things to do in Big Pine Key, FL

Sail a historic schooner at sunset with wine, beer, and small bites

Sail a small-group catamaran to snorkel reefs and look for wild dolphins

A private evening on the water for toasts, music and horizon views

Private inshore fishing with captain guidance tailored to your group

Catch lobsters during Key West's July Mini Season

Ride Key West waters with a guide and views of island landmarks

Explore Key West's iconic landmarks with a local guide on two wheels

Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

Settle into a classic schooner for an intimate Key West sunset

Free delivery for scooter rentals in Key West and Stock Island

Design your own sandbar escape among Key West’s mangroves

Cruise Key West waters aboard a private captained Boston Whaler

Sail, snorkel, and kayak on a historic schooner with drinks and snacks included

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

Trade crowded boat routes for secluded Lower Keys sandbars

Flexible fishing from offshore waters to the reef

Meet Robert the Doll After Hours in a Civil War Fort

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

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

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

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

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

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