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.

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.

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,

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,

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,

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,

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

"⭐⭐⭐⭐⭐ This was one of the coolest experiences we had in Key West." —⁠ Marcello,

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,

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.

"Our Captain Carlos pulled together and amazing trip to Boca Grande Key." —⁠ Thomas,

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.