Come out to the “Most Haunted Small Town in the U.S.” on December 2nd for their annual Monticello’s Downtown Christmas. The town leaves its spooky past in October and creates a fantastical winter wonderland event every December. The only city in Jefferson County, Monticello hosts this annual festival to welcome visitors and thrill local residents. The theme of this year’s event is “Christmas Around the World.” There will be festivities happening all day including the Christmas Light parade, tree lighting, visits with Santa, live entertainment, vendor marketplace, and a kids’ village! Local shops and restaurants will also be open for business. Come out and enjoy the ambiance of a small-town winter holiday! Learn more by visiting the Monticello Downtown Christmas website here.
Category: Shows/Concerts/Performances/Theater
Chipley Scottish Festival & Highland Games
The Chipley Scottish Festival & Highland Games are coming to the Chipley First Presbyterian Church! Come by the 19th annual event starting at 9am to enjoy a family-fun celebration of Scottish heritage. Descendants are encouraged to come dressed in their clan’s kilt. Festival admission is $5 a person. There will be various physical challenges such as log throwing and sheaf tossing. Includes live music by Panama City Pipes and Drums as well as hit-duo Jig to a Milestone. There will also be a performance by Tallahassee’s Timberland Arts & Dance Academy, plus clans from Florida and Alabama.
Visit the official website HERE to learn more about the event.
Yankeetown Arts, Crafts, & Seafood Festival
The annual Yankeetown Arts, Crafts, & Seafood Festival is happening on November 19-20th. The festival is designed to celebrate the fishing heritage of the coastal Yankeetown community. The festival has been organized and run by the Inglis Yankeetown Lions Club for 41 years! There will be music provided by Blackwater Restaurant and the Lions Club featuring local talent at the Main Stage and Acoustic Stage.
Known as a festival “where art meets nature,” it will feature seafood eats, music, and arts & crafts vendors. The festival would like to congratulate Emily Soper for her winning submission in the first Yankeetown Seafood Festival Poster competition! Learn more about the musical lineup, vendors, and event at the official website here.
Freeport Bayfest
The 8th annual Freeport Bayfest is coming soon! On November 6th from 10am-6pm, the family-friendly festival will be taking place at Hammock Trl E in Freeport. Admission to the event is FREE but as there will be a number of vendors, festival-goers should come prepared with cash and card. Bayfest will also feature live entertainment, a cooking contest, jeep show, children’s art contest, pony rides, mullet toss, corn hole, and more! The event will begin at 10am with a Ribbon Cutting by Miss Freeport Queens. The cook-off will begin at 11am. The mullet toss will take place at 3pm.
Visit the official Freeport Bayfest website HERE to learn more.
Family Movie Night
McKenzie Park is hosting a Family Movie Night this Friday, October 28th. The Halloween classic, Hocus Pocus, will start playing at 7pm. Viewers are encouraged to bring lawn chairs, blankets, snacks, and drinks (alcohol not allowed). There will be snacks available for purchase and the proceeds will go to support the local Girl Scout troop. Donations will also be accepted. Please note that the event itself is FREE.
Visit the Facebook event page here to keep up-to-date.
Lunafest
Tallahassee will be hosting LUNAFEST® this month. The film festival will occur on October 7th at the Challenger Learning Center. LUNAFEST is an annual traveling film festival that began in 2001. The festival features women and gender-nonconforming storytellers exclusively. The event has featured over 170 filmmakers in over 2,700 screenings nationwide. Additionally, the festival has raised more than 6.5 million dollars for women’s causes (see their website for more information). Tickets to the festival include a pre-screening reception and access to an after-party at La Florida. There are also VIP tickets available that include additional perks at local restaurants and bars.
Purchase tickets HERE.
Beyond Van Gogh
The Immersive Art Space in Jacksonville is hosting a temporary Beyond Van Gogh experience until November 27th. The exhibit offers visitors a chance to immerse themselves in the work of Van Gogh. Over 300 works of art are projected in more than 4 trillion pixels over 30,000 square feet of exhibit space from the floors to the ceilings. The projections are not simple renderings but flexible and living; they morph in conjunction with a soundtrack available on Spotify. The exhibit also shows a half-hour film that traces Van Gogh’s life through his paintings.
Tickets must be purchased in advance on the event website (HERE) as ticket prices are affected by peak time, ticket packages, and more.
Pensacola Seafood Festival

The Pensacola Seafood Festival is coming soon to Pensacola! It will be held in Downtown Pensacola at the Historic Seville Square, as well as adjacent Fountain Park and Bartram Park. The festival will start on run Friday, September 23rd (11am – 11pm) and will continue through Saturday (10am – 11pm) and Sunday (11am – 5pm).
There will be a plethora of food vendors preparing seafood; come enjoy Crawfish Mac’n’Cheese, Alligator, Conch Fritters, Coconut Shrimp, and more! Additionally, the festival will feature a live music lineup including The Molly Ringwalds, Tenille Townes, Goldmine, and more. There will even be a Children’s Area located in Bartram Park with face painting, crafts, and more.
While the event itself is FREE to the public, please note that arts&crafts vendors as well as most food vendors will be charging. Visit the Pensacola Seafood Festival website here for detailed itineraries and more.
Calhoun Cruisin’
Coming to Magnolia Square Park in Blountstown, it’s time for Calhoun Cruisin’! This is a special event celebrating cars. It will also feature music, food trucks, and assorted vendors. Come down this Saturday, September 10th, from 9am – 1pm.
Caribe Family Festival
This Saturday from 12pm – 6pm, the FAMU Way Market Area will be hosting Caribé! Also called A Festival of Colors, this event celebrates the history, culture, music, and folklife of the Caribbean islands. Guests are encouraged to express their creativity by creating and wearing masks and costumes for the parade. The event is FREE and will feature a parade in which guests are allowed to partake in, music, dance, food, performances, vendors, displays, and more!
Featured performers include: DJ RRane, Gyasi Clarke, The Forgotten Coast Dancers, DJ Dean, Excellence Dance Studio, Breanna Jade, DJ Zoe, Miriam Watkins & the Tallahassee Salsa Dancers from Studio D, Elio Delgado, DJ Ju, Lion Steel Band from Leon High School, DJ Vizyon, and DJ Stan Man. It is being produced by the Tallahassee-St. Maarten Foundation with partial funding from Leon County/Visit Tallahassee.