Your Best Time To Visit Key West - Top Summer Events

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Ready to fly off to Key West for an unforgettable summer? From the zesty Key Lime Festival to the literary Hemingway Days, the delectable Lobster Season opening day and LobsterFest, and the refreshing Key West Brewfest, there’s no shortage of excitement waiting for you! Start planning your summer escape with Odyssey Airways today.

Whether you’re savoring the sweet taste of mangos, celebrating the legacy of Hemingway, diving into lobster season festivities, or enjoying a cold brew at Brewfest, Key West has it all.

Key West Key Lime Festival (July 3-7)

Kick off your summer with the tangy and fun-filled Key West Key Lime Festival. This event celebrates all things key lime, from pies and cocktails to cooking classes and culinary competitions.

Top Tips:

  • Key Lime Pie Eating Contest: Don’t miss the famous pie-eating contest—it's a highlight of the festival and a ton of fun to watch.
  • Cooking Demos: Join a cooking class to learn how to make the perfect key lime pie.
  • Cocktail Sip & Stroll: Enjoy a stroll around Key West, sampling key lime cocktails at various bars.

Hemingway Days (July 16-21)

Celebrate the life and work of one of Key West’s most famous residents, Ernest Hemingway. Hemingway Days features a variety of events, from a look-alike contest to literary readings.

Top Tips:

  • Hemingway Look-Alike Contest: Held at Sloppy Joe’s Bar, this contest is a must-see, with participants from around the world.
  • Running of the Bulls: A quirky and fun event inspired by Hemingway’s time in Spain.
  • Literary Events: Attend readings, book signings, and a short story competition to immerse yourself in Hemingway’s legacy.

Lobster Season Opening Day (August 6)

Celebrate the start of lobster season in Key West with the opening day festivities. This is the perfect time to dive into some of the freshest seafood you’ll ever taste.

Top Tips:

  • Catch Your Own: If you’re adventurous, join a local tour to catch your own lobster.
  • Seafood Restaurants: Dine at top seafood restaurants that offer special lobster dishes.
  • Water Activities: Enjoy snorkeling and diving tours to experience the underwater world of Key West.

27th Annual Lobsterfest (August 8-11)

Join the ultimate lobster celebration at the 27th Annual Lobsterfest. This event features a street fair, live music, and, of course, lots of lobster.

Top Tips:

  • Street Fair: Visit Duval Street for the street fair, where you can sample lobster dishes from various vendors.
  • Lobster Brunch: Enjoy a lavish lobster brunch at one of the participating restaurants.
  • Live Music: Dance the night away to live music performances.

Key West Brewfest (August 29 - September 2)

End your summer with the Key West Brewfest, a celebration of craft beer featuring over 150 beers from around the world.

Top Tips:

  • Brewfest Tasting Festival: Attend the main event for a chance to sample a wide variety of beers.
  • Beer Dinners: Enjoy specially curated beer dinners at local restaurants.
  • Seminars and Tastings: Participate in seminars to learn more about the craft beer industry.

Key West Hidden Treasures Not-to-Miss:

  • Key West Butterfly and Nature Conservatory: A peaceful escape filled with vibrant butterflies and lush plants.
  • Nancy Forrester's Secret Garden: An intimate garden sanctuary where you can interact with rescued parrots.
  • Audubon House & Tropical Gardens: Explore the beautiful gardens and historic home.
  • The Green Parrot Bar: A local institution known for its lively atmosphere and great drinks.
  • Key West First Legal Rum Distillery: Take a tour and taste some locally made rum.
  • Mallory Square: Famous for its sunset celebrations, this spot offers stunning views and a festive atmosphere.
  • Fort Zachary Taylor Historic State Park: A great spot for snorkeling and enjoying the beach.
  • The Stoned Crab: A local favorite for fresh seafood and lobster dishes.
  • Ernest Hemingway Home and Museum: Tour Hemingway’s former residence and learn more about his life in Key West.
  • Blue Heaven Restaurant: Enjoy a meal at this beloved local spot where Hemingway once refereed boxing matches.

Benefits of Flying Private to Key West

Choosing private flights to Key West with Odyssey Airways offers numerous benefits. Whether you're booking charter flights from Miami to Key West, or from Tampa or Fort Lauderdale, private flights provide unparalleled convenience and luxury.

Key Benefits of Flying Private To Key West:

  • Time Savings: Skip the long lines and security checks of commercial airports. Private flights allow you to arrive closer to departure time.
  • Comfort and Privacy: Enjoy a personalized experience with luxurious seating, privacy, and top-tier service.
  • Flexibility: Schedule flights around your needs, avoiding the fixed schedules of commercial airlines and the frequent commercial airline cancellations that leave you stranded.
  • Convenient Airports: Key West plane charters can fly into Key West International Airport (EYW), offering easy access to all the summer events and activities.


Make your summer in Key West truly unforgettable by flying with Odyssey Airways. Our private flights to Key West offer the utmost in luxury, comfort, and convenience, ensuring you arrive in style and ready to enjoy all the festivities. From the Key Lime Festival to Brewfest, and everything in between, Key West is the ultimate summer destination.

Check out our ultimate guide to all things Key West this summer and start planning your trip today! Book your trip today and don’t forget to sign-up for our empty legs notifications so you never miss a great flight to Key West at a fraction of the price!

Your Best Time To Visit Key West - Top Summer Events
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