  • The average cost for a Key West sailboat rental is about $950/day for 6 people. But there are also a variety of other packages available such as 2 hour sunset cruises starting at $400 and 4 hour boat tours for avid snorkelers starting at $600.
  • Fishing charters cost about $800/day to $1,500/day depending on the number of guests and type of fishing planned.

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