• TribFest Key West

    Coffee Butler Amphitheater 21 Quay Rd, Key West, FL

    TribFest Key West is an electrifying concert event featuring tribute artists from around the globe. Fans gather to experience iconic performances replicating legendary musicians. This vibrant festival transforms Key West into a haven for music lovers, celebrating timeless hits.

  • Key West Artisan Market

    Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

    Join the fun at the Key West Artisan Market on select Sundays! Discover local artisans showcasing colorful handmade crafts, unique jewelry, and delicious treats. Enjoy live music, tasty bites from local food vendors, and soak up the festive island vibes. It’s the perfect place to support creativity and find one-of-a-kind treasures!

    Free
  • Key West Film Festival

    The Key West Film Festival, a celebration of contemporary cinema, offers a rich blend of artistic vibrancy and cultural diversity in a historic island community. Through screenings, discussions, and workshops, it showcases Florida filmmaking talent while providing access to industry leaders and supporting emerging local student filmmakers.

  • Key West Farmer’s Market

    Truman Waterfront Pier Southard St, Key West, FL, United States

    Discover the vibrant flavors and local treasures at the Key West Farmer's Market, held every Thursday at the Truman Waterfront Pier. Browse an array of stalls brimming with freshly harvested produce, artisanal goods, and handmade crafts, all crafted with passion by local vendors. Immerse yourself in the lively atmosphere, where the scent of ripe fruits mingles with the sounds of live music, creating an unforgettable experience for visitors and locals alike.

  • Annual Fall Plant Sale & Art Market

    West Martello Tower 1100 Atlantic Blvd., Key West, FL, United States

    The Key West Garden Club holds its annual Fall Plant Sale at the West Martello Tower, located at 1100 Atlantic Blvd., in Key West on Friday & Saturday November 22-23 from 10 AM until 3 P.M. Admission and parking are FREE!

  • Lighting of the Key West Harbor Walk of Lights

    Harbor Walk

    Gather on the Harbor Walk plaza at Greene and Elizabeth St. to best see the official lighting of the 2024 Key West Harbor Walk of Lights with lights and creative displays reflecting the Maritime History of Key West. The Key West Harbor Walk of Lights stays lit nightly through New Year's Eve, stretching along the Key West Historic Seaport and Key West Bight Marina. Festive music starts at 5 p.m., by the Fishing Buoy tree, with the tree lighting at 6 p.m. Music at the Lobster Trap tree begins at 6 p.m. with the tree at 7 p.m. The displays are to remain illuminated nightly through Dec. 31.

  • Key West: 2nd Annual Southernmost Turkey Trot 5k

    Southernmost Buoy 1400 Whitehead St., Key West, FL, United States

    Have some fun with family and friends and work up an appetite with the 2nd annual Southernmost Turkey Trot 5k or the 1-mile Rooster Romp walk. Races begin at 8 a.m. at the Southernmost Point Buoy, 1400 Whitehead St. Proceeds benefit Reef Relief.

  • Key West: Black Friday Market

    Truman Waterfront Pier Southard St, Key West, FL, United States

    Stop by the Truman Waterfront from 10 am to 6 pm for a spectacular shopping event. Experience the largest show of the year with all your favorite Farmers Market vendors alongside a wide array of Artisan Market artists. Discover unique treasures, enjoy delicious local treats, and find something special for everyone on your list. Don’t miss this opportunity for a memorable day of shopping and community!

  • Key West: 30th Annual Hog Trot

    Hogs Breath Saloon 400 Front Street., Key West, FL, United States

    Sign up for the 30th annual Hog Trot to run or walk to burn off those Turkey Day calories. The race begins and ends in front of Hogs Breath Saloon, 400 Front Street. Proceeds benefit the Florida Keys SPCA, dedicated to protecting animals and providing them with a safe, loving environment. Race starts at 8 a.m.

  • Key West End of Prohibition Celebration

    Sloppy Joe's Bar 201 Duval Street, Key West, FL, United States

    Take a step back into old Key West and celebrate the end of Prohibition with five days of fun filled Prohibition-themed films, cocktails, history, live entertainment and a blowout party at Sloppy Joe's at the corner of Duval and Greene Streets. The fun-filled entertainment schedule is still being finalized. The final End of Prohibition celebration takes place Thursday, Dec. 5 at Sloppy Joe's with a costume contest, giveaways, a special appearance by the Anheuser-Busch antique truck and much more.

  • Key West Artisan Market: Rock the Red Ribbon Edition

    Higgs Memorial Beach Park 1000 Atlantic Blvd., Key West

    Shop the Artisan Market for fine crafts, jewelry and more from talented local makers. Enjoy cocktails, coffee, food from vendor stalls and food trucks. This week's market supports World AIDS Day - all are invited to pick up and wear a red ribbon. Indigenous Park at 1801 White St. from 10 a.m. to 2 p.m.

    Free
  • Nutcracker Key West

    Tennessee Williams Theatre 5901 College Rd, Key West, FL, United States

    Performed every other year, Nutcracker Key West is a sumptuous, artful theatrical experience wrapped as a perfect holiday gift for the Southernmost City, returning December 2024. The Key West production comes complete with chickens, roosters, sea fans, anemones, and yes, even a conch shell. Show dates Dec. 5-8 and 13-15. Showtimes vary. Tennessee Williams Theater, 5901 College Rd.

    $35 – $110