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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
After Parr-T
72' Marquis Motor Yacht
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.
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
Fast, versatile cruiser with shaded seating, swim platform, and premium snorkel gear.
Seats 13 guests, with Bluetooth stereo, floats, coolers & ice—perfect for sandbars, snorkeling, and sunset cruises.
The fleet's fastest and most capable offshore boat, with quad engines, an ultra-stable hull, air-conditioned cabin, and everything you need to fish hard or explore far in a single day.
Floating tiki hut with bar slides—perfect for laid-back sandbar parties and sunset cruises.
Fun for groups up to 36 passengers for sandbar hopping. Includes floats, cooler with ice, Bluetooth music, Wi-Fi and TV.
A 26' custom tiki boat for up to 12 guests, with a shaded tiki roof, bar-style seating, and a premium sound system — built for sandbars, sunsets, and full celebration mode.
Join others for a budget-friendly day visiting multiple sandbars with all essentials included.