Cudjoe Key Boat Tours

The best out of 106 boat tours in Cudjoe Key - enter dates to check availability

Check availability

Cudjoe Key Boat Tours

106 boats available

Trip date

Group size

2 adults • 0 children

Top Boat Tours in Cudjoe Key

Cudjoe Key: 106 boats available

Showing 1 - 10

Sort by

Meet the Captain

25 ft

Up to 6 persons

Goliath Charters

5+ external reviews

Cudjoe Key

Meet Captain Craig, a fishy dude who’s been fishing his whole life. He’s passionate about the outdoors and has always dreamed of becoming a Florida Keys fishing guide.

Trips from

US $200

Trips from

US $200

See availability

25 ft

Up to 6 persons

Livin’ the Dream Charters LLC

5.0

(9 reviews)

Little Torch Key (12 min drive from Cudjoe Key)

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

"This was a short visit to the keys for our family and we booked a sunset cruise so the kids could get out on the water to see a a beautiful sunset." —⁠ Shawn,

Trips from

US $300

Trips from

US $300

See availability

32 ft

Up to 6 persons

Salt Therapy Charters

5.0

(1 review)

•

90 external reviews

Summerland Key (7 min drive from Cudjoe Key)

Set sail with Salt Therapy Charters, a beautifully restored 2002 Century 3200cc Center Console, offering unforgettable adventures in the stunning waters of Summerland Key.

"We had a great day in the water. It was a lot of fun to see the reef, and picnic island, while learning about the area!" —⁠ Aimee,

Trips from

US $700

Trips from

US $700

See availability

Meet the Captain

33 ft

Up to 6 persons

Kilo Whiskey Charters

5.0

(12 reviews)

Key West (29 min drive from Cudjoe Key)

Welcome to Kilo Whiskey Charters, the premier destination for unforgettable aquatic adventures in the pristine waters of Key West, Florida.

"Captain Anthony and Kilo Whiskey charters made a concept of a private charter to Dry Tortugas with snorkeling and fishing come true for our family of 4." —⁠ Craig,

Trips from

US $500

Trips from

US $500

See availability

24 ft

Up to 6 persons

Conch Republic Charters

5.0

(9 reviews)

Key West (27 min drive from Cudjoe Key)

Set sail with Conch Republic Charters, a beautifully restored 1975 T Craft 24 Center Console (2025) in Key West.

"Vaughn was awesome to go out with. We loved boating through the mangroves out to the open water." —⁠ Felicia,

Trips from

US $500

Trips from

US $500

See availability

25 ft

Up to 6 persons

TNT Charters

4.9

(4 reviews)

•

5+ external reviews

Big Pine Key (11 min drive from Cudjoe Key)

TNT Charters is a 1982 SeaCraft Potter Hull center console (restored in 2018), based out of Little Torch Key. It can take up to six guests. The boat is powered by one 300 HP gasoline outboard Yamaha engine, offering a maximum cruising speed of 40 knots.

"From the initial booking to the meeting point Tom and his wife kept great communication about where we could go, the possible weather situation and what to expect." —⁠ Eddie,

Trips from

US $399

Trips from

US $399

See availability

27 ft

Up to 6 persons

Making Memories Charters Key West

5.0

(44 reviews)

Stock Island (20 min drive from Cudjoe Key)

Making Memories Charters Key West invites you to discover paradise aboard their sleek 2019 SeaRay 270 SDX-OB Deck Boat, departing from Stock Island.

"We had such a fun and memorable boating experience with Sergei!" —⁠ Marissa,

Trips from

US $415

Trips from

US $415

See availability

23 ft

Up to 6 persons

Salty Paws Key West

5.0

(2 reviews)

•

5+ external reviews

Stock Island (25 min drive from Cudjoe Key)

Experience the ultimate Key West adventure aboard Salty Paws Key West, a 2008 Pro Sport 2300 Center Console based in Stock Island.

"We had the best day with Captain Zach! We went out to Boca Grande with Zach and it was hands down one of the best Sandbar trips I’ve ever had." —⁠ Stephanie, Florida

Trips from

US $450

Trips from

US $450

See availability

Meet the Captain

20 ft

Up to 6 persons

Tiki Boat Adventures - Key West

5.0

(10 reviews)

Key West (29 min drive from Cudjoe Key)

Ditch the ordinary and immerse yourself in a tropical escape with Tiki Boat Adventures in Key West! These custom-built tiki boats offer the ultimate setting for a fun and relaxing day on the water.

"Best day ever on the water! Captain Madison was an incredible host and kept the great tunes rolling all day long." —⁠ Christine,

Trips from

US $375

Trips from

US $375

See availability

27 ft

Up to 6 persons

Lower Keys Adventure Charters

5.0

(1 review)

•

5+ external reviews

Summerland Key (11 min drive from Cudjoe Key)

Set off on an unforgettable day on the water with Lower Keys Adventure Charters, aboard our 2013 Rambo 27 Center Console based in Summerland Key, FL.

"Super accommodating and knowledgeable!" —⁠ Lyle,

Trips from

US $350

Trips from

US $350

See availability

View all boat rentals

See all 106 boats in Cudjoe Key

Top Activities in Cudjoe Key

Top Boat Types in Cudjoe Key

Frequently Asked Questions about Boat Tours in Cudjoe Key

View map

Boating in Cudjoe Key

Escape to the tranquil paradise of Cudjoe Key, nestled in the heart of the Lower Florida Keys. This hidden gem offers a serene retreat from the bustle of city life, with pristine beaches and crystal-clear waters perfect for Cudjoe Key boat tours. Whether you're snorkeling in the vibrant marine sanctuaries like Looe Key, kayaking through mangrove tunnels, or simply enjoying a relaxing cruise, Cudjoe Key is a boater's haven.

Located just 20 miles northeast of Key West, Cudjoe Key provides easy access to vibrant culture and historic attractions while retaining its own unique charm. The island's laid-back atmosphere and stunning natural beauty make it an idyllic spot for sailors and nature lovers alike.

Choose from a variety of Cudjoe Key boat tours to explore the surrounding waters teeming with tarpon, snappers, and more. Enjoy an unforgettable deep-sea fishing experience or take a leisurely sail to enjoy the sunset. Whether you're here for adventure or relaxation, Cudjoe Key promises a memorable experience.

Discover the rich marine life, explore the historic Bat Tower, and indulge in fresh seafood at local eateries. For those seeking more than just a day trip, Cudjoe Key's tranquil lifestyle invites visitors to unwind and soak up the sun-kissed beauty of the Florida Keys.

Cudjoe Key Boat Tours

Cudjoe Key Boat Tours

Top Boat Tours in Cudjoe Key

Cudjoe Key: 106 boats available

Sort by

Top Activities in Cudjoe Key

Top Boat Types in Cudjoe Key

Frequently Asked Questions about Boat Tours in Cudjoe Key

Frequently Asked Questions about Boat Tours in Cudjoe Key

Boating in Cudjoe Key

Featured photos from Cudjoe Key

What people said about boating in Cudjoe Key

How people rated boat trips in Cudjoe Key

Nearby Boating Destinations