Holidays are not defined by shopping alone. Our real estate agents look forward to spending time with family and friends at these wonderful holiday events near Pensacola homes for sale, featuring music, fireworks, and, yes, shopping.

2025 Holiday Events Around Pensacola, FL

9th Annual Haul on Palafox - Pensacola, FL

Address: Rusted Arrow Mercantile, 130 Palafox Place, Pensacola, FL 32502

Downtown Pensacola transforms into holiday heaven during the 9th Annual Haul on Palafox. Shop local stores while live music and giveaways add to the holiday spirit. Take selfies with Santa in front of the Pensacola Museum of History before the Downtown Tree Lighting Ceremony at 5 p.m.

Make your haul on Wednesday, 11/5 from 5 - 8 p.m.

Foo Foo Festival - Pensacola, FL 

Address: Various locations, Pensacola, FL 32502

Take a break from gift-shopping for some lively culture and entertainment. Foo Foo Festival is 12 days filled with music, art, theater, comedy, themed tours, workshops, and food. 

Highlights include:

• Somebody to Love at Pensacola Little Theatre
• A Great Southern Dinner: A Food and Wine Event at Jackson's Steakhouse
• Downtown Dash Scavenger Hunt

Foo Foo Festival runs through 11/10. Visit the website for full schedule and pricing. 

Christmas Creations Holiday Market - Pensacola, FL

Address: First United Methodist Church of Pensacola, 6 E. Wright St., Pensacola, FL 32501

Christmas Creations Holiday Market is such a popular annual event that the number of participating vendors is expanding. Browse the unique, one-of-a-kind gifts and decorations created by talented local artisans. 

Hours are 8 a.m. - noon on Saturday, 11/8.

Mannheim Steamroller Christmas - Pensacola, FL

Address: Saenger Theatre, 118 S. Palafox Place, Pensacola, FL 32502

For 40 years, Mannheim Steamroller Christmas has been a part of the holidays for millions of people. Grammy Award winner Chip Davis leads his group of 15 musicians through a stirring selection of holiday classics enhanced by stunning multimedia effects. 

Showtime is 7:30 p.m. on Wednesday, 11/12. Visit the website for prices.

Pensacola Winterfest - Pensacola, FL

Address: 223 S. Palafox Place, Pensacola, FL 32502

Once again, the area surrounding the Old County Courthouse will transform into Plaza Wonderland, site of Pensacola Winterfest. 

Here are just a few of the family-friendly activities you can look forward to:

• Elf Parade, with a new category for best-dressed dogs
• Mistletoe Magic, where you can sing along to carols from Mariah Carey, Elvis Presley, and Nat King Cole
• A real-life Polar Express Tour

Pensacola Winterfest takes place on select days between 11/21 - 12/24. Visit the website for full schedule and pricing. 

Christmas Caravan - Pensacola, FL

Address: St. Christopher's Episcopal Church, 3200 N. 12th Ave., Pensacola, FL 32503

Christmas Caravan is like a half-dozen festivals in one. If you're looking to add a four-legged member to the family, Place of Hope Small Dog Rescue will be on hand with displays of precious pups just waiting to be adopted.

Other activities include:

• Arts & crafts show
• Bake shop
• Food and beverage vendors
• Silent auction
• Kids' activities

Mark your calendar for Friday, 12/5 from 9 a.m. - 4 p.m. and Saturday, 12/6, from 9 a.m. - 3 p.m.

Lighted Boat Parade & Fireworks Cruise - Pensacola, FL 

Address: 701 Pensacola Beach Blvd., Pensacola, FL 32561

Santa's Seahorse transports you around Little Sabine to lead the Lighted Boat Parade & Fireworks Cruise. Watch a spectacular fireworks show as you accompany Santa Claus and Mermaid Claus to the Pensacola Beach Boardwalk.

Set sail at 6:30 p.m. on Friday, 12/5. Tickets are $39.99 per person.

Jingle All the Way to Your New Home in Pensacola

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