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Key West Annual Holiday Parade

Each year locals gather as the holiday spirit parades down Duval Street and through the streets of Old Town. Join in the festive fun and enjoy floats creatively decorated in Key West style.

Date

December 5, 2026

Time

6:30 pm

Location

Truman Ave and Duval Street

Calendar of Events

  • Nov12

    Haunted Tours

    Explore the SPOOKY side of Key West with a haunted historical tour.

    Date: May 14, 2026 - March 31, 2027

    Time: Thursday evenings (varies by operator)

    Location: Off-Site (Key West – walking or trolley tour)

  • Nov12

    Key West Farmers Market

    Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

    Date: May 14, 2026 - March 31, 2027

    Time: Thursday's, 2:00 pm – 7:00 pm

    Location: Truman Waterfront

  • Nov13

    Snorkel Experience

    Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States.

    Date: May 8 - March 31, 2027

    Time: Friday's, varies by tour operator

    Location: Off-Site (Catamaran / Key West waters)

  • Nov14

    Sunset Sails

    There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water.

    Date: May 9, 2026 - March 31, 2027

    Time: Saturday's, Varies (sunset)

    Location: Off-Site (Key West waters)

  • Dine Chef Travis at Marquesa
    Nov14

    Key West Oyster Fest

    A Benefit for the Gulf Oyster Featuring Chef Travis Lee

    Date: November 14, 2026

    Time: 5:00 pm - 10:00 pm

    Location: Half Shell Raw Bar

  • Nov15

    World Class Fishing

    The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna.

    Date: May 10, 2026 - March 31, 2027

    Time: Sunday's, Varies by charter

    Location: Off-Site (Florida Keys waters)

  • The exterior of Marquesa Key West at night
    Nov26

    Thanksgiving Dinner at Café Marquesa

    Gather together in the heart of Old Town for an exquisite Thanksgiving evening.

    Date: November 26, 2026

    Time: By Reservation

    Location: Café Marquesa

  • Dec04

    Key West BeLighted Bike Ride

    Kick off the holiday season with a festive celebration at the Coffee Butler Amphitheater followed by a BeLighted bike ride

    Date: December 4, 2026

    Time: 5:00 pm - 9:00 pm

    Location: Coffee Butler Amphitheater

  • Dec12

    Lighted Boat Parade

    Gather at the Sunset Pier to watch the Annual Lighted Boat Parade.

    Date: December 12, 2026

    Time: 8:00 pm

    Location: Sunset Pier

  • the exterior of Marquesa Café
    Dec24

    Christmas Eve and Christmas Day Dinner

    Celebrate the joy of the holiday with a festive four-course prix fixe menu.

    Date: December 24 – 25, 2026

    Time: By Reservation

    Location: Café Marquesa