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2025 Schedule

For a simple, printable schedule, click here

THURSDAY
2PM
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Farmers Market Mingle

Location:

Cost:

Truman Waterfront Park

Free

THURSDAY
5PM
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Bark & Brew Kickoff - Benefitting the Florida Keys SPCA

Location:

Cost:

Ocean's Edge Resort & Marina

$35

THURSDAY
6PM
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Meetup at the Chart Room

Location:

Cost:

Pier House

Free

THURSDAY
7PM
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“Open Mic / No Mic Night” at Andy's Cabana

Location:

Cost:

Andy's Cabana

Free

FRIDAY
8AM
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Plogging the Keys Waterfront Cleanup

Location:

Cost:

Historic Seaport/Reef Relief

Free

FRIDAY
11AM
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Key West's Favorite Son City Proclamation

Location:

Cost:

Shrimp Boat Sound

Free

FRIDAY
12PM
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Just a Few Friends Walking Tour

Location:

Cost:

Shrimp Boat Sound

$45.00

FRIDAY
2PM
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YES, I AM A PIRATE: Scott Atwell Author Lecture, Guest Discussion Panel & Book Signing

Location:

Cost:

Tropic Cinema

$15.00

FRIDAY
4:30 PM
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Gypsies In The Palace Buffett Tribute Band at Hogs Breath

Location:

Cost:

Hogs Breath Saloon

Free

FRIDAY
5PM
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Happy Hour at the Chart Room

Location:

Cost:

Pier House

Free

FRIDAY
5PM
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Cheese Burger Beach Battle and Tribute Concert by Landshark

Location:

Cost:

Southernmost on the Beach

$20/$15

FRIDAY
6:30PM
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A Sailor's Sun Sunset Cruise

Location:

Cost:

Sunset Watersports

$69.95

FRIDAY
8PM
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Outdoor Movie: Tales From Margaritavision

Location:

Cost:

The Pint

Free

SATURDAY
8AM
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Parrots and Margaritas 5k Run/Walk

Location:

Cost:

Irish Kevins

$46.99

SATURDAY
10AM
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Private Distillery Tour with Paul Menta

Location:

Cost:

Key West Legal Rum Distillery

Invitation Only

SATURDAY
10AM
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Just a Few Friends Walking Tour

Location:

Cost:

Shrimp Boat Sound

$45.00

SATURDAY
10AM
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Sails Up: Intro to Sailing Experience

Location:

Cost:

Key West Community Sailing Center

$60.00

SATURDAY
11AM
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Private Distillery Tour with Paul Menta

Location:

Cost:

Key West Legal Rum Distillery

Invitation Only

SATURDAY
11AM
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Author/Photographer book signing: Ralph DePalma Soul of Key West

Location:

Cost:

Books & Books/Studios of Key West

Free

SATURDAY
11AM
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Back to the Island Beach Party (all day)

Location:

Cost:

Bourbon Street Pub

Free

SATURDAY
2PM
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Milagro Margarita Historic Seaport Bar Stroll

Location:

Cost:

The Marker

$45.00

SATURDAY
2PM
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Milagro Margarita Duval Street Bar Stroll

Location:

Cost:

La Concha

$45.00

SATURDAY
4:30 PM
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Gypsies In The Palace Buffett Tribute Band at Hogs Breath

Location:

Cost:

Hogs Breath Saloon

Free

SATURDAY
5PM
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Happy Hour at the Chart Room

Location:

Cost:

Pier House

Free

SATURDAY
6:30PM
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Nautical Wheelers with Roger Bartlett

Location:

Cost:

Sunset Pier big stage

Free/Badge Perks

SATURDAY
6:30PM
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Cruisin' Tiki Sunset & Music Cruise

Location:

Cost:

Cruisin' Tikis Key West

$100.00

SATURDAY
6:30PM
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Latitude Adjustment Sunset Sail

Location:

Cost:

SV Argo Navis

$111.00

SATURDAY
8PM
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Outdoor Movie: Parrot Heads - The Essential Jimmy Buffet Documentary

Location:

Cost:

The Pint

Free

SUNDAY
10AM
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Coconut Telegraph Trolley Tour

Location:

Cost:

Pier House

$80.00

SUNDAY
10AM
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Bubbles Brunch Sail

Location:

Cost:

SV Argo Navis

$150.00

SUNDAY
11AM
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Book Signing: Scott Atwell Buffett Backstories: The Pirate Edition

Location:

Cost:

Books & Books

Free

SUNDAY
11AM
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BBQ Rib Battle

Location:

Cost:

Shots & Giggles

At the door

SUNDAY
12PM
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Ultimate Friends Emerald Real Deal Reveal

Location:

Cost:

Emeralds International

Invite Only

SUNDAY
1PM
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Pool Party at the Marker

Location:

Cost:

The Marker

Free

SUNDAY
5PM
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Second Line Memorial Walking Parade

Location:

Cost:

100 Duval

Free/Badge perks

SUNDAY
6PM
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Key West Artisan Market at the Party in the Park

Location:

Cost:

Truman Waterfront Park

Free

SUNDAY
6PM
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Party in the Park: Nadirah Shakoor & Friends Tribute to Bubba presented by the Greeen House

Location:

Cost:

Truman Waterfront Park

Free/Badge perks

SUNDAY
8PM
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Bubba's Official After Party

Location:

Cost:

Key West EmPOURium

Free

MONDAY
10AM
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Tin Cup Sailing Adventure

Location:

Cost:

Danger Charters

$134.00

MONDAY
10AM
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Sails Up: Intro to Sailing Experience

Location:

Cost:

Key West Community Sailing Center

$60

MONDAY
10AM
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Just a Few Friends Walking Tour

Location:

Cost:

Shrimp Boat Sound

$45.00

MONDAY
2:30PM
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Pencil Thin Mustache Contest

Location:

Cost:

Chart Room

Free

MONDAY
5PM
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Happy Hour at the Chart Room

Location:

Cost:

Pier House

Free

MONDAY
5:30PM
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Sunset & Bubbles: Songs & Stories with Will Kimbrough presented by Chandon Garden Spritz

Location:

Cost:

Sunset Pier big stage

Free/Badge perks

MONDAY
6PM
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Sunset & Bubbles Watch Party

Location:

Cost:

Argo Navis at the dock at Sunset Pier

$125.00

MONDAY
6:30PM
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Island Tiki Sunset & Music Cruise

Location:

Cost:

Cruisin' Tikis Key West

$100.00

MONDAY
8:30 PM
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Last Call With Cayman Smith-Martin

Location:

Cost:

Surly Siren Saloon

FREE

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