Best 772 things to do in Summerland Key, FL

Settle into a classic schooner for an intimate Key West sunset

Walk Key West’s haunted Old Town on a private, customizable tour

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

Private Overseas Highway road trip with time to explore Key West

Explore the Florida Keys with aquarium entry, lunch, and scenic island stops

Explore the South Keys with dolphins, island scenery, and a picnic lunch

Explore island wildlife, historic bridges, and Bahia Honda State Park

Island-hop to three Lower Keys tiki bars with van transport and party favors

Explore Key West with a private Overseas Highway drive from Marathon

Ride the Overseas Highway with a local guide and free time to explore Key West

Cruise Key West on a regular-size step-through e-bike with included helmet and lock

Rent a large step-thru e-bike and explore Key West on your schedule

Explore Key West with torque-sensor assistance and built-in turn signals

Glide through Key West with responsive electric assistance and built-in turn signals

Relaxed single-speed rides with a helmet, lock, and route map included

Bike Key West with tropical fruit tastings and hidden lanes

Explore historic grounds, natural trails, and a fish pedicure

Spend the day at a Key West sandbar aboard the 53-foot tiki boat Lazy Lady

Sunset catamaran sail with live music, full bar, and appetizers

Sail to a coral reef with snorkeling gear, instruction, and complimentary drinks

Sail to the Florida Keys Reef for guided snorkeling, lunch, and drinks

Sail in a small group with dolphin watching, Tapas, and drinks

Sail into Key West’s sunset with complimentary drinks on board

Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar