things to do in Summerland Key, FL

Cruise to shallow sandbars and glide through mangroves in the Florida Keys

Watch the Florida Keys sunset from the Gulf of Mexico

Customize a private outing for up to 9 people

Customize a private boat outing around dolphin watching and sandbar time

Watch the Florida Keys sunset from Gulf waters

Charter a private sailing catamaran or power yacht for 8 hours of snorkeling and island stops

Sail, snorkel, and toast the sunset on your own Key West yacht

Charter a private yacht for 4 hours with snorkeling or sailing options

Choose your yacht for private snorkeling, swimming, and Key West Harbor cruising

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

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

Chase offshore species in the remote waters of the Marquesas

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

Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras

Hands-on shark fishing in Key West for all ages

Fish offshore with a knowledgeable crew on a 47-foot Hatteras