After the Second Line March winds its joyful way through town, the celebration continues at Party in the Park presented by our friends at the Greeen House! Settle in for an easygoing evening filled with live music, local flavor, and island energy—designed to keep the festival spirit alive and celebrate Key West’s favorite son.
Throughout the night, enjoy performances by a rotating lineup including Nadirah Shakoor, Howard Livingston and the Mile Marker 24 Band, and special guest local musicians. Mixing it up with solo sets, collaborations, and surprise moments, it’s a laid-back, come-and-go gathering on the massive event lawn, perfect for kicking back and letting the island rhythm bring back nostalgic memories as you make new ones with just a few friends.
𝐖𝐞𝐥𝐜𝐨𝐦𝐞 𝐋𝐮𝐜𝐲 𝐁𝐮𝐟𝐟𝐞𝐭𝐭! After leading the Second Line March, we're excited to bring Lucy to the stage to welcome guests and share a few heartfelt words as we kick off Party in the Park—an evening filled with music, memories, and the island spirit her brother helped inspire. Her presence adds a personal touch to a celebration rooted in friendship, storytelling, and the rhythms of Key West.
🎤 About the Artists:
𝐍𝐚𝐝𝐢𝐫𝐚𝐡 𝐒𝐡𝐚𝐤𝐨𝐨𝐫—longtime Coral Reefer Band vocalist and former lead singer of the Grammy-nominated group Arrested Development—brings her soulful voice, vibrant stage presence, and deep connection to Buffett’s music to the stage.
𝐇𝐨𝐰𝐚𝐫𝐝 𝐋𝐢𝐯𝐢𝐧𝐠𝐬𝐭𝐨𝐧 𝐚𝐧𝐝 𝐭𝐡𝐞 𝐌𝐢𝐥𝐞 𝐌𝐚𝐫𝐤𝐞𝐫 𝟐𝟒 𝐁𝐚𝐧𝐝, the Florida Keys’s beloved trop rock troubadour, are a true island treasure. A singer-songwriter who embodies the spirit of the Keys through storytelling and breezy, laid-back performances (and yes, he really lives at Mile Marker 24!). Howard may even fire up his vintage Johnson outboard motor on stage to craft his signature margaritas—a true island tradition!
𝐉𝐨𝐜𝐤𝐞𝐲 𝐉𝐨𝐫𝐝 is a Key West-based singer-songwriter known for his soulful voice, laid-back style, and heartfelt performances that channel the spirit of island life. With roots in coastal Americana and trop rock, his original songs blend storytelling with breezy rhythms and a touch of Gulf Coast grit. A regular on the Key West music circuit, Jockey Jord has become a festival favorite for his warm stage presence and deep connection to the music and the moment.
Beyond amazing performances in tribute to our favorite troubadour there's plenty more to enjoy in the park:
❥ Sip & Savor: Grab an adult beverage at the Great Events bars Cash and credit accepted. (please, no outside beverages or coolers permitted)
❥ Chill Out: Relax with the cool crowd at the Greeen House hospitality. The Greeen House, title sponsor of Party in the Park, is your “home away from home” for premium THC products—no medical card needed. Known for their massive selection, expert staff, and 100% satisfaction guarantee, they’re here to help you find your perfect vibe while you’re in town. Must be 21+ to enter. Come see what the BUZZZ is all about!
❥ Rent-a-chair: Mile 0 Enterprise will have over 400 bag style chairs for rent at $9 each CASH ONLY. Use them during the event and they'll pick them up at the end. BYOC (bring your own chair) is also permitted.
❥ Taste the Flavors: Enjoy a delicious bite from our vendors & food trucks in the then treat yourself to a sweet dessert!
❥ Shop & Stroll: Explore the offerings from local makers, artists and curators at the mini Key West Artisan Market. Be sure to pick up a unique piece of art or souvenir—merchants are happy to hold your purchases until you're ready.
❥ Catch the Sunset: Experience the awe-inspiring sunset, a must-see sinking into the ocean at 7:46 pm.
❥ Stay Hydrated: Refill your water bottles for FREE at the Aqueduct Authority.
❥ Cool Off: Visit the super air-conditioned City Bus to relax and unplug.
❥ Strike a Pose: Visit selfie/photo stations featuring the Friends of Bubba Stage backdrop and the Southernmost Inflatable Buoy and get free photos direct to your inbox. Don't forget to share your shots with #justafewfriendskeywest.
❥ Honor the Memory: Bring a photo, note, or small memento and light a free candle at the Friends of Bubba Memorial. Items will be collected and honored in a special exhibit celebrating the memories we shared.
❥ Give Back: Throughout the evening, you’ll have the chance to donate to our valued charities: Reef Relief, the Bahamas Village Music Program and the Key West Hight School Band. Representatives will be on-site to show you how your contributions matter.
❥ Take the Bus: The Duval Loop will be operating after the event to drop you at various locations including the after party for $1.
❥ Radio Trop Rock and Key 93.7 Yacht Rock broadcasting live
❥ Don't miss the After Party: The Backyard Bar at Kaya Island Eats is host to our Bubba's official after party featuring the Caribbean steel pan twists on your Jimmy Buffett favorites. No cover, kitchen open until 10pm.
We've put together a comprehensive FAQ to help
👉
https://www.justafewfriendskeywest.com/event-faq
𝑪𝒐𝒎𝒆 𝑴𝒐𝒏𝒅𝒂𝒚, 𝒚𝒐𝒖’𝒍𝒍 𝒘𝒊𝒔𝒉 𝒚𝒐𝒖 𝒄𝒐𝒖𝒍𝒅 𝒅𝒐 𝒊𝒕 𝒂𝒍𝒍 𝒐𝒗𝒆𝒓 𝒂𝒈𝒂𝒊𝒏.
*Need to Know*
❗ Music starts after the Second Line March arrives
❗No seating provided; lawn chairs and blankets allowed (limited chair rentals available for $9 each, cash only, badge holders get first dibs)
❗Upfront area for badge holders only
❗Very limited parking; use ride share, bikes (rent from Eaton Bikes), or the free Duval Loop
❗Festival atmosphere; casual, come-and-go event
❗ Most vendors accept cash and cards, but cash is faster
❗Free water provided by the Florida Keys Aqueduct Authority (reusable bottles encouraged)
❗ No coolers, no outside food or drinks, no weapons, no drones
You may also like the following events from Just a Few Friends, Key West:
- Happening on, 29th August, 08:00 am, Just a Few Friends Celebration, Key West in Key West
- This Monday, 1st September, 08:00 am, Come Monday Breakfast Special in Key West
- This Monday, 1st September, 10:00 am, Tin Cup Sailing Adventure in Key West
Also check out other
Entertainment events in Key West,
Music events in Key West,
Parties in Key West.
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