18 ft
Up to 3 people
Sandbar Escape
New
4.8
/5
(33 external reviews)
Cudjoe Key (1.4 miles from Upper Sugarloaf Key)
Escape to the beautiful waters of the Florida Keys aboard Sandbar Escape, a 2022 Hells Bay Marathon Flats boat departing from Cudjoe Key.
+6
trips from
US $400
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)
•
100 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
5.0
/5
(22 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 $700
26 ft
Up to 6 people
Conch Queen Charters
4.8
/5
(11 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
5.0
/5
(34 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.
"We had an amazing time with Captain Vaughn! We were a group of 6, and the entire experience was so much fun from start to finish." — Dhruvil,
"We had an amazing time with Captain Vaughn! We were a group of 6, and the entire experience was so much fun from start to finish." — Dhruvil,
+3
trips from
US $500
26 ft
Up to 6 people
Big Boii Charters
4.9
/5
(94 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
25 ft
Up to 6 people
Chastain Charters for Christ
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
20 ft
Up to 6 people
Private Sand Bar trip🌞 Sorry No Fishing.
4.9
/5
(14 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.
"We had an amazing time boating to the sandbar with Captain Eric." — Tara,
"We had an amazing time boating to the sandbar with Captain Eric." — Tara,
+6
trips from
US $390
25 ft
Up to 6 people
TNT Charters
4.9
/5
(6 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.
"Brought myself and my 3 kids for a casual snokeling and island hopping trip and the experience couldn’t have been better." — Brian,
"Brought myself and my 3 kids for a casual snokeling and island hopping trip and the experience couldn’t have been better." — Brian,
+6
trips from
US $399
Frequently Asked Questions about Boat Tours in Upper Sugarloaf Key
According to customer reviews, some of the most popular boat tours in Upper Sugarloaf Key, Florida are:
According to customer reviews, some of the most popular boat tours in Upper Sugarloaf Key, Florida are:
