things to do in Sugarloaf Shores, FL

Meet Robert the Doll After Hours in a Civil War Fort

Design your own sandbar escape among Key West’s mangroves

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

Set your own fishing pace with a private captain

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

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

Charter a private historic schooner sail with drinks and snacks included

Trade crowded boat routes for secluded Lower Keys sandbars

Toast the sunset on a scenic evening cruise with drinks and appetizers

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

Paddle Marathon’s mangroves and seagrass flats in a clear tandem kayak with a guide

Spot wild dolphins, snorkel with gear included, and relax on a Key West sandbar

Search Key West skies with military-grade night vision

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

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

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

Circle Key West by jet ski with guided stops and free-ride time

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

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

Private reef time aboard a 30-foot Jeanneau yacht

Design a Key West charter around your group’s occasion

Dolphin watch and backcountry snorkel with complimentary drinks

Glide over shallow seagrass flats on a clear paddleboard

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