Best 839 things to do in Key West, FL

A clothing-optional all-male sailing trip with snorkeling, sandbar, or kayaking

Paddle the mangroves and snorkel with a small group in the Key West National Wildlife Refuge

Snorkel the reef, visit a sandbar, and sail into sunset on a spacious catamaran

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

Sail Key West on Schooner America 2.0 with complimentary soft drinks

Sail into the Key West sunset with drinks and hors d'oeuvres included

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

Sing along with live holiday music aboard a festively lit schooner

Sail Key West’s waters aboard a 105-foot schooner with Christmas brunch and drinks

Book a private Florida Keys backcountry and flats fishing charter

Sail Key West’s Atlantic coast at sunset aboard a historic schooner

Take the helm or relax beneath the sails on a private classic schooner

Two reef snorkel stops with a seafood boil and open bar

Sail into Key West’s sunset with complimentary drinks on board

Float, wade, and unwind at Key West’s shallow-water sandbars

Snorkel Key West’s barrier reef, then enjoy a Cajun seafood boil and open bar

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

Backcountry flats fishing for up to 4 anglers on the ShadowCaster

Join hands-on coral nursery care and reef restoration work in Key West

Walk Hemingway’s Old Town haunts with a guide in 65 minutes

Explore a preserved Civil War-era fort with one-day admission

Visit the Tennessee Williams Museum during daily open hours

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