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  • Vilano Holiday Village 2025
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    Vilano Holiday Village 2025

    Vilano Beach Main Street 101 Vilano Road, St. Augustine, FL, United States

    Vilano Holiday Village 2025 Be sure to join us for the annual Vilano Holiday Village ... every Saturday from November 29 through December 20.  Celebrate the magic of the holidays in Vilano Beach! Family-friendly and festive fun!  Carolers, crafts, and more .. appearances by Santa and Mrs. Claus and lighting of the Christmas Tree. Events [...]

    Free to Attend
  • A Classic Theatre Presents Miracle on 34th Street
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    A Classic Theatre Presents Miracle on 34th Street

    The Waterworks 184 San Marco Avenue, St.Augustine

    A Classic Theatre Presents Miracle on 34th Street ... A Live Radio Play You'll definitely want to mark your calendars so you won't miss a performance of this Holiday classic told in the style of a live 1940’s era radio broadcast.  The magic has been recreated ... complete with live sound effects and holiday jingles!  [...]

    $15.00 – $25.00
  • The Christmas Market St. Augustine
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    The Christmas Market St. Augustine

    Colonial Quarter 33 St. George Street, St. Augustine, FL, United States

    The Christmas Market St. Augustine A must-do to add to your list, be sure to stop by The Christmas Market St. Augustine at The Colonial Quarter. Fun for the entire family!  The holiday-themed, one-of-a-kind interactive market offering a wide array of Vendors, Live Entertainment, Winter Festivities, Kids' activities, Santa, and more. This year there will [...]

    $5.00
  • Tale Tellers "Celebration of the Season of Lights"
    Featured

    Tale Tellers “Celebration of the Season of Lights”

    Center for Spiritual Living 1795 Old Moultrie Rd, St. Augstine, FL, United States

    Join the Tale Tellers of St. Augustine when they present A Celebration of the Season of Lights ... joyful tales of the season. "Tellers" David Fussell, Kathy Kniery, Rita Saker, and Debra Weller will be telling stories of Christmas, Hanukkah, and Kwanzaa. The show features a broad range of talent and expertise. David Fussell is [...]

    $15.00
  • Holiday Evening Tours at Villa Zorayda
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    Holiday Evening Tours at Villa Zorayda

    Villa Zorayda Museum 83 King Street, St. Augustine, FL, United States

    Holiday Evening Tours at Villa Zorayda Experience the Villa after dusk during our Holiday Evening Tours when the Museum glows with the warmth of soft light and festive décor. Guests may explore at their leisure while enjoying the Museum’s self-guided historic audio tour. Tour Dates | Times Saturdays ... continuously from 5:00pm to 8:00pm (last [...]

    Prices Vary
  • St. Augustine Nights of Lights
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    St. Augustine Nights of Lights 2025-2026

    Downtown St. Augustine St. Augustine, FL, United States

    St. Augustine Nights of Lights 2025-2026 Experience downtown St. Augustine during our annual Nights of Lights Celebration!  This year starting on Saturday, November 15, 2025 through Sunday, January 11, 2026.  Lights come on nightly around dusk (5:30pm). Rated one of the top 10 Holiday events by National Geographic! Many shops, restaurants, and businesses are adorned [...]

    Free to Attend
  • image of boat with Christmas decorations and lights participating in Holiday Regatta of Lights
    Featured

    Holiday Regatta of Lights 2025

    Bayfront St. Augustine St. Augustine, FL, United States

    Holiday Regatta of Lights 2025 Enjoy this 44th annual holiday tradition hosted by the St. Augustine Yacht Club.  Pick a prime spot along the Seawall on the Bayfront, the Castillo de San Marcos, the Bridge of Lions, or the Eastern shore of the bay to view this colorful event. You'll find all types of vessels [...]

    Free to Attend
  • image of dancers on stage, dressed in red & white dance costumes for the St Augustine Winter Spectacular 2021
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    St. Augustine Winter Spectacular 2025

    Lewis Auditorium at Flagler College 14 Granada Street, St. Augustine, FL, United States

    St. Augustine Winter Spectacular 2025 You're sure to get in the Holiday spirit at the St. Augustine Winter Spectacular at Lewis Auditorium!  This popular family-friendly, entertaining holiday production follows a young girl’s journey home for the holidays. Expect high-kick dancers reminiscent of the iconic Radio City Rockettes, mixed with Holiday music, ballerinas, acrobats, actors, and [...]

    Prices Vary
  • Music at Colonial Oak Music Park
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    Music at Colonial Oak Music Park

    Colonial Oak Music Park 33 St George St., St. Augustine, FL, United States

    While you're in downtown St. Augustine in December, stop in and listen to the Music at Colonial Oak Music Park.  You'll hear anything from country to blues to funk to folk to rock 'n roll. Free Admission for most events — with the exception of ticketed events. Family-friendly. 7:00pm-10:00pm — Thursday, Friday, and Saturday nights [...]

    Most are Free
  • Performances of Annie at Limelight
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    Performances of Annie at Limelight

    Limelight Theatre 11 Old Mission Avenue, St. Augustine, FL, United States

    Performances of the beloved musical Annie are at Limelight Theatre December 5-21, 2025. About Annie Book by Thomas Meehan Music by Charles Strouse Lyrics by Martin Charnin Original Broadway Production by Martin Charnin Directed by Jonny O'Leary The musical is about Annie - an optimistic orphan who captures hearts (and maybe even saves a billionaire). [...]

    Prices Vary