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Local Insider’s Guide To Key West

Southernmost Experiences

  • Snorkel the reef
  • Go parasailing
  • Tour the Hemingway House
  • Enjoy margaritas & cheeseburgers in paradise. Our favorite burger on the island can be found at Blackfin Bistro–the diablo burger–and the best margarita is at Kelly’s, especially during happy hour.
  • Sample the key lime pie

Fun Local Customs & Quirks

  • Locals are called “Conchs”
  • Watch out for chickens around the island
  • Take advantage of the Southernmost Instagrammable Moments; Like the Southernmost Buoy and the Mile Marker 0 sign, both on Whitehead Street.
  • Sunset Celebrations night. Watch at La Concha Rooftop or book a trip on Fury Commotion on the Ocean to escape the crowds.
  • Rent a bicycle for an eco-friendly way to explore all the little side streets in Old Town.

Hidden Gems Only A Local Would Know

  • Southernmost House pool
  • Exploring Sandbars and mangroves in the backcountry. Experience this on the Island Adventure eco tour.
  • Besame Mucho. The best boutique on the island!
  • Tropic Cinema. Everything you could want in a historic movie theatre.
  • Fisherman’s Cafe. Great seafood shack in the Historic Seaport with Florida Lobster Tacos

Places For People Watching

  • The Porch. It’s a great wine and beer bar with an eclectic local crowd.
  • The Garden of Eden… You’ve just gotta see for yourself!
  • Mallory Square. Touristy spot where all of the street performers and artists congregate at sunset, but should be mentioned
  • Schooner Wharf. It’s a great outdoor bar with quirky characters at the Historic Seaport.

Cocktails & Drinks

  • Virgilio’s–hello, Martini Monday!
  • point 5. Upstairs at nine one five.
  • Blue Heaven. Always a classic.
  • Conch Farm. Great happy hour!
  • The Green Parrot. Everyone’s favorite bar.

Well, those are the picks. What do you think? Let us know if we left out one of your favorites!

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Dolphin Watch Eco Tour Eco Tour • Backcountry Snorkel
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Glass Bottom Boat & Sunset Cruise Reef Eco Tour • Sunset
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Island Adventure & Sunset Cruise Combo Eco Tour • Snorkel • Kayak • Paddleboard • Sunset
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Island Adventure Eco Tour Eco Tour • Snorkel • Kayak • Paddleboard
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Key West Snorkeling Morning Reef Snorkel
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  • 3 hrs
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Key West Sunset Cruise Sunset Cruise • Champagne
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