• Home
  • Blog
    • Lifestyle
      • Home
      • Recipes
      • Seasonal
        • Spring
        • Summer
        • Fall
        • Winter
      • Style & Beauty
      • Gift Guides
    • Travel
      • General Travel Tips
      • Tallahassee Area
      • Alaska
      • Arizona
      • Florida
      • Georgia
      • Hawaii
      • Louisiana
      • Tennessee
      • Wyoming
    • Disney & Universal
      • Disney
      • Universal
      • Disney Cruise Line
      • Aulani
      • Magic at Home
  • Meet Shannon
  • Vacation Planning Services
  • Contact
    • Work with Devine Fairytale
  • Codes

Devine Fairytale

Florida, Seasonal, Tallahassee Area, Travel, Winter
/
January 14, 2026

Cool Places to Visit in Florida During Winter

FacebookTweetPin

Please note, this post may contain affiliate links. Visit Devine Fairytale’s Disclosure Policy for more details.

Florida may be famous for its beaches and sunshine, but when winter rolls around, the state transforms into a charming escape filled with unique destinations, festive events, and mild weather perfect for exploring. Whether you’re a local looking for a weekend getaway or planning a vacation to soak up some sun while the rest of the country shivers, there are plenty of cool places to visit in Florida during the winter.

Table of Contents

Toggle
  • Why Winter Is a Great Time to Explore Florida
  • Cool Places to Visit in Florida During Winter
    • St. Augustine
    • Mount Dora
    • Tallahassee
    • Apalachicola
    • Crystal River
    • Sebring
    • Ocala
    • Micanopy
    • Destin
  • Tips for Planning a Trip to Places to Visit in Florida During Winter
  • Best Outdoor Activities in Florida During Winter
  • FAQ About Cool Places to Visit in Florida During Winter
  • Plan Your Florida Winter Getaway
    • Like this:
    • Related

This guide is packed with cozy towns, peaceful coastlines, sparkling springs, and festive magic. If you’re looking for a different kind of winter getaway, you’re in the right place!

Cool Places to Visit in Florida During Winter

Why Winter Is a Great Time to Explore Florida

Winter in Florida is magical. With mild temperatures, fewer crowds, and tons of seasonal events, it’s the perfect time to explore the state. You can skip the sweltering heat, dodge the summer tourist season, and enjoy outdoor adventures in comfort.

Plus, Florida’s holiday spirit adds a special touch to already-amazing locations. Think palm trees wrapped in twinkle lights, boat parades, and cozy beach bonfires. It truly becomes one of the cool places to visit for winter fun without the cold.

Cool Places to Visit in Florida During Winter

These handpicked spots offer the best of Florida in the off-season. From historic charm to wildlife encounters and hidden holiday gems, here are some of the cool places to visit in Florida this winter that will surprise and delight you.

Places to Visit in Florida During Winter St Augustine Nights of Lights

St. Augustine

This historic coastal city shines bright during the winter thanks to its Nights of Lights celebration, which runs from mid-November through January. The entire downtown is decked out in more than 3 million white lights, transforming it into a festive wonderland.

Places to Visit in Florida During Winter St Augustine

Take a trolley tour through the glowing streets, visit the iconic Castillo de San Marcos, and sip hot cocoa while strolling past centuries-old architecture. With fewer crowds and cooler temps, winter is one of the best times to experience St. Augustine.

Places to Visit in Florida During Winter Mount Dora

Mount Dora

Mount Dora is a charming lakeside town in Central Florida that comes alive with holiday cheer. In winter, the city hosts a series of events like the Mount Dora Christmas Walk, a boat parade on Lake Dora, and downtown light displays that feel straight out of a movie.

Explore antique shops, grab lunch at a local café, and enjoy waterfront views without the heat. It’s a cozy and festive spot for a laid-back winter weekend. Local restaurants often feature holiday menus, and carriage rides through the decorated downtown are the perfect way to wrap up the evening.

Places to Visit in Florida During Winter Tallahassee

Tallahassee

Florida’s capital city offers a completely different vibe than the coastal spots. With its rolling hills, canopy roads, and seasonal color, Tallahassee is perfect for travelers looking for a winter getaway with a touch of Southern charm.

Places to Visit in Florida During Winter Tallahassee Alfred B Maclay Gardens

December kicks off with the Winter Festival, complete with a parade, Jingle Bell Run, and live entertainment across downtown. It’s also a great time to explore Alfred B. Maclay Gardens State Park, where blooming camellias and azaleas signal that spring comes early here.

If you’re looking for a weekend that blends culture, nature, and cozy moments, Tallahassee is one of the most underrated cool places to visit in Florida during winter.

Places to Visit in Florida During Winter Apalachicola

Apalachicola

This quaint fishing village on the Gulf Coast is one of Florida’s best-kept secrets. Winter brings cooler weather and a peaceful vibe to Apalachicola, making it the perfect time to explore the waterfront, shop in historic downtown, and sample fresh oysters that the area is famous for.

Apalachicola has a rich maritime history and a close-knit community feel that’s especially welcoming during the winter months. Strolling along the scenic riverfront, you’ll find charming shops, galleries, and seafood restaurants serving up some of the freshest catches around.

Places to Visit in Florida During Winter Apalachicola Gibson Inn

Don’t miss a visit to St. George Island, just across the bay. This quiet barrier island offers unspoiled beaches, nature trails, and opportunities for birdwatching, especially during the migratory season. Whether you’re seeking solitude or a little adventure, Apalachicola offers a relaxing and authentic winter escape.

Places to Visit in Florida During Winter Crystal River Manatee

Crystal River

One of the most unique places to visit in Florida during winter is Crystal River, where hundreds of manatees gather in the warm spring waters. From November through March, it’s prime time for manatee watching and even swimming with them if you’re feeling adventurous.

Crystal River is home to Three Sisters Springs, one of the most iconic spots for manatee viewing. You can walk the boardwalk for above-water views or book a guided snorkeling or kayaking tour for a closer encounter. The water is crystal clear, and the experience is both peaceful and unforgettable.

Beyond manatees, Crystal River offers hiking trails, waterfront dining, and local shops that make it worth spending a few days. Winter is also an ideal time to enjoy the area without the crowds of peak season.

Places to Visit in Florida During Winter Downtown Sebring Circle

Sebring

Located in the heart of Central Florida, Sebring offers lakeside beauty, outdoor adventures, and a laid-back vibe. Its historic downtown is especially inviting during the winter months, with small-town charm that’s perfect for a relaxing getaway.

Places to Visit in Florida During Winter Downtown Sebring Carousel of LIghts

During the holidays, Downtown Sebring hosts the Carousel of Lights, a beloved local tradition featuring thousands of colorful light displays, holiday music, and family-friendly activities. Kids can visit with Santa, enjoy games, and take part in the cheerful atmosphere that fills the circle each evening. It’s a festive way to get into the holiday spirit and a highlight of visiting Sebring in winter.

Places to Visit in Florida During Winter Sebring Highlands Hammock State Park

Winter is also a great time to hike through Highlands Hammock State Park or bike around Lake Jackson, enjoying the cooler temperatures and peaceful surroundings.

Places to Visit in Florida During Winter Ocala Gypsy Gold Horse Farm

Ocala

Known for its sprawling horse farms and natural springs, Ocala is one of the most scenic places to visit in Florida during winter. Cooler temperatures make it perfect for hiking, horseback riding, and outdoor exploration.

Places to Visit in Florida During Winter Ocala Silver Springs State Park

A visit to Silver Springs State Park is a must, where you can take a glass-bottom boat tour or paddle through the crystal-clear waters. This iconic Florida attraction is even more enjoyable in the mild winter weather.

Places to Visit in Florida During Winter Ocala World Equestrian Center

Ocala is also home to the impressive World Equestrian Center, a premier destination for horse shows, seasonal events, and upscale dining and shopping.

Places to Visit in Florida During Winter Micanopy

Micanopy

This tiny town just south of Gainesville is full of vintage charm and is often referred to as “the town that time forgot.” With oak-lined streets, antique shops, historic homes, and cozy cafés, Micanopy offers a relaxing pace and a chance to enjoy Florida’s history and natural beauty.

Winter is an especially lovely time to visit, with cool temperatures ideal for walking through downtown and browsing the local bookstores, art galleries, and antique treasures. Many of the town’s historic buildings date back to the 1800s, and the laid-back vibe makes it a perfect escape from busy city life.

Places to Visit in Florida During Winter Micanopy Paynes Prairie Preserve State Park

Just a short drive away, Paynes Prairie Preserve State Park offers hiking, birdwatching, and the chance to spot wild horses, bison, and even alligators. In winter, the wildlife is more active and visible, and the clear skies make it a great time for photography or simply soaking in the scenic views.

Places to Visit in Florida During Winter Destin

Destin

Destin is known for its white-sand beaches and emerald waters, and even in winter, it remains one of the most beautiful cool places to visit in Florida. The pace slows down during the cooler months, making it a perfect destination if you’re looking to relax by the water without the hustle and bustle of peak season.

Take a peaceful stroll along the Destin Harbor Boardwalk, where you’ll find waterfront restaurants, unique shops, and scenic views of the harbor and boats coming in with their daily catch. Winter is a great time for a chartered fishing trip, as the Gulf waters are still active with seasonal fish. You’ll also find fewer crowds, which means more personalized experiences with local guides. If you’re visiting in December, don’t miss the Destin Boat Parade, where holiday lights shine from vessels gliding through the harbor.

Nature lovers will appreciate a visit to Henderson Beach State Park, where you can walk the nature trails or enjoy a quiet picnic near the dunes. The sunsets are spectacular, and the weather is typically mild enough to enjoy the beach without summer’s intensity. Whether you’re looking for adventure or relaxation, Destin is a peaceful Gulf Coast retreat during the winter season.

Places to Visit in Florida During Winter Ocala

Tips for Planning a Trip to Places to Visit in Florida During Winter

Planning ahead will help you make the most of your trip. Winter weather in Florida can vary quite a bit depending on the region, and knowing what to expect will keep your getaway stress-free.

Pack layers to stay comfortable throughout the day. Mornings and evenings can be cool, especially in North and Central Florida, but afternoons are often sunny and warm. A light jacket, cozy sweater, and comfortable shoes should all make your packing list. And yes, bring a swimsuit, many natural springs and heated pools are still great in the winter.

Book early if you’re traveling around the holidays or during popular events. Places like St. Augustine and Crystal River can fill up fast in December and January. Look for lodging options in nearby towns if accommodations in the main destination are limited.

Stay flexible and check local calendars. Some events and tours are weather-dependent or may change dates year to year. It’s a good idea to confirm schedules for parades, markets, or guided adventures before your trip.

Protect your skin and stay hydrated. The winter sun in Florida can be surprisingly strong. Wear sunscreen even if it feels cool out, and drink plenty of water, especially if you’re spending the day outdoors.

Be mindful of wildlife regulations if you’re visiting parks or natural areas. Follow all posted guidelines, especially when viewing or interacting with animals like manatees. Respecting the environment ensures these spots stay beautiful for future travelers.

Places to Visit in Florida During Winter Crystal River Three Sisters Springs

Best Outdoor Activities in Florida During Winter

One of the biggest perks of visiting Florida in the winter is that you can enjoy outdoor adventures without the heat and humidity. Whether you’re into nature, fitness, or just relaxing outside, there’s something for everyone.

Explore scenic trails and parks where the weather is cool and the air is crisp. Places like Ocala National Forest, Highlands Hammock State Park, and Paynes Prairie offer everything from paved walking paths to rugged nature trails. Winter is also the best time to enjoy these parks without the bugs and high temps of summer.

Take to the water for kayaking, paddleboarding, or boat tours. Florida’s natural springs stay a comfortable 72 degrees year-round, making spots like Crystal River and Silver Springs ideal for a paddle. You’ll glide through clear water, often with manatees swimming nearby.

Go wildlife watching and bring your camera. Migratory birds, manatees, and other native species are more active during the winter. Birding hotspots can be found in both coastal and inland areas.

Catch a sunset over the water whether you’re on the Atlantic or the Gulf Coast. Destinations like Apalachicola, Destin, and St. Augustine offer breathtaking views each evening. Cooler weather makes it even more pleasant to linger outside.

Try winter-friendly fishing or golfing for a more laid-back outdoor experience. Many golf courses and piers stay open year-round, and you can often find fewer crowds and special winter rates.

FAQ About Cool Places to Visit in Florida During Winter

Is Florida warm in the winter?
Yes, especially compared to most of the U.S. Temperatures usually range from the low 60s to mid-70s during the day, though northern areas can be cooler at night.

Are Florida’s springs warmer in the winter?
Yes. Most natural springs stay around 72°F year-round, making them a cozy place to swim or paddle, even in cooler weather.

What should I pack for a winter trip to Florida?
Layered clothing is best. Bring lightweight clothes for daytime, a jacket or sweater for evenings, and comfortable walking shoes. Don’t forget a swimsuit.

Can you swim with manatees in the winter?
Absolutely. Crystal River is the only place in North America where you can legally swim with manatees, and winter is the best time to do it.

Which towns have the best holiday lights?
St. Augustine and Mount Dora are top picks for festive lights and seasonal events. Both towns offer unique and beautiful holiday experiences.

Is winter a good time to visit Florida’s small towns?
Yes. The cooler weather makes it easier to explore on foot, and many towns host seasonal markets, parades, and festivals during winter.

Places to Visit in Florida During Winter Downtown Sebring Carousel of Lights

Plan Your Florida Winter Getaway

Whether you’re in search of sparkling holiday lights, natural beauty, or peaceful coastal retreats, these cool places to visit in Florida during winter have it all. From swimming with manatees in Crystal River to soaking up the history in St. Augustine, there’s a perfect destination for every kind of traveler.

Skip the snow, pack your sunglasses, and discover a new side of Florida this winter. Mild weather, festive charm, and unforgettable experiences are waiting for you.

FacebookTweetPin

Like this:

Like Loading...

Related

0 Comments
Share
Devine Fairytale

Devine Fairytale is written by Shannon Devine. Shannon lives in North Florida with her husband and has been making magic as a lifestyle and travel blogger for many years. Find everything from seasonal celebrations, productivity tips, affordable fashion, easy recipes, and travel guides here. Shannon is your go-to resource for planning a trip to Disney World or Universal Studios, Orlando. As an independent travel agent with Academy Travel, Shannon Devine is your travel expert. Let's plan your next magical vacation whether to Disney World, Disneyland, on a Disney Cruise, or visiting the Wizarding World of Harry Potter at Universal Orlando Studios!

You May Also Like

June 13, 2025

Tieks Ballet Flats: A Stylish Must-Have for Travel and Everyday Wear

December 4, 2015

Holiday Party Survival Guide: Healthy Tips for Holiday Parties

October 30, 2024

Visit The Pickle Pad Tallahassee for Indoor Pickleball

Leave a Comment Cancel Comment

Recipe Rating




Previous Post
How to Get Your Planner Ready for the New Year
Hi There, I’m

Hi There, I’m

shannon

Welcome to Devine Fairytale! A magical corner of the internet where you can find lifestyle content, travel tips, everything you need to know about Disney and Universal vacations, plus a whole lot more. I'm so happy you're here!

Next Destination

Next Destination

let's travel
St Louis, MO

lifestyle

travel

tallahassee area

disney & universal

Recent Posts

  • Places to Visit in Florida During Winter

    Cool Places to Visit in Florida During Winter

    January 14, 2026
  • How to Get Your Planner Ready for the New Year

    How to Get Your Planner Ready for the New Year

    January 13, 2026
  • Teen Girl Gift Guide

    The Ultimate Teen Girl Gift Guide She’ll Obsess Over

    December 1, 2025
  • About
  • Contact
  • Collaborate
  • Disney & Universal Vacation Planning Services
  • Disclosure
  • Privacy Policy

COPYRIGHT © 2025 Devine Fairytale Site Powered by Pix & Hue.

 

Loading Comments...
 

    %d