things to do in Summerland Key, FL

Sip and stroll through Key West bars with 5 craft cocktails and tastings

Rent a 30' double-decker pontoon with 3 slides for up to 13

Fish nearshore in the Florida Keys on a 4-hour bay boat trip

Explore Fort Jefferson and vibrant reefs by private yacht

Snorkel reefs, watch for dolphins, and relax on a private sandbar for up to 6

Bring your own drinks for a private morning tiki boat cruise

Cruise Key West on a private tiki bar boat with a captain

Private 8-hour sandbar charter for up to 6, with stops at Marvin Key and Snipes Key

Fish offshore on a private, air-conditioned Key West charter

Swim, snorkel, or relax on a private Key West boat

Fish for lobsters by bully net on a small-group Key West night charter

Spend 8 hours fishing the Florida Keys from a Pathfinder bay boat

Speed across Key West waters for sandbars, swings and wildlife watching

Walk Key West’s haunted Old Town on a private, customizable tour

Charter a 4-hour trip to Key West sandbars for swimming and snorkeling

Customize your 8-hour Florida Keys fishing charter for your group

Fish the Gulf Stream on a 4–8 hour charter for up to 6 people

Tiki boat sunset views with your own soundtrack

Cruise Key West waters at sunset with your private group (up to 6)

Private 4-hour sandbar charter for up to 6 in Key West

Private 6-hour sandbar charter for up to 6 people

Cruise to secluded Key West sandbars at sunset for swimming and snorkeling

4-hour Key West shared charter to the sandbar or reef with snacks and water

Charter a Lagoon 450 F catamaran for up to 12 guests