Best results for Summerland Key Florida

Watch Key West's sunset from a private sport yacht

Learn spearfishing with Captain Amy on a private charter

Sip fine wines and craft beers on an intimate schooner sail as the sun sets off Key West’s coastline

Cruise the Historic Seaport as the sun sets

Ride a dinghy through Key West mangroves with waterfront bar stops

Sail a 1939 wooden schooner and take a turn at the helm

Fish Key West after dark with a small-group charter

Sail a 1930 schooner into the Key West sunset

Sail Key West aboard a 1939 wooden schooner with captain and crew

Sail Key West aboard a 1939 wooden schooner built for General George S. Patton

Cruise Key West’s waterfront with local history narrated by a licensed captain

Plan a private day on the water with wakeboarding, tubing, and room to relax

Set your own pace on a private Key West boat day with wakeboarding and tubing

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

Chart your own Key West day aboard a 20-foot Sea Fox Viper

Build a flexible day of sandbars, mangroves, and island stops

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

Find balance and build core strength with yoga on a floating paddleboard

Private 5-hour sandbar and sunset cruise with snorkel gear and music

Snorkel the reef, then cruise to a remote Key West sandbar

Private 5-hour snorkel and sunset cruise for all ages

Private Key West sunset cruise with water, ice chest, and Bluetooth sound system