things to do in Sugarloaf Key, FL

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

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

Pedal at your own pace with convenient delivery, locks, and lights included.

Dolphin watch and backcountry snorkel with complimentary drinks

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

Private 2-hour sunset sail for up to 30, with wine, beer, and hors d'oeuvres included

Snorkel two reef sites on a fast catamaran with drinks after the swim

Cruise between waterfront tiki bars and restaurants with a private captain

Sail, snorkel, and toast with included drinks aboard a spacious catamaran

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

Search Key West skies with military-grade night vision

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

Investigate haunted artifacts and cold cases inside a historic Key West firehouse

Set your own pace with a private guide in the Florida Keys

Morning catamaran snorkel trip with gear and drinks

Snorkel the living coral reef, then sail into the Key West sunset with included drinks

Relax on a schooner with snorkeling, sandbar time, snacks, and drinks

Cruise Key West harbor at sunset with your group and captain

Cruise to a Key West sandbar with kayaking, paddleboards, lunch, and drinks

Watch the Powerboat Races from a captain-led spot on the water

Private, respectful wildlife viewing with a licensed captain

Private light-tackle fishing aboard a 30-foot Jeanneau with a licensed captain

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

Build a private Key West celebration around your group's ideal day on the water