Upper Sugarloaf Key Boat Tours
The best out of 109 boat tours in Upper Sugarloaf Key - enter dates to check availability
25 ft
Up to 6 people
Goliath Charters
5.0
/5
(1 review)
Cudjoe Key (1.4 miles from Upper Sugarloaf Key)
Goliath Charters is a 2023 SeaVee center console based out of Cudjoe Key. It can accommodate up to six guests and is powered by a 300 HP Yamaha gasoline outboard, enabling a cruise speed of 35 knots.
"Captain Craig was knowledgeable and our ride out was awesome!" — Jamie,
"Captain Craig was knowledgeable and our ride out was awesome!" — Jamie,
+5
trips from
US $200
32 ft
Up to 6 people
Salt Therapy Charters
5.0
/5
(1 review)
•
97 external reviews
Summerland Key (5.5 miles from Upper Sugarloaf 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,
"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
33 ft
Up to 6 people
Kilo Whiskey Charters
4.9
/5
(19 reviews)
Key West (17.5 miles from Upper Sugarloaf 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,
"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
26 ft
Up to 6 people
Big Boii Charters
4.9
/5
(85 external reviews)
Little Torch Key (8.8 miles from Upper Sugarloaf Key)
Climb aboard Big Boii Charters—a fully restored 1984 Mako Marine 254 Center Console, now upgraded and ready to deliver unforgettable adventures from Little Torch Key.
trips from
US $700
26 ft
Up to 6 people
Conch Queen Charters
4.8
/5
(7 reviews)
Stock Island (15.1 miles from Upper Sugarloaf Key)
Step aboard Conch Queen Charters, a comfortable 26 foot Twinvee Catamaran based in beautiful Key West. Perfect for small groups of up to six guests, this versatile vessel is powered by twin 175 HP Suzuki engines, cruising smoothly at 25 knots.
"My daughter and I had a great day cruising with Captain Jordan!" — Emily,
"My daughter and I had a great day cruising with Captain Jordan!" — Emily,
+3
trips from
US $550
24 ft
Up to 6 people
Conch Republic Charters
4.9
/5
(26 reviews)
Key West (16.8 miles from Upper Sugarloaf Key)
Set sail with Conch Republic Charters, a beautifully restored 1975 T Craft 24 Center Console (2025) in Key West.
"Captain Vaughn was great. Started off in the mangroves of Key West, and then out to some smaller islands." — Fermin,
"Captain Vaughn was great. Started off in the mangroves of Key West, and then out to some smaller islands." — Fermin,
+3
trips from
US $500
25 ft
Up to 6 people
TNT Charters
4.9
/5
(5 reviews)
Big Pine Key (10.0 miles from Upper Sugarloaf 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,
"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,
+6
trips from
US $399
25 ft
Up to 6 people
Chastain Charters for Christ
New
Summerland Key (8.8 miles from Upper Sugarloaf Key)
Set out on an unforgettable adventure aboard Chastain Charters for Christ, a beautifully maintained 2017 Sea Hunt Gamefish 25 based in Summerland Key.
+2
trips from
US $1,000
27 ft
Up to 6 people
Lower Keys Adventure Charters
5.0
/5
(1 review)
Summerland Key (7.7 miles from Upper Sugarloaf 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,
"Super accommodating and knowledgeable!" — Lyle,
trips from
US $250
20 ft
Up to 6 people
Private Sand Bar trip! No Fishing or Tortugas
5.0
/5
(9 reviews)
Key West (9.7 miles from Upper Sugarloaf Key)
Absence Adventures is a sleek 1999 Hydrasports Vector 2000 Center Console, based in beautiful Big Coppitt Key.
+6
trips from
US $400