Best results for Water Activities in Summerland Key FL

Ride a Key West party boat to reef fish for snapper, grouper, and more

Private 2-hour ash scattering charter in Key West for up to 25

Private offshore fishing for up to 6 on a fast, shaded 36-foot Hatteras

Hands-on shark fishing in Key West for all ages

Shared offshore fishing in Key West with a pro crew, max 6 passengers

Fish Key West on a private 43’ sportfishing boat with an air-conditioned cabin

Enjoy a four-hour private cruise to mangrove sandbars with snorkeling, paddle boards, and a catered Cuban lunch.

Discover mangrove islands and pristine sandbars on a comfortable 25-ft Sea Ray with captain and fuel included

Spend 5 hours hanging out at a sandbar with a captain and gear for up to 6 guests

Private 6-hour sandbar cruise with lunch for up to 6 guests

Cruise to JewFish Basin Sandbar or Mud Keys for a 2-hour hangout

Private 4-hour Boston Whaler charter with captain for up to 6 guests

Cruise to the sandbar for a 5-hour hangout with lunch for up to 6 guests

Cruise to a Gulf swim stop on a tiki boat

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

Rent a 23' center console and fish Key West your way

Charter a custom houseboat and relax on a remote Key West mooring

Build your own private Key West day on the water for up to 6 guests

Private sandbar and island-hopping charter with 4, 6, or 8-hour options

Choose a 4, 6, or 8-hour private charter to island hop local waters

Choose a 4, 6, or 8 hour sandbar and island-hopping charter from Sunset Key

Enjoy a customizable cruise through Florida Keys sandbars with snorkel gear and coolers included.

Spot playful dolphins and snorkel vibrant reefs on a small-group Key West cruise

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