Outdoor art market with people browsing colorful paintings under umbrellas.

Events

It's not just another day in paradise! You'll find doings and happenings up and down the Keys, nearly every day of the year. Check out the latest fun and frolic below.

See Some Shenanigans
Dates
Destination
Category
Key West

Destroying David – Waterfront Playhouse (Spotlight Series)

November 12-14, 2026 Destroying David at Waterfront Playhouse launches the Spotlight Series with a thought-provoking and immersive theatrical...

Key West

Prime of Life Yoga

-

Reconnect with your body, mind, and the natural beauty of Key West during Prime of Life Yoga at the Key West Tropical Forest & Botanical Garden. Held...

Key West

Burgers & Buffet Tunes: A Tribute Show at Comedy Key West

-

There are plenty of places to enjoy lunch in Key West, but only one invites you to dine with a legend. Burgers & Buffett Tunes at Comedy Key West is a...

Key West

Key West Farmers Market

-

Discover the vibrant Florida Keys Farmers Market, where fresh local flavors, handmade treasures, and island charm come together in a lively open-air...

Key West

Key West Oyster Fest

Key West Oyster Fest Date: Saturday, November 14, 2026 Time: 5:00 – 10:00 PM Location: Half Shell Raw Bar, Key West Historic Seaport Shuck, slurp and...

Key West

Sea Turtle Shell-E-Bration

Saturday, November 14, 2026, from 6:00 to 8:00 p.m. The Key West Aquarium marks the close of sea turtle nesting season with an evening gathering...

Key West

Making Embossed Tin Ornaments with Pam Hobbs

Saturday, November 14, 2026, from 10:30 a.m. to 1:00 p.m. Local artist Pam Hobbs teaches embossed tin ornament making at The Studios of Key West...

Key West

A Tribute to the Songs of Pete & Wayne

Enjoy a night of music, storytelling, and laughter at A Tribute to the Songs of Pete & Wayne at the Key West Theater, located at 512 Eaton Street...

Key West

The Garcia Project

Sunday, November 15, 2026. Get ready for a soulful night of jams as The Garcia Project returns to the Key West Theater, presented by Rams Head...

Key West

Stargazing 101 with Larry Halstead

-

Monday, November 16 and Tuesday, November 17, 2026, both evenings from 7:00 to 9:00 p.m. Larry Halstead leads a two-evening introduction to astronomy...

Key West

Glow Hours at Hugh’s Views

-

Every Monday and Tuesday, experience Glow Hours at Hugh’s View in Key West, a one-of-a-kind rooftop evening set above The Studios of Key West. Take in...

Key West

Monday Night Jazz Jams

-

Kick off the week with the smooth sounds of Monday Night Jazz Jams at the William Weech American Legion Post 168 in Key West. Held every Monday from 8...

Key West

Key West Film Festival

-

Named one of Moviemaker Magazine’s “25 Coolest Film Festivals in the World,” the Key West Film Festival shines a spotlight on creativity and cinematic...

Key West

Hemingway in a Funny Way at Comedy Key West

-

Raise a glass to one of Key West’s most legendary literary figures during this playful tribute to Ernest Hemingway at Comedy Key West. Led by comedian...

Key West

RAMS HEAD PRESENTS: Marty Stuart and His Fabulous Superlatives

Enjoy an unforgettable evening of country music with Marty Stuart and His Fabulous Superlatives at the Key West Theater. A five-time GRAMMY Award...