things to do in Summerland Key, FL

A private evening sail with quiet stargazing beyond Key West's lights

Private 4-hour snorkel and Boca Grande cruise with sunset finish

Sail past Key West landmarks and relax on a private catamaran cruise at sunset

Private 4-hour island and sandbar charter from Key West for up to 6

Cruise Key West, grab dockside lunch, and cool off at a nearby sandbar

Private 3–4 hour snorkel charter with two stops and a sunset finish

Private Key West cruise with a Tiki Bar stop and sandbar swim

Swim and sightsee on a 2-hour Key West charter

Explore two living coral reefs with snorkeling gear included

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

Sail Key West waters your way with snorkeling, kayaking, fishing, and time to unwind

Sail beyond Key West for snorkeling, kayaking, fishing and lunch

Cruise the Florida Keys in a compact Mini Cooper convertible

Cruise the Florida Keys in a 2-door convertible Jeep

Explore Key West by GEM car on your own schedule

Flexible GEM Car Rentals for Getting Around Key West

Explore Key West in an open-air electric GEM with up to 60 miles of driving range

Open-air GEM driving for exploring Key West and Stock Island

Cruise the Florida Keys in a 4-door Jeep with the option to go doors-off

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

Open-air cruising with long-range batteries, underglow lighting, and a SoundExtreme soundbar

Open-air Star-EV cruising with long-range batteries and a built-in soundbar