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| Monday December 1, 2025 |
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https://divingmuseum.org/
Location History of Diving Museum, 82990 Overseas Hwy., Islamorada - Map
Learn what it took to create the world's largest collection of diving equipment on public display.
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http://www.DivingMuseum.org
Location History of Diving Museum, 82990 Overseas Hwy., Islamorada - Map
Limited-time exhibit celebrating 20 years of “the quest to explore under the sea”! Come learn about how the Museum evolved and grew over the past two decades
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https://divingmuseum.org/calendar-view/
Location History of Diving Museum, 82990 Overseas Hwy., Islamorada - Map
Celebrate 20 incredible years at the History of Diving Museum with our featured exhibit. On display from May 21st to December 31st, Celebrating 20 Years delves into the history of the Museum itself, what it took to build the largest public display of diving equipment in the world, and what the future holds.
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http://oirf.org
Contact 3052949501
Location Oldest House Museum, 222 Duval St., Key West - Map
Old Island Restoration Foundation
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https://www.jaggallery.art
Contact jaggallerykw@gmail.com
Location JAG Gallery, 1075 Duval St., Space C23 Key West - Map
The Jag Gallery SMALL WORKS 2025 Juried Exhibit has become a highly anticipated and widely popular event showcasing work from an International field of artists. Letty Nowak, artist and owner of the gallery originally hosted this show in her first art space, Key West's The Lemonade Stand Gallery, in 2005. SMALL WORKS, now in its 18th year, has steadily grown in significance and popularity ever since.
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https://tskw.org/all-classes-and-workshops/
Location The Studios of Key West, 533 Eaton St. Key West - Map
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Contact Mateo, 2908 Riviera Drive, Key West.
305-304-1437 or jampolmateo@gmail.com
Classical guitar classes for kids
and adults. Learn how to play your
favorite songs and read music from
a concert professional.
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http://www.coffeemilldance.com
Contact 804 white St. and 3340 N. Roosevelt Blvd.
305-296-9982.
The CoffeeMill Dance Studio has been building
dancers and teaching all styles of dance to Key Westers and visitors since
1983. The school has expanded into two NEW studios with three NEW dance
spaces! Their Oldtown location, The Annex, is located at 804 White Street,
and their Newtown location, By the Bay, is located at 3340 North Roosevelt
Blvd. #2. Open classes for beginners through professionals, ages 3yrs through
adult in Ballet, Pointe, Contemporary, Modern, Jazz, Lyrical, Tap, HipHop,
Creative & Towards Ballet, African Dance & Drumming, Zumba, Bellydance,
Jazzercise, Aerial Yoga, Pole Fitness and more are being offered. Home of the
CoffeeMill "Young Dance Collective", a non-profit pre-professional
student dance company. Workshops and performance opportunities! Check out
BOTH schedules online at coffeemilldance.com or contact Penny Leto at
305-296-9982 for more info!
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https://www.sandraleephotographystudio.com
Sip n Paint Parties Weekly through summer Life Drawing Classes, Key West
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http://sunsetcelebration.org
Contact 305-396-7046
Location The Dock at Mallory Square, Key West - Map
One hour before sunset
The Dock at Mallory Square, Key West. Locally made art and live
performances. .
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http://keywestharpist.com
Contact Robin Kaplan
294-7382.
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Location Sacred Space Gallery, 529 Southard St, Key West - Map
Visit Sacred Space for full schedule of classes.
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Location The Perry Hotel, 7001 Shrimp Rd - Map
Once a month, Sunday 8am-2pm Great Lakes Coffee, 7009 Shrimp Road
ZEN Jewelry Pop-up at the Perry Hotel Once a month, Sunday 10am - 4pm inside the lobby, 7001 Shrimp Road
Create with Karen: Bracelet Making & ZEN Jewelry Pop-up Shop
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Location CVS, 500 Duval St. - Map
made by artist Marta White
| | 9:00 AM |
http://keywestwildlifecenter.org
Contact Key West Wildlife Center, Indigenous Park, 1801 White St.
293-7013.
7 acre Indigenous Park, rescue-rehab-release organization has free admission, parking & tours. 
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http://melfishermaritimemuseum.org
Contact Mel Fisher Museum, 200 Greene St.
294-2633, tours@melfisher.org
Authentic artifacts and priceless treasures from our world renowned shipwreck collection make this a must do. 
| | 9:30 AM |
http://audubonhouse.org
Location Audubon House, 205 Whitehead Street, Key West - Map
Museum gallery features antique original lithographs and engravings by John James Audubon, in addition to modern reproductions.
| | 10:00 AM |
Location The Key West Tropical Forest & Botanical Garden, 5210 College Road, Key West - Map
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http://oirf.org
Contact 305-294-9501.
Location Oldest House Museum & Garden, 322 Duval Street, Key West - Map
The Oldest House in South Florida, built in 1829, has house and gardens open to the public.
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Location Truman Little White House, 111 Front St., Key West - Map
Visit the winter White House of President Harry Truman in Florida’s only Presidential Museum.
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https://www.kwahs.org/exhibitions/movieposters
Location Key West Art & Historical Society, Bryan Gallery, 301 Front St. - Map
In the early days of movie making, Florida sunshine lit the sets for many movies, while the palm trees and beaches provided a beautiful backdrop. Movie producers have been making films in Florida almost since the dawn of the industry. For a short time in the early twentieth century, Florida even rivaled California as a place for movie making. However, a lack of government support, money, and studio facilities hurt the industry here, and movie companies soon began leaving the area.
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https://divingmuseum.org/
Contact 305-664-973
Location History of Diving Museum, 82990 Overseas Hwy., Islamorada - Map
Venture through 4,000 years of the “Quest to Explore Under the Sea” and the largely untold story of the South Florida connection to diving history.
| | 10:30 AM |
Location Williams Hall, 729 Fleming St., Key West - Map
For more than 100 years, the iconic church at the corner of William and Fleming Streets has been an important part of the spiritual and architectural landscape of Key West. During the 1940’s, it was a thriving religious and community center with more than 400 members.
The focus of Williams Hall is to provide an environment for spiritual exchange and services, life skills learning opportunities for young teens, social activities and classes for the age 50+ community and cultural programs for all ages. Through a variety of services, classes, lectures and meetings, Williams Hall can return the facility to its historic relevance in the community.
| | 12:00 PM |
https://www.jaggallery.art/upcoming-exhibits
Location JAG Gallery, 1075 Duval St., Space C23 Key West - Map
Delighting collectors from coast to coast and a Key West favorite for over 20 years, New Orleans based artist and gallerist Cathy Rose returns with her signature work in assemblage along with paintings inspired by Southern Primitive and Outsider art.
| | 1:00 PM |
monroe.ifas.ufl,edu
Contact Monroe County Extension Services - The Home Depot, 2811 N. Roosevelt Blvd.
292-4501.
Key West Master Gardener - Monroe County's Horticultural resource for all your Gardening questions.
| | 7:00 PM |
https://www.tropiccinema.com/single-film/?title=SPOTLIGHT%2...
Location Tropic Cinema, 416 Eaton St., Key West - Map
An Army of Women Special Screening at Tropic Cinema On December 1 National Women Supporting Women Day. Tropic Cinema is proud to present a special screening of An Army of Women, a powerful film that celebrates resilience, solidarity, and the strength of survivors. An Army of Women highlights the realities survivors endure while showcasing the transformative power of collective support.
Both moving and empowering, the film offers validation and healing for survivors while raising vital awareness within our community. Benefiting Christina's Courage Proceeds from this event will directly support Christina's Courage, Monroe County's only sexual assault crisis center.
Christina's Courage provides 24/7 crisis response, free counseling, legal and medical advocacy, prevention education, and a sensory-inclusive center where every person can find safety, dignity, and care. This series is supported in part by the Florida Council of the Arts
| | 8:30 PM |
https://www.facebook.com/legionpost168
Contact (305) 440-3714
Location William Weech American Legion, 803 Emma Street, Key West - Map
Accomplished Key West Pianist Larry Smith has taken up residency in the newest historic music venue in town, creating a Jazz Lounge at the William Weech American Legion at 803 Emma Street on Monday nights. He honors the legacy of music at the William Weech post while continuing his long tradition of hosting open jams on Mondays, premiering on November 03, 2025, with bassist Joe Dallas and drummer Skipper Kripitz. Smith’s jams are legendary - they enjoy a long history of jam alumni - from talented high schoolers - to grammy award winning star professionals from around the world. Larry Smith’s jams are requisite for all touring musicians passing through Key West. After sitting in and enjoying just one of Smith’s sessions, the guest musicians return year after year to recreate the free, artistic, joyous music. The music for Larry's jams is never pre-determined as the set list is spontaneously arrived upon depending on the “feel” of the audience, the “mood" of the night, and the “fancy” of the musicians who are performing that night. Aficionados of jazz from around the world have become loyal followers. For more information or to join the jam contact us on Facebook: legionpost168, and (305) 440-3714.
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| Tuesday December 2, 2025 |
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| | 9:00 AM |
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| | 9:30 AM |
| | 10:00 AM |
http://keywestfirehousemuseum.com
Contact 1026 Grinnell St.
Children under age 12, free.
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| | 10:30 AM |
| | 11:00 AM |
| | 12:00 PM |
| | 1:30 PM |
paradisequilters@gmail.com
Location Big Pine Community Center, 179 Key Deer Blvd, Big Pine Key, FL 33043 - Map
Relaxing fellowship with fiber crafters. All are welcome
| | 4:30 PM |
https://www.dancekeywest.com/
Contact Lucy Carleton
305-745-5578
Location Williams Hall, 729 Fleming St., Key West - Map
Join dance instructor Lucy Carleton in this fun easy going dance class for all levels of dancers. You will have fun as you learn basics, solid fundamentals and easy to remember patterns so that you can enjoy yourself and feel confident on the dance floor. Dances can be salsa, cha cha, rumba, swing, Texas 2 step & more. No partner needed! We love newbies!Lucy's up to date schedule: http://dancekeywest.com/
Private lessons for all occasions-
https://www.facebook.com/LearnToDanceWithLucyLeon
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| Wednesday December 3, 2025 |
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http://www.kwahs.org/shadow-light
Location Key West Museum of Art & History at the Custom House, 281 Front St., Key West - Map
“Shadow & Light: Island Contrast,” opening December 3, 2025, at the Key West Museum of Art & History. The exhibit invites artists living and working in the Florida Keys to explore the transformative relationship between natural light and the everyday world through visual art. Opening December 3, 2025, and running through February 15, 2026, “Shadow & Light” encourages artists to step outdoors and observe how light transforms their surroundings. Whether literal or abstract, the works should evoke wonder, introspection, and a sense of connection to nature’s elemental forces. The exhibition will be juried by a panel of local arts professionals: Dr. Cori Convertito, Curator for the Key West Art & Historical Society; Elena Devers, Deputy Director of The Studios of Key West; Jane Grannis, Vice President of Anne McKee Artists Fund; and Carole Garcia, Chairperson of the annual Anne McKee Art Auction.
| | 9:00 AM |
http://floridakeys.noaa.gov/eco_discovery.html
Location Florida Keys Eco-Discovery Center, Truman Waterfront Park, 35 Quay Rd, Key West - Map
A marine sanctuary visitors center featuring interactive ecology exhibits and a 2,500 gallon reef tank. Hosts Discovery Saturday: a free, monthly activity designed for children in grades 1-5.
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| | 10:30 AM |
| | 12:00 PM |
| | 1:00 PM |
Contact Big Pine Library Conference Room, Winn-Dixie Shopping Plaza.
305-849-0294 or is joan@vestaastrology.com
Explore writing in a
fun, supportive environment with the Keys Writers Group! All styles and
abilities are welcome. Participants may
bring up to five pages, double spaced, to read aloud. If you can, bring 5-7
copies to share. The group offers feedback in a friendly, constructive way. Not
ready to share? Come to a meeting to get acquainted and offer feedback.
"Writers need readers!"
| | 3:15 PM |
https://www.trackdancestudio.com/
Location Track Dance Studio, 5550 5th Avenue, Stock Island - Map
DANCE KEY WEST PRESENTS FREE CLASSES FOR KIDS AT OUR NEW HOME: THE TRACK DANCE STUDIO! Intro to Jazz - December 3rd, 10th, & 17th! Classes are divided by age level, and space is limited. Please register your child today at trackdancestudio.com.
| | 6:30 PM |
https://www.empouriumkeywest.com/backyard
Contact Marvin
724-333-4137
Location Kaya's Backyard Bar, 618 Duval St., Key West - Map
Every Wednesday
Country Western Dancing
Dancers get together for dancing
Texas 2-step, swing, waltz, cha cha, NC2 &
more.
Free line dance lessons with Marvin
724.333.4137 https://www.facebook.com/profile.php?id=100083223942339
| | 7:30 PM |
https://www.waterfrontplayhouse.org/shows/some-enchanted-ev...
Contact 305-294-5015
Location Waterfront Playhouse, 407 Wall St., Key West - Map
The Waterfront Playhouse is delighted to present “Some Enchanted Evening”, a glowing musical celebration of the iconic work of Richard Rodgers and Oscar Hammerstein II. Running December 4–20, this uplifting revue brings together some of the most beloved songs in the American theatre canon—an evening of melody, romance, and storytelling that has shaped generations.
Directed by Artistic Director Patrick New and under the musical direction of Roberta Jacyshyn, this production showcases five exceptional performers:
Jeremy Zoma– Key West A beloved local favorite, Jeremy last appeared at the Waterfront last season in his celebrated roles as Oliver in “The Angel Next Door” and as the Baker in “Into the Woods”.
Ellen Grace Diehl- New York A classically trained soprano with roles spanning “Sherwood”, “Oklahoma”, and “Carousel”, Ellen is celebrated for her polished vocals and refined musicality.
Bridget Adams-King–Chicago Bridget brings Chicago theater flair to Key West, appearing to great acclaim as the Baker's Wife last season at the Waterfront. Other acclaimed turns include “Dreamgirls”, “Once on This Island”, and “The Color Purple”, each showcasing her powerhouse voice and dynamic stage presence.
Trey Forsyth- Key West A vibrant local talent, Trey has performed in NYC workshops and regional productions including “West Side Story” and “She Loves Me”, earning praise for his expressive tenor and natural charm.
Cece Donathan- New York A rising star and recent graduate of Ball State University, Cece broke onto the scene with a memorable regional performance in “Legally Blonde” and a national television spot for Garnier.
In true Waterfront Playhouse fashion, this production blends heartfelt artistry with the unmistakable warmth of our Key West community. Whether these timeless songs are old favorites or brand-new discoveries, “Some Enchanted Evening” promises a holiday experience filled with nostalgia, charm, and beautifully crafted musical theatre.
Join us at the Waterfront for an unforgettable night of celebration and song. Performances run December 4-20. Tickets are available now at waterfrontplayhouse.org or by calling the box office at 305-294-5015
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| Thursday December 4, 2025 |
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davidf@davidfeder.com
Contact Dave Feder, 394-2765.
Intermediate to professional. Group classes available anywhere in Monroe County.
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Contact 305-414-8754
Location Hemingway Distillery, 201 Simonton St. Key West, FL 33040 - Map
live jazz music at the Hemingway Distillery. Times vary.
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| | 9:00 AM |
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| | 9:30 AM |
| | 10:00 AM |
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http://oirf.org
Contact 305-294-9501.
Location Oldest House Museum & Garden, 322 Duval Street, Key West - Map
The Oldest House in South Florida, built in 1829, has house and gardens open to the public.
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http://keysdiscovery.com
Contact Keys History & Discovery Center, Islander Resort, MM 82, Islamorada.
922-2237.
| | 10:30 AM |
| | 12:00 PM |
| | 2:00 PM |
https://keysartisanmarket.com
Contact 305-731-3385
Location Truman Waterfront Park, 21 E. Quay Rd, Key West - Map
Weekly market featuring fresh fruit and produce, international food vendors, arts, crafts, and more.
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https://www.facebook.com/kwfarmersmarket/
Contact 305-731-3385
Location Truman Waterfront Park, 21 E. Quay Rd, Key West - Map
Market features fresh fruit and produce, food vendors and arts and crafts
in a gorgeous waterfront setting. 305-731-3385. kwfarmersmarket.com
| | 4:00 PM |
https://www.lombarduwphoto.com/
Location Underwater Photography Gallery, 22627 La Fitte Drive, Cudjoe Key - Map
The exhibit features marine life of the Florida Keys, behavior and photography techniques. Mike and Suzanne Lombard have been diving and photographing underwater around the world for over 40 years. They support ocean conservation and recovery of threatened/endangered species such as manatees, turtles, sharks, dolphin, and other rare/ endemic aquatic life.
| | 5:00 PM |
Location The Gardens Hotel, 526 Angela Street, Key West - Map
305-294-2661 gardenshotel.com
| | 6:00 PM |
http://tskw.org
Location The Studios of Key West, 533 Eaton St. Key West - Map
Friends new and old are invited to join us for each month’s First Thursday Open House event, when we keep our lights on late and throw our doors open to celebrate the newest work in our galleries
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https://www.dancekeywest.com/
Contact Lucy Carleton
305-745-5578
Location Williams Hall, 729 Fleming St., Key West - Map
Join dance instructor Lucy Carleton in this fun easy going dance class for all levels of dancers. You will have fun as you learn basics, solid fundamentals and easy to remember patterns so that you can enjoy yourself and feel confident on the dance floor. Dances can be salsa, cha cha, rumba, swing, Texas 2 step & more. No partner needed! We love newbies!Lucy's up to date schedule: http://dancekeywest.com/
Private lessons for all occasions-
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https://tskw.org/zest-for-life-winter-members-exhibit/
Location The Studios of Key West, 533 Eaton St. Key West - Map
For the 100+ artists in our winter exhibit, zest is whatever enlivens the senses: a flash of light as the sun hits a palm tree, a crystalline moment captured in time, or an impromptu flourish as they try something new. Join us as we unveil our 2026 catalog too!
| | 7:30 PM |
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| Friday December 5, 2025 |
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https://www.islandhomegardencenter.com
Contact 7869712299
Location Island Home, 88720 Overseas Hwy, Tavernier - Map
Baked goods, local honey, homemade jams, oils, nut butters and local crafts.
| | 10:30 AM |
| | 12:00 PM |
| | 6:00 PM |
Location Tradewinds Shopping Center, 101485 Overseas Hwy, Key Largo - Map
Singer-Songwriter Concerts Monthly
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http://www.fabflemingkw.com
Location Fleming Street in Key West
First Fridays on
Fleming.
An evening stroll on the 1st Friday of each month. Vibrant local businesses
open their doors from 6-9pm for trunk shows, book signings, openings, seasonal
events, libations, tastings & live music.
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https://www.fabflemingkw.com
Location 500 block of Fleming to Grinnell St. Key West
Celebrate with local business owners for First Fridays on Fleming - a monthly 'shop local' evening stroll along historic Fleming St in Key West. Vibrant boutiques, galleries, antique stores, artist studios, restaurants, a cocktail lounge, bookstore, yoga sanctuary & other creative businesses open their doors from 6-9pm on the 1st Friday of every month. From the 500 block all the way to Grinnell St. Enjoy exhibition openings, jewelry trunk shows, book signings, plein-air painting, libations and tastings, live music, special offerings + seasonal events. First Fridays on Fleming include the Fab 500 Block, home to a dozen locally-owned businesses and the original First Fridays. More than a dozen businesses open their doors from 6-9pm every First Friday. Join us every month and show your love of local. From all of us on Fleming Street, we look forward to seeing you!
| | 7:00 PM |
http://www.dancekeywest.org/home/
Contact 305-745-5578
Location CoffeeMill Dance Studio, 804 White Street. Key West - Map
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http://dancekeywest.com/
Contact Lucy Carleton
305-745-5578
Location CoffeeMill Annex Dance Studio, 804 White St., Key West - Map
Join dance instructor Lucy Carleton and friends in this fun easy going dance class for all levels of dancers. You will have fun as you learn basics, solid fundamentals and easy to remember patterns so that you can enjoy yourself and feel confident on the dance floor. No partner needed! We love newbies!Lucy's up to date schedule: http://dancekeywest.com/
Private lessons for all occasions-
https://www.facebook.com/LearnToDanceWithLucyLeon
| | 7:30 PM |
| | 8:00 PM |
https://www.dancekeywest.com/
Contact Lucy Carleton
305-745-5578
Location CoffeeMill Annex Dance Studio, 804 White St., Key West - Map
Join dance instructor Lucy Carleton in this fun easy going dance class for all levels of dancers. You will have fun as you learn basics, solid fundamentals and easy to remember patterns so that you can enjoy yourself and feel confident on the dance floor. No partner needed! We love newbies!Lucy's up to date schedule: http://dancekeywest.com/
Private lessons for all occasions-
https://www.facebook.com/LearnToDanceWithLucyLeon
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| Saturday December 6, 2025 |
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| | 9:30 AM |
| | 10:00 AM |
https://friendsofthekeywestlibrary.org/
Contact Wendy Allen
wendyallen@folkw.org
Location Key West Library Palm Garden, 700 Fleming St., Key West - Map
9:30 early admittance for members
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| | 10:30 AM |
| | 12:00 PM |
http://keywestwomansclub.org
Location Hellings Curry Museum, 319 Duval Street, Key West, FL - Map
Open-air European Holiday Market
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http://keywestwomansclub.org
Location Hellings Curry Museum, 319 Duval Street, Key West, FL - Map
Open-air European Holiday Market
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| | 2:00 PM |
https://www.waterfrontplayhouse.org/shows/some-enchanted-ev...
Contact 305-294-5015
Location Waterfront Playhouse, 407 Wall St., Key West - Map
The Waterfront Playhouse is delighted to present “Some Enchanted Evening”, a glowing musical celebration of the iconic work of Richard Rodgers and Oscar Hammerstein II. Running December 4–20, this uplifting revue brings together some of the most beloved songs in the American theatre canon—an evening of melody, romance, and storytelling that has shaped generations.
Directed by Artistic Director Patrick New and under the musical direction of Roberta Jacyshyn, this production showcases five exceptional performers:
Jeremy Zoma– Key West A beloved local favorite, Jeremy last appeared at the Waterfront last season in his celebrated roles as Oliver in “The Angel Next Door” and as the Baker in “Into the Woods”.
Ellen Grace Diehl- New York A classically trained soprano with roles spanning “Sherwood”, “Oklahoma”, and “Carousel”, Ellen is celebrated for her polished vocals and refined musicality.
Bridget Adams-King–Chicago Bridget brings Chicago theater flair to Key West, appearing to great acclaim as the Baker's Wife last season at the Waterfront. Other acclaimed turns include “Dreamgirls”, “Once on This Island”, and “The Color Purple”, each showcasing her powerhouse voice and dynamic stage presence.
Trey Forsyth- Key West A vibrant local talent, Trey has performed in NYC workshops and regional productions including “West Side Story” and “She Loves Me”, earning praise for his expressive tenor and natural charm.
Cece Donathan- New York A rising star and recent graduate of Ball State University, Cece broke onto the scene with a memorable regional performance in “Legally Blonde” and a national television spot for Garnier.
In true Waterfront Playhouse fashion, this production blends heartfelt artistry with the unmistakable warmth of our Key West community. Whether these timeless songs are old favorites or brand-new discoveries, “Some Enchanted Evening” promises a holiday experience filled with nostalgia, charm, and beautifully crafted musical theatre.
Join us at the Waterfront for an unforgettable night of celebration and song. Performances run December 4-20. Tickets are available now at waterfrontplayhouse.org or by calling the box office at 305-294-5015
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| Sunday December 7, 2025 |
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http://keywestbotanicalgarden.org
Contact 5210 College Rd.
305-296-1504.
Come and experience the biodiversity of plant and animal life and how the Garden functions as a sanctuary for an endangered ecosystem. Bring your lunch and picnic in the Courtyard by the waterfall. Free Wi-Fi.
The Garden also welcomes all volunteers to "dig in the dirt" at the Nursery & in the Garden every Wednesday and Saturday morning. 
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| | 3:30 PM |
http://keywestwomansclub.org
Location Hellings Curry Museum, 319 Duval Street, Key West, FL - Map
Kick off the season with our festive tree lighting! Enjoy appetizers, desserts, and Amsterdam Eggnog while the Bahama Village Children’s Choir and Key West Community Orchestra fill the air with holiday music. Please bring a new, unwrapped clothing item for students in grades K–12.
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https://tskw.org/eaton-street-christmas-stroll-4/
Location Key West Methodist Church, 600 Eaton St., Key West - Map
Join Eaton Street for a magical holiday event featuring festive performances by local choirs, unique gifts and holiday hospitality! Soak up the island cheer in the heart of Old Town.
The Stroll kicks off at Key West United Methodist Church with a 3:45pm concert (600 Eaton St), then continues to:
Tropic Cinema – Christmas short film (416 Eaton St)
Key West Theater (512 Eaton St)
Key West Fine Wines (700 Eaton St)
The Oldest House & Gardens (322 Duval St)
Keys Choral Arts @ The Studios of Key West – Two concerts: 5:00 & 6:45pm (533 Eaton St)
Key West Woman’s Club – Bahama Village Community Orchestra at 6pm
Williams Hall (729 Fleming St)
Poco Pelo Chic (627 Eaton St) Bring your family, gather your friends, and enjoy a magical holiday wander through the heart of Old Town.
| | 5:00 PM |
| | 7:00 PM |
https://www.facebook.com/groups/KeyWestPoetryGuild/?ref=sha...
Contact kwpoetryguild33040@gmail.com
Location Key West Library Auditorium, 700 Fleming St., Key West - Map
The Key West Poetry Guild continues to host a monthly open mic for poets, at all stages of their careers, to share their original poems. The Open Mic is free and open to the public. All are welcome to attend.
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https://tinyurl.com/messiah2025
Location St. Columbia Church, 451 52nd Street, Gulf Side Marathon - Map
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| Monday December 8, 2025 |
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| | 7:00 PM |
http://www.keyshistory.org
Contact Key Largo Library, Tradewinds Shopping Plaza, MM101.4
305-896-6526
| | 8:30 PM |
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| Tuesday December 9, 2025 |
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| | 7:30 PM |
http://Keyschamberorchestra.org
Location Big Pine Methodist Church, 280 Key Deer Blvc, Big Pine Key - Map
CHRISTMAS CONCERT by Keys Chamber Orchestra/Lower Keys Community Choir.
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| Wednesday December 10, 2025 |
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| | 10:30 AM |
| | 12:00 PM |
| | 3:15 PM |
| | 6:00 PM |
http://keysdiscovery.app.neoncrm.com/nx/portal/neonevents/e...
Location Islander Resort, MM 82, Islamorada - Map
In the 1920's, while Florida East Coast Railway was already in the middle of operating its famous Florida Overseas Railroad, southwest Florida's introduction to railroads was only just the beginning. Learn how the arrival of the rails changed our regions historic fabric, arriving with a bang and ending with only a fizzle.
| | 6:30 PM |
| | 7:30 PM |
http://Keyschamberorchestra.org
Location Venture Out Christian Church, 701 Spanish Main Dr., Cudjoe Key - Map
CHRISTMAS CONCERT by Keys Chamber Orchestra/Lower Keys Community Choir.
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| Thursday December 11, 2025 |
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Celebrate the season
| | 6:00 PM |
| | 7:30 PM |
http://Keyschamberorchestra.org
Location San Pedro Catholic Church, 89500 Overseas Hwy, Tavernier, FL 33070 - Map
CHRISTMAS CONCERT by Keys Chamber Orchestra/Lower Keys Community Choir.
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| Friday December 12, 2025 |
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| | 7:00 PM |
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| | 8:00 PM |
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| Saturday December 13, 2025 |
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http://tropiccinema.com
Location Tropic Cinema, 416 Eaton St., Key West - Map
At Sunset
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| | 10:00 AM |
http://keywestwritersguild.com
Contact Rusty Hodgdon
rusty.the.writer@gmail.com
Location La Brisa Poolhouse, 1901 S. Roosevelt Blvd., Key West - Map
SATURDAYS, 2ND AND 4TH Key West Writers Guild
Meets monthly for writers’ critiques, fellowship and provides workshops
and advice for new writers. Newcomers welcome. 484-889-6182.
Meeting location and/or Zoom link on Facebook.
Meeting contact: President Rusty Hodgdon: rusty.the.writer@gmail.com. Please e-mail Rusty in advance if you are coming for the first time.
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| | 4:00 PM |
http://www.keyscommunityconcertband.org
Location Founders Park, MM 87., Islamorada - Map
Keys Community Concert Band, Founders Park, 87000 Overseas Hwy, Islamorada.
| | 6:00 PM |
https://tskw.org/december-duo-holiday-concert/
Location The Studios of Key West - Hugh's View, 533 Eaton St., Key West - Map
Second night added by popular demand! Let the music carry you into the holiday spirit! Violinist Irie Monte and cellist Crispin Campbell join forces for a soulful evening of classical and contemporary works under the stars. Together, they blend artistry, warmth, and world-traveled experience into a night of beauty.
| | 7:30 PM |
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| Sunday December 14, 2025 |
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| | 4:00 PM |
http://keyschoralarts.com
Location Tennessee Williams Theater, 5901 College Rd., Key West - Map
| | 5:00 PM |
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| Monday December 15, 2025 |
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| | 8:30 PM |
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| Tuesday December 16, 2025 |
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| | 7:30 PM |
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| Wednesday December 17, 2025 |
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Location History of Diving Museum, 82990 Overseas Hwy., Islamorada - Map
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| | 12:00 PM |
| | 1:00 PM |
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| | 6:30 PM |
| | 7:30 PM |
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| Thursday December 18, 2025 |
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https://www.lombarduwphoto.com/
Location Underwater Photography Gallery, 22627 La Fitte Drive, Cudjoe Key - Map
The exhibit features marine life of the Florida Keys, behavior and photography techniques. Mike and Suzanne Lombard have been diving and photographing underwater around the world for over 40 years. They support ocean conservation and recovery of threatened/endangered species such as manatees, turtles, sharks, dolphin, and other rare/ endemic aquatic life.
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| | 6:00 PM |
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https://www.facebook.com/jhallenart/
Location Key West Armory, suite 12, 600 White St. - Map
Come meet the fresco artist J.H Allen and view new works in the studio where they are produced. All art will be for sale and commissions can be discussed with the artist himself. Meet the artist and view current artwork in an informal setting with refreshments and wine.
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http://moradaway.org
Contact MM 81.5, Islamorada.
305-664-2471
Held every month on the 3rd Thursday throughout the year, offering live music, performance artists and original art and hand-crafted jewelry, sculptures and more. 
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http://walkonwhitekeywest.com
Contact Sarah Carleton Shade Ceramics and Shutter Photography
305-767-3769
Location White Street Gallery District in Key West
Enjoy exhibition opening receptions, open artist studios, pottery-throwing demos, locally-made art, special events, promotions, and complimentary libations from local galleries, studios, and over 25 art-loving businesses in the White Street Gallery District.
| | 7:30 PM |
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| Friday December 19, 2025 |
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| | 12:00 PM |
| | 7:00 PM |
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| | 8:00 PM |
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| Saturday December 20, 2025 |
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| | 9:00 AM |
https://www.keywest.garden/
Contact Key West Tropical Forest & Botanical Garden, 5210 College Rd.
305-296-1504
Location Key West Tropical Forest & Botanical Garden, 5210 College Rd., Key West - Map
Native, rare, and endangered plants will be offered for sale in the nursery of The Key West Tropical Forest & Botanical Garden. Choose from over 1,500 plants and 150 species of butterfly and bird attracting plants propagated by the Garden's volunteers in sizes from one-gallon to 30-gallon pots. Garden members receive a 15% discount. All proceeds directly benefit the Garden's conservation program.
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| | 7:30 PM |
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| Sunday December 21, 2025 |
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| | 5:00 PM |
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| Monday December 22, 2025 |
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| | 8:30 PM |
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| Tuesday December 23, 2025 |
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| | 4:30 PM |
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| Wednesday December 24, 2025 |
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| | 6:30 PM |
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| Thursday December 25, 2025 |
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| | 6:00 PM |
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| Saturday December 27, 2025 |
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| Sunday December 28, 2025 |
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| | 5:00 PM |
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| Monday December 29, 2025 |
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| | 8:30 PM |
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| Tuesday December 30, 2025 |
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| | 4:30 PM |
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| Wednesday December 31, 2025 |
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https://www.keywestchamber.org
Watch the Conch Shell, the Drag Queen, the Key Lime Pie Wedge or the Pirate Wench drop. keywestchamber.org
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| | 12:00 PM |
| | 5:00 PM |
Contact Linda Popp 305-304-9436
Location Key Largo Library, 101485 Overseas Hwy, Key Largo - Map
Founded in 1978 by a few locals, Latitude 25 is the oldest literary group in the Upper Keys. Our mission is to encourage writers with positive feedback in a casual atmosphere. Our motto is "Leave your ego at the door."
| | 6:30 PM |
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