• Glow Hours at Hugh’s Views

    Glow Hours at Hugh’s Views
    The Studios of Key West 533 Eaton Street, Key West, FL, United States

    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. Free and open to the public on Monday's and Tuesdays from 6pm-8pm

    Free
  • Trivia Night Mondays at Key West Cooking Show

    Trivia Night Mondays at Key West Cooking School
    Key West Cooking Show 291 Front Street, Key West, FL, United States

    Test Your Knowledge & Tastebuds 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 School! Gather your team or come solo and make new friends as we challenge your brain with a mix of pop culture, history, food facts,...

    Free
  • Old Town Trolley’s Holiday Sights and Festive Nights Tour

    Mallory Square Key West, FL, United States

    No need to gas-up the snowblower this year if you’re planning a holiday escape to the Conch Republic! Here, ‘Christmas chill’ means rockin’ your flops and kicking back island-style and one of the best ways to do that is hopping a ride on Old Town Trolley’s Holiday Sights and Festive Nights Tour! The Southernmost City...

    $24.53 – $36.28
  • Glow Hours at Hugh’s Views

    Glow Hours at Hugh’s Views
    The Studios of Key West 533 Eaton Street, Key West, FL, United States

    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. Free and open to the public on Monday's and Tuesdays from 6pm-8pm

    Free
  • Truman Waterfront Farmers Market

    Truman Waterfront Farmers Market
    Truman Waterfront Park Southard Street, Key West, FL, United States

    Join us every Thursday from 2 pm to 7 pm at the Truman Waterfront for fresh produce grown in Homestead, gorgeous orchids & native plants, artisan selection of meats and cheeses, pickles, honey, nuts & dried fruits, natural soaps and so much more. You’ll find Key West crafts, gifts and the perfect souvenir to take...

    Free
  • Holiday Historic Inn Tour

    Various Key West, FL, United States

    Join us for an enchanted evening of decorated historic inns while enjoying light sweet or savory holiday treats and holiday cheer at each property. Visit each property, explore the unique architecture and history, and delight in holiday ambiance in a tropical setting. The tours are self-guided. Free trolley transportation will be provided between properties -...

    $43.93
  • The Great Gingerbread Build

    Harry S. Truman Little White House 111 Front Street, FL, United States

    Come one, come all to the Great Gingerbread Build at the Harry S. Truman Little White House. This event is free and open to the public. We will have gingerbread crackers, icing, and all sorts of candies to decorate your house with or we will also have a limited amount of kits available to buy...

    Free
  • The Nightmare Before Christmas presented by the Key West Film Society

    Tropic Cinema 416 Eaton Street, Key West, FL, United States

    Movies Under the Stars Kick off the holiday season with a magical night under the stars! In Tim Burton’s beloved stop-motion classic The Nightmare Before Christmas, Jack Skellington—the Pumpkin King of Halloween Town—stumbles upon Christmas Town and decides to bring the holiday spirit home… with some spooky twists. This family-friendly favorite is full of music,...

    Free
  • Danger Charters – Key West Lighted Boat Parade

    Key West Bight Marina 201 William Street, Key West, FL, United States

    Sail-abrate the holiday season with one of the most popular events of th year with the crew at Danger Charters. Guests can join us for the Key West Lighted Boat Parade on either our Viewing Boat or our Parade Boat! Both options include: • Unlimited wine and beer • Passed appetizers • Festive holiday treats...

    $89 – $109
  • Sheriff’s Animal Farm Open House

    Sheriff’s Animal Farm Open House
    The Monroe County Sheriff's Office Children's Animal Farm 5501 College Road, Key West, FL, United States

    Make sure to visit the family-friendly Monroe County Sheriff's Animal Farm, open on the second and fourth Sundays of each month from 1 to 3 p.m. Visits are free of charge, but donations are always welcomed. The farm started as a haven for homeless animals. The first residents were Muscovy ducks and a group of...

    Free