What do you have on your Florida winter bucket list?
Not sure?
Well, look no further, because I’ve got you covered!
While other parts of the country are bundled up staying warm and cozy indoors, Florida has the perfect winter weather to check off those bucket list-worthy experiences.
From the famous Nights of Lights in St. Augustine and a one of a kind Mantee Festival to hitting the slopes—Florida-style, and living out your pirate dreams when Gasparilla takes over Tampa, the Sunshine State is the place to be this winter.
So, let’s get ready to turn your Florida winter bucket list dreams into reality shall we!
THIS POST MAY CONTAIN AFFILIATE LINKS. PLEASE READ MY DISCLOSURE FOR MORE INFO. Which means if you click on certain links, I may receive a small commission at no additional charge to you.
1. Experience the Magic of Nights of Lights in St. Augustine, Florida
If there’s one thing you have to add to your Florida Winter Bucket List, it’s the world-famous Nights of Lights in St. Augustine!
This isn’t just another holiday light display. This is an out of this world magical experience that takes over the entire historic district of St. Augustine.
Why We Love This for Your Florida Winter Bucket List
Every corner is twinkling in winter holiday magic from the historic rooftops to the gorgeous palm trees in over 3 million lights.
The businesses stay open late, endless photo ops for incredible memories and festive rides that will take you on a tour through the sparkling glow of St. Augustine
And the best part? This iconic event runs for two whole months straight giving you plenty of time to come out and soak in all the holiday magic until the end of January.
Get up to 67% off of the St. Augustine tours and attractions with Groupon TODAY!
2. Ring in the Holidays at Mickey’s Very Merry Christmas Party at Walt Disney World
You must add Mickey’s Very Merry Christmas Party at Walt Disney World to your Florida Winter Bucket List if you love Christmas AND Disney!
This Disney Christmas Party will take place on select nights from the beginning of November until the last days before Christmas. It is the perfect way to kick start your winter holiday vibes.
Why We Love This for Your Florida Winter Bucket List
Disney Characters come alive in Mickey’s Once Upon a Christmastime Parade!
Snow falls on Main Street, U.S.A, there are seasonal treats galore, free milk and cookies throughout the party and so many magical Disney Christmas decorations.
It’s a winter wonderland of holiday cheer that is sure to lift your spirits this season.
Is there anything more epic than the Florida State Fair in Tampa, Florida!
This annual celebration is almost 2 weeks of classic Florida fun in February honoring the spirit of Florida and its farming heritage.
Why We Love This for Your Florida Winter Bucket List
Endless midway rides of thrills and laughs that will have you spinning with excitement, competitions, fascinating exhibits, live entertainment, and so many farm animals.
Be sure to come hungry! There is no shortage of mouthwatering and fun foods to indulge in from huge turkey legs to deep-fried snickers and wild new creations to try.
ORDER NOW to secure your Walt Disney World theme park ticket! GET MY TICKETS.
4. Celebrate the Manatees at Blue Springs State Park
The winter is the best time to see manatees in Florida and Blue Springs State Park does not disappoint.
From mid-November to March these gentle giants flock to the perfect waters that remain at 72° year-round.
Why We Love This for Your Florida Winter Bucket List
Every winter, these lovable sea cows make their great migration to the warm waters and Orange City, Florida puts on a one-of-a-kind Manatee Festival to celebrate at the end of January.
One of the best things about this Florida winter event is that there is a free shuttle bus to Blue Spring State Park to see the famous Florida manatees.
Here’s what you can expect at the Manatee Festival at Valentine Park in Orange County:
- World Famous Disconnected K9’s Frisbee Show
- Walk-on-water balls, rock climbing, balloon man shooting gallery
- Dancing and live entertainment
- Arts & crafts show with over 100 booths
- Children’s area with shows, face painting, games
- Environmental Conservation Displays
- Sand sculpting
- Rides and more!
The festival is a fund raiser for the Orange City Community with the proceeds benefit the “Friends of Blue Spring State Park,” educational scholarships, and other Greater Orange City Organizations.
5. Unleash Your Inner Pirate at Seminole Hard Rock Gasparilla Pirate Fest in Tampa, Florida
Be sure to set aside the entire day and night for this Florida winter bucket list. The Seminole Hard Rock Gasparilla Pirate Fest is a full day and night swashbuckling adventure.
The festivities kick off with the Gasparilla Invasion Brunch at the Tampa Convention Center with a bounty of food and drink along with booming cannons from the Jose Gasparilla.
Why We Love This for Your Florida Winter Bucket List
Then during the Gasparilla Invasion, you have a mind-blowing flotilla of hundreds of vessels accompanied by the dramatic arrival of the infamous pirates of Ye Mystic Krewe of Gasparilla.
Next up is the iconic Gasparilla Parade of Pirates, where Tampa’s streets come alive in pirate pride and victory!
But the fun doesn’t stop there—the celebration carries on into the night with Gasparilla Pirate Fest stage performances at both Curtis Hixon Waterfront Park and MacDill Park.
Tampa turns into a full-on pirate party you won’t want to miss!
Save 53% at MUST-SEE Tampa Bay attractions TODAY with Your CityPASS!
6. Hit the Slopes at WinterClub Indoor Ski and Snowboard in Winter Park, Florida
Are you still waiting to cross skiing or snowboarding off your bucket list? Well, the wait is over and you don’t even have to leave sunny Florida to do it.
The WinterClub in Winter Park, Florida, is the ultimate spot to experience the thrill of real skiing and snowboarding with a twist—virtual reality
Why We Love This for Your Florida Winter Bucket List
This virtual reality feels just like shredding real snow on their soft nylon tufts giving you all the excitement without the frostbite.
They offer private or semi-private perfect for you and your bestie or even group sessions for all ages over 6 years of age, abilities and skill levels.
It even includes the instructor, boots, helmet, poles, skies and snowboards. All you need to bring is your sense of adventure.
Don’t forget to check out Snowcat Ridge, Florida’s ONLY Alpine Snow Park!
Want DAILY Florida Travel Photos? Follow Florida Hipster on Instagram TODAY!
7. Step Into a World of Creativity at Epcot’s International Festival of the Arts
Epcot’s International Festival of the Arts is the perfect blend of excitement for all your senses.
It combines the love of food, art, music and Disney all in one place!
Why We Love This for Your Florida Winter Bucket List
I love that you get a get a little Festival of Arts passport and you can explore the festival at any pace you want.
Even if you aren’t into artwork, you will still love this winter festival in Florida!
You can eat your way through the festival with all the colorful cuisine, watch art defying gravity shows, hear Disney songs like you have never heard before and be amazed at incredible fireworks.
For a no obligation, FREE Disney Vacation Quote you can fill out the form with The Park Prodigy by Clicking HERE!
8. Visit America’s Southernmost Point in Key West, Florida
Winter in Key West brings comfortable temperatures, making it the perfect time to check it off your Florida winter bucket list.
Stroll along Duvall Street that goes from Mallory Square to the Southernmost Point marker and snap a photo to remember at this famous spot.
Step back in time to The Oldest House in South Florida, browse the shops and uncover unique treasures, go shark watching, or bask in the beauty of one of the gorgeous little beaches.
Why We Love This for Your Florida Winter Bucket List
Don’t miss the nightly sunset celebration at Mallory Square—it’s a Florida bucket list experience!
This iconic Key West tradition is all about soaking up those one of a kind sunsets while chilling in the laid back atmosphere of street performers, live music, and irresistible food vendors.
9. Discover the Beauty of Florida’s Natural Springs
February is hands down one of the best months to hit up Florida’s gorgeous springs!
With fewer crowds and water temperatures not too cold, you’ll have the perfect chance to cross this off your Florida bucket list.
It’s the ultimate time to soak in the natural beauty, make some unforgettable memories, and snap some incredible photos without the crowds getting in the way.
Why We Love This for Your Florida Winter Bucket List
Florida has an abundance of natural springs to escape to. There is Silver Springs in Ocala, Weeki Wachee Springs, Rock Springs Ginnie Springs in High Springs and Devil’s Den Prehistoric Spring in Williston.
Ichetucknee Springs is an epic place to go tubing, so much so that the Travel Channel made it “Florida’s Best Tubing River.”
One of my personal favorites is Crystal River and Three Sisters Springs. It’s not just the manatees that make this spot epic but the breathtaking natural beauty too.
I recommend renting a kayak since the waters are so calm and crystal clear, it’s like gliding on glass through some far away tropical paradise.
10. Savor the Sweetness of Florida at the Strawberry Festival
If you’re looking for a sweet way to end your Florida winter then the Florida Strawberry Fest in Plant City, Florida may just be the celebration you are looking for.
There will be rides, youth livestock shows, The Neighborhood Village with handcrafted and homemade items.
It all feels like pure Americana and a throwback to the days of celebrating harvest, fun and festivities.
Plus, there’s live entertainment, parades, marching bands, and, of course, all the strawberry goodness you could ever dream of!
Why We Love This for Your Florida Winter Bucket List
This Florida Winter Bucket List event is totally worth the trip, just to catch all the insanely fun and unique contests.
Deep-Fried Strawberry Pie on a Stick Relay, Strawberry Pizza Pie Eating Contest to a Shoebox Float Contest and baby contests of decorated diapers, diaper derby and a baby parade, they’ve got it all and then some.
Flight Deals? No Problem. Find a flight on CheapAir.com TODAY!
Wrapping Up Your Perfect Florida Travel Itinerary for the Winter
Well, there you have it Hipsters!
It’s time to make those Sunshine State dreams come true! I hope this Florida winter bucket list has you excited for your next adventure.
What’s your favorite thing to do in Florida during the winter? Let us know in the comments section below.
Until next time, Happy Florida Travels Hipster!
About the Author
Sarah Jordan is a solo traveler enthusiast, professional travel writer, and proud mama to her rescue dog Coconut.
With a love for destinations across the globe, she made Epcot her first theme park and still treasures her EPCOT World Showcase passport to this day.
After finally following her inner wanderlust, she discovered the freedom and empowerment that solo travel brings.