St. Pete Country Fest
November 21–23 / ST. PETERSBURG
Held at Vinoy Park, this country music festival features performances by top artists, food trucks, and a lively atmosphere. It’s a weekend celebration of country music and Southern hospitality. Event Live – Online Ticketing Platform
Florida Coffee Festival
November 22 / ORLANDO
Florida’s largest celebration of coffee culture, this festival at Festival Park features tastings, workshops, and exhibits from local and national coffee roasters. It’s a must-visit for coffee enthusiasts. Eventbrite
USWNT vs. Italy Friendly Match
November 28 / ORLANDO
The U.S. Women’s National Soccer Team concludes 2025 with a friendly match against Italy at Inter&Co Stadium. It’s a chance to see top-tier international soccer action. Stars and Stripes FC
ST. AUGUSTINE NIGHTS OF LIGHTS
ST. AUGUSTINE, November 15–January 31 – Downtown and historic district
Experience the magic of more than three million twinkling white lights illuminating St. Augustine’s Spanish Colonial architecture. Carriage rides, harbor cruises, and trolley tours offer stunning views of this world-famous holiday spectacle.
For more information, visit www.floridashistoriccoast.com.
PENSACOLA WINTERFEST
PENSACOLA, November 22–December 24 – Downtown
Enjoy reimagined holiday scenes, trolley tours, live performances, and photos with Santa in historic downtown Pensacola. The city transforms into a festive wonderland with snow, lights, and themed parades.
For more information, visit www.pensacolawinterfest.org.
LIGHT UP UCF
ORLANDO, November 22–January 1 – Addition Financial Arena Plaza
This annual family favorite features an ice-skating rink, dazzling light show, carnival rides, and nightly snowfalls. More than 200,000 lights sparkle to holiday music for a full sensory experience.
For more information, visit www.lightupucf.com.
ENCHANT CHRISTMAS ST. PETERSBURG
ST. PETERSBURG, November 22–December 29 – Tropicana Field
Step into a storybook world of wonder featuring the world’s largest Christmas light maze, an ice-skating trail, artisan market, and Santa’s Landing. Perfect for families seeking interactive holiday magic.
For more information, visit www.enchantchristmas.com/stpetersburg.
CHRISTMAS REFLECTIONS
DEFUNIAK SPRINGS, November 23–December 31 – Chipley Park
See over 10 million lights reflected on Lake DeFuniak, one of only two perfectly round spring-fed lakes in the world. Guests can walk, drive, or take carriage rides through the glowing park.
For more information, visit www.christmasreflections.com.
SILVER SPRINGS STATE PARK HOLIDAY LIGHTS
OCALA, November 23–December 30 – Silver Springs State Park
Marvel at the park’s historic glass-bottom boats decked in colorful lights as carolers fill the air with festive tunes. Holiday markets and campfire gatherings complete the classic Florida celebration.
For more information, visit www.floridastateparks.org.
KEY WEST HOLIDAY FEST
KEY WEST, November 27–December 31 – Various locations
The Conch Republic celebrates with decorated boats, parades, concerts, and the famous “Harbor Walk of Lights.” The laid-back island charm makes this a one-of-a-kind coastal Christmas.
For more information, visit www.keywestholidayfest.com.
MOUNT DORA CHRISTMAS WALK
MOUNT DORA, December 6 – Downtown
The city’s charming streets light up with live music, festive décor, and late-night shopping. More than two million lights illuminate one of Florida’s most picturesque small towns.
For more information, visit www.mountdora.com.
CHRISTMAS IN HISTORIC PENSACOLA
PENSACOLA, December 6–15 – Historic Pensacola Village
Step back in time with costumed carolers, candlelight tours, and re-creations of 19th-century holiday traditions. Ideal for history buffs and families alike. For more information, visit www.historicpensacola.org.
TAMPA RIVERWALK HOLIDAY SPECTACULAR
TAMPA, December 7–January 1 – Tampa Riverwalk
The Riverwalk comes alive with light displays, holiday movies on the lawn, and the spectacular Lighted Boat Parade. Stroll along the water for a festive night under the stars. For more information, visit www.thetampariverwalk.com.

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FORT MYERS BEACH BOAT PARADE
FORT MYERS BEACH, December 7 – Estero Bay
Watch a flotilla of decorated boats cruise along the coast, each decked in brilliant lights. Waterfront restaurants and bars host viewing parties and live music for all ages.
For more information, visit www.fortmyersbeach.org.
AMELIA ISLAND HOLIDAY HOME TOUR
FERNANDINA BEACH, December 7–8 – Historic District
Tour beautifully decorated Victorian homes adorned in holiday splendor. Docents share local history, and proceeds benefit the Amelia Island Museum of History.
For more information, visit www.ameliamuseum.org.
PALM BEACH HOLIDAY BOAT PARADE
PALM BEACH, December 14 – Intracoastal Waterway
This beloved annual parade features dazzling yachts adorned with lights and holiday cheer. Benefiting Toys for Tots, it’s one of South Florida’s most anticipated seasonal events.
For more information, visit www.marinepbc.org.
TALLAHASSEE WINTER FESTIVAL
TALLAHASSEE, December 14 – Downtown
The capital city’s celebration includes a parade, ice skating, live entertainment, and a candy cane lane for kids. Local food vendors add flavor to the festivities.
For more information, visit www.talgov.com.
ST. AUGUSTINE HOLIDAY REGATTA OF LIGHTS
ST. AUGUSTINE, December 14 – Matanzas Bay
Watch dozens of boats adorned with twinkling lights and decorations parade through the bay. The reflections off the water create a breathtaking holiday scene unique to the coast.
For more information, visit www.staugustineyachtclub.com.
Extended Weekend Getaways












































