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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
The Tourism & Development Council of the Florida Keys

Events in The Florida Keys for October, 2016
Year: Month: 
April 09 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: Rob Harris 305-587-6718

October 21 to October 30,  in Key West
37th 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 2016 festival theme is "Political Voodoo and Ballot-Box Barbarians."
Contact: 305-296-1817

October 21 to October 22,  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.

October 21 to October 26,  in Key West
Peter Pan's Adventures in Naughty Land: A Burlesque Parody
Peter Pan's Adventures in Naughty Land: A Burlesque Parody is a grown-up version of one of the world's most beloved stories. The always-outstanding Key West Burlesque performers and an array of special guest stars including Cheeky Derrière, Moana Amour and Aurora Natrix, portray the cast of the cherished tale like you have never seen them before. Performances at Waterfront Playhouse. Doors open at 7:30 p.m., show begins at 8 p.m.
Contact: 305-294-5015

October 22,  in Key West
Key West Theater presents: Psychedelic Furs
Alternative rock lovers, this show is for you! Led by vocalist and songwriter Richard Butler, and his bass-wielding brother Tim, the Furs scored major hits with "Love My Way," "Pretty In Pink," "Heaven," "The Ghost In You," and "Heartbreak Beat" in all releasing seven studio albums, spawning several compilations, a boxed set, and a live concert DVD. Show time 8 p.m.
Contact: 305.985.0433

October 23,  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 and tree-lined streets 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 26,  in Key West
Fantasy Fest Pet Masquerade
The eccentric competition is likely to include Re-pup-licans and Demo-cats as well as other canine, feline and avian critters strutting their stuff on an oceanfront stage. Political "party animals" can compete for costume prizes and glory Thursday during soirees including a tantalizing toga party that is one of the festival's longest-running events.

October 27,  in Key West
The Smallest Parade In The Universe
A dazzling event from 5-9 p.m., at the corner of Caroline and William streets, at Key West Waterfront Brewery. Artists, craftsmen, model makers and creative types are encouraged to participate, making floats no larger than 18 inches! They are to "parade" down a replica of Key West's famed Duval Street while projections are flashed on the "street" to make them look like full-sized floats. Up to $2,000 in prizes. Event proceeds are to benefit the Monroe Association for ReMARCable Citizens, a nonprofit that provides life services for Monroe County's adult developmentally and intellectually disabled residents. Spectator tickets are $20 per person.

October 28,  in Key West
Fantasy Fest Masquerade March
Thousands of costumed revelers are to parade through Key West's historic Old Town during the offbeat Masquerade March that begins at the local cemetery. The march is a highlight of the island's annual Fantasy Fest celebration, a lavish pre-Halloween masking and costuming festival scheduled Oct. 21-30. Themed "Political Voodoo and Ballot-Box Barbarians" in an offbeat salute to the upcoming U.S. presidential election, Fantasy Fest offers a 10-day roster of more than 40 elaborate events.

October 31,  in Key West
Key West Theater presents: Little River Band
Little River Band was the first Australian band to successfully conquer foreign markets from an Australian base. Fans of the band are treated to an entertaining mix of classic songs and new material, delivered as always with that trademark LRB blend of impeccable vocals, soaring harmonies, kick-ass playing and the unmistakable feeling of a band really enjoying itself. Show time 8 p.m.
Contact: 305.985.0433