Just a Few Friends – Key West
2026 JAFF SCHEDULE Preliminary schedule — subject to change
All information / data courtesy of the event organizers. Please visit their link for tickets and updates where applicable. (Information subject to changes and errors and omissions.)
Full schedule & tickets on sale May 1
- April 28 for package holders
- April 30 for badge holders
WEDNESDAY, SEPTEMBER 2
11:00 AM — JAFF Headquarters | Key West First Legal Rum
12:30 PM — A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show | Comedy Key West
6:00 PM — Early Welcome Party at the Chart Room | Pier House
THURSDAY, SEPTEMBER 3
9:30 AM — Just a Few Friends Walking Tour | Shrimp Boat Sound
11:00 AM — Cooking Show: Grits n Grunts | Key West Cooking Show
11:00 AM — Friends of Bubba HQ | Key West First Legal Rum
12:30 PM — A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show | Comedy Key West
1:00 PM — Chart Room Daily Hangout Headquarters | Pier House
1:00 PM — Truman Waterfront Farmers Market | Truman Waterfront Park
2:15 PM — Tales from the Chartroom | Pier House
5:00 PM — Cheeseburger Beach Battle and Tribute Concert | Southernmost on the Beach
7:00 PM — “Open Mic / No Mic Night” at Andy’s Cabana | Andy’s Cabana
8:00 PM — After Party | TBD
FRIDAY, SEPTEMBER 4
8:00 AM — Plogging the Keys Waterfront Cleanup | Reef Relief @ the Historic Seaport
8:00 AM — Painting Paradise: A Guided Plein Air Experience (Session 1) | Shrimp Boat Sound
9:00 AM — Island Time Brunch Buffett | TBD
11:00 AM — Key West’s Favorite Son City Proclamation | Shrimp Boat Sound
11:00 AM — Cliff Cody Performance at Proclamation | Shrimp Boat Sound
11:00 AM — Friends of Bubba HQ | Key West First Legal Rum
12:00 PM — Coconut Telegraph Trolley Tour | Pier House
12:30 PM — A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show | Comedy Key West
1:00 PM — Chart Room Daily Hangout Headquarters | Pier House
1:00 PM — Screening with Panel Discussion | Tropic or San Carlos
2:30 PM — VIP Special Edition: Jimmy Buffett Tribute Show | Comedy Key West
3:45 PM — Tales from the Chartroom | Pier House
5:00 PM — Duval Street Party with the Landshark Band | TBD
9:00 PM — Outdoor Movie | Southernmost Pint Brewpub
SATURDAY, SEPTEMBER 5
9:00 AM — Painting Paradise: A Guided Plein Air Experience (Session 2) | Louis Backyard
10:00 AM — Private Distillery Tour with Paul Menta | Key West Legal Rum
10:00 AM — Coconut Telegraph Trolley Tour | Pier House
10:00 AM — Just a Few Friends Walking Tour | Shrimp Boat Sound
10:00 AM — Sails Up: Intro to Sailing Experience | Key West Sailing Center
11:00 AM — Ultimate Friend’s Private Distillery Tour with Paul Menta | Key West Legal Rum
11:00 AM — Best Friend’s VIP Live Music Sail | Fury Water Adventures
11:00 AM — Author/Photographer Book Signing | Books & Books @ Studios of KW
11:00 AM — Friends of Bubba HQ | Key West First Legal Rum
11:00 AM — Back to the Island Beach Party | Bourbon Street Pub
12:30 PM — A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show | Comedy Key West
1:00 PM — Chart Room Daily Hangout Headquarters | Pier House
1:15 PM — Tales from the Chartroom | Pier House
2:00 PM — Milagro Margarita Historic Seaport Bar Stroll | The Marker Resort
2:00 PM — Milagro Margarita Duval Street Bar Stroll | La Concha
5:00 PM — Early Access: Table Seating (JFF VIPs) | Big Stage
5:30 PM — Early Access: Entry (JFF Badge Holders) | Big Stage
6:00 PM — Doors Open (GA) | Big Stage
6:30 PM — Mike Stack & Friends | Big Stage
6:30 PM — Cruisin’ Tiki Sunset & Music Cruise | Cruisin’ Tikis @ Mac’s Place
6:30 PM — Latitude Adjustment Sunset Sail | The Dock @ Sunset Pier
8:00 PM — Changes in Latitudes: Concert ft. the Wheeland Brothers | Sunset Pier
8:00 PM — Outdoor Movie | Southernmost Pint Brewpub
SUNDAY, SEPTEMBER 6
10:00 AM — Coconut Telegraph Trolley Tour | Pier House
10:00 AM — Bubbles Brunch Sail | The Dock @ Sunset Pier
11:00 AM — Book Signing | Books & Books @ Studios of KW
11:00 AM — JAFF Headquarters | Key West First Legal Rum
12:00 PM — Wheeland Brothers Poolside Acoustic | Ocean Key Resort
12:30 PM — A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show | Comedy Key West
1:00 PM — Chart Room Daily Hangout Headquarters | Pier House
1:00 PM — Best Friend VIP Private Show | Margaritaville Restaurant
1:00 PM — Pool Party at the Marker | The Marker Resort
1:15 PM — Tales from the Chartroom | Pier House
5:00 PM — Second Line Memorial Walking Parade | 100 Duval Street
6:00 PM — Key West Artisan Market at the Party in the Park | Truman Waterfront Park
6:00 PM — Party in the Park: Tribute to Bubba | Truman Waterfront Park
MONDAY, SEPTEMBER 7
10:00 AM — Just a Few Friends Walking Tour | Shrimp Boat Sound
10:00 AM — Tin Cup Sailing Adventure | Danger Charters
11:00 AM — JAFF Headquarters | Key West First Legal Rum
12:30 PM — A Pirate Looks Back, the Key West Jimmy Buffett Tribute Show | Comedy Key West
1:00 PM — Chart Room Daily Hangout Headquarters | Pier House
2:00 PM — Tales from the Chartroom | Pier House
2:30 PM — Pencil Thin Mustache Contest | Chart Room
5:00 PM — Early Access: Table Seating (JFF VIPs) | Sunset Pier
5:30 PM — Early Access: Entry (JFF Badge Holders) | Sunset Pier
6:00 PM — Doors Open (GA) | Sunset Pier
6:30 PM — Come Monday: Cayman & the Mango Men | Sunset Pier
6:30 PM — Island Tiki Sunset & Music Cruise | Cruisin’ Tikis @ Mac’s Place
8:30 PM — Last Call | TBD
