Best results for Water Activities in Summerland Key, FL

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

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

Half-day reef trip with snorkeling, SNUBA® divers, and scuba options

Private Tiki Boat charter with premium sound, sundeck, and a hired captain

Private Key West tiki boat with sundeck, sound system, and double slide

Paddle mangrove tunnels on a private, guide-led tour

Ride a private charter to Dry Tortugas with a licensed captain

Cruise Key West backcountry, snorkel reefs, and relax at a sandbar on a private charter

Catch lobster by hand with 3–8 hour charter options for up to 6 people

Snorkel Sombrero Reef with gear included on the Marathon Mermaid

Fish or relax on a private 4-hour charter with a local captain

Private 6-hour fishing charter for up to 4 anglers

Spend 8 hours on the water with a private captain and gear for up to 4 anglers

Cruise to Florida Keys sandbars with water, ice, and cooler space included

Enjoy cold A/C, a smooth ride, and comfortable deep-sea fishing for all levels

Ride a fast 34’ center console for light tackle fishing inshore or offshore

Run 20+ miles west of Key West to fish the remote Marquesas Keys

Private 6-hour Key West charter for fishing, snorkeling, or sandbar hopping

Private 5-hour evening snapper and grouper fishing for up to 6

Charter the 63-foot Blind Squirrel for Key West fishing, with room for up to 41 day guests