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)

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Calendar of Events

Aug06
Haunted Tours
Explore the SPOOKY side of Key West with a haunted historical tour.

Date: May 14, 2026 - December 31, 2026
Time: Thursday evenings (varies by operator)
Location: Off-Site (Key West – walking or trolley tour)

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Aug06
Key West Farmers Market
Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

Date: May 14, 2026 - December 31, 2026
Time: Thursday's, 2:00 pm – 7:00 pm
Location: Truman Waterfront

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Aug07
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 - December 31, 2026
Time: Friday's, varies by tour operator
Location: Off-Site (Catamaran / Key West waters)

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Aug08
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 - December 31, 2026
Time: Saturday's, Varies (sunset)
Location: Off-Site (Key West waters)

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Aug09
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 - December 31, 2026
Time: Sunday's, Varies by charter
Location: Off-Site (Florida Keys waters)

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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)

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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)

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Jan26
Mile 0 Fest
Experience the “friendliest festival” in paradise, featuring the best Red Dirt and Americana music at island venues, including Sunset Pier.

Date: January 26, 2027 - January 30, 2027
Time: All day
Location: Key West (multiple venues)

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Apr28
Key West Songwriter Festival
Discover the stories behind the songs at the world’s largest songwriters festival, featuring five days of live music, including shows at Sunset Pier.

Date: April 28, 2027 - May 2, 2027
Time: All Day
Location: Key West (multiple venues)

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