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Top Key West Attractions & Tours


Key West Sunset Sail on Traditional Schooner

clock 2 hours
  • The Tall Ship Schooner Jolly II Rover offers an exciting, traditional sailing experience - with a hint of Piracy! Yes - there are cannons! You will actually be sailing on the most photographed ship in Key West! The Rover is a replica of an early 1800's American Coastal Schooner. It is the only square rigged, topsail, gaff rigged schooner in the...Read more

Yes, Queen! Drag Queen Pub Crawl of Key West

clock 2 hours
  • Meet your guide for the night, a world-class drag queen, at the award-winning Aqua Nightclub. Grab a cocktail and mingle with your fellow crawlers as you await the ring of the ‘b*tch bell’ to announce the kick-off of the tour.

    Follow your guide through the vibrant streets of Key West and prepare to sing and dance your way through the...Read more

6th Sense Haunted Tour of Key West

clock 2 hours
  • Brave the haunted city of Key West with our gifted guides. Use paranormal investigation equipment to speak with the spirits that roam the island. Hone your 6th sense and connect with the ghosts that linger in the most beautiful and historic areas of the city. Are you brave enough to join...Read more

Key West Mangrove Kayak Eco Tour

clock 2 hours
  • Alongside your veteran guide, you will leisurely paddle and discover the still, serene, azure-hued waters of the back country of Key West. You will cruise through the meandering mangrove waterways and traverse inches-deep depths, enabling you to easily observe and learn about the Keys' geography and its inhabitants from the coziness of your...Read more

Southernmost Key West History and Culture Small-Group Walking Tour

clock 1 hour 45 minutes
  • Discover the locals, on foot, at eye level. Walk around Key West and explore its culture and natural history with an experienced guide. Begin your tour at Kino Sandals before heading toward the Southernmost Point of the continental United States. Meet locals, experience popular landmarks, and get a unique...Read more

Key West Historic District Small-Group Walking Tour

clock 2 hours
  • Witness the past of Key West with a limited-size guided walking journey! This excursion will give you an understanding of the island's first occupations such as salvaging and cigar manufacturing, as well as other local history. You'll be led by one of our knowledgeable guides through picturesque streets in the Old Town, giving you a unique...Read more

Gulf of Mexico Sunset Kayak Tour of Key West

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  • We are the only Kayak business on Stock Island's Gulf side that offers direct access to the Gulf, allowing patrons to witness a stunning sunset without...Read more

2-Hour Private Sunset Cruise Boat in Key West

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  • A sunset sailing on a private vessel in Key West is an experience like no other, surpassing that of a tour on a large commercial...Read more

Parasailing at Smathers Beach in Key West

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  • . Soar above the waters of Smathers Beach in Key West, Florida from the safety of a state-of-the-art parasail boat. All crew members are licensed and insured for your...Read more

Private Key West Historic Homes and Island History Walking Tour

clock 2 hours
  • Tripadvisor ranked our tour as the top 10 history tours in North America for 2022. Our award-winning guides will take you on a memorable 2.25 hour stroll through the captivating Old Town district of Key West, home to many historic homes and iconic architectural edifices that have long been part of the culture and folklore of this remarkable...Read more

2-Hour Private Sunset Cruise on Tiki Bar Boat in Key West

clock 2 hours
  • Key West is renowned for its breathtaking sunsets, and they are even more spectacular when viewed from a private sunset cruise aboard one of our custom tiki bar boats. Accompanied by up to five guests, you can cheers the setting sun with your favorite beverage (BYOB). Tours depart an hour and fifteen minutes before sunset in order to find the...Read more

4-Hour Private Sand Bar Cruise on a Tiki Bar Boat in Key West

clock 4 hours
  • Party like a local by visiting one of the Florida Keys' Back Country sand bars. Your knowledgeable captain will choose the optimal location based on conditions, leading you to breathtaking turquoise waters and vivid blue skies. You may be lucky enough to spot rays, turtles, fish, or even dolphins while there! Don't forget your swimsuit,...Read more

Sunset Tiki Boat Tour in Key West

clock 2 hours
  • Key West is renowned for its spectacular sunsets, and they can't be beat when experienced from a private sunset cruise on board our custom tiki bar boats. Accompanied by up to 5 of your friends, you will be able to raise a toast to the setting sun with your preferred beverage (BYOB). We set sail an hour and fifteen minutes before sundown so...Read more

Private 2-Hour Tiki Boat Party in Key West

clock 2 hours
  • Climb aboard our tiki bar boat and bring up to 5 friends for a two-hour cruise to an idyllic sandy bottom anchorage. Leave the driving to your captain while you enjoy the shade from the thatched roofs and soak up some rays on our 6' x 18' floating mat! Don't forget your favorite cocktail, snacks, and fun-loving pals - plus, there's a walk-in...Read more