Best 765 things to do in Summerland Key, FL

Explore a sandbar, watch for dolphins, and cruise into the Key West sunset

Cruise to Fort Jefferson, shipwreck snorkeling, and Loggerhead Key

Free-dive or scuba dive, with seasonal lobstering included

Explore Fort Jefferson, shipwreck snorkeling, and Loggerhead Key by private boat

Fish remote reefs beyond Dry Tortugas park boundaries

Target reef or backcountry species with fishing gear and licenses included

Design your Key West day around snorkeling, sandbars, mangroves, and fishing

Cruise shallow Florida Keys waters for mangrove views, wildlife watching, and optional fishing

Learn Key West waterways from a local captain aboard your own boat

Explore Key West at Your Pace With Keyless Cart Access

Explore Key West by gas cart with phone-based keyless access

Explore Key West at your pace with keyless, app-based cart access

Seats six with free delivery and pick-up

Comfortable two-passenger scooter to get around the island

Rent a petite 2-passenger scooter for 8 hours to 1 week

Keep your drinks cool with an 8-hour to multiday backpack cooler rental

Flexible rentals from 8 hours to 9 days so you can relax comfortably on the beach

Cruise with four in comfort with Bluetooth sound and storage

Lower-riding cart with free delivery and pickup

Explore Key West and Stock Island with free golf cart delivery

Explore Key West and Stock Island with free pickup or delivery

Free Scooter Delivery Across Key West and Stock Island

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

Private Key West sandbar charter with snorkel gear, drinks, and snacks