Spend the holiday season with friends and family exploring all that Key West has to offer! Monroe County residents can enjoy the Old Town Trolley tour for FREE when accompanied by a full fare adult paid guest with Hometown Pass
Dates: November 3, 10, 17, 24. 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! While you play, enjoy exclusive bar specials and a mouthwatering Trivia Night menu crafted just for the occasion. It’s the perfect mix of delicious bites, cold drinks, and great vibes.
time title
-
Race World Offshore Championship
Truman Waterfront Park, End of Southard Street
Step into the exhilarating world of Race World Offshore, where the ocean becomes a high-speed battleground for cutting-edge boats and fearless competitors. Welcome to Race World Offshore, where every moment celebrates nautical prowess and the relentless pursuit of victory on the offshore racing stage.
time title
1:00 PM - 3:00 PM
Sheriff’s Animal Farm Open House
Stock Island Detention Center, 5501 College Rd.
Visit the family-friendly Monroe County Sheriff’s Animal Farm, open from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds, and many more. Visits are free, but cash or fresh produce donations are always welcome.
time title
-
Key West Film Festival
Various times and locations
Join filmmakers and film enthusiasts for over 30 film screenings across the island. Scenic venues include historic theaters, beach shorelines, and more. Nightly receptions will be held at popular Key West venues, along with engaging panel discussions and movie selections by noteworthy film critics.
time title
1:00 PM - 3:00 PM
Sheriff’s Animal Farm Open House
Stock Island Detention Center, 5501 College Rd.
Visit the family-friendly Monroe County Sheriff’s Animal Farm, open from 1 to 3 p.m. Animals include a capybara, possum, sloths, goats, birds, and many more. Visits are free, but cash or fresh produce donations are always welcome.
time title
Thanksgiving Dinner
Key West Cooking Show, 291 Front Street
Gather your crew and let us do the cooking! The Key West Cooking Show is serving a full Thanksgiving dinner all day on Thanksgiving Day — four show times to choose from to learn the secrets of slow-roasted turkey with classic fixings, island-inspired sides, and plenty of pie. Bring the whole family, relax in our festive dining room, and toast the holiday with cocktails, wine, and zero stress. Reservations required. Make Thanksgiving effortless this year — come hungry, leave happy, and let the Key West Cooking Show be your holiday tradition.
