Sugarloaf Keys Boat Tours

The best out of 96 boat tours in Sugarloaf Keys - enter dates to check availability

Sugarloaf Keys Boat Tours

96 boats available

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Top Boat Tours in Sugarloaf Keys

Sugarloaf Keys: 96 boats available

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Listing image
Center console silhouette

25 ft

Up to 6 persons

Sun Up Charters 

Sugarloaf Keys
Step aboard Sun Up Charters, a sleek 2018 Sportsman 252 Center Console based in beautiful Sugarloaf Key. Powered by twin 150 HP Yamaha engines, this vessel cruises smoothly at up to 40 knots, getting you to the best spots quickly and comfortably.
+2
Trips from
US $700
Trips from
US $700
Listing image
Meet the Captain
Center console silhouette

25 ft

Up to 6 persons

Goliath Charters 

5+ external reviews
Cudjoe Key (11 min drive from Sugarloaf Keys)
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.
+7
Trips from
US $200
Trips from
US $200
Listing image
Meet the Captain
Center console silhouette

33 ft

Up to 6 persons

Kilo Whiskey Charters 

5.0
/5
(11 reviews)
Key West (26 min drive from Sugarloaf Keys)
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,
+6
Trips from
US $500
Trips from
US $500
Listing image
Deck boat silhouette

27 ft

Up to 6 persons

Making Memories Charters Key West 

5.0
/5
(37 reviews)
Stock Island (18 min drive from Sugarloaf Keys)
Making Memories Charters Key West invites you to discover paradise aboard their sleek 2019 SeaRay 270 SDX-OB Deck Boat, departing from Stock Island.

"Everything was perfect from start to finish — we even had the chance to see dolphins up close, which was truly unforgettable." —⁠ Julien,
+2
Trips from
US $375
Trips from
US $375
Listing image
Center console silhouette

25 ft

Up to 6 persons

Livin’ the Dream Charters LLC 

5.0
/5
(9 reviews)
Little Torch Key (21 min drive from Sugarloaf Keys)
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,
+7
Trips from
US $300
Trips from
US $300
Listing image
Center console silhouette

32 ft

Up to 6 persons

Salt Therapy Charters 

5.0
/5
(1 review)
90 external reviews
Summerland Key (16 min drive from Sugarloaf Keys)
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
Listing image
Meet the Captain
Other silhouette

20 ft

Up to 6 persons

Tiki Boat Adventures - Key West 

5.0
/5
(10 reviews)
Key West (27 min drive from Sugarloaf Keys)
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.

"It was such an awesome way to experience Key West and the beautiful water!" —⁠ Anthony,
+1
Trips from
US $375
Trips from
US $375
Listing image
Center console silhouette

24 ft

Up to 6 persons

Conch Republic Charters 

4.8
/5
(2 reviews)
Key West (25 min drive from Sugarloaf Keys)
Set sail with Conch Republic Charters, a beautifully restored 1975 T Craft 24 Center Console (2025) in Key West.

"Captain Vaughn was great. We had a great time and learned so much about the keys and the nature that surrounds the city." —⁠ Eileen,
+3
Trips from
US $500
Trips from
US $500
Listing image
Meet the Captain
Motor yacht silhouette

38 ft

Up to 13 persons

SeaEO I – Key West 

5.0
/5
(4 reviews)
5+ external reviews
Stock Island (22 min drive from Sugarloaf Keys)
Experience the ultimate adventure on the 2021 Axopar 37 XC, a sleek and versatile vessel based in Stock Island. With space for up to 13 guests, this boat is perfect for thrilling excursions or laid-back cruises.

"Captain Kevin was terrific and the boat was just right for our group of 9." —⁠ Jessica,
+7
Trips from
US $799
Trips from
US $799
Listing image
Center console silhouette

23 ft

Up to 6 persons

Salty Paws Key West 

Stock Island (22 min drive from Sugarloaf Keys)
Welcome to Salty Paws Key West — where anyone can be a Conch for a day! Come experience Key West the way the locals do.
+4
Trips from
US $450
Trips from
US $450

Top Activities in Sugarloaf Keys

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Top Boat Types in Sugarloaf Keys

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Frequently Asked Questions about Boat Tours in Sugarloaf Keys

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Frequently Asked Questions about Boat Tours in Sugarloaf Keys

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What people said about boating in Sugarloaf Keys

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