So, you’re thinking about visiting Key West in November? Excellent choice, my friend. I may be a little biased, but honestly—this is one of the best times of year to visit the Florida Keys. The weather’s dreamy, the crowds are thinner, and there’s still plenty of fun events happening all over the island.

Key West Weather

Let’s start with the weather. The average high temperature in November hovers around 82°F, while the lows rarely dip below 72°F. That means it’s warm enough for beach volleyball, lazy pool days, or a sunset cruise along the Key West Harbor, but not so hot that you melt under the summer heat.

The Atlantic hurricane season officially ends this month, so you can finally stash away those storm alerts and relax under the nearest palm tree. November usually brings only about three days of rain—just quick passing showers—leaving you plenty of sunny days to soak in those blue waters and white sand beaches.

And if you’re a Key Lime Pie fanatic (and really, who isn’t?), this is the perfect time to enjoy a slice—or two—after a stroll along Duval Street.

Obsessed with Key Lime Pie?  Check out all things Key Lime you can enjoy when you return home. 

Fewer Crowds & More Relaxed Vibes

November falls right in that sweet spot known as shoulder season—after Fantasy Fest and before the full-on holiday season begins. Translation? Fewer crowds, shorter lines at iconic attractions, and a more relaxed island vibe.

You’ll still find plenty of live music drifting from the bars on Duval and the Historic Seaport, but without the shoulder-to-shoulder energy of peak season. It’s the perfect time to slow down and enjoy your Key West vacation at your own pace.

Fun Events & Island Happenings

Just because it’s not high season doesn’t mean the island slows down. November is packed with popular events and great times to connect with the local scene:

• Key West Film Festival – Celebrating cinema with screenings and panel discussions at venues like The Studios of Key West and the Tropic Cinema.
• Key West Garden Club shows off the island’s tropical gardens in full bloom at the West Martello Tower, one of the most lovely spots on the island.
• Key West Harbor Walk of Lights – Kicks off at the end of the month, lighting up the Historic Seaport and Mallory Square to welcome the holiday season.

And as December rolls in, you’ll see the island begin to sparkle with lights and prep for New Year’s Eve celebrations that are truly unforgettable.

Exploring Beyond Key West

Not flying into Key West International Airport? No problem! The drive down the Scenic Overseas Highway from Key Largo through the Lower Keys is one of the most beautiful scenic drives in North America. Think crystal-clear waters, mangrove tunnels, and postcard-perfect stops along the way.

Make time for Fort Zachary Taylor (the best place for a sandy beach and snorkeling), explore the Truman Waterfront, or join a Fury Water Adventures trip to the Dry Tortugas for an unforgettable experience exploring coral reefs and maybe spotting a few sea turtles.

Why November Just Might Be the Best Month

Between the warm weather, fewer crowds, and the festive energy as the island gears up for the holidays, November really is a great time to be here. You get all the island fun without the peak time chaos.

Whether you’re sipping a margarita by the Atlantic Ocean, exploring historic sites like the Truman Little White House or the Ernest Hemingway Home, or joining a boat tour to see the coral reef, this is your perfect time to visit.

So what are you waiting for? Book that flight (or start that day trip down the Keys), and come see why November is one of the most amazing times to experience Key West. Who knows—you might just fall in love and make it a yearly tradition.

Not planning to fly into Key West International Airport?  No worries, here’s the scoop on where to stop as you drive down the keys.

Ready to explore all of the fun activities happening in November?  Here’s the list of the best things!

Calendar of Events

Race World Offshore (2025) – November 2 – 9, 2025

Sports fans with a need for speed can fuel their passion at the Race World Offshore Key West World Championship, set for Sunday through Sunday, Nov. 2–9, in the turquoise waters surrounding the island city.

Each year, Key West transforms into an electrifying arena for the world’s best powerboat racers. The championship marks the season finale of offshore racing — where innovation, teamwork, and raw horsepower collide in a spectacular test of skill and endurance.

Key West Film Festival – November 12 – 16, 2025

Key West Film Festival transforms the island into a vibrant destination for film lovers, filmmakers, and critics from around the world. Set against Key West’s tropical charm and rich cultural backdrop, this premier event showcases the best in contemporary cinema — from independent features and documentaries to shorts, student films, and Florida-based productions.

The Studios of Key West November First Thursday – November 6

Studios of Key West invites all to visit during First Thursday Open House, where art, conversation and community come alive after hours. Wander through the galleries showcasing the newest exhibitions, sip drinks under the stars at the Hugh’s Rooftop terrace, and explore the creativity in the third-floor artist studios. Take in the vibrant energy, connect with fellow art lovers, and discover hidden gems at Books & Books. Mingle, marvel, or make memories!
https://tskw.org/

Sumi-e: Expressive Ink Art Masumi Sakagami – November 7

Discover the art of Sumi-e with Masumi Sakagami in the Florida Keys! Join this expressive ink art workshop at The Studios of Key West and explore traditional Japanese brush techniques in a creative, relaxing setting. Perfect for all skill levels—unleash your inner artist!

RAMS HEAD PRESENTS: THOMAS DOLBY: “THE ICONIC 80’S” – November 7

RAMS HEAD PRESENTS: THE WHEELAND BROTHERS – November 8

Tails on the Trails – November 8

Join the fun at “Tails on the Trails” at the Key West Tropical Forest & Botanical Garden! Enjoy a day of nature, local vendors, and pet-friendly activities in a beautiful setting. Perfect for leisure travelers seeking a unique Keys experience. Don’t miss this vibrant community event!

Boondocks Grill First Annual Fall Festival – November 8

Fall is in the air at Boondocks!
Join us on Saturday, November 8th from 11 AM – 3 PM for our FALL FESTIVAL — a Saturday Farmers’ Market packed with autumn fun!

Enjoy a day of shopping, games, and activities for all ages:
30+ Local Vendors – Browse a variety of handmade goods, fresh produce, and seasonal items from talented local artisans.
Bounce House & Kids’ Games – Let the kids enjoy hours of fun in our bounce house and with other exciting games.
Face Painting & Mini Golf – Get creative with face painting and challenge yourself to a round of mini golf.
Special Guest: Joey’s Mini Donuts – Savor delicious, freshly made mini donuts that are sure to satisfy your sweet tooth.
Fall Mini Photo Sessions with Jesica N Mesa Photography – Capture the beauty of the season with a mini photo session. No appointments needed—just show up, strike a pose, and enjoy!

There’s something for everyone at this family-friendly event. Don’t miss out on the fun—mark your calendar and come celebrate the season with us at Boondocks!

Southernmost Youth Orchestra Concert – November 9

Experience the magic of the Southernmost Youth Orchestra! Join us for an inspiring performance by a talented group of young local string musicians. Under the direction of Irie Monte, these passionate performers bring energy, heart, and vibrant sound to every note. From classical favorites to contemporary selections, this concert showcases the rising stars of our southernmost community!

Mini Golf Tournament: Putting for Homes – November 9

Putt for a purpose at the Mini Golf Tournament: Putting for Homes on Sunday, November 9, 2025, from 12:30 p.m. to 3:30 p.m. at Boondocks Grille, Draft House & Mini Golf in Ramrod Key! Join friends, family, and fellow golf lovers for a fun-filled afternoon benefiting Habitat for Humanity of the Lower Keys. Entry is just $15 per golfer, with team registration and sponsorship opportunities available. Costumes are encouraged, prizes are up for grabs, and every swing helps build homes and strengthen our community. Come enjoy a family-friendly event that makes a difference—one putt at a time!

Gallery on Greene and The Studios of Key West Present: Cuban Art Tours – November 10 -14, 2025

An Evening in Conversation with Kenny Chesney at Tennessee Williams Theater – November 10

Kenny Chesney went from outside the Knoxville city limits, playing sports and loving music to being elected to the Country Music Hall of Fame. Rewriting and refocusing what a song could be, he fused rock, reggae, bluegrass, and a whole lot of positive energy to become a songwriter/superstar who spends time away from his tours in the Keys, Caribbean and points beyond on his way to being the only country artist in Billboard’s Top 10 Touring Acts of the Last 25 Years for the past fifteen years.

A songwriter, groundbreaker, visionary, and regular guy, Chesney will talk with award-winning music critic and collaborator Holly Gleason about the journey to get here, a Nashville that’s been forgotten, the thrill of meeting and befriending heroes, and why pretty normal people can do incredible things.

PLEASE NOTE: This is not a concert. This event is a conversation with Kenny Chesney about his new book, HEART LIFE MUSIC.

Every patron will take home a presigned copy of Kenny Chesney’s new book, HEART LIFE MUSIC.

72 Hour Film Challenge! – November 11

Join us for the premiere screening of the 72 Hour Film Challenge—where creativity, caffeine, and chaos collide. Local filmmakers had just three days to write, shoot, and edit an original short film. Now it’s time to see their finished work on the big screen. Expect big laughs, wild twists, and plenty of Key West flair as we celebrate local talent and storytelling at its most daring.

Rams Head Presents: Elton Dan & The Rocket Band – November 12

Experience the magic of Elton John’s greatest hits with Elton Dan & The Rocket Band at Rams Head in Key West! Enjoy an unforgettable night of music, energy, and nostalgia in the beautiful Florida Keys. Don’t miss this spectacular tribute event—perfect for leisure travelers seeking fun and entertainment!

Steve Bjork at Comedy Key West – November 12 – 15, 2025

The Boston Globe recently described Steve Bjork as “one of the top names” in New England stand-up comedy. He’s come a long way from his nights of frying up mozzarella sticks in the back room of a popular Boston comedy club. He was a college student, using that part-time job to study the craft of stand-up comedy by catching glimpses of the performers on stage.

Vicki & Laurie – Cabaret at Tennessee Williams Theater – November 13

Still threatening their own brand of trouble, Laurie Breakwell and Vicki Roush storm the Tennessee Williams Cabaret with bold, brassy, and bossy songs. They’ll spark a tear or two with strains both tender and touching. Buckle up, Key West, those Evil Sister Goddesses are back in town and bringing along that uber-talented Jim Rice, not only as Musical Director extraordinaire, but as a not-as-evil singing God(dess) in his own right. Of course, John Neal will be holding court at their ubiquitous on-stage bar.

Sugarloaf Showdown – November 13 – 15, 2025

The 12th Annual Sugarloaf Showdown, hosted by the Lower Keys Guides Association (LKGA), returns to Sugarloaf Key, November 13–15, 2025, bringing together anglers, families, and fishing enthusiasts for three days of fun, community, and conservation. What began as a small local tournament has grown into one of the most anticipated fishing events in the Florida Keys—selling out in under 48 hours each year. The tournament supports the Guides Trust Foundation, which provides emergency financial assistance to Keys fishing guides and their families during times of hardship. This year also features a public online auction, opening November 10 at SugarloafShowdown.com, with special proceeds benefiting the family of beloved guide Jacob Harnett. Join the celebration of camaraderie, conservation, and the guiding spirit that keeps the Keys’ fishing heritage alive.

Fooling Buddha – November 13


A witty and magical coming-of-age story about the first “American Buddhist” kid on the block in the 1970s. Combining masterful storytelling with sleight-of-hand and spiritual insight, this enchanting solo performance is created by and stars David Kovac a favorite performer at Hollywood’s Magic Castle.

Old Highway Run/Walk – November 15

Experience the charm of the Florida Keys at the Old Highway Run! Enjoy scenic ocean views, historic bridges, and vibrant local culture as you run, walk, or cheer along the iconic Overseas Highway. Perfect for leisure travelers seeking adventure, relaxation, and unforgettable memories.

Kaleidoscopia – November 15

Experience Kaleidoscopia in the Florida Keys—a vibrant celebration of LGBTQ+ art, music, and culture! Enjoy dazzling performances, interactive workshops, and unforgettable parties in a stunning island paradise. Join us for a weekend of creativity, connection, and pride.

Watercolor & Crayon: Autumn Art for Kids Workshop with Bria Ansara – November 15

Discover creativity in the Florida Keys! Join the “Watercolor Crayon Autumn Art for Kids” workshop with Bria Ansara at The Studios of Key West. Perfect for families, this fun, hands-on event lets kids explore art inspired by autumn. Unleash your child’s imagination in paradise!

Clay Monoprinting: Stacey Johnson Hardy – November 15

Discover your creative side in the Florida Keys! Join the “Clay Monoprinting with Stacey Johnson Hardy” workshop at The Studios of Key West. Perfect for all skill levels, this hands-on event lets you explore unique printmaking techniques in a vibrant, inspiring setting. Reserve your spot now!

Day of Conservation – November 15

Experience “A Day of Conservation” at the Key West Botanical Garden! Enjoy a native plant sale, composting workshop, and a fun children’s art workshop. Discover eco-friendly tips, shop for local plants, and engage the whole family in hands-on activities in a beautiful, natural setting.

Zack Seemiller: This Show Saves Lives at Key West Theater – November 16

Join us for an unforgettable evening in The Backstage Listening Room featuring an intimate acoustic performance by renowned singer-songwriter Zack Seemiller. Known for his soulful voice and heartfelt original music, Seemiller brings his signature blend of storytelling and island-inspired sound to this cozy Key West venue. Enjoy an up-close experience that highlights the emotion and authenticity behind each song. Gather your friends and music lovers alike for a night of creativity, connection, and pure Keys vibes.

Golden Girls: The Tribute Show – A Drag Parody at Key West Theater – November 16

An afternoon of hilarious fun with Dorothy, Rose, Blanche, and Sophia! Live scenes with big laughs, musical performances, interactive Golden Girls bingo and trivia with great prizes, a photo op with the cast, and more!

The Life & Art of Eric Anfinson: A Documentary Film by Cassidy Rast & Odin Wadleigh – November 16 – 17, 2025

Experience an exclusive work-in-progress screening of The Life & Art of Eric Anfinson, a powerful new documentary capturing the creative journey of one of Key West’s most celebrated painters. Directed by award-winning filmmakers Cassidy Rast and Odin Wadleigh, the film explores Anfinson’s early influences, artistic evolution, and the island community that continues to shape his resilience and inspiration. More than a portrait, it’s a moving meditation on art, perseverance, and belonging. Each special evening features a live interactive performance by Kyla Piscopink, a post-screening Q&A with the filmmakers, and a rooftop reception on Hugh’s View overlooking the island.

Ann Hampton Callaway at Tennessee Williams Theater – November 17

Ann Hampton Callaway is one of America’s most gifted artists in pop and jazz. A leading champion of the great American Songbook, she’s made her mark as a singer, pianist, composer, lyricist, arranger, actress, educator, TV host and producer. Voted by Broadwayworld.com as “Celebrity of the Year” and two years in a row as “Best Jazz Vocalist,” Ann is a born entertainer. She is best known for Tony-nominated performance in the hit Broadway musical “Swing!” and for writing and singing the theme song to the hit TV series “The Nanny.” She made her feature film debut opposite Angelina Jolie and Matt Damon in the Robert De Niro film “The Good Shepherd.” Callaway is a Platinum Award selling writer whose songs are featured on seven of Barbra Streisand’s recent CD’s. She’s recorded over 50 CDs as a soloist and guest and her latest critically acclaimed CD “Fever: A Peggy Lee Celebration!” has been in high rotation on Siriusly Sinatra. Ann’s honors include The Theater World Award, 16 MAC Awards, several Bistro Awards, The Mabel Mercer Award, The Johnny Mercer Award for Songwriting, The Blanton Peale Award for Positive Thinking and her induction into The Women Songwriters Hall of Fame. Her new record Finding Beauty, Originals Volume 1, was recently released via Shanachie Entertainment.

Put Your Creativity First: Jami Attenberg (PEAR) – November 18

Join acclaimed author Jami Attenberg in the Florida Keys for “Put Your Creativity First,” an inspiring event at The Studios of Key West. Dive into creative workshops, connect with fellow writers, and unlock your artistic potential in a vibrant, tropical setting. Reserve your spot now!

Forrest Shaw at Comedy Key West– November 19 – 22, 2025

Forrest Shaw is a stand up comedian and writer (The Jim Jefferies Show). His stand-up has been featured on Conan and Live at Gotham. As an actor he has appeared on FX (Legit), Comedy Central (The Jim Jefferies Show), and Animal Planet (Swamp Wars). His album Mister Grizzly, recorded with Comedy Records, can be heard on Sirius/XM Satellite radio, Pandora, and Spotify. He is co-host of The Jim Jefferies Show Podcast.

Thanksgiving Trivia – November 20

Gather your crew for Thanksgiving Trivia at The College of the Florida Keys (CFK Academy) on Thursday, November 20, 2025 at 6:00 p.m. in Stock Island. This family-friendly holiday trivia and storytelling night invites teams of 2–6 players to compete for fun prizes across 5 rounds plus a bonus round—all in about 90 minutes. Entry is $120 per team/table, and 100% of proceeds support CFK High School students, with light bites and non-alcoholic beverages served by students. Win at least $50 in prizes each round and a $300+ grand prize for the top team, and make this your new Keys holiday tradition. Questions? Contact Amy Andrade at aandrade2010@live.com

Botanical Embroidery: Natali Hopkins (PEAR) – November 21

Discover the art of botanical embroidery with Natali Hopkins-Pear at The Studios of Key West! Join this hands-on workshop in the Florida Keys to learn unique stitching techniques inspired by nature. Perfect for leisure travelers seeking creativity and relaxation in paradise.

A Celebration of the Songs of Pete & Wayne (w/ Pete Jarvis, Larry Strickland, Ray Fogg & Friends) at Key West Theater – November 21

A Celebration of the Songs of Pete & Wayne, with Pete Jarvis, Larry Strickland, Ray Fogg and friends.
The legendary music comedy duo Pete & Wayne were staples of the Key West scene holding court at Sloppy Joe’s Bar for well over 20 years.

Reef Revival Fest – November 21

Celebrate Mote Marine Laboratory’s commitment to researching and preserving Florida’s Coral Reef at the annual free community festival, a fun-filled day for the whole family! Enjoy live music, delicious food trucks, coral nursery tours, and interactive activities like the Junior Coral Scientist Kids Zone and a thrilling mechanical shark ride. Learn more about Mote’s groundbreaking coral restoration efforts while connecting with the ocean community in a lively, educational atmosphere. All proceeds from the event support Mote’s Coral Research & Restoration programs on Florida’s Coral Reef. For more information, call 305-395-2757.

Rams Head Presents: Crystal Gayle – November 22

CMA’s “Female Vocalist of the Year” for two consecutive years, Crystal is also a Grammy® Award winner for “Best Female Vocal Performance” thanks to her timeless, international smash hit “Don’t It Make My Brown Eyes Blue” – a song that she today admits she has never grown tired of singing.

Tour de Keys – November 22

On Saturday, November 22, 2025, join riders from across the country for a stunning charity ride from Key Largo or Marathon to iconic Key West. Choose 50 or 100 miles—and make every mile count for our community.

Tour de Keys is more than just a ride—it’s a journey through paradise with purpose. Whether you’re in it for the miles, the cause, or the view, there’s a place for you on this unforgettable adventure.

1st Annual USCGC Ingham Fundraising Gala – November 22

Join us in the beautiful Florida Keys for the USCGC Ingham Maritime Museum’s special event! Enjoy live music, delicious food, drinks, and stunning sunset views aboard a historic ship. Perfect for leisure travelers seeking a unique and memorable Keys experience. Don’t miss out!

Annual Rum Infused Garden Scavenger Hunt – November 22

Get ready for a night of adventure, flavor, and fun at the Third Annual Rum-Infused Adult Scavenger Hunt at the Key West Tropical Forest & Botanical Garden on Saturday, November 22, 6–10 p.m. Stroll through the lush garden grounds while enjoying live music by John Bartus, dinner by Outback Steakhouse, and a spirited Rum Distributors Competition featuring Pilar Rum and 1st Legal Rum. Dress as a pirate or mermaid for the costume contest and join the lively scavenger hunt for prizes and bragging rights. Tickets are $100 per person and include dinner, an open bar, and entertainment, with all proceeds supporting the Garden’s Education Center Capital Campaign. Don’t miss this beloved Key West tradition that blends island charm with community purpose!

ANNUAL FALL PLANT SALE & ART MARKET – KEY WEST GARDEN CLUB – until November 23

The Key West Garden Club will hold its annual Fall Plant Sale &Art Market at Fort West Martello on Friday, Nov 21st & Saturday, Nov 22nd from 10 A.M. until 3 P.M. Admission &parking are FREE. Fort West Martello at 11 Atlantic Blvd. next to Higgs Beach.

Stargazing 101 with Larry Halstead – November 24 – 25, 2025

Discover the wonders of the night sky in the Florida Keys! Join Stargazing 101 with Larry Halstead at The Studios of Key West. Perfect for leisure travelers, this event offers expert guidance, telescope viewing, and unforgettable celestial sights under the island stars.

The Carole King & James Taylor Story ft. Phoebe Katis & Dan Clews – November 25

Following a critically acclaimed sell out run at The Edinburgh Fringe Festival, The Carole King & James Taylor Story takes you on an incredible journey through the career of the six-time Grammy Award winner and twenty-time platinum hit maker Carole King and five-time Grammy Award winner & folk legend James Taylor. This new “show-umentary” format gives a fascinating insight into the lives behind the music.

Key West International Dance Company -“Florida Man – The Musical” – November 25- 26, 2025

The show is a hilarious romp – as famous British naturalist David Attenborough roams the wilds of Florida to discover the natural habitat, behavior and lifestyle of the not-so-elusive ‘Florida Man’. From the team that brought you ‘Bum Farto – the Musical’.

Tony Baltimore- Dinner & a Show ft. Tim Conroy & Randy Stindt at Key West Theater – November 26

Come hungry — and come ready for an experience like no other.
This unforgettable evening blends live music, storytelling, and heartfelt flavors in a one-night-only tribute to Grandma Durante, the loving inspiration behind this event.

Hosted by local favorites Tim Conroy, Randy Stindt, and Tony Baltimore, the evening will feature a mix of music and cuisine. Tony will be preparing several cherished dishes straight from the Durante family cookbook, and every bite is included in the ticket price.

Whether you’re looking for a unique way to spend Thanksgiving Eve or just want a night of connection, flavor, and entertainment — this event promises to deliver.

3rd Annual Southernmost Turkey Trot and the 1 Mile Rooster Romp – November 27

Hurry and Gather your flocks and Join us for the 3rd Annual Southernmost Turkey Trot & the 1 Mile Rooster Romp on Thanksgiving Morning with charity partner Reef Relief. Then post-race party at the Southernmost Point Bar in the USA & enjoy a FREE Mimosa!

Thanksliving At Deer Run On The Atlantic– November 27

Celebrate gratitude, community, and conscious dining at ThanksLiving at Deer Run on the Atlantic, an intimate oceanfront gathering on Big Pine Key this November. Enjoy a multi-course, plant-based menu created by Chef Gail Patak, founder of Garden Truck Foods, who brings a refined, seasonal approach to modern vegan cuisine. Each dish highlights vibrant, textural ingredients paired with artisan mocktails thoughtfully crafted to complement the meal’s flavors. With limited seating and a one-day-only menu, this exclusive dinner offers a serene, oceanfront experience that redefines what Thanksgiving can taste — and feel — like.

Holiday Makers Market at The Studios of Key West – November 29

Celebrate Small Business Saturday in true Key West style at The Studios of Key West’s annual Holiday Makers Market! Wander through every floor to discover one-of-a-kind treasures crafted by local artists and artisans—perfect for holiday gifting or treating yourself. Step into the Helmerich Theater’s magical snowglobe setting, sip festive cocktails on Hugh’s View, and enjoy open-air shopping, live music, and plenty of holiday cheer. Create your own keepsake in the DIY ornament-painting workshop or meet studio artists in their creative spaces. With handmade goods, art, and island spirit filling every corner, this joyful market is the perfect way to shop local and celebrate the season.

Rams Head Presents: The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers – November 29

The Broken Hearts were created by former Tom Petty and Mudcrutch band mate; musician/songwriter/author/bassist/vocalist Charlie Souza, along with singer/songwriter Shawn Scheller (Save The Radio!/Saigon Kick/The Contenders) as a tribute to Tom’s passing in October of 2017. Originally intended only as a temporary project, the group of musicians including keyboardist Robin Swenson (Air Supply, Frankie Valli & The Four Seasons, Chuck Negron’s 3 Dog Night), guitarist Joe Sanders (Blackbird Revival, Basic Rock Outfit), drummer Scott Lockhart (Save The Radio! The Contenders) along with Souza and Scheller became continuously requested to perform event’s in Tom’s honor.

Key West Annual Tree Lighting – November 30

Kick off the holiday season at Key West’s Annual Tree Lighting Celebration, a beloved family tradition in the heart of the island! Bring the kids to greet Santa Claus as he makes his grand arrival and enjoy a magical evening filled with festive lights, music, and community spirit. The City of Key West has exciting surprises planned for this year’s event, making it a must-attend celebration for locals and visitors alike. Capture the joy of the holidays as the tree lights up the night sky—creating memories that will shine all season long.

End of Prohibition Celebration – December 3-5, 2025 – Until December 5

Celebrate the end of Prohibition, the 1920-1933 U.S. ban on alcohol, at this rollicking festival that also celebrates the birth of Sloppy Joe’s Bar. 3 Days of RUM tastings, non-stop LIVE entertainment, costume contest & MORE!

events sources: keywest.com and visitflorida.com