10 Best Florida Towns For A Winter Getaway
Unlike many parts of the country, winters in Florida don't bring snow, but this doesn't detract from the winter spirit. The state still bursts to life with an irresistible mix of warm sunshine and coastal charm. While famous cities like Miami and Orlando may seem like the perfect destination, the Sunshine State offers numerous alternatives where you can have a gratifying getaway without the choking crowds to worry about.
Whether you are craving a quiet beach escape, a romantic retreat under palm-fringed skies, or a lively vacation packed with local wonders, Florida offers countless ways to experience the season without bundling up. From Mount Dora to Naples, here are some of the best Florida towns for a winter getaway.
St. Augustine

The country's oldest city receives a surge of visitors towards the end of the year, as snowbirds escaping the cold winters up north migrate to the historic town. St. Augustine offers a rich lesson in history, marked by numerous landmarks, including the Castillo de San Marcos National Monument. The oldest masonry fort in the country serves as a portal to life in the 17th century.
Beyond history, the St. Augustine Alligator Farm Zoological Park is home to a diverse array of interesting wildlife species, serving as a sanctuary for reptiles, mammals, and birds. Meanwhile, many people find time to enjoy the tropical weather while basking on the silky smooth sands of Anastasia State Park. Boasting 1,600 acres of beaches, nature trails, and tidal marshes, the outdoor space provides a haven for recreational activities such as swimming, paddling, hiking, and fishing.
Key West

Key West invites vacationers for an unforgettable winter getaway in Florida's southernmost destination, filled with family-friendly fun. It is an excellent destination for outdoor activities, and visitors can enjoy a great time by the water at Smathers Beach. This expansive public beach, with soft sands and immaculate palm trees, is beloved by sunbathers, swimmers, and strollers alike.
Also, the Key West Butterfly and Nature Conservatory brings people intimately close to nature in a climate-controlled sanctuary with lush vegetation and over 50 species of butterflies. Winter is an excellent season for first-time visitors to Key West to experience the Old Town Trolley Tours. This 90-minute historic adventure takes you on a remarkable sightseeing tour exploring the town's landmark corridor and its centuries of history, with a focus on numerous points of interest.
Naples

Naples is amazing year-round, but it is particularly spectacular during the winter high season when it welcomes a yearly onslaught of visitors from all points north. The holiday season draws thousands of shoppers, who flock to 5th Avenue South for the latest fashion accessories, gift items, and other treasures at Tin City Waterfront Shops. Additionally, the Naples Zoo at Caribbean Gardens offers rare up-close encounters with exotic animal species, featuring lemurs, gibbons, giraffes, and lions. Meanwhile, the Naples Botanical Garden welcomes guests to explore a beautiful green space with diverse tropical species.
Mount Dora

Mount Dora is an adorable lakeside community that offers guests a rare taste of inland Florida winters. Set on the shores of Lake Dora, opportunities abound to get into the open water and spot different winter wildlife. Tourists will enjoy a sunset dinner or canal lunch tour on the Rusty Anchor Mount Dora, which lasts approximately 2 hours along the shoreline, allowing them to appreciate the richness of the local flora and fauna.
Downtown Mount Dora offers unmissable shopping opportunities, with local favorites such as Renninger's Flea Market & Antique Center and the Mount Dora Village Market. Furthermore, the Mount Dora Arts Festival, towards the end of January, attracts hundreds of artists and craftspeople to spread their creative spirit, featuring fine art exhibitions, food, drinks, and live entertainment in a festive atmosphere.
Destin

Winters in Destin are as fun as any other season of the year, allowing vacationers to soak in the beauty and magic of the Florida Panhandle. The sun is out, and the weather is comfortable, compelling people to head to the scenic shores at Henderson Beach State Park. This beachside haven boasts smooth, sandy shores where you can sit and admire the Gulf of Mexico and its emerald green waters. Meanwhile, the HarborWalk Village maintains a vibrant atmosphere as tourists flock to the corridor for shopping, dining, musical performances, and a holiday boat parade.
Those who enjoy shopping will love the experience offered by Destin Commons Mall, home to over 80 retail stores and restaurants, as well as a movie theater. The vibrant atmosphere, with crowds of shoppers, makes it a popular gathering spot for tourists and locals alike.
Winter Park

Winter Park is one of the best Florida towns for a winter getaway, especially for tourists fleeing the crowded scene in nearby Orlando. This inland community features charming natural spaces where vacationers can find relaxation, including the Kraft Azalea Garden. A mix of cypress and azalea trees provides a home for thriving bird life and a cool breeze for picnickers, strollers, and sightseers exploring the five-acre park.
Elsewhere, shopping opportunities await at Winter Park Village, where people go to browse brand-name outlets, indulge in upscale dining, and enjoy the latest movies. Alternatively, you can head to the Winter Park Farmers Market to sample local produce, baked goods, crafts, and treats in a festive atmosphere.
Tarpon Springs

This seaside gem on Florida's Gulf Coast lures winter travelers with relaxing days by the beach and luscious Greek flavors. Snowbirds from the northern states flock to Fred Howard Park to take advantage of a unique mix of sun, sea, and sand. This expansive beach spanning 155 acres draws swimmers, sunbathers, surfers, and sightseers.
Meanwhile, the town's unique Greek heritage is evident in its delicious cuisine, which vacationers can savour at Dimitri's on the Water, and the Tarpons Springs Aquarium and Animal Sanctuary is a must-visit. This family-friendly location promises unforgettable encounters with awesome marine and land species, including sharks, jellyfish, alligators, and pelicans.
Plant City

Plant City makes a fantastic winter getaway for anyone planning a family vacation. This playful town in the Tampa Bay area offers a slew of kid-friendly opportunities, including fun and games at Dinosaur World. This awesome outdoor museum boasts more than 200 life-size dinosaur sculptures, a gem mining area, fossil dig opportunities, and other exciting activities. The Florida Strawberry Festival is another great reason to visit in winter; the fair draws half a million visitors to the town over ten days in February and March for carnival rides, concerts, and, of course, food.
The downtown streets come alive as tourists flood the multiple farmers' markets for their holiday shopping. This includes the Plant City Farm & Flea Market, where visitors can shop for clothes, home decor, accessories, and even fresh produce. Outdoor enthusiasts are invited to explore Lower Green Swamp Nature Preserve. This 12,800-acre wilderness boasts sunny hiking and equestrian trails leading to isolated picnic areas and campgrounds.
Sebastian

This picturesque town on the confluence of the Indian and St. Sebastian Rivers promises a fun-packed itinerary for winter travelers, thanks to a lineup of family-friendly experiences. The North County Pool beckons for aquatic adventures, featuring an outdoor Olympic-sized pool, diving boards, and water slides, making it ideal for all ages. Those with a taste for beer can sample refreshing handcrafted flavors at Mash Monkeys Brewing Company.
Art lovers and music enthusiasts also converge in the town every January for the Sebastian Riverfront Fine Art & Music Festival. This exciting event attracts some of the best musicians, crafters, and artists from near and far, with participants browsing exhibitions, jamming, and savoring food and craft beer against the scenic backdrop of the Indian River. Elsewhere, guests can take advantage of a fantastic cruise on the water courtesy of Sebastian Watercraft Rentals.
Punta Gorda

This beautiful oceanfront community in southwest Florida comes alive every winter as vacationers take full advantage of its sunny weather, beach access, and range of family-centric activities. Fishermen's Village is one of the major gathering spots during this time, offering tourists a remarkable waterfront experience with shopping, dining, entertainment, and a variety of water sports.
At nearby Laishley Park, vacationers can have more outdoor fun at a 400-foot fishing pier, lush picnic grounds, a harbor walk, and a cool seafood diner. Elsewhere, animal enthusiasts are in for a surprise at the Octagon Wildlife Sanctuary, which rescues and rehabilitates vulnerable wild animals. This means close-up encounters with exotic wildlife, such as tigers, lions, and bears.
Escape Winter in Florida
These Florida towns prove that you don't need snow or cold weather to have an amazing winter getaway in the United States. From playing with dinosaurs in Plant City to strolling through the cobblestone streets of St. Augustine, there is no shortage of memorable experiences in the Sunshine State. Whether drawn to beachside sunsets, historic landmarks, or fun food festivals, Florida’s winter escapes promise sunshine, relaxation, and endless adventures, making it the perfect place to celebrate the season in style.