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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 October, 2017
Year: Month: 
April 07 to November 30,  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

October 16 to October 29,  in Key West
Key West Art & Historical Society presents: Second Annual "A Royal Retrospective"
Staged in the first floor lobby of the Custom House Museum. It is a look back at decades of Key West Fantasy Fest revelry, royalty and altruism via memorabilia, keepsakes, photographs, and posters, co-curated by Tennessee Williams Key West Exhibit curator Dennis Beaver and Society curator Cori Convertito, Ph.D.
Contact: 305.295.6616 x112
Email: cconvertitofarrar@kwahs.org

October 20 to October 21,  in Key West
Goombay Festival
Held in Key West's historic Bahama Village neighborhood, the lively Goombay is known for its island-style food, arts and crafts, nonstop live entertainment and dancing in the streets. Visitors can experience sights, sounds and flavors recalling Key West's Bahamian heritage. FREE event, noon to midnight both days.

October 20 to October 29,  in Key West
38th Annual Key West Fantasy Fest
This outrageous 10-day costuming and masking celebration features flamboyant masquerade competitions including one for pets, a headdress ball, exuberant promenades, street fairs and a grand parade that stars marching groups, island-style bands and lavish floats. The 2017 festival theme is "Time Travel Unravels." Check website for complete schedule of events!
Contact: 305-296-1817
Email: info@fantasyfest.net

October 22,  in Key West
Zombie Bike Ride
A pre-Halloween tradition for visiting and local families and groups, the ride typically draws several thousand men, women and children — and even a few pets. Garbed in ragged costumes and frightening face and body makeup, they pedal along the island city's Atlantic Ocean shore in a deliciously scary spectacle. The wacky event is to begin at 2 p.m. when "Zombieland" opens at Fort East Martello Museum, a reputedly haunted historic site overlooking the Atlantic Ocean at 3501 S. Roosevelt Blvd.

October 24,  in Key West
Florida Keys Council of the Arts Culture Crawl
A moderately difficult and clever hunt. Connect with the arts CULTURE CRAWL and have an afternoon of fun and frolic. The Florida Keys Council of the Arts hosts the modern, tech-savvy crawl at 2 p.m. Costumed teams of up to four people encouraged. Event begins and registers participants at the OLDEST HOUSE, 322 Duval St., and end at the La Concha Hotel, 430 Duval St.
Contact: 305-295-4369

October 24,  in Key West
Toad the Wet Sprocket at Key West Theater
While most will feel the comforting familiarity of the Billboard-charting hits, "Walk on the Ocean", "All I Want", "Something's Always Wrong", and "Fall Down", new fans will also be well familiar with their new hits such as "California Wasted" which continues to climb the charts. Show starts 8 p.m.
Contact: 305-985-0433
Email: info@keywesttheater.com

October 25,  in Key West
Fantasy Fest Pet Masquerade
The eccentric competition is likely to include canine, feline and avian critters strutting their stuff on an oceanfront stage. "Party animals" can compete for costume prizes and glory. You will see a magic carousel of frisky pets and playful owners, all delightfully disguised, stroll, dance and even skateboard across a stage in a fun frolic for fame and fortune! Think you and your furry, feathered or slithery friend have the perfect outfit? Four categories to enter, $25 each entry; benefits the Lower Keys Friends of Animals.
Email: petmasquerade@hotmail.com

October 26,  in Key West
Key West Art & Historical Society presents: Brick House Funk Party
The funkiest party of Fantasy Fest features live DJs, raw soul, deep funk and groovy music. Free admission, starts 6 p.m., 281 Front St., outside the Custom House.

October 26,  in Key West
Third Annual Smallest Parade In The Universe
A dazzling event, the Smallest Parade in the Universe takes place at 6 p.m. at The Key West Theater. Entrants build tabletop size floats that bobble down a conveyor parade route and are later sold in auction. Benefits Monroe Association for ReMARCable Citizens, a charity supporting Monroe county intellectually challenged adults. Artists, craftsmen, model makers and creative types are encouraged to participate, making floats no larger than 18 inches! Doors open at 5 p.m. for a pre-viewing.

October 27,  in Key West
Fantasy Fest Masquerade March
Begins at the Key West Cemetery at Frances Street entrance but revelers can join the mad march anywhere along the two routes. Start marching at 5:30 p.m.; all are welcome; free admission.

October 27 to October 29,  in Key West
Flying Carrs Circus
The Flying Carrs Circus is back with an all new show called "Back in Time"! We are time traveling throughout the 20th and 21st century using all of our circus skills to guide the way! Join us for a trip through the decades and help us find aerialists, jugglers, acrobats, JP the clown, and more as we make our way back to 2017! Let's do the time warp at 1.21 giggle-watts with The Flying Carrs Circus! Show at the Studios of Key West, 533 Eaton St.

October 28,  in Key West
Bud Light Fantasy Fest Parade
The madcap merriment of Fantasy Fest is to culminate during the Bud Light Fantasy Fest Parade through Key West's historic downtown. Tens of thousands of spectators converge to cheer the parade's elaborately costumed marching groups, dancers in bright feathered costumes and dazzling motorized floats. Join thousands of exuberant partygoers! It doesn't get any wilder than this! Parade steps off at 7 p.m.; free to spectate.