Labor Day Weekend Getaway to Key West


Experience the Ultimate Labor Day Celebration in Key West!

Labor Day weekend is the perfect time to visit Key West, with a host of exciting events and activities that capture the vibrant spirit of the island. From savoring local brews to celebrating musical legends, this year's lineup promises an unforgettable experience. Here's your guide to making the most of Labor Day weekend in Key West.

Key West Brewfest

Kick off your weekend with the highly anticipated Key West Brewfest. Running from August 29th to September 2nd, this event showcases an impressive array of over 200 beers from around the world. Enjoy tastings, beer-pairing dinners, and lively events at various venues throughout the island. Highlights include:

  • Brewery Tours: Get an insider's look at local breweries and learn about the craft beer-making process.
  • Beer Dinners: Indulge in exquisite dinners paired with select craft beers.
  • Tasting Festival: Join the main event on Saturday, where you can sample a wide variety of beers while enjoying live music and entertainment.

Just A Few Friends Celebration

On September 1st, head over to the Just A Few Friends Celebration, a unique event that brings together locals and visitors for an intimate and fun-filled gathering. This celebration features:

  • Live Music: Enjoy performances by local bands and musicians.
  • Food and Drinks: Savor delicious food and refreshing drinks from local vendors.
  • Art and Crafts: Browse through an array of handcrafted items from local artisans.

It's 5 O'Clock in Key West: A Celebration of Jimmy Buffett

The festivities kick off on Friday, August 30, with a delightful brunch followed by a special proclamation for Jimmy Buffett Day declared by the Florida State Legislature. This sets the tone for the main event on September 1st, "It's 5 O'Clock in Key West: A Celebration of Jimmy Buffett," dedicated to honoring the life and legacy of the beloved music icon. Festivities include:

  • Second Line Procession: Join the vibrant parade starting at 5 PM, featuring colorful costumes, lively music, and a joyful celebration of Buffett's contributions to music and island culture.
  • Live Performances: Enjoy covers of Jimmy Buffett's greatest hits performed by local and visiting musicians.
  • Margaritaville Vibes: Relish in the laid-back, tropical ambiance that Jimmy Buffett's music embodies.

Additional Activities and Attractions

While you're in Key West for Labor Day weekend, don't miss out on these additional attractions and activities:

  • Sunset Celebrations: Witness the breathtaking Key West sunsets at Mallory Square, complete with street performers, local vendors, and a festive atmosphere.
  • Water Adventures: Take advantage of the warm waters and embark on snorkeling, kayaking, or paddleboarding excursions.
  • Historic Tours: Explore Key West's rich history with visits to landmarks such as the Ernest Hemingway Home and Museum, the Key West Lighthouse, and Fort Zachary Taylor Historic State Park.

Plan Your Stay

To make your Labor Day weekend even more memorable, consider staying at one of Key West's charming accommodations. From luxurious resorts to cozy bed and breakfasts, there's an option to suit every preference. Popular choices include:

  • The Southernmost House: A historic and elegant bed and breakfast with stunning ocean views.
  • The Marker Key West Harbor Resort: A modern resort offering spacious rooms and excellent amenities.
  • Avalon Bed & Breakfast: A charming B&B located on the iconic Duval Street.

Labor Day weekend in Key West offers an unparalleled blend of festivities, music, and island charm. Whether you're a craft beer enthusiast, a music lover, or simply looking to soak up the sun and culture, Key West has something for everyone. Mark your calendar and get ready for an unforgettable holiday weekend filled with fun, relaxation, and celebration. See you in Key West!