Best results for Summerland Key Florida

Cruise to a backcountry sandbar with a captain, cooler, and floats

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

Learn sailing fundamentals aboard Hobie Wave catamarans

Spend 8 hours fishing deeper into Key West’s backcountry waters

Customize your Downtime on a tritoon charter for just 6 guests

Snorkel the Atlantic barrier reef with gear and snacks included

Fish Key West backcountry waters on a 4-hour charter

Follow pirate clues to hidden Key West sandbar treasure

See Key West's canal-front homes as evening settles over the water

Island-hop, snorkel, fish, and float in Key West waters

Island-hop, snorkel, fish, and float on Key West waters

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

Private Key West sunset cruise for up to 6 on the Miss Marie

Customize your day on Key West’s waters with snorkeling, fishing, or island exploring

Customize your time on the water with snorkeling, fishing, island stops, or a sunset cruise

Customize a private boat outing with snorkeling, fishing, island stops, and sunset cruising

Swim and snorkel at Key West sandbars with a licensed captain and included gear

Cruise Key West sandbars with a local captain; includes snorkel gear, floats, and room for up to 10

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

Set out to fish from a 20-foot Cape Horn center console

Fish and visit the sandbar aboard a 21-foot center-console

Fish or dive from a 25-foot Proline with a fin-friendly boarding ladder

A shaded center-console boat for flexible time on the water

A family-friendly boat for sandbars, reefs, and fishing