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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, 2015
Year: Month: 
April 04 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

May 12 to October 30,  in Key West
"A Sense of Place - Richard Kemble 1932-2007" Exhibition at Historic Gato Building
Creative audiences can enjoy an opening reception on Tuesday, May 12 from 5:30 - 7:30 p.m., at the Historic Gato Building, 1100 Simonton Street. Parking is free. Exhibition is to be displayed weekdays from 8 a.m. to 5 p.m., through Oct. 30, featuring Kemble's Intaglio, Woodcuts, Sculptures, Ink on Paper, Collages and Oil Pastels.
Contact: 305-295-4369

September 08 to October 18,  in Key West
Educator Appreciation Days at Ripley's Believe It or Not! Odditorium
Summer is almost over and school will soon be in session, and Ripley's Believe It or Not! wants to thank Florida K-12 educators by offering them some extended summer fun with the return of Educator Appreciation Days. For these dates, admission is FREE for educators in the state. Teachers, administrators, counselors, and support staff are eligible for free admission; they just need to bring a current pay stub and photo ID when they visit the attraction. Additionally, up to three guests that come with an educator get 50% off their admission. Located at 108 Duval St.
Contact: 305-293-9939

October 01 to October 29,  in Key West
The Studios of Key West presents: Cómo lo vemos a Usted Exhibition
The "How We See You" exhibition is the result of a project undertaken by Key West-based photographer Jeffrey Cardenas and Cuban photographer Yanela Piñeiro. The exhibition, which debuted at the Museo Nacional de Bellas Artes in Havana December 2014, highlights the diversity of Cubans living in the barrio of La Habana Vieja. The Studios of Key West is located at 533 Eaton St.

October 15 to October 20,  in Key West
Key West Halloween Half Marathon and 5K Run
A Halloween-themed running event that encourages people to dress in their favorite costumes. The race day for the half marathon and 5K are scheduled for Sunday, Oct. 18. On the other event days, parties will be held at local restaurants and bars.

October 15,  in Key West
Walk on White Monthly Art Stroll
Held on the island city's White Street and onto Truman Avenue the third Thursday of each month, the popular evening features exhibitions and receptions at galleries, shops and occasionally other venues. Highlight locations include Harrison Gallery, showcasing the elegant sculptural wood pieces of Helen Harrison and the musicianship of her husband Ben Harrison, and the quirky and inviting Stone Soup Gallery.

October 17,  in Key West
Discovery Saturday Educational Series: What Floats Your Boat?
Kids in kindergarten through fifth grade are invited to join the free, fun-filled Discovery Saturday at the Florida Keys Eco-Discovery Center (35 East Quay Road, Key West) from 10-11 a.m. Find out why boats sink, and learn the different parts of a vessel. Build your own boat and see if it's seaworthy! 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.
Contact: 305-809-4750

October 18,  in Key West
Standup Paddle Invitational 2015
Join a 2-mile paddle board and beach obstacle course to support Special Olympics Florida Monroe County. This all-levels event is fun for beginners and experienced paddlers alike. Race is to be a loop style course offering a great view for our spectators. Registration fee $25. Board rentals available through Lazy Dog.

October 22 to October 30,  in Key West
"King Neptune's Curse: Aliens vs. Coast Guard"
The historic U.S. Coast Guard Cutter Ingham, docked at Key West's Truman Waterfront and operating as a maritime museum, will host this interactive experience. The Coast Guard and attendees will battle "aliens" trying to take over the USCGC Ingham. Each compartment will have various challenges for attendees to complete to "protect" the ship. Shows are scheduled each evening Oct. 22-30 except Oct. 26 and 29. Tickets are to be on sale beginning at 7:30 p.m. and gates open at 8 p.m. Tickets are $15 per adult, $10 per person for active military personnel and $8 per child age 12 and under. Closed-toed shoes are required.

October 23 to October 27,  in Key West
The Sexy Side of Star Wars: A Burlesque Parody
Key West Burlesque takes the classic characters of the beloved Star Wars franchise and drops them into the glittering, glamorous world of burlesque! Doors open 7:30 p.m., show starts 8 p.m., Waterfront Playhouse, Tickets available online for purchase.

October 23 to October 24,  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 23 to November 01,  in Key West
36th Annual Key West Fantasy Fest
This outrageous 10-day costuming and masking celebration features flamboyant costume competitions including one for pets, promenades, street fairs and a grand parade that stars marching groups, island bands and lavish floats. More than 40 masquerade contests, themed parties, parades and other spectacles are to challenge the creativity of mask and costume designers. The 2015 festival theme is "All Hallows Intergalactic Freak Show."
Contact: 305-296-1817

October 25,  in Key West
6th Annual Zombie Bike Ride
Join the wild run from Stock Island to Downtown Key West. Event starts at 2 p.m. at Fort East Martello, featuring a 4 p.m. concert and the bicycle ride departs at 6 p.m. for Duval St. Bikes available for rent, all bikes must be equipped with lights.

October 25,  in Key West
Screaming Green Halloween
From 10 a.m. to 3 p.m., candy, crafts, games, recycle ideas, food & more is to be spread throughout the garden. Kids in costume can hunt for tricks & treats. Costume contest with prizes! Ages 5 & under at 12:15 p.m., ages 6-12 at 1 p.m. *NEW* Group Theme Contest for kids (and adults) of all ages at 2 p.m. Special consideration for costumes made with recycled or green materials. Admission: $5/child; $10/family; KWBGS Members $5/family.

October 25,  in Key West
Visit the Family-Friendly Sheriff's Animal Farm
Looking for a fun place to take the kids? The Sheriff's Animal Farm is open 1 - 3 p.m. Bring the family and come visit the animals at the farm, including miniature horses, a cow, pigs, goats, bunnies, alligators, tropical birds, Kinkajous, Sloths, a Lemur, Kramer the Emu, a family of Patagonian Cavys, a skunk, an opossum, tortoises and turtles, snakes and many more. It is free of charge, but donations are welcomed because that is how the farm is sustained. The farm is located just off of College Road, on Stock Island, at the Sheriff's Office Headquarters complex. Open the second and fourth Sundays of the month.
Contact: Farmer Jeanne Selander 305-293-7300

October 26,  in Key West
Heroes and Villains 5k Run/Walk
Be super, be evil, be awesome and get your run on! Dress up as your favorite Superhero or Super Villain and run, walk or fly to the finish line. Prizes are awarded for most creative, best group, scariest and funniest characters. Winner medals and awards are to given for overall male and female winners, masters (40+) male and female winners. Register online. Race starts at 6 p.m. The race begins and ends at The Reach, A Waldorf Astoria Resort and ends with a luau.
Contact: Beth Moyes 305-747-8563

October 28,  in Key West
Fantasy Fest Pet Masquerade
The wacky costume contest for domestic pets and their people is a highlight of the island city's 10-day Fantasy Fest costuming and masking festival. A magical carousel of frisky pets and playful owners delightfully disguised get ready to frolic for fame and fortune. FREE to watch; fee to enter; benefits Lower Keys Friends of Animals; located at the Casa Marina Resort, 1500 Reynolds St. Starts 5:30 p.m.

October 28,  in Key West
Womankind's Brazaar
Womankind?s high-energy decorated bra auction features stunning Key West women modeling outrageous artistic designs created by local artists. Bid high as all proceeds are donated to Womankind to provide breast cancer screenings and exams to Keys residents. At the Studios of Key West; 533 Eaton St; 8 - 10 PM.
Contact: 305-320-0608

October 29,  in Key West
Smallest Parade in the Universe
Artists and creative spirits are to display unique miniature floats in Key West's PG-13 event, set for 5-9 p.m., at Key West's newest microbrewery, Waterfront Brewery, located at 201 William St. Creativity is encouraged. Each float's visuals and theme must be "PG-13" rated. The tiny floats will be displayed on a specially crafted replica of Key West's Duval Street and projections will be flashed on the "street" to make them look like full-sized parade floats. Proceeds are to benefit the Monroe Association for ReMARCable Citizens. Spectator tickets are $20 per person, available online for purchase at

October 30,  in Key West
Fantasy Fest Masquerade March
Thousands of masked and costumed partiers are to unleash their intergalactic alter egos during the free-spirited Fantasy Fest Masquerade March, a lively walking parade through Key West's historic Old Town. The masquerade march typically attracts spirited bands and merrymakers wearing everything from feathered masks and finery to offbeat costumes inspired by the festival theme. Free to enter and watch, the 2015 promenade is to start at 5 p.m. at the Key West Cemetery's Frances Street entrance. Participants are to proceed along two routes, stopping for libations at bed-and-breakfast inns along the way.