Climb aboard the Just a Few Friends Trolley Tour for an unforgettable narrated journey through the Key West landmarks that shaped his life and music. This comprehensive island tour goes beyond the walking tour, covering more ground and deeper stories as you pass by iconic sites tied to Buffett’s time in the Conch Republic.

Roll past the bars, streets, and hideaways that inspired his legendary songs, with a special stop at Dog Beach and Louie’s Backyard, where Jimmy once lived, and a visit to his former home in New Town. Along the way, your guide will share insider stories, historic moments, and the lasting influence of Buffett’s island life. Whether you're a longtime fan or just discovering his legacy, this tour offers a one-of-a-kind glimpse into the Key West that Jimmy called home.

Set sail in style aboard the luxurious 75' Argo Navis for a one-of-a-kind brunch experience as part of the Just a Few Friends Key West - Favorite Son Celebration! This exclusive two-hour sail offers the perfect blend of breathtaking ocean views, delicious brunch, and refreshing bubbles—all with the unmatched service and comfort of Key West’s premier sailing yacht.

🥂 Bubbles: Enjoy a Mimosa Bar & Bubbly Sangria, along with premium wines, Florida craft beers, Red Buoy Coffee, and signature Bloody Marys to toast to the good life.

🍽 Brunch: Indulge in a curated selection of local favorite dishes, bringing the flavors of Key West right to your plate. Whether you're a local or visiting, this intimate sailing experience is the perfect way to sip, savor, and soak in the beauty of paradise with friends.

Spots are limited—reserve yours now and make this unforgettable brunch sail part of your Key West celebration! ⛵🥂🌞

Stop by Festival Headquarters anytime during the week to pick up badges, get event information, meet up with other Friends, and grab a refreshing pina colada (badge holders get $1 off).

Join our friends at Shots and Giggles and the Key West Chamber of Commerce as they fire up the grills for the 6th Annual BBQ Rib Battle! Watch local BBQ masters go head-to-head in a sizzling cookoff, competing for cash prizes and bragging rights.

Ann Street transforms into a block-party-style showdown where you can sample mouthwatering ribs, enjoy delicious sides, sip drinks, groove to live music, and join the fun with a 50/50 raffle. Bring your appetite and your cheering voice—this is backyard BBQ, Key West style.

Tickets will be available cash only at the gates, and can be exchanged for rib samples, drinks, or other goodies at participating stations. Come hungry!

🔒 Exclusive for Ultimate Friend Badge Holders

One lucky Ultimate Friend will walk away with a genuine emerald—will it be you? Each $500 Ultimate Friend Badge includes a First Class Swag Bag containing a faux emerald... except one, which holds the real deal: a stunning [x]-carat emerald valued at $[xx], courtesy of Emeralds International (104 Duval Street).

On Sunday, August 31, before the Second Line Parade, badge holders are invited to stop by Emeralds International between 12:00 and 4:00 PM for a special reveal event. Have your gem inspected by the jeweler, enjoy light bites and mocktails, and snap a photo as you find out if you're the lucky one. This sparkling experience is available only to guests with the Ultimate Friend Badge. Don't miss your chance to add a little extra shine to your festival weekend.

There are many places to eat lunch in Key West. But there’s only ONE place to have lunch with a legend. Join us for Key West’s only all-inclusive dine-in musical experience, revisiting the glory days of 1970s Key West when a young songwriter named Jimmy called this island home.

Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in-costume as the man himself in a show blending live music, storytelling, humor, and of course...Cheeseburgers! Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land.

Part lunch theater, part tribute concert, and part educational adventure, Burgers & Buffett Tunes is a one-of-a-kind musical celebration of the songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining lunch experience.

Your ALL-INCLUSIVE ticket to this performance includes one cheeseburger with chips and one drink from the bar’s lunch menu. Additional beverages and drink specials will be available for purchase from the bar.

Showtime is 12:30pm, and doors open at 12:00pm (NOON). We request that you arrive no later than 12:15pm to ensure seating and drink service before the show begins.

Disclaimer: This is an independent tribute performance and is not affiliated with, endorsed by, or sponsored by Jimmy Buffett, Margaritaville Holdings LLC, or the estate of Jimmy Buffett. All references are made in the spirit of celebration and artistic homage.

There are many places to eat lunch in Key West. But there’s only ONE place to have lunch with a legend. Join us for Key West’s only all-inclusive dine-in musical experience, revisiting the glory days of 1970s Key West when a young songwriter named Jimmy called this island home.

Acclaimed musician, actor, and Buffett historian Caleb Hogan appears in-costume as the man himself in a show blending live music, storytelling, humor, and of course...Cheeseburgers! Enjoy a journey back in time to a place where artists and misfits lived the eclectic Bohemian dream, and our favorite "grandson of a sailor" roamed the land.

Part lunch theater, part tribute concert, and part educational adventure, Burgers & Buffett Tunes is a one-of-a-kind musical celebration of the songs, spirit, and the island where the legend began. This show is a MUST-SEE for all Buffett fans, music enthusiasts, or anyone looking for Key West’s most entertaining lunch experience.

Your ALL-INCLUSIVE ticket to this performance includes one cheeseburger with chips and one drink from the bar’s lunch menu. Additional beverages and drink specials will be available for purchase from the bar.

Showtime is 12:30pm, and doors open at 12:00pm (NOON). We request that you arrive no later than 12:15pm to ensure seating and drink service before the show begins.

Disclaimer: This is an independent tribute performance and is not affiliated with, endorsed by, or sponsored by Jimmy Buffett, Margaritaville Holdings LLC, or the estate of Jimmy Buffett. All references are made in the spirit of celebration and artistic homage.

Take a break from the bustle and soak up the sun at one of Key West’s most beautiful poolsides! The Marker Resort invites Just a Few Friends guests to kick back and cool off with live music, refreshing drinks, and good vibes across multiple pools.

There’s no charge to attend, and the onsite full bar and snack bar will be open and ready to serve. Whether you’re lounging in the shade, floating in the water, or dancing to the beat, this is your chance to unwind and recharge before the Second Line Parade steps off.

Bring your badge, your beach towel, and your best island state of mind—this is what Sunday in paradise looks like.

Tales from the Chart Room — Pull up a stool in one of Key West’s most legendary watering holes for Tales from the Chart Room. Hosted by Carol Shaughnessy—the original creator of the Coconut Telegraph and a longtime member of the Margaritaville family—each 30-minute session features a different special guest sharing firsthand stories from the island scene that inspired the songs and the lifestyle.

Through a relaxed, guided conversation, Carol draws out inside insights and colorful memories of Key West adventures with friends, musicians, and characters who were there when it all happened. There’s no stage or formal production—just authentic storytelling in an intimate setting, with the occasional audience question if the moment calls for it.

Sessions will also stream live on the Just a Few Friends Facebook page for fans following along from afar.

Celebrate the life, music, and spirit of Key West’s favorite son, Jimmy Buffett, with us at the Second Line Memorial Procession—a joyful, tropical tribute filled with music, creativity, and community. Join Jimmy's 'crazy sista' Lucy, Nadirah Shakoor and Howard Livingston as they lead this lively group down iconic Duval Street.

Whether you walk, cheer from the sidelines, or join virtually, this event welcomes everyone who holds a love for Buffett’s music and the island he called home.

The procession steps off promptly at 5:00 PM from the lower 100 block of Duval Street, parading five blocks down Duval, turning onto Southard Street for another five blocks, and ending at Truman Waterfront Park for a casual celebration. Expect live music, group singalongs, and lots of island-style fun along the way!

🎶 How to Participate:

Walk with us: Wear your brightest tropical attire, bring a colorful umbrella, decorate your bike, or carry a handmade sign or placard! Group themes and fun costumes are highly encouraged—show off your creativity and celebrate in true island style.

Play with us: Musicians are welcome and encouraged to join the procession. (Reach out to us if you want to coordinate!)

Watch along the route: Line Duval or Southard Street and cheer, sing, and share the moment.

Celebrate virtually: Host your own backyard or bar watch party and tune into the livestream!

🎟 Souvenir Event Badge:

Support the spirit of the Second Line and three great causes—Bahama Village Music Program, Reef Relief, and the Sister Season Fund—with the purchase of a $35 Event Badge. Badges are sold as a commemorative souvenir and can be purchased here ➔ www.justafewfriendskeywest.com

Purchasing a badge also gets you access to local perks and virtual participation options.

Full FAQ here ➔ https://www.justafewfriendskeywest.com/parade-pass-faq.

♻️ Our Commitment to the Cleanest Parade:

We’re proud to be designated the Cleanest Parade in Key West!

Our friends at Reef Relief will be marching with rolling trash cans and litter crews during the procession, but we encourage everyone to do their part—dispose of trash and recyclables properly and help us keep the island beautiful.

🚲 Getting Around:

Walking, biking, and ride share are highly recommended.

Metered parking is available but very limited near the start and end points.

The free Duval Loop shuttle is available from Truman Waterfront Park after the event.

Bikes can be walked in the parade and locked up at the park afterward.

💦 Stay Hydrated:

Bring a reusable water bottle! We’ll have free water refills available at Truman Waterfront Park thanks to the Florida Keys Aqueduct Authority.

🎷 What is a Second Line?

Originating in New Orleans and the Caribbean, a Second Line is a walking musical celebration where the community follows the band in joyful tribute. In Key West, it’s our heartfelt way to honor Jimmy—with music, laughter, tropical flair, and a few salty tears.

As the music heats up at Party in the Park, take a stroll through the Key West Artisan Market pop-up!

Browse a vibrant collection of vendors, artists, crafters, and makers offering everything from tropical art and handmade jewelry to island-inspired gifts and goodies.

Enjoy delicious eats from food trucks, grab a refreshing drink from one of the festival bars, and soak in the festive waterfront atmosphere. Whether you're shopping for a souvenir, grabbing a bite, or just taking it all in between music sets, the Artisan Market adds another layer of fun to the biggest party of the weekend!

After the Second Line March winds its joyful way through town, the celebration continues at Party in the Park. Settle in on the Truman Waterfront lawn for an easygoing evening of live music, local flavor, and island energy as the festival comes together to celebrate the spirit of Key West and the songs that were born here.

The evening features performances by Howard Livingston and the Mile Marker 24 Band, Will Kimbrough, and Mac McAnally—three artists whose music and songwriting helped shape the sound and storytelling of the Gulf Coast and the Florida Keys. The night unfolds in true island fashion with a relaxed, come-and-go atmosphere on the waterfront lawn, perfect for kicking back and letting the music carry you through a beautiful Key West evening.

Howard Livingston and the Mile Marker 24 Band are the Florida Keys’ beloved trop rock troubadours, known for breezy island storytelling and songs that perfectly capture life in the Keys. Will Kimbrough, a celebrated songwriter, producer, and guitarist who collaborated closely with Jimmy Buffett in recent years, brings soulful musicianship and heartfelt storytelling to the stage. Mac McAnally—Grammy-winning songwriter, longtime Coral Reefer Band member, and one of Buffett’s closest musical collaborators—adds the unmistakable voice and musicianship behind many of the

songs that defined the coastal sound of the region.

Beyond the music, explore the Key West Artisan Market Island Time Market & Food Court, featuring a curated collection of local artists, makers, and chefs. Browse tropical art, handmade jewelry, island-inspired gifts, boutique fashion, and delicious bites from food trucks and local vendors. You’ll also find full bars, specialty drink stations, and plenty of space to spread out on the lawn as the evening unfolds against the backdrop of a spectacular Key West sunset over the water.

Grab a cold drink, sample delicious eats, shop a little, and find your spot on the lawn to soak up the tropical sounds. Whether you're dancing, relaxing, or simply taking it all in, Party in the Park is the signature gathering of the weekend—best shared with just a few friends.

As the sun sets on Sunday, August 31st, the festivities continue at the Bubba After Party, starting at 8pm and going till we call it quits!

Following an unforgettable second line march and island tunes from Bubba's Stage at Truman Waterfront Park, keep the vibes going strong with more live music at Big Cheeezes.

And what's a party without some good eats? Indulge your taste buds with a feast fit for a beachcomber, featuring pizza, burgers, tenders, wings, and BBQ that'll satisfy your cravings and keep you fueled for a night of endless fun.

So kick off your flip-flops, let your hair down, and join us at the Bubba After Party for a laid-back, tropical celebration that'll make you feel like you're living life in a perpetual summer state of mind. It's a night of music, mingling, and munchies that you won't want to miss!