THE ONLY 2 DESTINATION TRIP IN MARATHON. Snorkel at the iconic Sombrero Reef and relax at the secluded Molasses Key Sandbar, perfect for a day of marine exploration. This 3.5-hour tour invites you to discover the vibrant underwat... More

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute walk from the bustling cruise ship port, our spot eliminates the hass... More

Meet The Locals, On Foot, At Eye Level If you’re like us, you think of travel as more than just “going places.” You crave experience and discovery, not just monuments and museums. You want to understand what’s behind the ... More

Departing from Key West’s Historic Seaport, the Appledore Star’s sails are raised for an authentic sail experience on the way to Key West’s backcountry. Your day is spent exploring Key West’s uninhabited mangrove islands... More

Smaller Groups = Better Experience! **1 Booking is 1 Jet Ski that can accommodate up to 2 riders. Ages 4+ For all you thrill-seekers and explorers, our guided Jet Ski Tours are a great way to experience Key West. Let our guide ... More

There's no better way to savor the magic of a Key West sunset than aboard a majestic schooner, complete with a full open bar. This enchanting journey blends the timeless elegance of traditional sailing with the lively spirit of Ke... More

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that won the first America's Cup Race in 1851. Admire her beauty on the clear, calm Caribbean... More

Get ready for a fun and fright-filled evening as we explore the haunted history of Key West! Starting at the charming River Street Sweets, we’ll stroll beneath the moonlight to some of the island’s most legendary landmarks. He... More

Welcome to Key West Boat & Jet Ski Adventures! Explore Key West's Backcountry Aboard Our Brand-New Manitou Cruise with Swim Deck Set out on a half-day adventure aboard our luxurious Manitou Cruise—a spacious, smooth-riding tri... More

Explore the calm, clear waters between Stock Island and Key West with a 2-hour standup paddleboard rental. Glide over sea grass and through mangrove tunnels as you look for fish, birds, sharks, rays, and manatees. This is a great ... More

See Key West’s top attractions from the Lighthouse to the Little White House at your own pace with this affordable walking tour. • Find out how the town nearly went bankrupt before reinventing itself as ‘The Conch Republic�... More

Discover the intriguing world of the ocean with a visit to the Key West Aquarium. Explore the different sections of the aquarium and gain a thorough understanding of our planet’s alluring oceans. The aquarium features a wide var... More

Explore beautiful coastlines, wild history, and fascinating wildlife with this self-guided walking tour of Key West. Get to know famed author Ernest Hemingway and the island’s influence on his work. Hear stories of pirates, ship... More

These trips are very customizable trips from all skill levels of charter fishing to just kicking it at the sandbar we are here to make this the best part of your vacation. ... More

Wake up and start your day in paradise the right way! We will give you an experience not easily forgotten, starting with a cruise through Key West’s backcountry mangrove channels, you get a chance to escape the hustle and bustle... More

Experience sailing Key West on a majestic 2-masted schooner, just like adventurers from the 19th century, while enjoying the luxurious state-of-the-art accommodations of a modern passenger schooner. Her decks are spacious and comf... More

Sailing on the Rover is an exciting, traditional sailing experience with a Hint of Piracy! Yes - We have cannons! Come sail on Key West's most photographed ship! The Schooner Jolly II Rover is the only squared rigged, topsail scho... More

This isn’t your average ghost tour. Key West Ghost and Mysteries is a locally owned and operated family business offering a small, intimate experience that lets you hear every story, ask questions, and truly connect with your gu... More

The Aqua Drag Show offers the best nighttime entertainment in Key West. Sip on the Island's best cocktails while you enjoy the fun tunes, costumes, and best drag performers. Take home a story of hilarity and a truly unique Key Wes... More

We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create... More