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Explore Our Fleet – Key West Captains
From sleek sport cruisers to luxury yachts and sailing catamarans, we have the perfect boat for every Key West adventure. All charters include a USCG Licensed Captain, top-quality amenities, and customizable itineraries.
Luxury Yachts & Sailing Catamarans
90' Cortenzo
Luxury 90' motor yacht with four private cabins, multiple indoor and outdoor living spaces, full galley, media room, and tender—perfect for upscale day charters, celebrations, and multi-day adventures to the Dry Tortugas.
After Parr-T
72' Marquis
Three expansive decks, three staterooms, gourmet galley, and flybridge with wet bar & grill. Ideal for Dry Tortugas trips, sunset cruises, or overnights.
Parr-T On
60’ Sea Ray Sundancer
Sleek profile, enclosed sunroom, three staterooms, and a large swim platform for easy water access.
London Sky
62' Lagoon Power Cat
A fully refit 67' Lagoon 620 power catamaran with 5 ensuite staterooms, sleeps 10, and delivers floating-villa luxury on the water out of Key West.
Grand Admiral
42' Sea Ray
Features 2 private cabins, 2 bathrooms, spacious lounge seating, and accommodations for up to 12 guests by day or 6 overnight.
Southern Cross
48’ Leopard
Four guest cabins, four baths, crew quarters, and multiple lounging spaces for sailing, snorkeling, and island-hopping.
Sugar Magnolia
42’ Lagoon
Four queen cabins, 3.5 baths, and a washing machine. Perfect for day snorkeling or multi-day stays.
42' Manta
A one-of-a-kind 42' American-made sailing catamaran fully loaded with toys, 3 private cabins, and a crew ready to take your group anywhere from the reef to the Dry Tortugas.
60' Fountaine Pajot
A stunning 60' Fountaine Pajot sailing catamaran with a flybridge, private ensuite cabins,built for everything from sunset sails to Dry Tortugas expeditions.
Devine
60 Fountaine Pajot Saba
Luxury sailing catamaran with 5 private cabins, ensuite bathrooms, expansive lounging decks and a sky lounge—perfect for multi-day escapes through the Florida Keys.
45 Fountaine Pajot Elba
Sleek, stable, and seriously luxurious, this 2024 Fountaine Pajot 45 offers 4 private ensuite cabins and a seamless indoor-outdoor layout perfect for sunset sails or multi-day Keys adventures.
42' Lagoon
The newest sail in the fleet, this 2024 Lagoon 42 blends sleek modern design with 3 cabins, 3 baths, and full amenities for groups ready to explore Key West by sail.
Somewhere
45' Lagoon
Classic, spacious, and mint condition, this 2018 Lagoon 450F flybridge catamaran hosts up to 12 guests across 4 private ensuite cabins with a forward cockpit made for ocean breezes.
Day Boats & Sport Cruisers
Luxury meets performance aboard this spacious 38' Tiara, featuring triple 350hp outboards, an air-conditioned cabin and premium amenities—perfect for sandbars, snorkeling, island hopping, sunset cruises and full-day adventures to Dry Tortugas.
High-performance 37' vessel with triple 350hp engines, spacious bow and stern seating, private bathroom, premium sound system, and plenty of power for sandbars, snorkeling, island hopping, and sunset cruises.
Fast, sleek 37' performance cruiser with spacious seating, enclosed helm, onboard bathroom, and the speed to explore everything from Key West sandbars to the Dry Tortugas.
High-performance 37 power catamaran with quad outboards, an ultra-stable ride, spacious open deck, air-conditioned cabin with bathroom, and serious offshore capability for fishing, reefs, sandbars, and remote island adventures.
37' Midnight Express - Gray
Fast, spacious performance boat for up to 12 guests with shaded lounge seating—ideal for sandbars, snorkeling, island hopping and full day Dry Tortugas adventures.
37' Axopar - Gray
Fast, comfortable and built for adventure, this 37' sport boat accommodates up to 10 guests and is perfect for sandbar hopping, snorkeling, secluded islands, sunset cruises and full-day trips to Dry Tortugas.
High-performance 36' Contender for up to 12 guests with triple 350hp outboards, Spacious seating, private bathroom - built for Dry Tortugas, fishing, snorkeling, sandbars, and island hopping.
Spacious 27' sport boat for up to 12 guests with comfortable seating, Bluetooth stereo, onboard bathroom, floats, coolers & ice—perfect for sandbars, snorkeling, and sunset cruises.
Luxury 32' center console for up to 12 guests with plush lounge seating, power shade, private bathroom, dual side doors for easy water access, paddleboards & floats—perfect for sandbars, snorkeling, backcountry adventures, and sunset cruises.
32' Intrepid
Versatile 32' Intrepid for up to 6 guests with twin 300hp outboards, shaded and open seating, private bathroom, freshwater shower, premium Bluetooth sound, and easy water access—perfect for Dry Tortugas, snorkeling, sandbars, and offshore adventures.
Comfortable 30' cabin cruiser with two cozy cabins, panoramic indoor salon, onboard bathroom, and indoor-outdoor seating—perfect for snorkeling, sandbars, sightseeing, and sunset cruises.
Smooth, stable and built for adventure, this 28' dual-console catamaran accommodates up to 6 guests and is perfect for sandbar hopping, snorkeling, island exploring, sunset cruises and full-day trips to Dry Tortugas National Park.
Double-decker tiki boat with a tropical bar, waterslide, shaded and sunny seating, and plenty of room to party—perfect for sandbars, celebrations, and sunset cruises.
Spacious party boat for up to 36 guests with open deck space, comfortable seating, Wi-Fi, Bluetooth sound, and a big-screen TV—perfect for sandbars, birthdays, bachelorettes, and group celebrations.
Custom 26' tiki boat for up to 12 guests with shaded wraparound bar seating, premium Bluetooth sound, and shallow-water access—perfect for sandbars, sunsets, and celebrations.
Budget-friendly shared charter visiting multiple Key West sandbars, with snorkeling, swimming, coolers & ice, and a licensed captain—all without the cost of a private boat.