Best 769 things to do in Summerland Key, FL

Relaxed paddling and a lesson through Key West's mangrove creeks

Paddle mangrove creeks and calm coastal waters at your own pace

Paddle mangrove creeks with an included lesson and area map

Cruise to a Key West sandbar for independent paddling and floating fun

Paddle serene mangrove waterways with an expert guide and spot vibrant marine life.

Glide across illuminated waters and spot vibrant marine life on a 1.5-hour guided night kayak tour

Paddle at your own pace through serene mangroves and discover Key West’s vibrant marine life.

Customize a 4-hour private tri-toon cruise with a licensed captain in Key West’s backcountry

Customize your Key West backcountry day on a captained tri-toon with a swim deck

Customize a 6-hour captained Manitou tri-toon cruise for up to 10 in Key West

Private 2-hour Key West sunset cruise on a Manitou pontoon for up to 10

Ride a small-group jet ski at sunset and escape the Mallory Square crowds

Ride a jet ski around Key West with scenic stops along the way

Paddle through Key West mangroves with a guide on this 2-hour eco tour

Paddle at your own pace with a 2-hour self-guided paddleboard rental

Pilot a jet ski in a supervised open-water area, ideal for beginners

An adults-only sandbar outing with lunch, drinks and water toys

Paddle, float, and relax at Snipes Key Sandbar with lunch and drinks included

Lunch, water activities, and a sunset cruise in one Key West afternoon

Toast the sunset on a scenic evening cruise with drinks and appetizers

Design a Key West charter around your group’s occasion

Private fishing and island adventures with a captain

Choose reef, offshore, swordfish, or island adventures with a captain at the helm

Fish the Florida Keys with a captain aboard a 39-foot private boat