Best results for Water Activities in Summerland Key FL

Snorkel Key West’s reef, then sip from the open well bar

6-hour Key West watersports combo with 10 activities plus lunch and drinks

Cruise to spot dolphins, then snorkel a Key West reef with drinks on the ride back

All-day Smathers Beach pass with parasail flight and unlimited watersports

Ride a jet ski around Key West with 5–6 guided stops

Sip and sail into the Key West sunset with live music and an open well bar

Snorkel two reef sites, then sail back at sunset

Build your own Key West private boat charter with a licensed local captain

Customize your Key West private charter with a captain and your choice of 3 activities

Sail into the Key West sunset with drinks and hors d'oeuvres included

Sail Key West and snorkel the backcountry on your own private boat

Private sail to a shallow-water anchorage with time to lounge on a Lilypad float

Private 2-hour Key West sunset sail with captain and mate

Private 2-hour sail on a 1939 wooden schooner in Key West

Private 4-hour snorkel sail with a swim stop and sunset cruise

Bareboat yacht charter for groups over 6, with snorkel and float gear included

Charter a private motor yacht in Key West with flexible 1.5–8 hour options

Catch the Key West sunset on the historic schooner Malabar X

Private Key West harbor sail with time at the helm

Charter a 1939 wooden schooner for a sunset sail from Key West’s Historic Seaport

Book a private Florida Keys backcountry and flats fishing charter

Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

Fish longer on a 6-hour private charter to reach less-pressured spots

Fish Key West waters on an 8-hour charter for up to 4 anglers