Water Activities in Key West, FL

Light up the sea floor on a guided kayak paddle beneath the stars

Cruise to a Key West sandbar for swimming, relaxing, and wildlife watching

Reef fishing for snapper and grouper, with bait and tackle included

Set your own pace at remote Key West sandbars and beaches

Parasail above Key West on a 12-passenger boat with tandem flight options

Lunch, water activities, and a sunset cruise in one Key West afternoon

Charter a private 2-tank dive with an in-water dive master

Bring your own drinks and set the soundtrack for a tiki-style cruise

See Key West and the Florida Keys from above the water

All-day Smathers Beach pass with parasail flight and unlimited watersports

Charter the Linda D V for up to 6 anglers on a 4–8 hour Key West trip

Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour

Paddle clear waters and mangrove tunnels with an eco-guide

Cruise to Fort Jefferson and swim in Dry Tortugas waters

Cruise Key West's calm harbor channels on a private sunset charter

Sunday sailing with brunch bites and bottomless mimosas

Sail turquoise waters as Key West’s sunset colors emerge

Customize your day on Key West’s waters with snorkeling, fishing, or island exploring

Cruise Key West by private boat with snorkel gear and a sandbar stop

Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

Plan a private day on the water with wakeboarding, tubing, and room to relax

Backcountry flats fishing for up to 4 anglers on the ShadowCaster

Spend a day on the water with just your group

Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included