Sugarloaf Keys Boat Tours
The best out of 108 boat tours in Sugarloaf Keys - enter dates to check availability

25 ft
Up to 6 people
Goliath Charters
5.0
/5
(1 review)
Cudjoe Key (3.3 miles from Sugarloaf Keys)
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

33 ft
Up to 6 people
Kilo Whiskey Charters
4.9
/5
(19 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,
"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

24 ft
Up to 6 people
Conch Republic Charters
4.9
/5
(25 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 absolutely outstanding! From the moment we stepped aboard, he made us feel welcome, safe, and relaxed." — Dennis,
"Captain Vaughn was absolutely outstanding! From the moment we stepped aboard, he made us feel welcome, safe, and relaxed." — Dennis,
+3
trips from
US $500

26 ft
Up to 6 people
Conch Queen Charters
4.8
/5
(7 reviews)
Stock Island (13.4 miles from Sugarloaf Keys)
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

27 ft
Up to 6 people
Making Memories Charters Key West
5.0
/5
(63 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.
"We had an outstanding boat tour experience in Key West. Sergei, the captain, was extremely careful with his boat and incredibly attentive throughout the entire trip." — Lucas,
"We had an outstanding boat tour experience in Key West. Sergei, the captain, was extremely careful with his boat and incredibly attentive throughout the entire trip." — Lucas,
+2
trips from
US $450

21 ft
Up to 3 people
The Most Unique Keys Experience Starts Here!
5.0
/5
(14 reviews)
Stock Island (19 min drive from Sugarloaf Keys)
Welcome to Dauntless Excursions! You Key West Custom Boat Charter – Sandbar, Snorkeling, Eco Tours, Lobstering, and More! Escape the crowds and experience the Florida Keys with a private charter aboard the bay boat Dauntless II, the newest in the Da
"We had an amazing experience on the 2-hour trip with Captain Janis and her sweet dog, Siba!" — Judith,
"We had an amazing experience on the 2-hour trip with Captain Janis and her sweet dog, Siba!" — Judith,
+4
trips from
US $295

20 ft
Up to 6 people
Private Sand Bar trip! No Fishing or Tortugas
5.0
/5
(9 reviews)
Key West (15 min drive from Sugarloaf Keys)
Absence Adventures is a sleek 1999 Hydrasports Vector 2000 Center Console, based in beautiful Big Coppitt Key.
+6
trips from
US $400

32 ft
Up to 6 people
Salt Therapy Charters
5.0
/5
(1 review)
•
97 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,
"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

31 ft
Up to 6 people
Tight Lines Charters of Key West
4.9
/5
(4 reviews)
Stock Island (13.3 miles from Sugarloaf Keys)
Step aboard Tight Lines Charters of Key West, a fast and versatile 2001 Contender 31 Center Console based in Stock Island, perfect for private groups of up to 6 guests looking to explore the waters around Key West.
"We went on the sandbar and sunset trip and it was worth every penny!" — Ani, Pennsylvania
"We went on the sandbar and sunset trip and it was worth every penny!" — Ani, Pennsylvania
+2
trips from
US $550

38 ft
Up to 13 people
SeaEO I – Key West
5.0
/5
(10 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.
"Boat was great, matched the pictures and description. Captain Kevin was knowledgeable and flexible with our plans." — Claude,
"Boat was great, matched the pictures and description. Captain Kevin was knowledgeable and flexible with our plans." — Claude,
+7
trips from
US $799
