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Almond Tree Inn
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Key West: America's Caribbean Island

A tropical paradise with fabulous weather, exotic plants and flowers that grow wild, sunsets famous for their beauty and a historic district larger than most any city in America… there’s something for everyone in Key West.

Historic sites, charming shops, great art galleries and quiet beaches provide a wealth of entertainment. Key West nightlife is exciting with world class restaurants, lively bars, shows, and theatres. Best of all, everything is within walking or biking distance from the Almond Tree Inn! 

Key West is also known for its never-ending events! There always seems to be something going on within the island. Scroll down or click here to view the Key West Calendar of Events (anchor link down to section).

Here are some of our top picks, just to name a few! Ask the front desk for more recommendations to fit your style.

Key West Attractions & Museums: 

Key West Activities & Tours

Key West Restaurants & Bars (there’s plenty, but here are a few right out our doors):

Key West Calendar of Events

Event calendar courtesy of fla-keys.com
The Tourism & Development Council of the Florida Keys

Events in The Florida Keys for January, 2018
Year: Month: 
January 01 to August 31,  in Key West
Key West Fishing Tournament
More than 40 species of fish are targeted during these months, with divisions for men, women, junior anglers (ages 10 to 14) and Pee Wees (under 10 years old). The Key West Fishing Tournament strongly encourages the release of game fish. All participating anglers receive certificates noting their catches and qualify for a variety of prizes.
Contact: Doris Harris 305-923-5934
Email: director@keywestfishingtournament.com

January 22 to January 29,  in Key West
Kelly McGillis Classic International Flag Football Championship
Women and girls from around the world are to meet on the playing field for hard-fought sporting action. Each year, nearly 30 teams from across the United States, Mexico, Central America, Sweden and India participate.
Contact: 305-896-8678
Email: iwffa@iwffa.com

January 23 to February 04,  in Key West
Waterfront Playhouse presents: 1776, In Concert
"1776" is the Tony Award winning musical which brings history to life as it dramatizes America's contentious Founding Fathers and their determination to do the right thing for a fledgling nation. Engaging, witty and passionate, this Broadway musical takes audiences back to the long, hot Philadelphia summer of 1776 when John Adams of Massachusetts, Benjamin Franklin of Pennsylvania and Thomas Jefferson of Virginia bid members of the Second Continental Congress to proclaim independence from the tyranny of British monarchy and adopt the United States Declaration of Independence.
Contact: 305-294-5015

January 23 to February 17,  in Key West
Red Barn Theater presents: 20th Century Blues
This sharply funny and evocative exploration of time was the flat our hit of the 2016 Contemporary American Theatre Festival in the 25th season. The play centers on four women who bonded as protesters one night in jail in their youth. Through the vagaries of love, careers, children, and lost causes, the women reunite once a year for a photo shoot, chronicling their changing selves. But when these private photos have the potential to become part of a public exhibit, mutiny erupts and relationships are tested. Featuring Marjorie Paul-Shook, Annie Miners, Peggy Montgomery, Deborah Jacobson, Kathy Russ, and Justin Ahearn.show times and tickets online. Red Barn Theater is located at 319 Duval St.
Contact: 305-296-9911

January 24,  in Key West
Key West Art & Historical Society presents: Conch Revival Picnic
The Key West Art & Historical Society and Isle Cook Key West have teamed up to present a picnic-style Conch heritage dinner and co-benefit for Grimal Grove prepared by acclaimed chefs Martha Hubbard and Dave Furman. Staged on the grounds of the Key West Lighthouse & Keeper's Quarters, the picnic features a wine and appetizer pairing, a variety of classic Key West/Conch recipes using produce from Grimal Grove, and a Molletes cook-off competition coordinated by Key West Food Tours creator Analise Smith and her Cuban-Conch recipe aficionada mother Teresa Menendez. Tickets $35 for Members and $45 for Non-members.
Contact: 305.295.6616 x111
Email: scowles@kwahs.org

January 24 to January 28,  in Key West
Key West Food & Wine Festival
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.
Contact: 800-474-4319
Email: dolce@dolceeventsandmarketing.com

January 25 to January 27,  in Key West
Studios of Key West presents: Heisenberg
A chance meeting on a train platform is the spark that sets off this meticulous examination of human relationships. Mike Mulligan returns under the direction of Dennis Zacek, joined by acclaimed Chicago actress Dana Black. On its 2015 premiere, Ben Brantley of the New York Times called the play "shimmeringly and satisfyingly elusive." Shows at 7 p.m., Sunday at 3 p.m.

January 26 to January 27,  in Key West
Key West Theater presents: Arlo Guthrie
Arlo Guthrie has been known to generations as a prolific songwriter, social commentator, master storyteller, actor and activist. Born in Coney Island, New York in 1947, Arlo is the eldest son of Marjorie Mazia Guthrie, a professional dancer with the Martha Graham Company and founder of The Committee to Combat Huntington's Disease, and America's most beloved singer/writer/philosopher/artist Woody Guthrie. Arlo has become an iconic figure in folk music in his own right with a distinguished and varied career spanning over fifty years. Show starts 8 p.m. each night.
Contact: 305-985-0433

January 27 to January 28,  in Key West
33rd Annual Key West Craft Show
Tens of thousands of attendees browse and buy among juried artisans and crafters who gather to display their talents at this popular outdoor festival on lower Whitehead Street in historic Old Town Key West.
Contact: 305-294-1243
Email: kwartctr@earthlink.net

January 28,  in Key West
24th Annual Key West Master Chefs Classic
Local restaurants vie for top honors in appetizer, entrée and dessert categories. Attendees sample the culinary treats while judges pick the winners. The show is held from 4-7 p.m. at the Margaritaville Resort & Marina pier, 245 Front St. Event proceeds benefit the nonprofit Monroe Association for ReMARCable Citizens.
Contact: 305-294-9526, ext 25

January 28,  in Key West
Key West Artisan Market presents: Culinary & Wine Show
Culinary & Wine Show features local chef specialties, exotic cheeses, wine tasting and dozens of great vino by the bottle and case. Guests are encouraged to ride bikes or the bus which conveniently stops in front of the Restaurant Store. Parking is available in the Old Town Parking Garage at 300 Grinnell Street. Please bring your own bags.

January 30,  in Key West
Studios of Key West presents: Tom Rush in Concert
With wry humor and a guitar style that's all his own, Tom Rush is a legend and a lure to audiences around the world. His shows are filled with the rib-aching laughter of terrific storytelling, the sweet melancholy of ballads, and the passion of gritty blues. Show starts 7 p.m.