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Top Key West Attractions & Tours

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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

Key West Historic Homes and Designs - Small Group Walking Tour

clock 2 hours
  • Historic Homes & Stories of Key West- "2020 WINNER- Best Key West History Tour"

    Join our award-winning guides for a wonderful, fun, and informative 2 hour stroll through the celebrated Old Town neighborhoods where you'll discover many of the most beautiful, historic homes and unique architectural landmarks that have contributed so...Read more

Key West Southernmost Food and Cultural Walking Tour

clock 3 hours
  • Enjoy a taste of Key West on this 3-hour food walking tour, led by an expert guide. Along the way visit 4 locally-run “mom and pop” establishments in historic old town, dining on typical Cuban dishes, local seafood, and of course -- Key Lime Pie. Food samples are enough for a hearty lunch. Between tastings walk like a local, away from the...Read more

Key West Historic Seaport Food Tasting and Cultural Walking Tour

clock 3 hours
  • Discover the flavors of the ocean on this locally guided 3-hour food tour of Key West. Savor maritime history through delicious seafood (or tasty non-seafood options) cuban sandwich & key lime pie tastings. Sample classic ingredients like Key West pink shrimp, Caribbean warm-water lobster, and fresh fish. Sip white wine after walking through the...Read more

Key West Craft Cocktail Crawl

clock 3 hours
  • Join us on a sip and stroll through Key West's craftiest bars and hidden local gems enjoying 5 local cocktails & 2 food tastings! Discover the iconic stories behind Key West’s signature drinks, like the Hemingway Daiquiri, and explore the sights, sounds, and “intoxicating” flavors of the tiki era, each of it’s 5 stops revealing a new...Read more

Key West Pub Crawl

clock 2 hours 30 minutes
  • If you’re looking for the ultimate Key West experience, join the 'Duval Crawl' pub crawl! Key West is famous for its lively bars. Though a small island, the pubs and bars are always a huge hit, day or night. On this exciting pub crawl, experience some of the most famous and entertaining drinking spots in the Florida...Read more

ConchTales and Dreams: Food, Drink and Fun Tour of Key West

clock 3 hours
  • You will enjoy a delicious and spirited change in attitude while we serve up a bucket list walk through time as we eat, drink and discover the local fuels and hear about the historical and hysterical tales of legends and lore told through the eyes of your swashbuckling local guide. You will sip, savor and stroll, while being introduced to the best...Read more

Afternoon Delights: Small-Group Food and History Tour of Key West

clock 3 hours
  • A short walk between stops include points of interest like architeture, flora and fauna. Local history as well as bumping into some characters of Key West are always interesting. Discover some mansions and eateries that you may not find on your...Read more

Self-Guided Audio Sunset Stroll in Key West

clock 35 to 120 minutes
  • Turn your phone or tablet into a local tour guide! Download this multi-media, GPS-driven tour to enjoy historic photos, recordings and videos plus links to restaurant menus and websites at your fingertips.

    Stroll along the Gulf of Mexico, enjoying the island’s best happy hours, then watch the famous Key West sunset.

    In just 35...Read more

Highlights of Key West - Small Group Walking Tour

clock 2 hours 15 minutes
  • Key West Highlights and Stories- “2020 WINNER Best Key West Walking Tour"

    Join our award-winning guides for a wonderful, fun, and informative 2.5 hour stroll through the historic streets of Old Town Key West. Our goal is for you to have a fantastic time as your local guide brings to life the rich and colorful history, legends, points of...Read more

Private 2-Hour Wind and Wine Sunset Sail in Key West

clock 2 hours
  • This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There will be hors d'oeuvres passed around throughout the trip. A great way to have a private sail with your friends,...Read more

Historic Harbor Tour

clock 1 hour 15 minutes
  • This guided walking tour will show you the sights and sounds of the harbor walk by Schooner Warf's, Waterfront Brewery, Mac's Sea Garden, the original Margaritaville store, Turtle Kraals, Harbor Pier, massive tarpon, and Shrimpboat Sound Studios. You then will enjoy a slice of key lime pie at Kermit's before ending up at the Sunset Tiki Bar and...Read more

Hard Rock Cafe Key West Dining Experience

clock 2 hours
  • Rock your senses with a prix-fixe menu at the Key West Hard Rock Cafe. Classic American cooking comes to the heart of the Keys, where you’ll enjoy a 2- or 3-course meal with your choice of theme. Each option comes with a drink (coffee, tea or soda) and dessert. Expect entrees like the classic cheeseburger, a half-rack of hickory-smoked ribs,...Read more
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FAQs about Key West Food, Wine & Beer Tours

Key West food and wine tours designed to allow travellers explore the art and culture of Key West locals and elites when it comes to foods, wines, beers, local snacks, etc. and also offer great knowledge of the culinary history of Key West city