Be Part of the Businesses Welcoming Thousands of Visitors at Venues Across Key West
FESTIVAL HIGHLIGHTS:
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Party in the Park FREE concert featuring Mac McAnally, Howard Livingston, and Will Kimbrough
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Historic 1998 Duval Street concert recreation with Gary & the Landsharks
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2 Margarita Bar Strolls
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Second Line Parade with 1.6M views
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National press including Good Morning America
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5-day festival expecting 10k+ visitors ages 35-70 with high discretionary income
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$45k+ in badge proceeds to local nonprofits
Vendors are invited to participate in the Sunday waterfront celebration at Truman Waterfront Park following the Second Line Memorial Parade. Setup begins at 1 pm, with the main crowd arriving around 5:30 pm as the parade concludes at the park. Vending ends at approximately 8:30 pm. Most vendors can park behind their booth for easy setup and breakdown. Vendors must provide their own tents, tables, and weights. Electricity is not available (quiet generators permitted) and water access is limited. 10x10 space - $145 | 10x20 space - $275 | nonprofit (no sales) - free Food Trucks - $350 (limited amount and exclusives available) *Key West Artisan/Farmers Market vendors will receive a 20% discount Any type of vendor is welcome to apply except alcohol and delta 8 .
Want to be part of the official festival lineup? Venues, bars, restaurants and tour operators can host an event or activity during the weekend and be listed on the official schedule. Ideas include themed meals, live music, sunset sails, tours, talks, or unique island experiences. Events may be free or ticketed and are promoted as part of the festival program. Event sponsorships typically start around $500 depending on the activity and timing and can involve flat fee, commission structure or revenue-share.
Great events need great partners. Just a Few Friends is a free community celebration that brings thousands of visitors and locals together over Labor Day Weekend. While guest badge donations go directly to the Community Foundation to support the Bahama Village Music Program, Reef Relief, and the Key West High School scholarship program, sponsorship support from businesses and brands makes the event itself possible. If your business values community, music, and the island spirit that helped inspire it all, we’d love to create a sponsorship that connects with the JAFF visitors and locals.
Ideas How to Participate...
Margarita Bar Stroll Host
Be a featured stop on the Margarita Bar Stroll—showcase your signature cocktail, drive foot traffic, and be part of one of the weekend’s most talked-about experiences.
Cheeseburger Contest Chef
Fire up the grill and compete for bragging rights. Serve your best creation to two hundred guests and let the crowd decide who takes home the title.
Live Music Venue
Turn your space into a festival stage. Host live music, tap into festival promotion, and welcome a steady flow of guests throughout the weekend.
Vending Opportunities
Join a curated lineup of vendors and connect with thousands of attendees at the Party in the Park actively looking to shop, explore, and discover something new.
Attractions, Tours, Sails
Offer a unique Key West experience—on the water or on land—and get in front of visitors looking to book memorable adventures during their stay.
First Class Swag
Put your brand directly into guests’ hands. Contribute premium items to VIP bags and keep your business top of mind long after the weekend ends.
Artists, Authors & Musicians
Share your work with an engaged audience. From performances to signings and displays, there are multiple ways to participate and be seen.
Classes, History, Contests
Host an interactive experience—teach, tell a story, or create a competition that adds depth and personality to the festival weekend.
“All events not affiliated with or endorsed by Jimmy Buffett’s Estate or Margaritaville Enterprises.”
What to Expect
Five days celebrating our island’s favorite son with good friends, sunshine, great music, ocean breezes, sunset sails, and the laid-back Key West vibe…
