Cudjoe Key Boat Rentals & Tours

50 boats available

The best out of 50 boat tours & rentals in Cudjoe Key - enter dates to check availability

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Top Boat Rentals in Cudjoe Key

Cudjoe Key: 50 boats available

Goliath Charters
Goliath Charters

Cudjoe Key • 25 ft • 6 persons

Meet Captain Craig, a fishy dude who’s been fishing his whole life.
Instant confirmation
trips fromUS $80
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.
Instant confirmation
trips fromUS $700
TNT Charters
TNT Charters

Little Torch Key • 25 ft • 6 persons

TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key.

"Had an amazing day on the water with Captain Tom! We went to the sandbars and saw baby sharks and stingrays and then we even got a dolphin show on the way home!" —⁠ BoatBooker Member,
Instant confirmation
trips fromUS $325
Livin’ the Dream Charters LLC
Livin’ the Dream Charters LLC

Little Torch Key • 25 ft • 6 persons

Climb aboard Livin’ the Dream Charters LLC, a beautifully restored 1987 Downeaster Tunnel Hull Center Console, based out of scenic Little Torch Key.

"The day of our charter was very windy, but Ray and Leah were very professional as they advised us to wait until the best weather window of the day." —⁠ Kenan,
Instant confirmation
trips fromUS $250
Sandbar Somewhere Charter
Sandbar Somewhere Charter

Summerland Key • 22 ft • 5 persons

Sandbar Somewhere Charter is a sleek 2023 Sundance Dx22 Center Console, based out of Summerland Key, offering an unforgettable adventure on the water for up to five guests.
trips fromUS $300
Castaway Custom Charters
Castaway Custom Charters

Summerland Key • 27 ft • 6 persons

Castaway Custom Charters specializes in custom trips designed for each guest.
trips fromUS $500
Kilo Whiskey Charters - Sunset and Snorkeling
Kilo Whiskey Charters - Sunset and Snorkeling

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.
Instant confirmation
trips fromUS $500
Flatzlife Charters
Flatzlife Charters

Summerland Key • 18 ft • 4 persons

Set sail for an unforgettable adventure with Flatzlife Charters, a beautifully restored 1996 Maverick MA Flats Boat, based in Summerland Key.
trips fromUS $150
Ana Banana Fishing Company
Ana Banana Fishing Company

Marathon • 40 ft • 6 persons

Ana Banana Fishing Company is a 2022 Luhrs Express Sport Fishing Yacht Motor yacht (restored in 2023), based out of Marathon.
Instant confirmation
trips fromUS $995
Kokomo Keys Charters Veteran Owned
Kokomo Keys Charters Veteran Owned

Big Pine Key • 22 ft • 6 persons

Embark on an unforgettable adventure with Kokomo Keys Charters Veteran Owned, a 2005 Kirkland 2200 Bay Master Bay boat based in the stunning waters of Big Pine Key, Florida.
Instant confirmation
trips fromUS $400
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See all 50 boats in Cudjoe Key

Frequently Asked Questions about Boat Rentals in Cudjoe Key

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Featured photos from Cudjoe Key

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What boaters said about boat rentals in Cudjoe Key

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Nearby Boating Destinations

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Top Activities in Cudjoe Key

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Top Boat Types in Cudjoe Key

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