Best 772 things to do in Big Pine Key, FL

Explore a live reef, relax on Boca Grand sandbar, and look for dolphins

Climb 88 steps for panoramic island views and explore the Keeper’s Quarters Museum

See two floors of art and history at the Custom House

Watch the sunset with private access to the Key West Lighthouse

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

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

Pair a waterfront meal with a narrated sunset cruise and champagne

A private yacht dinner with champagne and sunset views