| December 01 to January 05,
in Islamorada |
The Protect Center: Sea of Trees
Over 100 uniquely decorated and sponsored trees light your way nightly from 10 a.m. to 6 p.m. daily from Nov. 29 through Jan. 5. In addition to the beautiful lights and trees, you'll find photo opportunities and shopping. On these select nights - Nov. 29, 30; Dec. 1, 6, 7, 13, 14, 20, 21, 22 from 6 to 9 p.m. - enjoy Santa's Village with holiday-themed cocktails and snacks, workshops for kids and visits with Santa. Admission of $10 adults; $5 kids supports the Dolphin ICU at The Protect Center. MM 82 bayside.
|
| December 18 to January 11,
in Key West |
Red Barn Theatre: The Foreigner
This very funny comedy is an American classic, winning the Best New American Play for 1985 by the Outer Critics Circle. Set at a rural Georgia fishing lodge, a pathologically shy man adopts a persona as a non-English speaking foreigner in an attempt to avoid conversation. Hilarity ensues as an outrageous group of characters reveal secrets and scandals. Shows at 7:30 p.m. 319 Duval St.
|
| January 01,
in Islamorada |
Islamorada's Blessing of the Fleet
Boaters are invited to join members of Islamorada Charterboat Association for the annual Blessing of the Fleet on New Year's Day morning. No boat is too big or too small to participate. Boats are to gather at 8 a.m. oceanside just outside the Whale Harbor channel headpin. Boat decorations encouraged but not required, fly your Blessing Flag if you have one. At 8:30 a.m. boats follow the leader down the channel. Monitor Channel 79, state your boat's name as you approach the bridge and your boat will be blessed by clergy. Spectators can watch from Whale Harbor or Three Waters Marina. A Blessing Bash follows at Safe Harbor Angler House marina at 11 a.m. MM 80.5
Contact: Steve Leopold 305-393-9955
|
| January 02,
in Key West |
Studios of Key West: First Thursday Open House
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!
|
| January 02 to January 04,
in Key West |
Waterfront Playhouse: Vagina Monologues
Featuring talented local voices, Waterfront Playhouse presents Eve Ensler’s groundbreaking show, “The Vagina Monologues." The show is part of the theater's Spotlight series. Shows at 8 p.m. 407 Wall St. at Mallory Square.
|
| January 02 to January 30,
in Key West |
Studios of Key West: Jeffrey Cardenas - On the Reef
Key West resident Jeffrey Cardenas has traveled from Polynesia to the Mediterranean and Caribbean Sea, photographing vibrant coral reef ecosystems. His work reveals the beauty and essential role of coral reefs in supporting diverse marine life, prompting reflection on their significance and the urgent need for their conservation. 533 Eaton St.
|
| January 03,
in Key Largo |
Orange Bowl Swim Classic
College swimmers from around the country meet and compete in a popular monthlong winter training session in Key Largo that culminates in the open-to-spectators Orange Bowl Swim Classic event. Competition takes place 10 a.m. until noon and is free for spectators to watch at Jacobs Aquatic Center, mile marker 99.6 oceanside. The sprint-style meet features several fast-paced swimming events.
|
| January 03 to January 05,
in Islamorada |
Fish for Holly Sailfish Tournament
Created to raise money for Keys scholarships and domestic violence initiatives, this memorial tournament honors the late Holly Given, a Keys resident and avid angler. Participants are to gather at the Islander Resort, mile marker 82, to compete for top male, female and junior angler awards as well top boat and fun fish categories.
Contact: Annie Hagen 305-304-1762
|
| January 03,
in Key Largo |
Key Largo Library: First Friday Concert - Li'l Rev
First Friday Concerts are free and begin at 6 p.m. at the library in Tradewinds Shopping Plaza, MM 101.5. Lil’ Rev is a world-class entertainer and steward of vintage song and lore. Performing with ukulele, harmonica, mandolin, guitar and banjor, Rev has an unmatched reporteire of both traditional and original song, poetry, storytelling and humor.
|
| January 04,
in Key Largo |
Key Largo Library: Special Saturday Concert Featuring Hungrytown
Concerts are free and begin at 6 p.m. at the library in Tradewinds Shopping Plaza, MM 101.5. Hungrytown is a true artistic hybrid, able to hold Celtic and Americana, ballads and psychedelia, sunshine and darkness, joy and despair — not only within the same album, but within the same song.
|
| January 04,
in Key West |
Pole Vault in Paradise
Pole Vault in Paradise is an all-comers pole vault competition taking place from 9 a.m. to 6 p.m. on Jan. 4 at Higgs Beach, 1000 Atlantic Ave. Participants compete in youth, masters and elite categories, with prize money for the elites. All pole vaulters are welcome and should register online. If you're not a pole vaulter, bring a chair or beach towel and watch the competition. Admission is free and food and beverage sales support the Key West High School track team. The event is sanctioned by the USATF and is on the World Athletic Calendar.
|
| January 05 to January 09,
in Key West |
Key West Literary Seminar: Writers' Workshop Program
Writers at all stages of development have opportunities to explore the craft of writing at eight distinct workshops available through Key West Literary Seminar before the main seminar begins. Workshops available on the January 2025 program are: Small Miracles: An Exploration of the Short Story; Key West and the Queer Home; Paths Through the Labyrinth: Plot and Structure, Structure and Plot; The Poet as Chronicler of Our Times; Writing Into the Unknown; Developing the Young Adult Voice; Writing Poetry Alongside The Iliad; and The Intersection of Home, Memory and Imagery in Memoir.
|
| January 05,
in Key Largo |
Caribbean Club - Church on the Beach & Blessing of the Pets
The Caribbean Club hosts a church service on the beach by St. James Episcopal Church from 10 a.m. to 12 p.m. From noon to 2 p.m., bring your pet for a personal Pet Blessing, with a cost of $10 per family to go to Upper Keys Humane Society. There is also to be a pet contest with categories like: Best Trick, Best Dressed, Best Kiss, Best Owner and Dog Costumes.
|
| January 07 to January 08,
in Key West |
Studios of Key West: Susan Werner & Jonatha Brooke in Concert
Join acclaimed folk rock artists Susan Werner and Jonatha Brooke for a night of innovative songwriting, captivating harmonies, and masterful musicianship. Jan. 7 at 7 p.m. in the Studio's Helmerich Theater and Jan. 8 at 6 p.m. on the rooftop at Hugh's View. 533 Eaton St.
|
| January 08,
in Marathon |
Connections Project: A Mosaic of the Keys Grand Opening
This year's Connections Project spotlights visual and performing artists throughout Monroe County at a series of pop-up events. Each venue will feature a mosaic of almost 100 unique canvases created by Keys artists along with performances by talented musicians. The opening event takes place at the Marathon Chamber After Hours members event at Berkshire Hathaway Keys Real Estate, 9141 Overseas Hwy., from 5:30 to 7:30 p.m.
|
| January 09 to January 12,
in Key West |
Key West Literary Seminar: Family
The Key West Literary Seminar is a four-day literary celebration that explores a different theme each year. The 2025 seminar theme is "Family" — the one we’re born into, those we’ve later built or chosen, and the ones we’ve lost or found or run as far away from as possible. For “Family,” the seminar brings together writers who can help us understand how the ties that bind shape the stories we tell, the worlds we move through, and all the imagination’s possibilities for human connection. Featured writers include John Irving, Brando Skyhorse, Paul Harding, Nathan Hill, Dani Shapiro and many more. Programs take place at the historic San Carlos Institute, 516 Duval St.
|
| January 10,
in Key West |
Key West Art & Historical Society Historic Seaport Sail: Harry S. Truman in Key West
Enjoy a 2-hour Historic Harbor Tour with Truman Little White House docent Rick Warmbold on the S/V Argo Navis, talking about "Harry S. Truman's Eleven Key West Visits." The trips departs from the Historic Seaport docks at 0 Margaret St. at 10 a.m. and returns at 12 p.m. Passengers will enjoy Bloody Marys, mimosas, or non-alcoholic beverages along with lite breakfast fare as Warmbold dives into Truman’s eleven working vacations, and shares how Key West was not only a place for the President to recharge his batteries – he will tell you how things in Key West would shape the country and world. Book reservations online in advance.
|
| January 10,
in Key West |
Key West Outdoor Movies
Key West Outdoor Movies presents a family-friendly film (to be named) at the parade grounds at Fort East Martello, 3501 S. Roosevelt Blvd. The grounds open at 5 p.m. with free admission. Food and drink will be available for sale by vendors onsite, and there will be free popcorn and activities for all. Bring low chairs or a blanket. The movie starts at dusk.
|
| January 11,
in Islamorada |
Classical Keys in the Keys
Enjoy an evening of classical piano music featuring piano virtuoso Frederic Chiu as he presents "Heart & Soul," one of his signature Classical Smackdowns, where the audience votes for one of two legendary composers, round by round. The program has been performed around the world with the voting results captured for each venue. Doors open at 6 p.m. at Matecumbe Methodist Church, 81831 Overseas Hwy. VIP experience options available including cocktails and light bites at Kaiyo Grill & Sushi.
|
| January 11 to January 12,
in Marathon |
Florida Keys Celtic Festival
Experience the unique sights and sounds of the Scottish Highlands and the Emerald Isle in the heart of the Florida Keys. The resounding rhythms and "Bareknuckle Pipes and Drums" of Scottish band Albannach and the harmonies of Irish sisters, "The Screaming Orphans" headline the entertainment. Other highlights include bagpipers, Irish step dancers, a variety of highland athletic games, authentic Celtic food and vendors offering Tartan kilts along with jewelry, gifts, clothing and more. 10 a.m. to 7 p.m. Saturday; 11 a.m. to 5 p.m. Sunday. Kids age 12 and under get in free with paying adult. Marathon Community Park, MM 49 oceanside.
|
| January 12,
in Big Pine |
Lower Keys Guides Association: Get Trashed Cleanup
Join the Lower Keys Guides Association in keeping the Keys free of debris. Collect as much marine and coastal trash as you can to help the ocean and Florida Bay, then drop it off Sunday, Jan. 12 between 1 and 4 p.m. at Sugarloaf Marina, mile marker 17 bayside for free raffle tickets and swag. You do not need to be present to win raffle.
Contact: Allison
Email: [email protected]
|
| January 12,
in Key West |
Key West Artisan Market: Don't Be Trashy!
Key West Artisan Market invites you to help keep our island clean and learn more about the efforts of Plogging the Keys and the Keep Key West Beautiful initiative. Find out how you can help and ways to be a part of the solution. Enjoy bloody’s, mimosas along with a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls offering eat-here or take-away for snacking or a delicious meal. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers. Stock your pantry and fridge with fresh produce, artisan cheeses, local seafood, honey, pickles and so much more. Listen to awesome local musicians, meet local authors and support our featured charity. 10 a.m. to 2 p.m. 1801 White St.
|
| January 12,
in Key West |
Impromptu Classical Concerts: Thomas Mesa & Greg Zelek
Cellist Thomas Mesa and organist Greg Zelek will present a special duo concert showcasing the historic pipe organ at St. Paul’s Episcopal church. Mr. Mesa has established himself as one of the most charismatic, innovative, and engaging performers of his generation, and is the recipient of the Sphinx Organization’s 2023 Medal of Excellence, its highest honor. Mr. Zelek is the Principal Organist of the Madison Symphony Orchestra and Curator of the Overture Concert Organ, where he regularly performs and oversees all the MSO's organ programming. 4 p.m. at St. Paul's, 401 Duval St.
|
| January 13 to January 27,
in Key West |
Key West Library Speaker Series: Mondays at 6 p.m.
Authors in the Key West Library Speakers series appear on Mondays, January through March. January's featured speakers are: January 13: Ayana Mathis, author of The Unsettled (Knopf, 2023), named a New York Times and Washington Post Notable Book of 2023. January 20: Jimin Han, author of The Apology, named best book of the summer by the Los Angeles Times, Vanity Fair and others. January 27: Cathy Salustri in conversation with David Sloan - Salute is author of Florida Spectacular: Extraordinary Places and Exceptional Lives. Free to attend and no registration required. Talks take place in the library's Palm Garden, 700 Fleming St. at 6 p.m.
|
| January 13,
in Key Largo |
Key Largo Library: Eco Voices & Art
Join a representative from the Florida Keys Wild Bird Rehabilitation Center at 11 a.m. to learn all about the unique birds of the Florida Keys, the center's role in rescuing them and how you can help local bird populations. From 1 to 4:30 p.m., artist Gloria Avner leads a batik workshop to create amazing images of birds. The library is located at Tradewinds Plaza, mile marker 101.5.
|
| January 14 to January 25,
in Key West |
Fringe Theater: I Love You, You're Perfect, Now Change
A hilarious and insightful musical exploration of the epic truths and challenges of modern love and romance. Nightly showtimes 7 p.m. at Key West Armory, 600 White Street.
|
| January 14,
in Key West |
Key West Theater: Bitch Trouble
Writer performer Alice Johnson Boher takes you on a coming-of-age roller coaster ride of the giddy highs and codependent lows of best friendship. Told in three chronological tales, Bitch Trouble charts Alice from friendless youngster in a lame southern subdivision all the way to one-half of an iconic friend duo in the shadows of Hollywood. Performance takes place in the theater's Back Stage Listening Room. Doors open 6 p.m.; show 7 p.m. 512 Eaton St.
|
| January 14 to January 15,
in Islamorada |
Islamorada Fishing Club Captain's Cup Sailfish Tournament
Presented by the Islamorada Fishing Club, this is the second leg of the Florida Keys Gold Cup Series, with a field of up to 25 boat teams of elite sport fishermen. A total cash payout for a full field at the IFC Captain's Cup Sailfish Tournament could reach $25,000. Kick off is Jan. 14 with one day of fishing on Jan. 15, with the awards ceremony immediately after at the Islamorada Fishing Club.
Contact: Dianne Harbaugh 305-522-4868
Email: [email protected]
|
| January 15 to January 19,
in Key West |
Key West Kingfish Mayhem
Angling teams targeting kingfish can vie for mastery and substantial cash prizes during the 2025 Key West Kingfish Mayhem tournament. The open division team that weighs in the heaviest kingfish, also known as king mackerel, is to take home a $75,000 first prize with $35,000 and $20,000 going to the second and third place teams, respectively. The tournament is headquartered at The Perry Hotel & Marina.
|
| January 15 to April 16,
in Islamorada |
History of Diving Museum: Art Exhibit - Fintastic Fish of Florida
The History of Diving Museum's latest featured exhibit, "Dive Into Art: Fintastic Fish of Florida" is on display through April 16. The exhibit features artistic creations from students across the Keys, as well as from the Art Guild of the Purple Isles. These works focus on the diverse fish of the Florida coast, along with sustainable fishing, aquaculture, and conservation.
|
| January 15,
in Islamorada |
History of Diving Museum
Join Jill Kuehnert and Michaela Peterson of REEF — Reef Environmental Education Foundation —as they present actions you can take to help save Keys coral reefs. The free 7 p.m. presentation explains that small steps, like learning about marine life or contributing an hour to citizen science, can truly add up to impactful, lasting change for our oceans. Come early to see the History of Diving Museum's new featured exhibit, Dive Into Art: Fintastic Fish of Florida on its opening day. See incredible creations by students across the Keys, as well as by the Art Guild of the Purple Isles.
|
| January 16,
in Islamorada |
Morada Way Third Thursday Art Walk
The Morada Way Arts & Cultural District’s Third Thursday Art Walk in Islamorada is the organization’s landmark, monthly event. This Thursday, enjoy a holiday-flavored edition of the art walk with Keys-inspired fine artists, vendors, residents, and visitors congregating on Morada Way in Islamorada. Enjoy a relaxing evening from 6-9 p.m. perusing local fine art, imbibing local craft beer and wine and listening to music, in the area between mile markers 81 and 82 at 151 Morada Way.
|
| January 16 to January 19,
in Key West |
27th Annual Key West Half Marathon & Runfest Weekend
Enjoy a weekend filled with running and camaraderie including 5k, 8k, 10k and half marathon races. Participants can also sign up for the Papa's Pilar Rum Stroll and the Beach N' Beer Mile, and celebrate with recovery and farewell parties.
|
| January 16 to February 08,
in Marathon |
Marathon Community Theater: Always a Bridesmaid
This comedy follows four Southern high school friends who vow serve as bridesmaids in each other's weddings, no matter what. Fast forward to 30 years later, they are still determined to honor their vow and navigate the challenges of love and marriage as bridesmaids through multiple weddings. Showtimes at 8 p.m. 5101 Overseas Hwy.
|
| January 17 to January 20,
in Islamorada |
Baygrass Bluegrass Festival
This year's festival includes three days of music in the Morada Way Arts and Cultural District in the beer garden at Florida Keys Brewing Co., 81611 Old Hwy., from Friday, Jan. 17 through Sunday, Jan. 19; then concluding with an afternoon concert on Monday, Jan. 20 at the amphitheater at Founders Park, mile marker 87 bayside. Free admission to both venues, but there is a $10 parking charge on Monday at Founders Park.
|
| January 18,
in Islamorada |
History of Diving Museum: Guided Tours of Fantastic Fish Art Exhibition
Enjoy a free guided tour with your paid admission on Saturday, Jan. 18 at either 11 a.m. or 2 p.m. of the newly opened Fantastic Fish of Florida art exhibit. Learn more about the community-created art celebrating the diverse fish of of the Florida coast, sustainable fishing and aquaculture. Mile marker 82.9 bayside.
|
| January 18,
in Key West |
Weinerpalooza
Key West's annual Dachshund Parade takes place Saturday, Jan. 18. All parade revelers are to gather at 11:30 a.m. in front of Customs House, 281 Front St., for a group portrait followed by the parade at 12 noon. Tails wag all along the parade route that ends at Hank's Hair of the Dog Saloon. All doggies are welcome and pet costumes are encouraged. Enjoy drink specials, raffles to benefit the Friends of Luci Fund and live entertainment.
|
| January 18,
in Big Pine |
Paddle for Paws
Take your pup for a leisurely paddle around Cudjoe Key, departing from Cudjoe Gardens Marina, 477 Drost Dr. Check-in at 9 a.m.; paddle at 10 a.m. Don't miss the post-paddle party and libations at Bent Prop, 457 Drost Dr., along with a silent and live auction to benefit the Florida Keys SPCA Clinic Fund. Bring your own paddle board or kayak.
Contact: Glennis Walter 305-743-4800
Email: [email protected]
|
| January 18,
in Key Largo |
Art Under the Oaks
Explore original arts and crafts at booths spread under the towering oak trees in the San Pedro Church Gardens, MM 89.5 from 9 a.m. to 4 p.m. There will be live music, specialty and international food booths and trucks, and homemade goodies in the bake sale. Parking available at Plantation Key School.
|
| January 18,
in Key Largo |
Connections Project: A Mosaic of the Keys Pop-Up at Art Under the Oaks
The 2025 Connections Project brings a mosaic of nearly 100 unique canvases created by Keys artists to a variety of locations. The mosaic will be on display at the Art Under the Oaks festival from 9 a.m. to 4 p.m. at San Pedro Catholic Church, MM 89.5.
|
| January 19,
in Key West |
South Florida Symphony: Candide
South Florida Symphony opens the Key West season with performs Leonard Bernstein's satirical Candide - a thrilling blend of outrageous humor, poignant storytelling and unforgettable music that follows the optimistic Candide on a globetrotting adventure of love and self-discovery. This version features the orchestra, a dynamic cast of actor-vocalists, minimal sets and costumes and a chorus performing together on stage.
|
| January 20 to January 25,
in Key West |
The Southernmost Regatta
Top sailing teams from around the world compete in the azure waters off Key West, showcasing colorful sails and avid sportsmanship during five consecutive days of racing. Competition is open to One Design and ORC Racing / Cruising Keelboats. Spectators can watch the races from various waterfront venues, mingle with sailors and view sailboats at the Galleon Resort's marina, 617 Front Street, after each day’s races.
|
| January 21 to January 27,
in Key West |
Kelly McGillis Classic International Flag Football Championship
Women from countries far and wide will be descending upon Key West for the 32nd annual flag football competition with teams participating from USA, Morocco, Spain, Mexico, Sweden, Pakistan, Mexico, Honduras and El Salvador. Kelly McGillis will serve as grand Marshall for the players' parade from the historic seaport down Duval Street on Thursday, Jan. 25. Game activities throughout the weekend Jan. 26-28 are free for the public to attend at Wicker Field Sports Complex on Kennedy Drive off Flagler Ave.
|
| January 21 to January 25,
in Key West |
Mile 0 Fest
Mile 0 Festival is a premier music festival that celebrates Red Dirt and Americana music. Artists includes the Red Clay Strays, Randy Rogers Band, Shane Smith & the Saints, Steve Earle, Reckless Kelly, Kaitlin Butts and many more. A variety of passes that include lodging are available along with event-only passes.
|
| January 21,
in Islamorada |
Connections Project: A Mosaic of the Keys Pop-Up at Cheeca Lodge
The Florida Keys Council of the Arts Connections Project spotlights visual and performing artists throughout Monroe County at a series of pop-up events. View this year's artful mosaic of almost 100 unique canvases created by Keys artists along with performances by talented musicians at the Islamorada Chamber of Commerce's Members After Hours event at Cheeca Lodge, 81800 Overseas Highway oceanside beginning at 5:30 p.m.
|
| January 21,
in Key West |
Key West Theater: Ben Harrison
Ben Harrison is a playwright, lyricist and composer who is also an entertainer. What makes his live performances so enjoyable is that, at his core, he is a barroom guitar player/singer/songwriter who somehow manages to blend history, musical theater, Key West and humor into unusual stories that are mostly true. Key West Theater's Backstage Listening Room. Doors at 6 p.m.; show at 7 p.m. 512 Eaton Street.
|
| January 22,
in Key West |
Key West Theater: Melissa Etheridge
Don't miss the legendary Melissa Etheridge on the Key West stop of her 2025 tour. Known for her confessional lyrics and raspy, smoky vocals, Etheridge has remained one of America’s favorite female singer-songwriters for more than two decades. Doors at 7 p.m.; show at 8 p.m. 512 Eaton Street.
|
| January 22 to February 08,
in Key West |
Waterfront Playhouse: The Angel Next Door
The wonderfully funny script by Paul Slade Smith captures the joy and wit of 1940s screwball comedies. Brace yourself for what a critic called "a perfect storm of comedic chaos, irresistible charm and rapid-fire banter." Showtimes 8 p.m. plus a 2 p.m. matinee on Feb. 1. 407 Wall St. at Mallory Square.
|
| January 23 to January 16,
in Key West |
Walk on White Third Thursday Art Walk
Explore an array of arts-focused offerings at more than 20 locations showcasing the works of painters, photographers, sculptors, ceramic and mixed media artists, and artisan jewelry makers at this monthly third Thursday event from 6 to 9 p.m. Take in views of beautiful island architecture, exhibit openings, creative demonstrations, musical, literary and performance offerings and complimentary libations. White Street between Southard and United Streets.
|
| January 23,
in Key West |
Key West Theater: Jon McLaughlin & Eric Hutchinson
Acclaimed guitarist Jon McLaughlin and singer-songwriter Eric Hutchinson perform together, bringing a blend of collaborative moments with both playing on each other’s songs as well as each of them being on stage solo. Doors open at 7 p.m.; Show at 8 p.m. 512 Eaton St.
|
| January 24 to January 25,
in Key West |
Old Island Restoration Foundation: January Home Tours
Key West is home to what is considered the largest predominantly wooden historic district in the United States. One weekend a month, from January through March, five distinctive homes and their gardens open, revealing a range of architectural gems, eclectic art, transformed cigar-makers cottages, shipbuilders’ craft, re-imagined Victorian mansions, and the stories behind the facades. Home tour tickets provide entry to 5 homes at your self-guided pace during the Friday-Saturday tour dates. All tickets for sale online. Your receipt will be your ticket to enter the home. If you prefer to have a physical ticket, you can pick one up at the Oldest House Museum gift shop, 322 Duval St., the week before the tour date.
|
| January 24 to January 26,
in Key Largo |
Everglades National Park Flamingo Campground: Two Nights Under the Stars
Join the Alliance for Florida's National Parks for an unforgettable weekend adventure. Activities include a tour of the historic Nike missile base inside the park, stargazing, kayaking, yoga, hikes, campfires, storytelling and more. Each campsite includes a picnic table and a fire ring. Bring your own tent, sleeping gear and personal supplies. Rooms may also be available at Flamingo Lodge. Tickets required to participate in the weekend programming.
|
| January 24,
in Islamorada |
Coconut Cove Resort & Marina: Roaring for Rescues
Enjoy an elegant, 1920s-style event from 6 to 10 p.m. at the 6th annual Roaring for Rescues benefit for the Upper Keys Humane Society. Enjoy dancing to live music by Retro Rebel, dinner, entertainment, raffles, a silent auction and more. Mile marker 84.8 oceanside.
|
| January 24 to January 26,
in Islamorada |
Islamorada Junior Sailfish Tournament
The Florida Keys’ oldest sailfish tournament for kids age 16 and under celebrates its 60th year. Due to heavy winds on the previously-scheduled December dates, the tournament is rescheduled for Jan. 24-26.
Contact: Randi Rowland-Knowles
Email: [email protected]
|
| January 24 to January 26,
in Islamorada |
Island Boat Show
Billed as the Florida Keys’ premier boat show, Island Boat Show is held on the grounds of Island Community Church in Islamorada. Planned attractions include top boat brands and dealers, large silent auction, food and drink vendors, and nautical merchandise for the entire family. The show is open Friday from 1 to 5 p.m.; Saturday from 10 a.m. to 5 p.m.; and Sunday from 10 a.m. to 3 p.m., mile marker 83.4 bayside.
|
| January 25 to January 26,
in Big Pine |
21st annual Big Pine & the Lower Keys Nautical Expo
Find steals and deals on everything imaginable for boating, fishing, diving and more, from over 100 vendors. You'll also find clothing, jewelry, arts and crafts, food and beverages, and live music during the two-day event. Admission and parking are free at the Lower Keys Chamber of Commerce grounds, mile marker 31 on Big Pine Key, Saturday from 8 a.m. to 4 p.m. and Sunday 8 a.m. to 2 p.m.
Contact: 305-872-2411
Email: [email protected]
|
| January 25,
in Key West |
Tropic Cinema: Movies Under the Stars - War Games
Don't miss the monthly free Movies Under the Stars screening - this month, the movie is War Games. The film will be presented free for all, outdoors on Eaton Street. Bring chairs or blankets for seating. Concessions are to be available in the theater lobby. The film begins at approximately 6:30 p.m. 416 Eaton St.
|
| January 25,
in Islamorada |
Pops in the Park: Afternoon Delight & Pet Parade
The Florida Keys Community Concert Band's Jan. 25 free Pops in the Park performance, themed “Afternoon Delight,” is to be filled with upbeat animal-themed music along with other classic and pop favorites. Bring your pets to strut their stuff in the annual pet parade during the performance. Animal Care Coalition will bring adorable adoptable pets to the performance. 4 p.m. at the amphitheater at Founders Park, mile marker 87 bayside.
|
| January 25,
in Big Pine |
Connections Project: A Mosaic of the Keys Pop-Up at Lower Keys Nautical Expo
The Florida Keys Council of the Arts Connections Project spotlights visual and performing artists throughout Monroe County at a series of pop-up events. View this year's mosaic of almost 100 unique canvases created by Keys artists along with performances by talented musicians at the Lower Keys Chamber's Nautical Market, 8 a.m. to 4 p.m. at 31020 Overseas Hwy.
|
| January 25,
in Key West |
Tropic Cinema: Movies Under the Stars - War Games
Don't miss the monthly free Movies Under the Stars screening - this month, the movie is War Games. The film will be presented free for all, outdoors on Eaton Street. Bring chairs or blankets for seating. Concessions are to be available in the theater lobby. The film begins a half hour after sunset. 416 Eaton St.
|
| January 26,
in Key West |
Key West Cemetery Tour
Historic Florida Keys Foundation holds its first Key West Cemetery tours of the season on Sunday, Jan. 26 at 9:30, 9:50 and 10:10 a.m. Groups of visitors will be escorted to the grave sites of Juana Borrero Pierra, William Curry, George Adderly, May Douglas, Hilda Russel and the USS Maine Monument. The 90-minute tour will cover about one mile - wear comfortable shoes. A donation of $20 to the foundation is appreciated. Reservations are required. Email [email protected] or call 305-304-1453.
Contact: Historic Florida Keys Foundation 305-304-1453
Email: [email protected]
|
| January 26,
in Key West |
Impromptu Classical Concerts: Simone Porter
Violinist Simone Porter has been recognized as an emerging artist of impassioned energy, interpretive integrity, and vibrant communication. In the past few years, she has debuted with the New York Philharmonic, the Philadelphia Orchestra, and the Los Angeles Philharmonic. Born in 1996, Simone made her professional solo debut at age 10 with the Seattle Symphony and her international debut with the Royal Philharmonic Orchestra in London at age 13. 4 p.m. at St. Paul's, 401 Duval St.
|
| January 26,
in Key West |
Sheriff's Animal Farm Open House
Visit the family-friendly Monroe County Sheriff's Animal Farm, open the second and fourth Sundays of each month from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds and many more. Visits are free of charge, but donations of cash or fresh produce are always welcomed. Stock Island Detention Center, 5501 College Rd.
|
| January 27,
in Islamorada |
Connections Project: A Mosaic of the Keys Pop-Up at The Hale Gallery
The Florida Keys Council of the Arts Connections Project spotlights visual and performing artists throughout Monroe County at a series of pop-up events. View this year's mosaic of almost 100 unique canvases created by Keys artists along with performances by talented musicians at The Hale Gallery at Ocean Sotheby's Realty, 81800 Overseas Highway bayside beginning at 5:30 p.m.
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| January 27 to February 02,
in Big Pine |
Winter Star Party
Astronomers and astrophotographers from around the globe gather in the Lower Florida Keys to enjoy 180-degree viewing of the Southern Cross and other constellations, comets and stars during the Winter Star Party.
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| January 28 to February 22,
in Key West |
Red Barn Theatre: Ms Holmes & Ms Watson, Apt. 2B
Fast-paced and wildly entertaining, this take on Sir Arthur Conan Doyle’s famous sleuth and sidekick re-examines the classic adventure stories you love through a bold new female lens. Shows at 7:30 p.m. 319 Duval St.
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| January 28,
in Marathon |
Registration Opens for 7 Mile Bridge Run
Registration opens on Tuesday, January 28, 2025 beginning at 6 a.m. Anyone can register on this date, but race organizers are only able to accept 1,500 entries and the field fills very quickly. Sometimes the registration is filled within minutes, so please be online and ready. You must show a PHOTO ID when picking up your bib number that matches the same address you used to register.
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| January 29 to February 02,
in Marathon |
Cirque Ma'Ceo by Cavallo Equestrian Arts
Experience the magic with this emotionally charging, up close and personal experience. Step into the exclusive, custom designed Italian Big Top theater and settle back in brand-new, state of the art seating. The world of Ma’Ceo is proud to showcase mesmerizing acrobatic feats, aerial dancing, and exotic horses. Come feast your senses on the beauty and mystery through the adventure of Cirque Ma'Ceo. Showtimes vary. San Pablo Catholic Church, 550 122 Street Ocean.
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| January 29,
in Key West |
Key West Theater: Ben Harrison
Ben Harrison is a playwright, lyricist and composer who is also an entertainer. What makes his live performances so enjoyable is that, at his core, he is a barroom guitar player/singer/songwriter who somehow manages to blend history, musical theater, Key West and humor into unusual stories that are mostly true. Key West Theater's Backstage Listening Room. Doors at 6 p.m.; show at 7 p.m. 512 Eaton Street.
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| January 31 to February 01,
in Islamorada |
Swamp Guides Ball Fishing Tournament & Auction
In this annual all-release competition, organized by the Florida Keys Fishing Guides Association, anglers target three species – bonefish, redfish and snook. The tournament benefits the Florida Keys Fishing Guides Foundation and the Guides Trust Foundation, organizations that provide funds to people in the local fishing industry in times of need. Guides are welcome to register and fish as anglers. Tournament activities take place at Safe Harbor Angler House, mile marker 80.5 bayside. The online auction is open to all, not just registered anglers.
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| January 31 to February 02,
in Islamorada |
Islamorada Women's Sailfish Tournament
This challenge has female anglers facing off in Islamorada against the famous tail-dancers for trophies and prizes. The tournament kick-off takes place Friday evening at Safe Harbor Angler House, MM 80.5 bayside. Fishing takes place Saturday and Sunday, with the awards ceremony at 6:30 p.m. Sunday. Men may serve as captains and mates.
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| January 31,
in Key West |
Coffee Butler Amphitheater: Chicago
Hailed as one of the most important bands in music since the dawn of the rock and roll era, the legendary rock and roll band with horns, Chicago, came in as the highest charting American band in Billboard Magazine's Top 125 Artists Of All Time. And, Chicago is the first American rock band to chart Top 40 albums in six consecutive decades. Doors open at 6:30 p.m.; show at 8 p.m. 21 Quay Rd.
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