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Key West Events Calendar

Trivia Night at Key West Cooking Show April 27, 2026 - 6:00 pm - 8:30 pm

April 27, 2026 - 6:00 pm - 8:30 pm
Join us every Monday from 6:00 to 8:30 PM for a sizzling evening of fun, food, and friendly competition at Trivia Night at the Key West Cooking Show! Gather your team or come solo and make new friends as we challenge your brain with a mix of pop culture, history, food facts, and island oddities. Fabulous prizes await the top scorers—and maybe even a few surprises for the most creative answers!

Tropical Bites Cooking Demonstrations April 28, 2026 - 11:00 am - 9:00 pm

April 28, 2026 - 11:00 am - 9:00 pm
Lunch: Mojo Roast Pork This vibrant, flavor-packed dish embodies the heart of island cooking. Marinated in a zesty blend of [...]

Rum Revelations: A Cocktail Adventure April 28, 2026 - May 2, 2026 - 12:00 pm - 3:00 pm

April 28, 2026 - May 2, 2026 - 12:00 pm - 3:00 pm
Mix, shake, and sip as you explore premium spirits and create signature drinks in a fun, interactive setting. A must-do [...]

Key West History Through Five Craft Cocktails April 28, 2026 - May 2, 2026 - 5:00 pm - 7:00 pm

April 28, 2026 - May 2, 2026 - 5:00 pm - 7:00 pm
Mix, shake, and sip as you explore premium spirits and create signature drinks in a fun, interactive setting. A must-do [...]

29th Annual Songwriter's Festival April 29, 2026 - May 3, 2026 - All Day

April 29, 2026 - May 3, 2026 - All Day
The Key West Songwriters Festival is the largest festival of its kind in the world and is known as a career starter for top country talent. The festival has kicked off the careers of household names. In its 29th year, KWSF has grown into a top destination for music lovers who flock to Key West for five days and nights of live music and storytelling from veteran songwriters and the next big hit-makers.

Island Indulgence Cooking Demonstrations April 29, 2026 - 11:00 am - 9:00 pm

April 29, 2026 - 11:00 am - 9:00 pm
Lunch: Jerk Chicken This vibrant, fiery, flavorful dish perfectly blends the islands’ bold spices and smoky heat. Marinated in a [...]

Catch of the Day Cooking Demonstrations April 30, 2026 - 11:00 am - 9:00 pm

April 30, 2026 - 11:00 am - 9:00 pm
Lunch: Grits-N-Grunts A Key West favorite that perfectly blends southern comfort with island flair. Tender, flaky grunt fish is lightly [...]

Key West Farmers Market April 30, 2026 - 1:00 pm - 6:00 pm

April 30, 2026 - 1:00 pm - 6:00 pm
Shop local every week with a wide mix of vendors, including: • Arts, crafts, and handmade goods • Jewelry, clothing, [...]

A Taste of Havana Cooking Demonstrations May 1, 2026 - 11:00 am - 9:00 pm

May 1, 2026 - 11:00 am - 9:00 pm
Lunch: Ropa Vieja A beloved Cuban classic, Ropa Vieja features tender, shredded beef slow-cooked in a savory tomato-based sauce with [...]

You're A Good Man, Charlie Brown May 1, 2026 - May 3, 2026 - 7:00 pm - 9:00 pm

May 1, 2026 - May 3, 2026 - 7:00 pm - 9:00 pm
Produced in cooperation with Bravo Theatre. The show will be performed by kids, 2nd through 5th grade.

Key West Comfort Cooking Demonstrations May 2, 2026 - 11:00 am - 9:00 pm

May 2, 2026 - 11:00 am - 9:00 pm
Lunch: Picadillo A savory-sweet stew that perfectly captures Key West’s diverse culinary heritage is a must-try dish. The hearty combination [...]

Aqua D'Keys Perfume Experience May 3, 2026 - May 9, 2026 - All Day

May 3, 2026 - May 9, 2026 - All Day
A hands-on perfume-making class right here in Key West. Discover the world of fragrances at Aqua D'Keys. These classes are designed to help you understand the fundamentals of creating your own fragrance, from selecting the ingredients to crafting the accord and finalizing your unique scent.

Local's Sunday May 3, 2026 - All Day

May 3, 2026 - All Day
The first Sunday of the month offers Monroe County locals FREE admission to all Historic Tours of America attractions: Old [...]

Trivia Night at Key West Cooking Show May 4, 2026 - 6:00 pm - 8:30 pm

May 4, 2026 - 6:00 pm - 8:30 pm
Join us every Monday from 6:00 to 8:30 PM for a sizzling evening of fun, food, and friendly competition at Trivia Night at the Key West Cooking Show! Gather your team or come solo and make new friends as we challenge your brain with a mix of pop culture, history, food facts, and island oddities. Fabulous prizes await the top scorers—and maybe even a few surprises for the most creative answers!

Tropical Bites Cooking Demonstrations May 5, 2026 - 11:00 am - 9:00 pm

May 5, 2026 - 11:00 am - 9:00 pm
Lunch: Mojo Roast Pork This vibrant, flavor-packed dish embodies the heart of island cooking. Marinated in a zesty blend of [...]

Rum Revelations: A Cocktail Adventure May 5, 2026 - May 9, 2026 - 12:00 pm - 3:00 pm

May 5, 2026 - May 9, 2026 - 12:00 pm - 3:00 pm
Mix, shake, and sip as you explore premium spirits and create signature drinks in a fun, interactive setting. A must-do [...]

Key West History Through Five Craft Cocktails May 5, 2026 - May 9, 2026 - 5:00 pm - 7:00 pm

May 5, 2026 - May 9, 2026 - 5:00 pm - 7:00 pm
Mix, shake, and sip as you explore premium spirits and create signature drinks in a fun, interactive setting. A must-do [...]

Island Indulgence Cooking Demonstrations May 6, 2026 - 11:00 am - 9:00 pm

May 6, 2026 - 11:00 am - 9:00 pm
Lunch: Jerk Chicken This vibrant, fiery, flavorful dish perfectly blends the islands’ bold spices and smoky heat. Marinated in a [...]

Catch of the Day Cooking Demonstrations May 7, 2026 - 11:00 am - 9:00 pm

May 7, 2026 - 11:00 am - 9:00 pm
Lunch: Grits-N-Grunts A Key West favorite that perfectly blends southern comfort with island flair. Tender, flaky grunt fish is lightly [...]

Key West Farmers Market May 7, 2026 - 1:00 pm - 6:00 pm

May 7, 2026 - 1:00 pm - 6:00 pm
Shop local every week with a wide mix of vendors, including: • Arts, crafts, and handmade goods • Jewelry, clothing, [...]
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