Water Activities in Key West, FL

Charter a private historic schooner sail with drinks and snacks included

Design your own sandbar escape among Key West’s mangroves

Sip bubbly and sail into the Key West sunset aboard a spacious catamaran

Private reef time aboard a 30-foot Jeanneau yacht

Customize a private day on the water with lunch, drinks and watersports

Snorkel Key West’s coral reef, then relax with complimentary margaritas

Add paddling to your next boat day with a paddleboard you can take along

Enjoy more room to relax on the water with friends and family

Take in Key West's sunset from the water with a hint of piracy

Charter Cowfish for a 4-hour private cruise with any two water activities

Spend 8 hours fishing deeper into Key West’s backcountry waters

Private Key West sandbar charter with snorkel gear, drinks, and snacks

Sail a historic schooner, snorkel and kayak, then cruise into the Key West sunset

Explore historic shipwrecks guided by a dive master for an unforgettable 4-hour underwater adventure.

Private catamaran sailing with champagne, wines and a gourmet cheese buffet

Cruise 30 miles offshore to snorkel, explore sandbars, and shape your own day

Share a 4-hour fishing charter and meet fellow anglers in Key West

Sunset catamaran sail with live music, appetizers, and included drinks

See reefs below the surface and relax at a Key West sandbar

Relax on a bow-rider with space to lounge in the sun or shade

GPS-guided tritoon cruising with walk-up water access

Sail, kayak, and snorkel Key West's shallow waters on a private cruise

Fish Key West backcountry waters on a 4-hour charter

Build your own 3–3.5 hour private boat charter with snorkeling gear, snacks, and drinks