From lively parades to New Year's Eve fireworks, the winter events in Pensacola and Pensacola Beach offer a unique glimpse into the heart of the local community.
While the Colorado Rockies might be an obvious choice for a winter wonderland, the beaches of Florida offer a different kind of escape that's just as fun and just as memorable.
Winter in Pensacola and Pensacola Beach isn't just mild, it's packed with good vibes, local flavor, and events that make you forget all about snow and scarves. From festive parades to fireworks, food fests, and comic cons, these coastal towns know how to throw a winter celebration you'll actually want to bundle up for.
In this blog, I'll walk you through a list of seven must-visit happenings around both towns, so you won't miss a thing during your winter getaway.
A quick look at the good times waiting for you:
At Pensacola Beach Properties, we don't just offer a great selection of Pensacola Beach rentals; we've also got the kind of local tips that can seriously level up your trip.
As local experts, we're here to show you the best of what Pensacola Beach has to offer. For more insider ideas, check out our destination blog. We cover everything from top pet-friendly spots to the best places to eat, drink, and enjoy the local nightlife.
Ready to swap your snow boots for flip-flops this winter? Let's dive in!
November Events
1. Pensacola Winterfest
Pensacola Winterfest lights up downtown from late November through Christmas Eve, turning the streets into a holiday wonderland. What started as a small local celebration has grown into a major seasonal event filled with music, lights, and festive energy. It's the perfect way to kick off the holidays, Florida-style.
Why Go
- Ride interactive trolleys with characters like the Grinch and Santa
- Enjoy live music and performances throughout downtown
- Experience "snow" in Florida with magical artificial flurries
- Walk through twinkling lights and holiday displays
- Browse local shops and food vendors while soaking up the holiday spirit
- Great way to feel part of the Pensacola community
Is It Family-Friendly?
Absolutely! Kids will love the character encounters and photo ops, especially with Santa. There are themed events just for little ones, and the whole atmosphere is playful and inviting. It's also pet-friendly, so the whole family, furry ones included, can join the fun.
2. Elf Parade
During this vibrant event, locals and visitors dress up in their elf best and march through the streets in celebration. With music, costumes, and festive floats, this cheerful tradition brings the whole town together.
Why Go
- Join in the fun by dressing up and walking in the parade
- Soak up the local holiday spirit and see Pensacola at its most festive
- Enjoy music, colorful floats, and the lighting of downtown decorations
Is It Family-Friendly?
The parade is short, upbeat, and full of fun sights and sounds. Kids love the costumes, music, and post-parade festivities. It's an easy outing for all ages, with just the right mix of excitement and holiday charm.
December Events
3. Pensacola Christmas Parade
The Pensacola Christmas Parade is a major holiday highlight in the city. What started small back in 1982 now draws thousands of people and packs the streets with color, music, and community spirit. It's festive, fun, and full of local pride.
Why Go
- Features over 100 entries, including floats, live bands, and performers
- Celebrates Pensacola's strong military roots with a special Blue Angels tribute
- Takes over downtown with music, lights, and high energy
- Great mix of local traditions and holiday magic
Is It Family-Friendly?
Kids will love the floats and marching bands, and it's common to see families and even their dogs enjoying the show together. It's a welcoming, festive scene perfect for all ages.
4. Ice Flyers Hockey Games
Hockey in Florida? Yep, and it's a blast. Catching a Pensacola Ice Flyers game is a fun twist on your typical winter plans. Held at the Pensacola Bay Center, these games bring the kind of energy that gets everyone cheering, even if you don't know the rules.
Why Go
- Fast-paced action and a lively crowd
- A fun way to experience local sports culture
- Great add-on to your holiday plans
- Public ice skating sessions after select games
Is It Family-Friendly?
The games are exciting but never too intense for kids. Between the friendly vibe, fun music, and post-game skating, it's a win for families looking for something a little different.
5. Pensacola Beach New Year's Eve Fireworks
Ring in the new year with your toes in the sand and fireworks lighting up the sky. Pensacola Beach throws a celebration that blends beach vibes with big moments, and the fireworks show on December 31 is a true Gulf Coast standout.
Why Go
- Watch a stunning fireworks display over the Gulf
- Celebrate outdoors with a festive, beachside crowd
- Soak up the local vibe with music, food, and year-end energy
- A memorable way to welcome the new year by the water
Is It Family-Friendly?
There's plenty of room on the beach for blankets, chairs, and families to spread out and enjoy the show. It's relaxed, fun, and easy to bring kids along for the celebration
BONUS: Other New Year's Eve Celebrations Around Town
Besides the fireworks at Pensacola Beach, the whole city gets in on the New Year's fun. Bars, restaurants, and local venues throw all kinds of parties and dinners, so no matter your vibe, there's something happening for you.
Want a beachy party with good food and live music? Spots like Laguna's Beach Bar & Grill and Crabs on the Beach go all out with coastal menus and festive energy. If you're after something a little more refined, the Pensacola Symphony Orchestra's concert at the Saenger Theatre is a classy way to welcome the new year in style.
January Events
6. Polar Bear Plunge
Looking for a wild way to start the new year? The Polar Bear Plunge at Paradise Bar & Grill brings the chill and the cheer. Every January 1, brave folks, some in full costume, take a plunge into the icy waters of the Santa Rosa Sound. It's bold, it's hilarious, and the energy is always high.
Why Go
- It's a Pensacola Beach tradition with a great local vibe
- Live music, laughs, and plenty of photo-worthy moments
- Meet locals and visitors while doing something totally unforgettable
- Costumes are encouraged, and make it even more fun
- All proceeds go to local charities
Is It Family-Friendly?
Yes! Kids are welcome and can join the plunge at a reduced rate. It's a great way for families to do something silly together and kick off the year with a splash. Pets should probably stay warm and cheer from the sidelines.
February Events
7. Pensacon
Pensacon brings a jolt of pop culture energy to Pensacola every year. It's one of the biggest events on the Gulf Coast, drawing fans of sci-fi, fantasy, comics, and cosplay from all over. For a few days each winter, the city transforms into a fan-fueled celebration.
Why Go
- Events take over multiple venues throughout downtown Pensacola
- Meet celebrities, attend panels, and dive into all things fandom
- Cosplay contests, themed parties, and one-of-a-kind photo ops
- A great excuse to dress up, geek out, or just enjoy the vibe
- Perfect mix of local flair and national-level pop culture fun
Is It Family-Friendly?
Definitely. There's something for every age group, from kid-friendly activities to teen-focused panels. Even pets are welcome, and costumed pups are a regular sight. Families can enjoy the excitement together, no deep pop culture knowledge required.
eXPERIENCE Pensacola Beach LIKE A LOCAL
Want another tip from us? When you visit Pensacola Beach, choose vacation rentals over hotels to enjoy a place with local vibes and all the privacy you want.
At Pensacola Beach Properties, we offer a wide selection of the best snowbird monthly rentals in Pensacola Beach and Navarre Beach, including vacation rentals with pools and pet-friendly options. Staying with us, all you have to do is kick back, relax, and soak in the Gulf Coast vibes to the fullest.
