things to do in Summerland Key, FL

Customize a Key West party challenge with bars, landmarks, and a final awards presentation

Turn Key West clues into a personalized birthday or bachelor/ette photo challenge

Customize a Key West photo challenge for your celebration

Customize a Key West scavenger hunt for your birthday or bachelor and bachelorette celebration

Solve clues and uncover Old Key West’s landmarks, history, and local hotspots

Follow clues, uncover Key West history, and compete as a family team

Catch lobster by hand with 3–8 hour charter options for up to 6 people

Pair reef exploration with fishing, lobstering, and sandbar time

Explore remote islands, patch corals, and shipwrecks by charter

Light-Tackle Reef and Wreck Fishing for Families and Beginners

Reef, offshore, and island adventures aboard a private Yellowfin charter

Explore Key West and Stock Island at your own pace

Explore Key West and Stock Island at your own pace

Self-guided Key West boating with flexible docking options

Flexible Key West boat days with onboard GPS and radio

Chart your own Key West day aboard a 20-foot Sea Fox Viper

Take the helm for flexible Key West boating, from a half day to a week

Cruise Key West waters with onboard GPS, shade, and a cooler

See Randy Roberts bring live vocals, sharp comedy, and classic drag to the Crystal Room

See two floors of art and history at the Custom House

Watch the sunset with private access to the Key West Lighthouse

Explore the USNS Vandenberg on a 2-tank morning wreck dive

Refresh your scuba skills with a pool session and a guided 2-tank reef dive

Explore two reef dives on the Florida Keys barrier reef with a conservation-focused PADI Eco Center