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    • REAL ESTATE
    • Services
    • Calendar
    • Fishing
    • FOOD
    • FUN
    • MARINAS
    • MUSIC
    • THEATERS
    • Online Stuff
    • Photo Gallery
    • Blog
  • REAL ESTATE
  • Services
  • Calendar
  • Fishing
  • FOOD
  • FUN
  • MARINAS
  • MUSIC
  • THEATERS
  • Online Stuff
  • Photo Gallery
  • Blog

Andy's THE ULTIMATE Imagine This Key West Calendar of Events

Welcome to the ultimate Key West calendar where you will find great photos and daily events for every month of the year.  If you have not received my calendar by e-mail and would like to be included in the monthly e-mail, please sign up!  You can also check back here as often as you like and click on the links below to learn more about each event that is of interest to you.  

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2025 Calendar

    May 2025

    Simply download the PDF and click on any of the links to learn more about the events! 

    Download PDF

    May Holidays and observances

    HOLIDAYS AND OBSERVANCES  

    May 1 - Law Day

    May 1 - National Loyalty Day-National Military Appreciation Month 

    May 1 - National Day of Prayer

    May 3 – National Explosive Ordinance Disposal Day

    May 5 - Cinco De Mayo

    May 9 - Military Spouse Appreciation Day

    May 11 - Mother’s Day

    May 15 - Peace Officers Memorial Day

    May 16 - National Defense Transportation Day

    May 17: Armed Forces Day

    May 22 - National Maritime Day

    May 25 - National Missing Children’s Day

    May 26 - Memorial Day

    May 29 - Ascension Day

    May Events

    April 30 - May 4:

    KW Songwriters Festival

    May 1

    1st Thursday @ Studios of Key West

    May 1, 8, 15, 22, 29

    Truman Waterfront Market

    May 2

    First Fridays on Fleming ST - Shop Local 6-9 PM on 500 Block

    May 2 & 3

    Kentucky Derby

    May 4

    Locals Day @ KW Botanical Gardens

    May 4

    Run for Rhonda

    May 4

    Running of the Chihuahuas; benefits SPCA

    May 5, 12, 19, 26

    Charity Bingo @ The Green Parrot

    May 5, 6, 12, 13, 19, 20, 26, 27

    Glow Hours on Hugh’s View

    May 9

    Reef Relief Luau Fundraiser

    May 9

    KW Outdoor Movies @ East Martello

    May 11 & 25

    Sheriff’s Animal Farm

    May 15

    Walk on White Third Thursday

    May 15

    Schooner Wharf Magic Bar

    May 16 & 17

    Preakness Stakes

    May 17

    KW Botanical Gardens Native Plant Sale

    May 17 & 18

    Keys 100 Ultramarathon

    May 17 & 18

    BHHS K & G Parade of Homes

    April 18

    Car Show & Shine at Tonio’s on Summerland

    April 26

    Schooner Wharf Minimal Regatta

    Monthly Calendar Sign Up

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    Andy Birrell, Realtor®

    (305) 923-5753

    Hours

    Open today

    07:30 am – 10:00 pm

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