top of page
2026 Schedule
[PRELIMINARY SCHEDULE - SUBJECT TO CHANGE]
FULL SCHEDULE & TICKETS ON SALE MAY 1
April 28 for package holders
April 30 for badge holders
Event Name
Date
Start
Location
JAFF Headquarters
Sep 2, 2026
11:00 AM
Key West First Legal Rum
A Pirate Looks Back, the Key West Jimmy Buffett tribute show
Sep 2, 2026
12:30 PM
Comedy Key West
Early Welcome Party at the Chart Room
Sep 2, 2026
6:00 PM
Pier House
Just a Few Friends Walking Tour
Sep 3, 2026
9:30 AM
Shrimp Boat Sound
Cooking Show: Grits n Grunts
Sep 3, 2026
11:00 AM
Key West Cooking Show
Friends of Bubba HQ
Sep 3, 2026
11:00 AM
Key West First Legal Rum
A Pirate Looks Back, the Key West Jimmy Buffett tribute show
Sep 3, 2026
12:30 PM
Comedy Key West
Chart Room Daily Hangout Headquarters
Sep 3, 2026
1:00 PM
Pier House
Truman Waterfront Farmers Market`
Sep 3, 2026
1:00 PM
Truman Waterfront Park
Tales from the Chartroom
Sep 3, 2026
2:15 PM
Pier House
Cheese Burger Beach Battle and Tribute Concert
Sep 3, 2026
5:00 PM
Southernmost on the Beach
“Open Mic / No Mic Night” at Andy's Cabana
Sep 3, 2026
7:00 PM
Andy's Cabana
After party
Sep 3, 2026
8:00 PM
TBD
Plogging the Keys Waterfront Cleanup
Sep 4, 2026
8:00 AM
Reef Relief @ the Historic Seaport
Painting Paradise: A Guided Plein Air Experience (Session 1)
Sep 4, 2026
8:00 AM
Shrimp Boat Sound
Island Time Brunch Buffett
Sep 4, 2026
9:00 AM
TBD
Key West's Favorite Son City Proclamation
Sep 4, 2026
11:00 AM
Shrimp Boat Sound
Cliff Cody Performance at proclamation
Sep 4, 2026
Shrimp Boat Sound
Friends of Bubba HQ
Sep 4, 2026
11:00 AM
Key West First Legal Rum
Coconut Telegraph Trolley Tour
Sep 4, 2026
12:00 PM
Pier House
A Pirate Looks Back, the Key West Jimmy Buffett tribute show
Sep 4, 2026
12:30 PM
Comedy Key West
Chart Room Daily Hangout Headquarters
Sep 4, 2026
1:00 PM
Pier House
Screening with panel discussion
Sep 4, 2026
1:00 PM
Tropic or San Carlos
VIP special edition: Jimmy Buffett tribute show
Sep 4, 2026
2:30 PM
Comedy Key West
Tales from the Chartroom
Sep 4, 2026
3:45 PM
Pier House
Duval Street Party with the Landshark Band
Sep 4, 2026
5:00 PM
TBD
Outdoor Movie
Sep 4, 2026
9:00 PM
Southernmost Pint Brewpub
Painting Paradise: A Guided Plein Air Experience (Session 2)
Sep 5, 2026
9:00 AM
Louis Back Yard
Private Distillery Tour with Paul Menta
Sep 5, 2026
10:00 AM
Key West Legal Rum
Coconut Telegraph Trolley Tour
Sep 5, 2026
10:00 AM
Pier House
Just a Few Friends Walking Tour
Sep 5, 2026
10:00 AM
Shrimp Boat Sound
Sails Up: Intro to Sailing Experience
Sep 5, 2026
10:00 AM
Key West Sailing Center
Ultimate Friend's Private Distillery Tour with Paul Menta
Sep 5, 2026
11:00 AM
Key West Legal Rum
Best Friend's VIP Live Music Sail
Sep 5, 2026
11:00 AM
Fury Water Adventures
Author/Photographer book signing
Sep 5, 2026
11:00 AM
Books & Books @ Studios of KW
Friends of Bubba HQ
Sep 5, 2026
11:00 AM
Key West First Legal Rum
Back to the Island Beach Party
Sep 5, 2026
11:00 AM
Bourbon Street Pub
A Pirate Looks Back," - the Key West Jimmy Buffett tribute show
Sep 5, 2026
12:30 PM
Comedy Key West
Chart Room Daily Hangout Headquarters
Sep 5, 2026
1:00 PM
Pier House
Tales from the Chartroom
Sep 5, 2026
1:15 PM
Pier House
Milagro Margarita Historic Seaport Bar Stroll
Sep 5, 2026
2:00 PM
The Marker Resort
Milagro Margarita Duval Street Bar Stroll
Sep 5, 2026
2:00 PM
La Concha
Early Access: Table Seating (JFF VIPs)
Sep 5, 2026
5:00 PM
Big Stage
Early Access: Entry (JFF Badge Holders)
Sep 5, 2026
5:30 PM
Big Stage
Doors Open (GA)
Sep 5, 2026
6:00 PM
Big Stage
Mike Stack & Friends
Sep 5, 2026
6:30 PM
Big Stage
Cruisin' Tiki Sunset & Music Cruise
Sep 5, 2026
6:30 PM
Cruisin' Tikis @ Mac's Place
Latitude Adjustment Sunset Sail
Sep 5, 2026
6:30 PM
The Dock @ Sunset Pier
Changes in Latitudes: Concert ft the Wheeland Brothers
Sep 5, 2026
8:00 PM
Sunset Pier
Outdoor Movie
Sep 5, 2026
8:00 PM
Southernmost Pint Brewpub
Coconut Telegraph Trolley Tour
Sep 6, 2026
10:00 AM
Pier House
Bubbles Brunch Sail
Sep 6, 2026
10:00 AM
The Dock @ Sunset Pier
Book Signing
Sep 6, 2026
11:00 AM
Books & Books @ Studios of KW
JAFF Headquarters
Sep 6, 2026
11:00 AM
Key West First Legal Rum
Wheeland Brothers Poolside Acoustic
Sep 6, 2026
12:00 PM
Ocean Key Resort
A Pirate Looks Back, the Key West Jimmy Buffett tribute show
Sep 6, 2026
12:30 PM
Comedy Key West
Chart Room Daily Hangout Headquarters
Sep 6, 2026
1:00 PM
Pier House
Best Friend VIP Show ft. Nadirah Shakoor
Sep 6, 2026
1:00 PM
Margaritaville Restaurant
Pool Party at the Marker
Sep 6, 2026
1:00 PM
The Marker Resort
Tales from the Chartroom
Sep 6, 2026
1:15 PM
Pier House
Second Line Memorial Walking Parade
Sep 6, 2026
5:00 PM
100 Duval Street
Key West Artisan Market at the Party in the Park
Sep 6, 2026
6:00 PM
Truman Waterfront Park
Party in the Park: Tribute to Bubba
Sep 6, 2026
6:00 PM
Truman Waterfront Park
Just a Few Friends Walking Tour
Sep 7, 2026
10:00 AM
Shrimp Boat Sound
Tin Cup Sailing Adventure
Sep 7, 2026
10:00 AM
Danger Charters
JAFF Headquarters
Sep 7, 2026
11:00 AM
Key West First Legal Rum
A Pirate Looks Back, the Key West Jimmy Buffett tribute show
Sep 7, 2026
12:30 PM
Comedy Key West
Chart Room Daily Hangout Headquarters
Sep 7, 2026
1:00 PM
Pier House
Tales from the Chartroom
Sep 7, 2026
2:00 PM
Pier House
Pencil Thin Mustache Contest
Sep 7, 2026
2:30 PM
Chart Room
Early Access: Table Seating (JFF VIPs)
Sep 7, 2026
5:00 PM
Sunset Pier
Early Access: Entry (JFF Badge Holders)
Sep 7, 2026
5:30 PM
Sunset Pier
Doors Open (GA)
Sep 7, 2026
6:00 PM
Sunset Pier
Come Monday: Cayman & the Mango Men
Sep 7, 2026
6:30 PM
Sunset Pier
Island Tiki Sunset & Music Cruise
Sep 7, 2026
6:30 PM
Cruisin' Tikis @ Mac's Place
Last Call
Sep 7, 2026
8:30 PM
TBD
bottom of page