December 21
Winterfest: Photos with the Grinch
Downtown Pensacola
Downtown Pensacola 223 South Palafox Place Pensacola, Florida 32502
Pensacola doesn’t see a lot of snow, but that doesn’t mean we don’t appreciate a good cup of hot chocolate, holiday cheer, and celebrating the winter season. Experience all that Pensacola has to offer this holiday season below.
Come for the beach, stay for the sparkle. Pensacola is home to some of the most magical moments of the holiday season. From half a million lights at the month-long First City Lights Festival to grinch trolley tours and boat parades, it’s likely you’ll feel like you stopped at the North Pole without the winter chill. Scroll below to explore this season’s events.
December 21
Downtown Pensacola
Downtown Pensacola 223 South Palafox Place Pensacola, Florida 32502
December 21
Downtown Pensacola
Downtown Pensacola 223 South Palafox Place Pensacola, Florida 32502 (850) 583-1365
December 21
Downtown Pensacola
Downtown Pensacola 223 South Palafox Place Pensacola, Florida 32502
December 21
Downtown Pensacola
Downtown Pensacola 226 East Intendencia St. Pensacola, Florida 32502
December 21
Downtown Pensacola
Downtown Pensacola 226 East Intendencia St. Pensacola, Florida 32502
December 21
Downtown Pensacola
Downtown Pensacola 221 East Government Street Pensacola, Florida 32502 (850) 941-4321
December 21
Downtown Pensacola
Downtown Pensacola 226 East Intendencia St. Downtown Pensacola, Florida 32502
December 21
Downtown Pensacola
Downtown Pensacola 221 East Government Street Pensacola, Florida 32502 (850) 941-4321
December 21
North Pensacola
North Pensacola 3041 E Olive Rd Pensacola, Florida, Florida 32514 (980) 621-4364
December 21
Downtown Pensacola
Downtown Pensacola 10 South Palafox Street Pensacola, Florida 32502
December 21
Downtown Pensacola
Downtown Pensacola 22 E Intendencia St Pensacola, Florida 32502 (850) 595-3882
December 21
Downtown Pensacola
Downtown Pensacola 400 S. Jefferson Street Pensacola, Florida 32502
December 22
Downtown Pensacola
Downtown Pensacola 1508 W Garden St Pensacola, Florida 32502 (850) 359-1133
December 22
Downtown Pensacola
Downtown Pensacola 50 E Garden St Pensacola, Florida 32502 (850) 471-8998
December 23
Pensacola Beach
Pensacola Beach 460 Pensacola Beach Boulevard Pensacola Beach, Florida 32561 (850) 677-3905
December 24
Pensacola Beach
Pensacola Beach 460 Pensacola Beach Boulevard Pensacola Beach, Florida 32561 (850) 677-3905
December 24
Downtown Pensacola
Downtown Pensacola 11 Palafox Pl Ste B Pensacola, Florida 32502 (850) 607-7336
December 28
Downtown Pensacola
Downtown Pensacola 221 East Government Street Pensacola, Florida 32502 (850) 941-4321
December 31
East Pensacola
East Pensacola 2719 E Cervantes St. Pensacola, Florida 32503
December 31
Downtown Pensacola
Downtown Pensacola 121 S PALAFOX ST Ste B PENSACOLA, Florida 32502 (850) 495-3897
December 31
Pensacola Beach
Pensacola 7 Casino Beach Boardwalk Pensacola Beach, Florida 32563 (850) 932-1500
December 6, 2025
Downtown Pensacola
Downtown Pensacola 301 West Main Street Pensacola, Florida 32501 (850) 376-9350
Never has shopping had the opportunity to give you so much. Now more than ever it’s important to support local business. Pensacola is home to a multitude of locally-owned shops and boutiques. With the addition of the holiday season, markets can be found happening almost every weekend. Explore your options below.
We know visions of sugar plums and eggnog are what come to mind, but we’re a tad more creative than that in America’s First Settlement. From pop-up Christmas bars to festive desserts and special dine-in menus, Pensacola is sure for flavors that pack a punch.
Located in the heart of downtown Pensacola, our facility is the original location of Perfect Plain Brewing Company’s brewery and taproom.
Designed to bring people together in a spacious, welcome environment, the taproom is a fully immersive experience with long communal tables and our entire 10-barrel brewhouse exposed within the gathering area. Portions of our building date back more than 75 years, and architectural signs of decades’ past have been preserved in our space.
We completed our taproom with an expansive, dog-friendly patio facing historic Garden Street.
In 1764, when Garden Street was the northern border of Pensacola’s small downtown core, any resident who purchased land was given a companion parcel to use for a garden. To this day, the boundary lines of Perfect Plain’s space fits the original “Garden lot” dimensions.
MON-WED 4PM-10PM, THURS 4PM-MIDNIGHT, FRI NOON-1AM, SAT 11AM-1AM, SUN NOON-10PM
Jackson's Steakhouse occupies the ground floor of the revitalized 1860's-era building. Jackson's overlooks Plaza Ferdinand - where in 1821, General Andrew Jackson accepted the transfer of Florida from Spain to the United States. In 1998, a group of like minded entrepreneurs were inspired to renovate the old building and open a restaurant in commemoration of this historic event. Today, Jackson's Steakhouse procures only Midwestern grain-fed beed from the heartland of America. The Proprietor's Cut and fresh, local seafood are hand-selected and artistically prepared to perfection. Our great steaks stand tall with the superb flavor of wet-aged beef that is like no other. Over the past decade, Jackson's has earned the Award of Excellence from Wine Spectator nine times. Also, as an eight-time consective recipient of Florida Trend magazine's Golden Spoon Award as well as the recipient of their Hall of Fame Award. Jackson's Steakhouse is placed by the Distinguished Restaurants of North America in the top two percent of all fine dining restaurants in the country.
It’s crisp, it’s cool, so don’t be a fool! While plunging into the Gulf of Mexico might not be first on your to-do list, it definitely shouldn’t be last. Welcome the new year at one of the official plunges, like the one at the Flora-Bama Lounge and Package, or DIY from now until then.
We know the big guy in red can be spotted making his rounds around town. From Cordova Mall to corners of downtown and everything in between, our favorite Christmas character is always up for a photo op. Be sure to snap one and share it and tag @visitpensacola for a chance to be featured on our channels!
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