things to do in Stock Island, FL

Brunch, drinks, and a swim stop aboard a Key West sail

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

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

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

Cruise Key West’s waterfront with local history narrated by a licensed captain

Find balance and build core strength with yoga on a floating paddleboard

Toast Key West's sunset from a 45-foot catamaran with drinks included

Take your Fantasy Fest day to the water with a sandbar stop and floating gear

Sail Key West’s historic waterfront aboard a hand-built 86-foot schooner

Hoist sails and take the wheel aboard a 2-masted schooner

Build a flexible day of sandbars, mangroves, and island stops

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

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

Swim, snorkel, and unwind at secluded Florida Keys sandbars

Private catamaran celebration with bubbly, wines, and party platters

Sail Key West's night waters beneath the full moon aboard a 105-foot schooner

Join Key West's holiday flotilla aboard a decorated schooner with drinks, bites, and onboard festivities