things to do in Sugarloaf Key, FL

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

Choose a 2–6 hour island eco tour for up to 4 people in Cudjoe Key

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

Pair sunset views with handcrafted drinks on the water

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

Watch Key West’s changing sunset colors from a private 26-foot boat

Choose backcountry waters or weather-dependent deep-sea fishing from a 26-foot Intrepid

Explore a Key West sandbar by boat

Follow pirate clues to hidden Key West sandbar treasure

Look for dolphins as the sun sets over Key West waters

Watch the Key West sunset and look for dolphins from the water

Cruise the Historic Seaport as the sun sets

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

Sail into the Key West sunset with a tropical buffet and open well bar

Raise a glass to the year's final Key West sunset with a live DJ and unlimited drinks

Fish Key West at night on a 5.5-hour party boat trip

Shape a private boat outing around your group's interests

Fish Key West’s evening bite for snapper and grouper under the stars

Circle Key West in 90 minutes on a thrilling 26-mile guided jet ski ride.

Private Barefoot II charter for up to 6 to snorkel and relax in the Florida Keys

Sail a 1930 schooner into the Key West sunset