Calendar of Events

January 2020: Florida Keys Events

Image for Key West Pride Image for Key West Pride Image for Key West Pride Image for Key West Pride
Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce Image for 31st Annual Dolphin Tournament Lower Keys Chamber of Commerce
Image for 42nd Annual Conch Republic Independence Celebration Image for 42nd Annual Conch Republic Independence Celebration Image for 42nd Annual Conch Republic Independence Celebration Image for 42nd Annual Conch Republic Independence Celebration
Image for Fish & Friends Seminar Image for Fish & Friends Seminar Image for Fish & Friends Seminar Image for Fish & Friends Seminar
Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest Image for Sloppy Joe’s 43rd Annual Hemingway Look-Alike Contest
Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret Image for Christopher Peterson's Eyecons at Birdcage Cabaret
Image for Hemingway 5k Sunset Run & Paddleboard Race Image for Hemingway 5k Sunset Run & Paddleboard Race Image for Hemingway 5k Sunset Run & Paddleboard Race Image for Hemingway 5k Sunset Run & Paddleboard Race
Image for ART & SCIENCE FESTIVAL Image for ART & SCIENCE FESTIVAL Image for ART & SCIENCE FESTIVAL Image for ART & SCIENCE FESTIVAL
Image for Polar Paddle Plunge
  • Jan 1, 2020 Key West
  • Polar Paddle Plunge
  • Website
  • Plunge into a new decade! Blue Moon Kayak is honoring the tradition of cleansing the past year away and getting a refreshing start to 2020. What a better way than cleaning with purifying natural sea salt in the Gulf of Mexico. Start the year off right! $50 per person, departs from Sunset Marina, 5555 College Rd.
  • Jan 3, 2020 - Jan 5, 2020 Marathon Arts & Culture
  • Conch Records Music Video Festival
  • Cliff Rydell 305-587-9830 E-mail Website
  • Enjoy a totally 'Keys locals' event! Produced by Conch Records, the free-general-admission weekend features live performances of over 100 Florida Keys-based musicians, alongside the production of music videos with these talented performers: Blues Hall of Famers, guitar players, and superb musicians on the harmonica, fiddle, banjo, drummers, harp, sax, trumpet, trombone, bass, flute, keyboard, and much more. Multiple stages are to feature different genres, including Southern rock, folk/rock, trop rock, blues, country, alternative and others. Sales of event/musician tee-shirts help Keys nonprofit charities, including Marathon Wild Bird Center. Food and drink vendors, adult beverages. If you love local Keys music, stop by the Marathon Community Park, mile marker 49. Friday, 5-11pm, Sat., 11am - 11pm, Sunday 11am - 5 pm.
  • Jan 3, 2020 - Jan 4, 2020 Islamorada Fishing
  • Fish for Holly Sailfish Tournament
  • Website
  • Created to raise money for Florida 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 Whale Harbor Marina to compete for top male, female and junior angler awards as well as top offshore, bay boat and fun fish categories.
  • Jan 7, 2020 - Jan 9, 2020 Islamorada Fishing
  • Florida Keys Outfitters SailFly Tournament
  • Website
  • This time of year the weather is ideal for a hot Atlantic sailfish bite. Enter for a chance to compete in one of the toughest and most exciting angling events of the year. For info visit floridakeysoutfitters.com and search “Sailfly entry” or visit the facebook.com/floridakeysoutfitters events tab.
Image for Fringe Theater presents: Talley's Folly
  • Jan 8, 2020 - Jan 18, 2020 Key West Arts & Culture
  • Fringe Theater presents: Talley's Folly
  • 305-731-0581 E-mail Website
  • WWII is drawing to a close. In an abandoned boathouse, a Jewish immigrant woos a southern belle in this poignant romantic comedy. Can a new start really be found after so much loss? Performance 7 p.m., Back Room at the Key West Theater, 512 Eaton St. Fringe Theater is Key West's community-focused theater providing unique opportunities for people to see and do theater. 
Image for Keys History & Discovery Center presents: Winter Lecture Series
Image for ‘Uncorked,’ the Key Largo Food and Wine Festival
  • Jan 9, 2020 - Jan 19, 2020 Islamorada Arts & Culture
  • ‘Uncorked,’ the Key Largo Food and Wine Festival
  • Website
  • Experience the fabulous restaurants of Islamorada, and don't miss the festival highlight at Postcard Inn Beach Resort & Marina scheduled for Saturday January 18, 2020. The Grand Tasting is a multi-sensory experience not to be missed. Area restaurants and wine experts will come together to present samples of their finest cuisine and world-class wines. Live music, celebrity chef appearances and cooking demos combine to serve up the recipe for a spectacular afternoon of tasting in the fabulous Florida Keys.
Image for Pole Vault in Paradise
  • Jan 9, 2020 - Jan 12, 2020 Key West
  • Pole Vault in Paradise
  • Steve Hanes 512-470-8076 E-mail Website
  • Presented by Key West Track and Field Club, Pole Vault in Paradise is an all-comers pole vault competition with events spread across four days. Youth, College, Elite and Masters divisions. Pole vaulters from age 9 to 75 to compete alongside some of the best pole vaulting elites from around the country. Saturday’s activities are free admission. Enjoy food and drink vendors, and world class competition beginning at 9 a.m. at the beautiful Truman Waterfront Park. Bring your lawn chairs.
Image for Uncorked ... the Key Largo and Islamorada Food & Wine Festival
  • Jan 9, 2020 - Jan 19, 2020 Key Largo Arts & Culture
  • Uncorked ... the Key Largo and Islamorada Food & Wine Festival
  • 305-522-1300 E-mail Website
  • The 10-day food, wine and spirits showcase features dozens of savory events to please virtually every palate and budget, spread among numerous Upper Keys venues with fresh, locally sourced seafood and international-style dishes. The festival's outdoor 'A Grand Tasting,' is set for Saturday, Jan. 18 in Islamorada, at Postcard Inn. What better reason to 'Uncork' and unwind in the Florida Keys. For a complete events schedule, visit website.
Image for 38th Annual Key West Literary Seminar
  • Jan 9, 2020 - Jan 12, 2020 Key West Arts & Culture
  • 38th Annual Key West Literary Seminar
  • 888-293-9291 Website
  • The 2020 topic is "Reading Between the Lines, Sports & Literature." Literary aficionados from around the world are to gather to focus on writing that examines why sports matter so much and explores the roles sports play in social issues, personal transformation and cultural change.
  • Jan 10, 2020 Marathon
  • Dolphin Research Center to Welcome Wounded Warriors for Dolphin Swim
  • Website
  • Dolphin Research Center (DRC) will welcome more than 40 military veterans from the Wounded Warrior Project’s annual Soldier Ride to enjoy a Dolphin Encounter dolphin swim free of charge during the annual Charles Evans Day for the Wounded Warrior Project. The group, along with caregivers and Wounded Warrior Project staff, is expected to arrive at DRC at 12 noon. Members of the public are invited to come earlier and join DRC staff and volunteers at 11:30 a.m. as they line up to give a heroes’ welcome to the participants. Admission to DRC is free for current members. Other visitors may pay general admission or become members with their donations when they get to DRC. Dolphin Research Center is located at 58901 Overseas Highway, mile marker 59, on Grassy Key.
Image for 2020 Upper Keys Members Art Show: Small Works, Flora and Fauna
  • Jan 11, 2020 - Jan 29, 2020 Key Largo Arts & Culture
  • 2020 Upper Keys Members Art Show: Small Works, Flora and Fauna
  • An opening reception will be held Saturday, Jan. 11, from 1–4 p.m. at the Key Largo Library, 101485 Overseas Hwy. The public is invited, refreshments will be served, and there is ample free parking. This Upper Keys Arts Council Member's Show at Key Largo Library supports the Art in Public Buildings program which offers an alternate space for artists to display their work. The exhibition will remain on display through January 29, 2020.
Image for Key West Artisan Market: Gone to the Dogs! Edition
  • Jan 12, 2020 Key West
  • Key West Artisan Market: Gone to the Dogs! Edition
  • Website
  • From 10 am to 2 pm at Clarence H. Higgs Memorial Beach. Meet volunteers of Florida Keys SPCA and maybe a pup or two! Bring your well-behaved four legged friends - the market is always pet friendly and right next to the dog park! Florida Keys SPCA, The Center for Animal Welfare & Education, is dedicated to promoting the humane treatment of all animals through compassionate care, adoption, education, population control and humane law enforcement. Donations toward their mission will be welcome and appreciated. The market is conveniently located close to the free West Martello Tower botanical gardens, White Street Pier and of course, the alluring Atlantic ocean.
Image for Rams Head Presents Key West: Grace Potter with Devon Gilfillian
  • Jan 12, 2020 Key West Arts & Culture
  • Rams Head Presents Key West: Grace Potter with Devon Gilfillian
  • Website
  • An acclaimed songwriter and electrifying performer, Potter has commanded stages around the world. Her voice has paired with Kenny Chesney in hits such as "You and Tequila" and "Wild Child." Sunset Green Event Lawn is a multipurpose event space located between 24 North Hotel and The Gates Hotel. Tickets can be purchased online or visiting the Key West Theater box office at 512 Eaton St.
Image for Impromptu Classical Concerts presents: Blake Pouliot
  • Jan 12, 2020 Key West Arts & Culture
  • Impromptu Classical Concerts presents: Blake Pouliot
  • Website
  • Blake Pouliot, violinist, has quickly become one of Canada’s most celebrated and promising young artists. He was the Grand Prize winner of the 2016 Orchestra Symphonique de Montréal Manulife Competition while featured on a number of television and radio broadcasts across North America including CBC Radio and NPR’s Performance Today. All Impromptu Classical Concerts are at 4:00 PM at St. Paul’s Episcopal Church, 401 Duval St. in Old Town.
Image for Friends of the Key West Library 2020 Speaker Series
  • Jan 13, 2020 Key West Arts & Culture
  • Friends of the Key West Library 2020 Speaker Series
  • Website
  • The first speaker in the acclaimed and popular Monday evening lecture series is Rowan Ricardo Phillips, author of The Circuit: A Tennis Odyssey, winner of the 2019 PEN/ESPN Award for Literary Sports Writing. Lecture takes place at the Tropic Cinema on Eaton St. at 6 p.m.  Seating starts at 5:40 on a first come, first served basis. Admission to the lectures is free. 
Image for Rams Head Presents: Sinbad at Key West Theater
  • Jan 14, 2020 Key West Arts & Culture
  • Rams Head Presents: Sinbad at Key West Theater
  • Website
  • Actor and comedian Sinbad has had audiences laughing for over three decades. His storytelling style of comedy is profound without being profane. Sinbad has recently appeared on Disney’s “Planes,” “Comedy Bang Bang,” “The Eric Andre Show,” FX Television series “It’s Always Sunny in Philadelphia” and NBC’s “Celebrity Apprentice”. Sinbad produced and starred in his own WE TV’s reality show, SINBAD: It’s Just family.” He has done six, one-hour comedy specials in his long comedy career, four on HBO and the last two on Comedy Central…and he’s not stopping anytime soon! Shows at 6:30 p.m. & 9 p.m.
Image for South Florida Symphony presents Masterworks I: Beethoven, Mahler, Barber
Image for Paddle Florida presents: Florida Keys Challenge
  • Jan 15, 2020 - Jan 22, 2020 The Florida Keys
  • Paddle Florida presents: Florida Keys Challenge
  • Website
  • Start 2020 paddling the azure coastal waters of the Middle Florida Keys including the length of the famed 7-Mile Bridge, exploring mangrove tunnels and watching sea turtles surface beside your kayak and enjoying a snorkeling trip out to Looe Key. Itinerary begins at Florida Sea Base in Long Key and ends at Camp Wesumkee, near Bahia Honda State Park. Limited to 60 paddlers. Register by January 1, unless sold out sooner.
Image for History of Diving Museum NEW Featured Exhibit: Dive Into Art, The Beauty of Recycling
Image for History of Diving Museum Immerse Yourself! Lecture Series: Recycling Tires of Osborne Reef
  • Jan 15, 2020 Islamorada Arts & Culture
  • History of Diving Museum Immerse Yourself! Lecture Series: Recycling Tires of Osborne Reef
  • Website
  • Since the 1970s, the Osborne Reef off of Fort Lauderdale collected more than 1.3 million tires to create an artificial reef to attract wildlife. Sadly, it had the opposite effect and is now a rubber cemetery polluting the sea floor. Join Commercial Diver Services Corporation owner Geno Gargiulo as he talks about how his company has helped clean Osborne Reef and how you can aid in that process. Lecture series is free; begins 7 p.m., mile marker 82.9, following 5:30 - 6:30 p.m. ribbon cutting of new Featured Exhibit, 'Dive Into Art, the Beauty of Recycling.'
  • Jan 15, 2020 Key Largo Arts & Culture
  • Delicate Balance of Nature Lecture Series: Owls of the Keys
  • E-mail Website
  • Jordan Budnik, Executive Director of the Florida Keys Wild Bird Center, will introduce the variety of owl species that live in the Florida Keys, from the quirky burrowing owl to the massive great horned owl. She will offer tips to identify them by sight, sound, and behavior, as well as how we can protect them for future generations. Informative lectures are held at the John Pennekamp Coral Reef State Park visitor center and aquarium, mile marker 102.5 oceanside, from 7:30 – 8:30 p.m. Park gates open at 7 p.m. for all lectures. There is no charge to enter the park to attend lectures. Visitors are urged to arrive on time to assure seating in the auditorium.
Image for Studios of Key West presents Carrie Newcomer
  • Jan 16, 2020 Key West Arts & Culture
  • Studios of Key West presents Carrie Newcomer
  • Website
  • Part of TSKW Old Town New Folk Series. Carrie Newcomer is a singer-songwriter, poet and author at the intersection of folk, Americana and progressive spirituality. She’s described as a “prairie mystic” by the Boston Globe and one who asks “all the right questions” by Rolling Stone. Tickets $60 Preferred, $45 General ($10 discount for members - advance only). Showtime 8 p.m., 533 Eaton St.
  • Jan 16, 2020 - Jan 19, 2020 Key West Fishing
  • Key West Kingfish Mayhem
  • Jimmy Wickett 954-605-8284 E-mail Website
  • Big fish, big money! Come fish for some of the largest kingfish in Florida Keys waters in this tournament. Fishing headquartered at Stock Island Marina. First prize could earn $15,000 cash, based on a 50-boat field.
Image for Morada Way Arts & Cultural District presents: Third Thursday Art Walk
  • Jan 16, 2020 Islamorada Arts & Culture
  • Morada Way Arts & Cultural District presents: Third Thursday Art Walk
  • Website
  • Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans who are showcased in galleries at Morada Way between mile marker 81 and 82 - formerly named Industrial Road - as well as "culinary art" and live music from 6-9 p.m. Free admission. Art Walk is held the third Thursday of each month. This month is to feature Coral Restoration Foundation, and you can purchase a reusable cup for your drink as you stroll through Art Walk. And you'll be supporting the reduction of plastic consumption in the Florida Keys!
Image for Marathon Community Theater presents: Four Old Broads
  • Jan 16, 2020 - Feb 8, 2020 Marathon Arts & Culture
  • Marathon Community Theater presents: Four Old Broads
  • Website
  • In this laugh-out-loud comedy, retired burlesque queen Beatrice Shelton desperately needs a vacation--and a Sassy Seniors Cruise may be just the ticket if she can convince her best friend, Eaddy Mae Clayton, to stop praying and join her. Unfortunately, things haven’t been pleasant at Magnolia Place Assisted Living since Nurse Pat Jones was hired. A mystery unfolds, hilarity ensues at a Miss Magnolia Senior Citizen Pageant. Will the four old broads make it to their cruise ship? Show dates online; showtimes 8 p.m.; Sunday matinee 3 p.m.
Image for Waterfront Playhouse presents: Glass
  • Jan 16, 2020 - Feb 1, 2020 Key West Arts & Culture
  • Waterfront Playhouse presents: Glass
  • Website
  • Two legendary figures of the American Theatre, Tennessee Williams and actress Laurette Taylor, meet backstage before the opening night of The Glass Menagerie in Chicago to exchange best wishes. When an unopened bottle of scotch is discovered in her dressing room, sparks ignite as they are both challenged to face down a common demon. Showtimes 8 p.m.
Image for 8th Annual Baygrass Bluegrass & Craft Beer Festival
  • Jan 17, 2020 - Jan 19, 2020 Islamorada Arts & Culture
  • 8th Annual Baygrass Bluegrass & Craft Beer Festival
  • Website
  • Flavorful traditional bluegrass, old-time, “soulgrass” and Americana singing bands are to attract thousands of music lovers The three-day jam features satellite events at local spots and culminates in an all-day main event in a waterfront setting. Friday includes a weekend warmup with traditional square dancing; Saturday features live music popups, performing musicians and craft beer; Sunday at Founders Park, MM 87 bayside on Plantation Key, the weekend’s main event is as much a craft beer festival as a musical one, with several Florida breweries “on tap.”
Image for 15th Annual Florida Keys Seafood Festival
Image for Free Outdoor Pops-in-the-Park Band Concert: What a Wonderful World
Image for Florida Keys Eco-Discover Center's Discovery Saturday: Forts and Cannons
  • Jan 18, 2020 Key West Arts & Culture
  • Florida Keys Eco-Discover Center's Discovery Saturday: Forts and Cannons
  • Website
  • Kids in kindergarten through fifth grade are invited to join the free, fun-filled Discovery Saturday at the Florida Keys Eco-Discovery Center from 10-11 a.m., hosted by Fort Zachary Taylor State Park, a prime birdwatching location. Children will learn how migrating birds rely on the rich resources of the island chain during their seasonal journeys. Free admission, free parking. Discovery Saturday is held the third Saturday of every month. Pre-registration is recommended. The Florida Keys Eco-Discovery Center is located at 35 East Quay Road on the Truman Annex waterfront in Key West.
Image for Early Music Key West Presents: Dances and Divisions, A Wind Player's Delight
  • Jan 18, 2020 Key West Arts & Culture
  • Early Music Key West Presents: Dances and Divisions, A Wind Player's Delight
  • Website
  • Priscilla and Grant will present a program of medieval and renaissance music that highlights the versatility of the wind player. From lively estampies to virtuosic recorder solos by Jacob van Eyck to Playford dance tunes, we will take a journey through the many styles of solo wind playing. Performance 7 p.m., at The Parish Hall at St. Paul’s Episcopal Church, 401 Duval St. Admission $30, $15 for students in advance, online. At the door, cash only.
  • Jan 18, 2020 Key West
  • Mile Zero Fights
  • Website
  • The Key West boxing tradition that dates back to Ernest Hemingway is to be celebrated, when aficionados can watch 11 fights in an open-air waterfront setting at the island’s East Quay Wall at 301 E. Quay Road. The evening’s anticipated highlights include a three-round boxing match between Scott Diaz and Jude Brogli, a five-round kickboxing challenge pitting Gabriel Alvarez against Chase Brooks and a three-round MMA competition between Oscar Lacayo and Chris Gonzalez.
Image for Tara Mandala Key West presents: Tibetan Monks' 2020 Sacred Arts Tour
  • Jan 19, 2020 - Jan 25, 2020 Key West Arts & Culture
  • Tara Mandala Key West presents: Tibetan Monks' 2020 Sacred Arts Tour
  • E-mail Website
  • Tara Mandala Key West meditation group and St. Paul’s Episcopal Church invite the public to help celebrate at the church’s 401 Duval St. location on the corner of Eaton St. The seven-day Tibetan festival will be led by eight visiting Tibetan monks from the Drepung Gomang Monastery—students of H.H. Dalai Lama— and includes noontime dharma talks, a Tibetan Marketplace, classes in the Tibetan Arts, varying music and dance demonstrations of Tibetan culture, and the monks' week-long creation of a Medicine Buddha sand mandala for world healing. The tour aims to spread the message of peace, loving kindness, wisdom, and compassion while sharing their traditional Tibetan arts and culture.
Image for Matecumbe Historical Trust presents: Fortunes Made and Lost in the Florida Keys
  • Jan 20, 2020 Islamorada Arts & Culture
  • Matecumbe Historical Trust presents: Fortunes Made and Lost in the Florida Keys
  • The free presentation is to be held at Island Community Church, 83250 Overseas Hwy, at 6:30 P.M. The audio visual presentation is from the late Irving Eyster archives, and will show many of the industries and businesses from the past going back to the early 1800’s through today. Many fortunes were made and lost in the Florida Keys.  Indians had trade here long ago.  Stories include the wreckers, the salt industry, the tobacco factories in Key West, pineapple farming, coconuts and turtles, sponges and the building of what are many of today’s subdivisions.  These industries brought millions of dollars to company owners and employed hundreds.  Presentation is free and open to the public.  
Image for Outstanding in the Field Dinner
  • Jan 21, 2020 The Lower Keys
  • Outstanding in the Field Dinner
  • Website
  • The table will be set on a historic dock surrounded by fishing boats that ply Gulf waters for conch, pink shrimp, spiny lobster, yellowtail, hogfish, and a fresh catch of countless other types of seafood. The day, the first day of kingfish season, starts in Safe Harbor with a reception on the Fishbusterz dock with host fisherwoman, Colleen Quirk. Guests will be shuttled to the Bama Shrimp Dock, where the meal will be prepared by a trio of chefs known for doing great things with the Florida Keys’ ocean harvest. Guest chefs include Martin Liz of Lost Kitchen Supper Club, Stock Island’s Jose Izquierdo of Hogfish Bar & Grill, Jose "Angel" Castro of Roostica, Key West.
Image for Fourth Annual Conch Revival Picnic
  • Jan 21, 2020 Key West Arts & Culture
  • Fourth Annual Conch Revival Picnic
  • Website
  • The Key West Art & Historical Society, Great Events Catering, and Isle Cook Key West team up to present the fourth annual Conch Revival Picnic, an informal Conch heritage dinner prepared by acclaimed chefs Martha Hubbard and Dave Furman featuring a variety of classic Key West/Conch recipes set to take place, from 6- p.m. on the grounds of the Key West Lighthouse & Keeper’s Quarters. Tickets —$45 for Members, $55 for Non-members, kids under 12 are free.
Image for Delicate Balance of Nature Lecture Series: Lionfish, A Tasty Bite
  • Jan 22, 2020 Key Largo Arts & Culture
  • Delicate Balance of Nature Lecture Series: Lionfish, A Tasty Bite
  • E-mail Website
  • Invasive lionfish have made a big impact on Western Atlantic coral reefs. Dr. Alli Candelmo, Invasive Species Program Manager at Reef Environmental Education Foundation (REEF), will discuss programs that several organizations have employed to reduce the effect of lionfish. Current and future research to understand and manage this species will also be covered. Informative lectures are held at the John Pennekamp Coral Reef State Park visitor center and aquarium, mile marker 102.5 oceanside, from 7:30 – 8:30 p.m. Park gates open at 7 p.m. for all lectures. There is no charge to enter the park to attend lectures. Visitors are urged to arrive on time to assure seating in the auditorium.
Image for Keys History & Discovery Center presents: Winter Lecture Series
Image for Tropic Cinema presents 'Kalachakra: The Enlightenment,' a Special Event
  • Jan 22, 2020 Key West Arts & Culture
  • Tropic Cinema presents 'Kalachakra: The Enlightenment,' a Special Event
  • Website
  • A group of Tibetan Monks from the Drepung Gomang Monastery have visited Key West for a stop on the Sacred Art Tour -- public is invited to meet them at the Tropic for a Tibetan Reception and the showing of an inspiring movie of the Tibetan people, their rituals, and their culture. A reception from 6:30-7 p.m. with tea and cookies is followed by a screening of ‘Kalachakra: The Enlightenment’ with a Q&A session with the monks. Admission $20 per person
Image for Rat Pack Together Again at Key West Theater
  • Jan 23, 2020 Key West Arts & Culture
  • Rat Pack Together Again at Key West Theater
  • Website
  • A toast to the original Rat Pack, ‘Rat Pack Together Again,’ takes you on a musical journey featuring the greatest hits from the legendary Frank Sinatra, Dean Martin, and Sammy Davis Jr. This production will treat you to Sinatra classics including, ‘Come Fly With Me,’ ‘My Way,’ and ‘New York...’ Dino with great songs like, ‘Everybody Loves Somebody,’ and ‘That's Amore!’ ...and from the dynamic Sammy Davis Jr., ‘Mr. Bojangles’ and Candy Man.’ After watching these performers, you will leave the show feeling as though The Rat Pack is still going strong after all these years. Show Starts 8 p.m., Key West Theater, 512 Eaton St. Tickets available online.
  • Jan 24, 2020 - Jan 26, 2020 Islamorada Fishing
  • Cheeca Lodge Presidential Sailfish Tournament
  • Lisa Thornhill 305-517-4512 E-mail Website
  • Second in the Gold Cup series. Anglers put 20-pound line and light-tackle skills to the test during the two-day challenge against the high-flying acrobatic fish, known for tail-walking the waves. Only circle hooks can be used. "The Presidential" typically awards sophisticated sculpture trophies to top anglers who release the most sailfish.
Image for Matecumbe Historical Trust presents 'Historical Trolley Tour Through Time'
  • Jan 25, 2020 Islamorada
  • Matecumbe Historical Trust presents 'Historical Trolley Tour Through Time'
  • Barbara Edgar 305-393-0940 Website
  • Enjoy an enlightening trolley ride through time. Guided trolley tours depart at 10 a.m. from the Whale Harbor Restaurant. The one-hour, colorful and much acclaimed historical tours feature 29 points of interest on the islands of Islamorada. Tickets may be purchased on site or call in advance. Adults are $20, children six and under are free.
Image for Fourth Annual Coconut Crawl
  • Jan 25, 2020 Marathon
  • Fourth Annual Coconut Crawl
  • Website
  • The Key Colony Beach Community Association's hilarious pub crawl is back! Every stop on the pub crawl is located within Key Colony Beach and the fun includes a poker run, food, prizes (best hand, best costume and best team spirit) and an award ceremony. The event begins at 1:30 p.m. and concludes at 6 p.m. Registration is $30 for members of the KCB Community Association, and $35 for nonmembers. Register for the crawl at the Key Colony Beach Post Office between the hours of 11 a.m. and 1 p.m. on the following days: Tuesday, Jan. 14; Saturday, Jan. 18; Tuesday, Jan. 21; and Thursday, Jan. 23. Participants can also register the day of the event at the KCB Post Office tiki hut.
Image for Native Plant Day 2020 at John Pennekamp Coral Reef State Park
  • Jan 25, 2020 Key Largo
  • Native Plant Day 2020 at John Pennekamp Coral Reef State Park
  • Elena Muratori 305-676-3786
  • From 9 a.m. to 1 p.m, enjoy a native plant giveaway, plant identification, informative talks about insects in Keys gardens and their benefits, stroll nature trails and two butterfly garden tours, children's activities, and more. Event admission is free with park entry fee. John Pennekamp Coral Reef State Park is located at mile marker 102.5 oceanside.
  • Jan 25, 2020 Islamorada
  • 33rd Annual George Poveromo's Saltwater Sportsman National Seminar Series
  • Website
  • The Seminar Series featuring George Poveromo along with teams of top national and regional angling authorities follows a “No Holds Barred” format that requires experts to reveal their prime fishing spots, the best times to fish them and the best baits and lures to use! Attendees receive five hours of fishing instruction, plus chances to win prizes and a Florida Keys fishing trip. Staged at Coral Shores High School Performing Arts Center, mile marker 89.9 in Tavernier, 9 a.m. to 3 p.m.
Image for Key West Artisan Market: Food & Wine Edition
  • Jan 26, 2020 Key West
  • Key West Artisan Market: Food & Wine Edition
  • Website
  • Enjoy wine and spirit sampling and bottle and case pricing to stock your cellar. Enjoy a full bar, multiple food trucks and stalls and shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers. Listen to awesome local musicians, from 10 am to 2 pm at Clarence H. Higgs Memorial Beach. The market is conveniently located close to the free West Martello Tower botanical gardens, White Street Pier and of course, the alluring Atlantic ocean.
Image for Cow Key Channel Waterway Clean up
  • Jan 26, 2020 Key West
  • Cow Key Channel Waterway Clean up
  • Website
  • Paddle with a purpose! Join the Blue Moon Crew from 3-5 p.m., helping beautify the Keys’ waterways. Blue Moon Kayak Key West has adopted Cow Key Channel and encourages volunteers to help keep the waters crystal clear. Make an impact on your vacation by looking closely in the water, in the mangroves and on the beaches. Everyone can make a difference by picking up one, two, three or more pieces of plastic. Participants are educated on the different types of debris, how long each takes to decompose in the Keys’ natural environment and what impacts they have on local flora and fauna. Free kayak rentals for the first 10 signups!
Image for Banana Bay Bazaar
  • Jan 26, 2020 Marathon
  • Banana Bay Bazaar
  • Website
  • The Banana Bay Bazaar is a premier art and culture event held the last Sunday of every month at the infamous sunset bar, The Pointe. This outdoor, fully immersive experience will showcase diverse arts and local vendors bringing together some of the best attractions to give attendees a wonderful taste of The Florida Keys. Celebrate the afternoon with live local music, food trucks and drinks offered at The Pointe, from noon to 5 p.m., inside Banana Bay Resort, mile marker 45.9 bayside.  
Image for Key West Food & Wine Festival
  • Jan 26, 2020 - Feb 2, 2020 Key West Arts & Culture
  • Key West Food & Wine Festival
  • 800-474-4319 E-mail Website
  • Top chefs and restaurateurs display culinary creativity and the Keys' indigenous cuisine in a flavorful schedule of events for food lovers. Highlights include the lively "Old Town Uncorked," neighborhood wine strolls, food and wine pairings, intriguing seminars, winemaker dinner series and a grand tasting.
Image for Impromptu Classical Concerts presents: Trio Gaspard
  • Jan 26, 2020 - Oct 8, 2019 Key West Arts & Culture
  • Impromptu Classical Concerts presents: Trio Gaspard
  • Website
  • Trio Gaspard, whose members are from Germany, Greece and the UK, is one of the most sought-after trios of its generation. Jonian Ilias Kadesha (violin), Vashti Hunter (cello) and Nicholas Rimmer (piano) have been invited to perform regularly at major international concert halls like Wigmore Hall and the Berlin Philharmonie. They have been winners of three major international competitions since their inception in 2010. All Impromptu Classical Concerts are at 4:00 PM at St. Paul’s Episcopal Church, 401 Duval St. in Old Town.
Image for Florida Keys Concert Association presents: Rising Star Concert
  • Jan 27, 2020 Marathon Arts & Culture
  • Florida Keys Concert Association presents: Rising Star Concert
  • (305) 289-1110 or (216) 408-6546 Website
  • Each year the Florida Keys Concert Association presents a “Rising Star” in the classical music field.  Meet Pianist Youlan Ji, born in 1999 in Beijing, China.  At the age of four, she began studying the piano with her mother, and between the ages of nine and twelve, continued her piano studies with Professor Yuan Ling at the Affiliated Middle School of Central Conservatory of Music at Beijing.  In 2012, Youlan moved to New York to attend the Juilliard School’s Pre-College Division, where she continues to study with Yoheved Kaplinsky. Performance at Marathon High School Performing Arts Center. Performance 7:30 p.m. Tickets online.
Image for Tibetan Monks' 2020 Sacred Arts Tour, Upper Keys
  • Jan 27, 2020 - Jan 30, 2020 Islamorada
  • Tibetan Monks' 2020 Sacred Arts Tour, Upper Keys
  • Tibetan Buddhist monks from the Drepung Gomang Monastery return to the Upper Keys to share their ancient cultural teachings, artistic expressions and unique vocal chants with sacred instruments. A series of events include a Tibetan marketplace with handcrafted items.
Image for Florida Keys Concert Association presents: Rising Star Concert
  • Jan 28, 2020 Islamorada Arts & Culture
  • Florida Keys Concert Association presents: Rising Star Concert
  • Website
  • Each year the Florida Keys Concert Association presents a “Rising Star” in the classical music field.  Meet Pianist Youlan Ji, born in 1999 in Beijing, China.  At the age of four, she began studying the piano with her mother, and between the ages of nine and twelve, continued her piano studies with Professor Yuan Ling at the Affiliated Middle School of Central Conservatory of Music at Beijing.  In 2012, Youlan moved to New York to attend the Juilliard School’s Pre-College Division, where she continues to study with Yoheved Kaplinsky. Performance at Island Community Church. Performance 7:30 p.m. Tickets online.
Image for Tropic Cinema presents: Babette's Feast, with Master Sommelier Doug Frost
  • Jan 28, 2020 Key West Arts & Culture
  • Tropic Cinema presents: Babette's Feast, with Master Sommelier Doug Frost
  • Website
  • Meet Doug Frost, one of only three people in the world to have achieved Master Sommelier and Master of Wine distinctions, for a special screening of Gabriel Axel’s Oscar-winning 1987 masterpiece, ‘Babette’s Feast.’ The film is lauded as one of the most sumptuous all-time cinematic celebrations of food and wine. Doug will introduce the event and discuss the featured wines and their context. And, throughout the screening, attendees have the opportunity to taste similar wines to those being featured on screen. Tickets online.
  • Jan 28, 2020 - Feb 8, 2020 Key West Arts & Culture
  • The Studios of Key West presents: Prime Time
  • Website
  • This new musical follows a female TV executive in the 1970s fighting to keep her variety show afloat, her star husband in check and temptation at bay. Under the direction of Murphy Davis, the script takes off, propelled by commanding performances and a whiff of classic TV nostalgia. Shows Tue-Sat Jan 28-Feb 1 & Feb 4-8, 8 p.m.
Image for Old Island Restoration Foundation Lecture Series presents: The Architecture of Key West
  • Jan 28, 2020 Key West Arts & Culture
  • Old Island Restoration Foundation Lecture Series presents: The Architecture of Key West
  • Website
  • Key West is the largest historical district of wooden structures on the US Department of the Interior’s National Register of Historic Places. The charm of Old Town can be attributed to the eclectic mix of over 3,000 wooden buildings constructed throughout the 19-Century; some of which were built in the Bahamas and brought to Key West. In her presentation, art historian Snow Philip will discuss the wide variety of styles and influences that led to Key West’s unique architectural fusion. Snow lives between Key West and Venice, Italy and currently gives presentations to Road Scholar tours on the subject of Architecture. Gates open at 6:00 PM. Admission: $25, OIRF members $15. Water and soft drinks will be available for sale. Held at The Garden at the Oldest House Museum, 322 Duval St. Tickets available online.
  • Jan 29, 2020 - Jan 30, 2020 Islamorada Fishing
  • IFC Sailfish Tournament
  • Website
  • Presented by the Islamorada Fishing Club, the event is the last leg this year of the three-pronged Florida Keys Gold Cup Championship series and typically draws a field of up to 30 boat teams of elite sport fishermen. Kickoff is 1/29 and fishing day is 1/30. A total cash payout for a full field at the IFC Sailfish Tournament could reach $30,000.
  • Jan 30, 2020 - Feb 1, 2020 Key West Fishing
  • Cuda Bowl
  • Loren Rea 305-360-6969 E-mail Website
  • Shallow water flats anglers and guides are invited to hook-up and fight their barracuda rivals. Event is to be headquartered at Hurricane Hole Marina, Stock Island. Prizes and trophies are to be awarded for top angler and guide in light tackle spin and fly divisions.
Image for Pop and Pour, at the Perry Hotel
  • Jan 30, 2020 The Lower Keys Arts & Culture
  • Pop and Pour, at the Perry Hotel
  • Website
  • In a small class setting at the Perry Hotel’s Salty Oyster,from 7-9 p.m., learn step-by-step, tips and tricks from artist Jasmine Jones for creating your very own 10x10 canvas masterpiece, ready to hang. It’s a twist on paint-and-sip, the newest fluid art craze, ‘alcohol inks.’ Space limited, reserve online.
  • Jan 31, 2020 - Feb 1, 2020 Islamorada Fishing
  • Swamp Guides Ball
  • Website
  • Sponsored by the Florida Keys Fishing Guides Association, this all-release event offers team and individual awards to anglers for bonefish, redfish and snook. Anglers fish the shallows of the Florida Keys and the saltwater fringes of the Everglades. Social events are to be headquartered at the Lorelei Restaurant & Cabana Bar.
Image for Marathon Community Theater presents: The Vagina Monologues
  • Jan 7, 2021 - Dec 23, 2020 Marathon Arts & Culture
  • Marathon Community Theater presents: The Vagina Monologues
  • Website
  • An Obie Award-winning whirlwind tour of a forbidden zone. THE VAGINA MONOLOGUES by Eve Ensler, introduces a wildly divergent gathering of female voices, including a six-year-old girl, a septuagenarian New Yorker, a vagina workshop participant, a woman who witnessed her best friend give birth, a Bosnian survivor of rape, and a feminist happy to have found a man who “liked to look at it.” Performances Thursday, Friday and Saturday evening shows at 8:00 pm with a 3:00 pm matinee offered on Sunday, January 17. Tickets $25 pp.
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