Water Activities in Summerland Key, FL

Private snorkel and sandbar cruise at Sombrero Reef with captain and gear included

Private catamaran celebration with bubbly, wines, and party platters

Sail Key West on Schooner America 2.0 with complimentary soft drinks

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

Sail Key West's night waters beneath the full moon aboard a 105-foot schooner

Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks

Join Key West schooners in a monthly race to Sand Key Lighthouse

Sail into Key West sunset views with holiday treats aboard a 105-foot schooner

Cruise the Keys on a 23-foot dual-hull World Cat for three days or more

GPS-guided center console for Keys exploration

Fish reefs, bays, and wrecks from Cudjoe Key with Capt. Craig

Fight sharks and Goliath grouper with heavy tackle in the Lower Keys

Target tarpon with Capt. Craig on a 2–6 hour charter for up to 4 anglers

Fish an inshore patch reef charter in Cudjoe Key (2–6 hours, up to 4 fishermen)

Paddleboard fishing in Cudjoe Key with flexible 2–6 hour options

Cruise Key West’s seaport by tiki boat with captain-guided local stories

Fish the flats and backcountry on a 6-hour private charter

Fish the flats and backcountry on an 8-hour private charter

Target tarpon twice in one day with morning and evening sessions

Private sunset tarpon charter that departs around dusk

Private, light-tackle fishing in the calm Florida Keys backcountry

Follow pirate clues to hidden Key West sandbar treasure

Cruise the Historic Seaport as the sun sets

Snorkel Sand Key, then watch the Gulf sunset from the water