Key West Boat Rentals & Tours

13 boats available

The best out of 13 boat tours & rentals in Key West - enter dates to check availability

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Top Boat Rentals in Key West

Key West: 13 boats available

Kilo Whiskey Charters
Kilo Whiskey Charters

Key West • 33 ft • 6 persons

Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida.
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trips fromUS $500
Tiki Boat Adventures - Key West
Tiki Boat Adventures - Key West

Key West • 20 ft • 6 persons

Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West!
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trips fromUS $403
Boa Vida Charters
Boa Vida Charters

Key West • 29 ft • 6 persons

Welcome to Boa Vida Charters, where unforgettable aquatic adventures await in the stunning waters of Key West, Florida.
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trips fromUS $400
Salty Bottom Boats
Salty Bottom Boats

Key West • 40 ft • 36 persons

Welcome aboard our private charter boat, accommodating up to 36 guests for an extraordinary backcountry sandbar experience tailored just for you!
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trips fromUS $314
Reel Easy Charters
Reel Easy Charters

Stock Island • 25 ft • 6 persons

Reel Easy Charters, located in Stock Island, Florida, offers a wide range of exciting and customizable boating experiences, perfect for families, groups, or anyone looking to explore the beautiful waters around Key West.
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trips fromUS $700
Salty Paws Charters Key West
Salty Paws Charters Key West

Stock Island • 26 ft • 6 persons

Salty Paws Charters in Stock Island, Florida, offers a pet-friendly and family-oriented boating experience aboard a 26-foot Proline sport center console, fully restored in 2024.
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trips fromUS $700
Purple Heron Charters
Purple Heron Charters

Key West • 17 ft • 2 persons

Step aboard Purple Heron Charters for a personalized adventure on the water in Key West.
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trips fromUS $475
Key West Boating Connection
Key West Boating Connection

Stock Island • 22 ft • 4 persons

Key West Boating Connection offers intimate and customizable trips on their 22-foot Lake and Bay Inshore center console boat, perfect for groups of up to 4 passengers.
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trips fromUS $400
Elope by Boat on the Dauntless in Key West!
Elope by Boat on the Dauntless in Key West!

Stock Island • 32 ft • 6 persons

Create a One-of-a-Kind Elopement on the Waters of Key West For couples who seek something extraordinary, celebrate your love in the stunning tropical waters of Key West, Florida.
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trips fromUS $550
Salt Therapy Charters
Salt Therapy Charters

Summerland Key • 32 ft • 6 persons

Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key.
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trips fromUS $700
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Frequently Asked Questions about Boat Rentals in Key West

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Boat rentals in Key West

Key West is a premier destination for boating enthusiasts, offering a blend of the serene Gulf waters and the expansive Atlantic Ocean. This tropical getaway caters to boaters of all experience levels year-round, making it a haven for those looking to explore its vibrant marine world.

January through March sees calm seas, perfect for cruising around the islands and spotting wildlife. The cooler weather makes it an ideal time for leisurely tours, dolphin watching, or exploring the mangroves and shallow flats surrounding Key West.

April and May offer warmer temperatures and excellent conditions for snorkeling and diving around the coral reefs. These months are also perfect for island hopping; visit secluded spots only accessible by boat and enjoy the increasing activity of marine life as summer approaches.

June through August brings the height of summer, with long sunny days ideal for all types of water activities. Boaters can enjoy everything from wakeboarding and jet-skiing to deep-sea fishing and sunset cruises. These months are also popular for attending local boat races and regattas that bring the boating community together.

September and October provide a quieter experience on the water as the summer crowds thin out. The hurricane season means boaters should keep an eye on the weather, but days are still warm and waters perfect for exploring the coastline or deep-sea fishing adventures.

November and December offer cooler but comfortable boating weather, making it a great time for scenic cruises, holiday-themed boat parades, and even enjoying some fishing. These months are perfect for relaxing on calm waters, soaking in the unique beauty of Key West.

No matter when you visit, Key West's favorable weather and diverse boating opportunities offer something for every type of boater, ensuring an unforgettable experience on the water.

Key West

Based on 29,031 reviews by BoatBooker customers

Featured photos from Key West

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What boaters said about boat rentals in Key West

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Nearby Boating Destinations

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Top Activities in Key West

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Top Boat Types in Key West

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