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Just a Few Friends, Favorite Son Celebration

Just a Few Friends is a one-of-a-kind festival celebrating music, community, and island life in beautiful Key West over Labor Day Weekend. Inspired by the laid-back spirit of trop rock and the legacy of Key West’s favorite son, this gathering brings together fans, friends, and artists for five days of unforgettable moments.

Proceeds from the sale of the festival’s signature Event Badge—administered through the Community Foundation of the Florida Keys—support three vital local nonprofit organizations: Reef Relief, Bahama Village Music Program, and the Key West High School Marching Band. These partners reflect the values at the heart of the festival—protecting our environment, nurturing local talent, and uplifting the next generation of island leaders. Through these contributions, Just a Few Friends helps sustain marine conservation efforts, provide accessible arts education, and fund essential resources for the student musicians who will lead the next great parade through Old Town.

Date

September 3 - 11, 2026

Time

Varies by event

Location

Key West (multiple venues)

Learn More

Calendar of Events

  • Jul16

    Haunted Tours

    Explore the SPOOKY side of Key West with a haunted historical tour.

    Date: May 14, 2026 - July 31, 2026

    Time: Thursday evenings (varies by operator)

    Location: Off-Site (Key West – walking or trolley tour)

  • Jul16

    Key West Farmers Market

    Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

    Date: May 14, 2026 - July 31, 2026

    Time: Thursday's, 2:00 pm – 7:00 pm

    Location: Truman Waterfront

  • Purple and pink orchids with some wellness lotions
    Jul17

    Be Transformed at SpaTerre

    Find tropical serenity at SpaTerre, located within our sister property, Ocean Key Resort & Spa.

    Date: Friday's through July 31, 2026

    Time: All day (by appointment)

    Location: SpaTerre

  • Jul17

    Snorkel Experience

    Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States.

    Date: May 8 - July 31, 2026

    Time: Friday's, varies by tour operator

    Location: Off-Site (Catamaran / Key West waters)

  • Jul18

    Sunset Sails

    There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water.

    Date: May 9, 2026 - July 31, 2026

    Time: Saturday's, Varies (sunset)

    Location: Off-Site (Key West waters)

  • Jul19

    World Class Fishing

    The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna.

    Date: May 10, 2026 - July 31, 2026

    Time: Sunday's, Varies by charter

    Location: Off-Site (Florida Keys waters)

  • Jul23

    Hemingway Days

    Fans of Ernest Hemingway’s literary greatness and vigorous life – including scores of bearded Hemingway look-alikes

    Date: July 23 - 27, 2026

    Time: Varies by event

    Location: Key West (Sloppy Joe's Bar, 201 Duval St., and other venues)

  • Oct16

    Fantasy Fest

    Fantasy Fest turns Key West into a spectacle of masked processions, parties, contests and dances attended by tens of thousands.

    Date: October 16 -25, 2026

    Time: Varies by event

    Location: Key West (multiple venues)

  • Nov01

    Race World Offshore Championships

    Experience the most powerful of water activities in Key West with the Race World Offshore World Championships.

    Date: November 1 - 8, 2026

    Time: Daytime (race schedule varies)

    Location: Key West (Gulf side – six-mile course)