• An Evening with Norman Van Aken

    Key West Cooking Show 291 Front Street, Key West, FL, United States

    Join the Key West Cooking Show for an Evening with Chef Norman Van Aken. A legend in the Key West culinary scene, Van Aken is a James Beard Award winner and author of seven cookbooks, including My Key West Kitchen. Enjoy great conversation and food with one of America’s most acclaimed chefs. With an amzinng...

    $140
  • European Style Holiday Market at the Hellings Curry Museum

    Hellings Curry Museum 319 Duval Street, Key West, FL, United States

    Join us on Saturday, December 6th at noon for the Key West Woman’s Club’s first-ever European Style Holiday Market, a festive community event created entirely by our own talented members. Our front courtyard at 319 Duval Street will be filled with member-made holiday gifts, baked goods, crafts, décor, and treats inspired by the charm of...

    Free
  • Santa at the Shops of Mallory Square

    Shops at Mallory Square 291 Front Street, Key West, FL, United States

    Ho ho ho! Bring the family for a festive Key West holiday moment with Santa himself at The Shops at Mallory Square. Enjoy photos, holiday cheer, and a little island Christmas magic — perfect for families, friends, and visitors of all ages! Join us at the Shops of Mallory Square for a festive afternoon filled...

    Free
  • Key West City “Hometown Holiday Parade”

    Various Key West, FL, United States

    Parade starts on Truman Ave. (at White St.) then proceeds to Duval St., then down Duval St. ending at Eaton St. The most charming hometown parade you’ll ever see with holiday floats, and tons of kids (of all ages). Of course Santa will make a guest appearance! Parade goes south down Truman Avenue to Duval...

    Free
  • 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