Tours And Adventures in Big Pine Key, FL

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

Meet Robert the Doll After Hours in a Civil War Fort

Adults-only Key West sunset sail with champagne and gourmet cheese

Charter a private historic schooner sail with drinks and snacks included

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

Design your own sandbar escape among Key West’s mangroves

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

Cruise Key West waters aboard a private captained Boston Whaler

Set your own fishing pace with a private captain

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

Trade crowded boat routes for secluded Lower Keys sandbars

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

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

Search Key West skies with military-grade night vision

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

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

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

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

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

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

Private reef time aboard a 30-foot Jeanneau yacht

See Key West and the Seven Mile Bridge on a 60-minute scenic flight