Key West is full of events all year around to keep you and your loved ones entertained. With every reason to celebrate in this tropical getaway, you can make the most of your vacation by planning around some of these wonderful upcoming events. Browse through the events below and start planning your vacation today!
Key West Events
Celebrate Life with Your Loved Ones in Key West
Key West Pride 2025
- When: June 22nd to June 29th, 2025 (Note that event has been moved so as to not coincide with World Pride)
- Where: All Throughout Key West
- Visit Website
Every June, Key West throws one of the biggest Pride celebrations of anywhere in the nation. With a rich history as a vacation destination for the gay community, Key West knows how to throw a pride party like no other. From amazing parades to drag shows and nights out, you'll be sorry you missed this one-of-a-kind extravaganza. The entire city celebrates during Pride Week so you'll never be short on something to do.
Start planning your visit today and book your vacation rental with Best of Key West Rentals!
Key West Lime Festival
- When: July 3rd-7th, 2025
- Where: All Throughout Key West
- Visit Website
Enjoy 5 full days of culinary events featuring our America's Favorite Citrus; the Key Lime! Immerse yourself in all the fun and deliciousness of hand-crafted recipes, drinks, foods, and so much more. Over the five days you can enjoy events such as the key lime pie drop competition from atop the Key West Lighthouse, a cocktail sip and strull, brunches, and live entertainment.
Key West BrewFest
- When: Labor Day Weekend, August 29th - September 21st, 2025
- Where: Southernmost Beach Resort
- Visit Website
Key West BrewFest is a must-visit event for beer lovers and those who just enjoy trying new things. There are many events throughout Labor Day weekend to enjoy including pool parties, beer-pairing dinners, and the signature tasting event. This is a multi-venue event so make sure you check out the schedule of events but come ready to eat, drink and be merry!
You can find the schedule of events here, just make sure to book your vacation rental with Best of Key West Rentals so you don't miss out!
Fantasy Fest 2025
- When: October 17th-26th, 2025
- Where: Throughout Key West
- Visit Website
Come join the best Halloween party and celebration in the nation! A tradition decades in the making, Fantasy Fest is a costume-filled celebration of what makes Key West so unique and fun. From adult-oriented fun to family-friendly celebrations, there is something for everyone during Fantasy Fest and while you're here you can enjoy everything else that makes Key West the ultimate vacation destination.
Check out the schedule of events for all of the excitement but don't miss out on the Fantasy Fest parade.
Key West Holiday Fest
- When: Dates TBD (End of Nov through end of Dec)
- Where: Harbor Walk Plaza
- Visit Website
Experience the magic of Christmas Key West style! The Key West Harbor Walk of Lights is a must-see Christmas spectacle that kicks off at the end of November. The event consists of lights along the Harbor Walk plaza and is perfect for a Christmas stroll. The creative displays will leave you in awe and there are some special yearly displays to come back to see year after year like the 20-foot fishing bouy tree and a 16-foot nautical Christmas tree.