Best 1006 things to do in Big Pine Key, FL

See two floors of art and history at the Custom House

Watch the sunset with private access to the Key West Lighthouse

Tailor a local introduction to Key West’s history and attractions

Sail Key West's clear waters, kayak mangrove islands, snorkel vibrant reefs, and refuel with a buffet lunch—all in one day.

Customize your Key West day on a private boat with snorkeling gear and sandbar stops included

Private Key West schooner charter with snorkeling, kayaking, drinks, and snacks

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

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

Charter a private historic schooner sail with drinks and snacks included

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

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

Cruise Key West harbor at sunset with your group and captain

Swim, paddle, and relax at a secluded Key West island or sandbar

Explore a secluded sandbar, paddleboard, and end the day with sunset views

Set out for sandbar time, island sightseeing, and sunset views on a private Key West boat trip

Private island cruising with snorkeling and guided narration

Dine at Kiki's and unwind at a local sandbar

Relax and explore local sandbars aboard a 37-foot Edgewater

Celebrate with champagne, hors d'oeuvres, and sunset views on a private charter

Explore Fort Jefferson and the Dry Tortugas aboard a private 37-foot boat

Raise a champagne toast as you cruise into the evening aboard a private boat

Champagne and hors d'oeuvres aboard a classic yacht at sunset

Private access to Fort Jefferson and Loggerhead Key