things to do in Summerland Key, FL

Build your foiling skills at your own pace

Build your wake foiling skills with time to practice and progress

Make room for real progress, from your first ride to advanced wake foiling

Make room for snorkeling, sandbar hopping, and relaxing on the water

Sail into a Key West sunset while searching for bottlenose dolphins

Fish for snapper as twilight settles over Key West waters

Sunday sailing with brunch bites and bottomless mimosas

Sail into Christmas morning with brunch, mimosas, and Key West views

Watch Key West’s holiday boat parade from a 75-foot catamaran with drinks and passed appetizers

Sunset views of Boot Key Harbor and Seven Mile Bridge from the water

Sightsee around Marathon, then float and paddle at a local sandbar

Cruise Marathon waters, swim for sand dollars, and enjoy a morning mimosa

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

Key West sandbar cruise for up to 6 guests with captain and drinks included

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

Snorkel and shell with your private group in the Lower Keys

Explore secluded Florida Keys waters with guided shelling and shallow-water snorkeling

Learn spearfishing with Captain Amy on a private charter

Cruise mangroves, snorkel shallow waters, and explore sandbars in the Lower Keys

Share a relaxed sandbar outing with water gear, shade, and ice-cold water included

Fish Key West on a fully equipped 24 ft bay boat—ideal for first-time anglers

Fish longer on a 6-hour private charter to reach less-pressured spots

Fish Key West waters on an 8-hour charter for up to 4 anglers

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