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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, 2017
Year: Month: 
January 20 to February 12,  in Key West
Red Barn Theatre presents: Murder for Two
Everyone is suspect...one actor investigates the crime and the other plays all the suspects and the BOTH play the piano. A highly theatrical duet loaded with killer laughs, it's a perfect blend of music, mayhem, and murder in a witty, winking homage to old fashioned murder mysteries.
Contact: 305-296-9911

January 22 to February 03,  in Key West
Conch Republic Cup, Key West Cuba Race Week
The CRC is a historic race that started in 1997 with direct race to Varadero then expanded to Havana in 1999. The triangle race as it has been coined is a traditional race to Cuba that allows the racer to complete a triangle between KW and two Cuba cities - Varadero and Havana. The CRC is a non-profit organization with the mission to introduce as many of the US sailing community to Cuba as possible as well as revitalize racing in Cuba.
Contact: 305-731-6219
Email: info@conchrepubliccup.org

January 23 to January 30,  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, more than 26 teams from across the United States, Mexico, Central America, Sweden and India participate.
Contact: 305-896-8678
Email: iwffa@iwffa.com

January 24 to January 28,  in Key West
Key-West-to-Cuba Theatrical Exchange
Key West Theater will present a full production of the Cuban play "Eclipse" by renowned Cuban playwright Jazz Vilá in English with Cuban actors, the first theatrical exchange to take place between America and Cuba in more than 50 years. "Eclipse" is a modern retelling of the classic play "Miss Julie" by August Strindberg, which uses the tool of reality television to contemporize the classic work.
Contact: (305) 985-0433

January 24 to February 11,  in Key West
Waterfront Playhouse presents: The Trip to Bountiful
American masterpiece about the universal pull that we all feel for "home." Carrie Watts is an elderly widow, trapped in the tiny Houston apartment of her overprotective son and domineering daughter-in-law, who wants to return to her hometown of Bountiful - one last time before she dies. With pension check in hand, she breaks free. Her journey is filled with humor and tenderness that's both touching and life-affirming.
Contact: 305-294-5015

January 25 to January 29,  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 26,  in Key West
Key West Art & Historical Society Distinguished Speaker Series: Running with the Bulls
In 1926, Ernest Hemingway's novel "The Sun Also Rises" portrayed a dangerous, 875-meter run with bulls in Pamplona, which would subsequently become one of the most famous events in the world because of it. From 6:00 pm - 7:00 pm, John Hemingway, grandson of the legendary author and Key West Art & Historical Society's Distinguished Speaker guest, will appear at the San Carlos Institute to present his own unique experience with the run and the Pamplona Posse affiliated with it. Cost is $25 for members, $35 for nonmembers.
Contact: 305-295-6616, x115

January 26,  in Key West
South Florida Symphony presents: Ubermensch
Featuring violin soloist Tessa Lark, enjoy a Korngold concerto for violin and orchestra. Performance at 7:30 p.m., Florida Keys Community College, Tennessee Williams Theatre

January 27 to January 29,  in Key West
Fish for Jose!
Enjoy music, dinners, guest speakers, live auctions and more during this inaugural celebration of Jose Wejebe and his mission of giving back to the Florida Keys fishing community! This three-day event encourages the local community to take time to do something new and/or share a fishing experience with a friend—something that will help continue to spread Jose Wejebe's mission of giving back. Additionally, both the Foundation and the event help carry on Jose's legacy of making fishing dreams come true through organizations like Make-A-Wish Foundation and the Veterans Recreation Department of the Miami VA Hospital.

January 28 to January 29,  in Key West
32nd 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 29,  in Key West
Key West Theater presents: The Ramble
Key West musicians come together to perform in this exclusive concert experience: a celebratory night of live music featuring the best talent the southernmost island has to offer. Special guests include Dora Gholson, Carter Brothers, Pete & Wayne and Robert Douglas.
Contact: 305-985-0433
Email: info@thekeywesttheater.com

January 29,  in Key West
26th Annual Al Mueller Golf Tournament
Join the Big Pine & Lower Keys Rotary for the 26th Annual Take Stock in Children (Al Mueller Memorial Classic) golf tournament at the Key West Golf Course. The format is a 4-person team best ball scramble. Registration starts at 6:30 a.m. Play starts at 7:30 a.m. Cost is $100 per player. This includes 2 mulligans, 2 red tees and an awards luncheon at the end of the tournament. There will be hole prizes, raffle prizes and 50/50.
Contact: Register (305) 294-5232
Email: wtycoliz@msn.com

January 29,  in Key West
23rd 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 Westin Key West Resort & Marina pier. Event proceeds benefit the nonprofit Monroe Association for ReMARCable Citizens.
Contact: 305-294-9526, ext 25

January 29,  in Key West
Key West Impromptu Classical Concerts presents: Ashu
Ashu has cultivated a pioneering career as the first and only full-time concert saxophone soloist. He has established an extraordinary ability to communicate with audiences around the world through his charismatic and emotive performance style. Show starts 4 p.m., St. Paul's Episcopal Church, 401 Duval St.
Email: kmcvhooper@comcast.net