Explore reefs, wildlife habitats, and private islands on a flexible Key West charter
6 hrs
Up to 6 people
Cooler, water
Build your day on the water around the activities that interest you most. Explore reefs, wrecks, wildlife habitats, and private island excursions at your own pace.
Full refund with at least 48 hours' notice. Cancellations within 48 hours are charged 50%; no-shows are charged the full price. Full refund if the operator cancels due to weather or other unforeseen circumstances.
Product ID: 4BS5FT
Sign a waiver when you arrive for your charter.
Bring sufficient sun protection, such as a hat, buff, protective clothing, and SPF.
327 Elizabeth Street, Key West, FL, 33040
Rob, Betsy, and their team of captains have built something genuinely special on the waters around Key West. The standout offering is the Outpost, a beautifully designed houseboat anchored in the backcountry where guests wake up surrounded by water, catch sunrises and sunsets, and encounter dolphins, manatees, stingrays, and sharks right from the deck. It comes stocked with kayaks, paddle boards, snorkeling gear, and a BBQ, making it a kind of floating basecamp for nature lovers. Beyond the overnight experience, their guided boat tours are just as well-reviewed. Captains like Mitch, George, Tony, and Jo consistently earn praise for tailoring trips to what guests actually want to see, whether that means fishing, snorkeling a shipwreck, exploring mangroves, or finding a secluded sandbar. The team's communication before and during trips comes up repeatedly as a strength, with Betsy keeping logistics smooth on the coordination side. With a near-perfect rating across a large volume of reviews, this is a provider that clearly delivers on its promises.
Light up the sea floor on a guided kayak paddle beneath the stars
Climb 88 steps for panoramic island views and explore the Keeper’s Quarters Museum
Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching
Reef fishing for snapper and grouper, with bait and tackle included
Parasail above Key West on a 12-passenger boat with tandem flight options
Charter a private 2-tank dive with an in-water dive master