Best 839 things to do in Key West, FL

Sunset catamaran sail with live music, full bar, and appetizers

Dolphin watch, snorkel, and visit a sandbar on a small-group Key West tour

Charter COWFISH for a Key West sandbar stop and guided snorkel, with snacks and water included

Private 4-hour kayak, snorkel, and sail trip for up to 6 in Key West

Charter the 54-foot Schooner Valora for a private sail in Key West

Charter a private motor yacht in Key West with flexible 1.5–8 hour options

Share a 4-hour fishing charter and meet fellow anglers in Key West

Walk Key West’s haunted Old Town on a private, customizable tour

Fish the shallow backcountry on a 14' flats skiff with Captain Landon

Sail a small-group catamaran to snorkel reefs and look for wild dolphins

Sail Key West waters and look for Atlantic bottlenose dolphins from a spacious catamaran

Scan Caribbean waters for dolphins from a sun-soaked boat

Exchange vows on the waters of Key West

Share a captain-led fishing trip tailored to the day’s bite

A crewed private charter shaped around your preferences

Cruise to Florida Keys sandbars with water, ice, and cooler space included

Explore reefs and blue water on a guided spearfishing trip

Explore mangroves, coral reefs, and secluded coves by charter

Explore Florida Keys wrecks and reefs with an experienced underwater guide

Parasail from Smathers Beach with a 10–12 minute flight and up to 1 hour on the boat

Street-legal gas cart rentals for getting around Key West

Rent a bike for flexible exploring around town

Explore Key West on your schedule with a side-by-side scooter rental

Cruise Key West streets without stopping to charge