search icon

Key West Events Calendar

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

November 30, 2026 - 6:00 pm - 8:30 pm
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!

Charity Bingo Night November 30, 2026 - 7:00 pm - 9:00 pm

November 30, 2026 - 7:00 pm - 9:00 pm
Locals and visitors alike gather for Green Parrot Bingo every Monday from 7-9:00 pm. Even with cards costing players just [...]

Open Mic Night: Music, Poetry, Creative Acts November 30, 2026 - 7:30 pm - 9:00 pm

November 30, 2026 - 7:30 pm - 9:00 pm
The stage is yours on Mondays! Open mic hosted by Captain of Ceremonies, Patrick Carter. All creative acts are welcome. [...]

Rum Revelations: A Cocktail Adventure December 1, 2026 - December 5, 2026 - 12:00 pm - 3:00 pm

December 1, 2026 - December 5, 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. This immersive experience is a must-do in Key West for cocktail lovers and curious beginners alike.

Quilted Gifts for the Holidays December 1, 2026 - 12:30 pm - 3:30 pm

December 1, 2026 - 12:30 pm - 3:30 pm
Join Instructor Margo Ellis in this 4-week workshop as she teaches you to make quilted gifts: wine/water bottle bags, wallets [...]

Key West History Through Five Craft Cocktails December 1, 2026 - December 5, 2026 - 5:00 pm - 7:00 pm

December 1, 2026 - December 5, 2026 - 5:00 pm - 7:00 pm
Join us for a fast-paced, flavor-filled journey through time where every cocktail tells a story. Pour premium, top-shelf spirits while mastering classic mixology techniques from scratch.

Lobster Enchilado Dinner Experience December 1, 2026 - 5:30 pm - 8:45 pm

December 1, 2026 - 5:30 pm - 8:45 pm
A coastal Latin American favorite, especially in Cuban and Caribbean cuisine. Succulent lobster is simmered in a rich, spicy tomato sauce with garlic, onions, bell peppers, and bold seasonings.

Glow Hours December 1, 2026 - 6:00 pm - 8:00 pm

December 1, 2026 - 6:00 pm - 8:00 pm
Our Hugh’s View roof terrace offers the best views in town, and an ideal spot to catch the sunset and a drink with friends. The bar is open, admission is free, and everyone looks great in the golden twilight.

Writing a Life: The Building Blocks of Memoir December 2, 2026 - 2:00 pm - 4:00 pm

December 2, 2026 - 2:00 pm - 4:00 pm
Dig deeper into the stories of your life and discover new tools for shaping them into memoir. Janice Gary will [...]

Charcoal Portrait Drawing Art Class December 2, 2026 - 5:00 pm - 7:00 pm

December 2, 2026 - 5:00 pm - 7:00 pm
Learn fundamental portrait drawing techniques from local art instructor, Shannon Martin Perkins. SHAN will guide you through the creation of detailed drawings based on photos of your favorite person or even a well-known icon.

Key West Seafood Risotto Dinner Experience December 2, 2026 - 5:30 pm - 8:45 pm

December 2, 2026 - 5:30 pm - 8:45 pm
This luxurious dish showcases the freshest catch of the day, combined with creamy, perfectly cooked Arborio rice. Infused with a delicate blend of seafood stock, garlic, and a splash of white wine.

13th Annual POSH Florida Keys SPCA Fundraiser December 2, 2026 - 6:00 pm - 9:30 pm

December 2, 2026 - 6:00 pm - 9:30 pm
A gala event featuring Vintage Remix Orchestra’s 20-piece band, raffles, food and drinks, and a silent auction.

Arts & Drafts December 2, 2026 - 7:00 pm - 9:00 pm

December 2, 2026 - 7:00 pm - 9:00 pm
This relaxed, social art night pairs a casual guided lesson with your favorite beverage, creating an easygoing setting for creativity, conversation, and fun.

It’s a Wonderful Life: A Live Radio Play December 2, 2026 - December 17, 2026 - 7:30 pm - 9:30 pm

December 2, 2026 - December 17, 2026 - 7:30 pm - 9:30 pm
For the holidays, “It’s a Wonderful Life: A Live Radio Play”, transforms the theatre into a 1940s radio studio, complete with live Foley effects, a jazz trio, and original jingles created for local Key West businesses. It’s a playful, inventive reimagining of a beloved story–one that celebrates both theatrical craft and the spirit of the season.

Holiday Shell Painting Class December 3, 2026 - 10:00 am - 12:00 pm

December 3, 2026 - 10:00 am - 12:00 pm
Join us at the Key West Library for a holiday painting class! Paint shells to create a festive tree or wreath.

Key West Farmers Market December 3, 2026 - 1:00 pm - 6:00 pm

December 3, 2026 - 1:00 pm - 6:00 pm
Shop local every week with a wide mix of vendors.

Braised Ox Tail Over Rice Dinner Experience December 3, 2026 - 5:30 pm - 8:45 pm

December 3, 2026 - 5:30 pm - 8:45 pm
Slow-braised until meltingly tender, our oxtails highlight the rich, savory depth of Old World technique.

21st Annual Pet Pictures with Santa™ December 3, 2026 - 6:00 pm - 8:00 pm

December 3, 2026 - 6:00 pm - 8:00 pm
Santa pics with pets and kids, big and small, treats for all! Get professional furry family photos for that special holiday card this year, and also support the Kids in the Lower Keys!

Nutcracker Key West December 3, 2026 - December 7, 2026 - 6:00 pm - 9:00 pm

December 3, 2026 - December 7, 2026 - 6:00 pm - 9:00 pm
This whimsical production is a sumptuous blend of art, music, and local flair, perfect for the entire family.

Vibrator Races for Charity December 3, 2026 - 6:00 pm - 8:00 pm

December 3, 2026 - 6:00 pm - 8:00 pm
Join us for a night of silliness like nowhere else. In a nutshell, we race vibrators for charity and have [...]
1 2 3 4 5 6 7 8 9 10 11 12