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How to Enjoy Winter in St. Petersburg

When most people think of winter, they imagine snow-covered landscapes and frosty temperatures. But in St. Petersburg, Florida, winter means something entirely different — magical season of sunshine, festivities, and endless possibilities! If you're looking to escape the cold and create unforgettable memories with fun Florida winter activities, there's no better destination than the vibrant Gulf Coast gem where TradeWinds makes our home. Need a nudge in the right direction? Here are some of the best local goings-on to check out while you’re here.

Festive Maritime Celebrations

Some of the most enchanting winter experiences in the St. Petersburg area are the spectacular annual holiday boat parades. These seafaring celebrations transform the local waterways into magical light displays that capture the essence of Florida's unique holiday spirit. The Festival of Lights Boat Parade in Madeira Beach kicks off the floating festivities with elaborately decorated boats gliding across the water, their lights reflecting like jewels on the waves. Not to be outdone, the Boca Ciega Yacht Club Holiday Boat Parade offers another breathtaking display of nautical holiday cheer. Watercraft enthusiasts and families alike gather to watch vessels of all sizes transform into floating Christmas masterpieces. The Clearwater Yacht Club Annual Boat Parade continues this delightful tradition, while the Tarpon Springs Holiday Boat Parade adds its own Mediterranean-inspired flair to the calendar. The charming Dunedin Holiday Boat Parade combines maritime magic with small-town warmth, and is sure to create memories that will last a lifetime. Plus, guests of TradeWinds are cordially invited to take part in the full schedule of holiday activities we have planned right on-site at the resort!

Illuminating Holiday Displays

Beyond the water, St. Petersburg and its surrounding communities offer stunning holiday light displays that transform the landscape into a warm-weather winter wonderland. Largo Central Park's Holiday Lights & Carnival Rides create a festive atmosphere with twinkling lights and joyful attractions that appeal to visitors of all ages. The Florida Botanical Gardens become an enchanted forest during their Holiday Lights event, where thousands of lights wind through meticulously maintained gardens, creating a magical evening experience. A visit to the Museum of American Arts and Crafts Movement also offers an annual tree lighting that adds another layer of festive charm to the local cultural scene.

Seasonal Events and Experiences

Winter in St. Petersburg is packed with events that capture the holiday spirit. Snowfest at North Straub Park brings a touch of winter magic to Florida, complete with artificial snow and winter-themed activities that will delight children and adults alike. The Salvation Army Angel Tree Toy Run combines a fun run with charitable giving, embodying the true meaning of the season. Anyone who cherishes tradition will want to pay a visit to the Dunedin Youth Guild's Annual Holiday Tour of Homes, offering a glimpse into the area's most beautiful residential spaces decorated in their festive best. The Polar Express Experience at Ruth Eckerd Hall provides a magical journey for families, while the Merry Beach Market & Holiday Festival offers local crafts, food, and entertainment. Theatre lovers will also appreciate "A Very Broadway Christmas" at Mahaffey Theatre, which promises spectacular performances that capture the joy and wonder of the season.

Cultural Exploration

St. Petersburg's museums offer a perfect reflective respite. TradeWinds has a partnership with the spectacular Dalí Museum, which provides a surreal journey through the mind of one of art's most innovative painters. The Chihuly Collection is a breathtaking showcase of glass art that captures light in ways that echo the most magnificent holiday displays. The Museum of Fine Arts offers a diverse collection that will captivate art enthusiasts, while the aforementioned Museum of the American Arts and Crafts Movement provides a deep dive into a fascinating design era. Wild West enthusiasts will appreciate The James Museum of Western & Wildlife Art, which brings the spirit of the American landscape indoors. Traveling with family? You’ll want to stop at Great Explorations Children's Museum, where interactive exhibits make learning a joyful adventure. Car buffs won’t want to miss The Tampa Bay Automobile Museum, which houses fascinating exhibits that showcase mechanical artistry.

Outdoor Adventures

Since winter in St. Petersburg feels a lot more like late spring in most other areas, visitors are free to enjoy incredible outdoor experiences. So we recommend heading out on a mural walk through the city's vibrant art districts, where street art tells stories on every corner. Craving shopping and entertainment? The St. Pete Pier provides stunning views and numerous activities, from dining to recreational pursuits. Nature lovers should consider exploring the Florida Botanical Gardens, Sawgrass Lake Park, and Fort de Soto Park. Each offers unique landscapes and wildlife viewing opportunities. And last but definitely not least, St. Petersburg Sunken Gardens provides a lush, tropical escape that feels worlds away from traditional winter scenes.

Market Magic

The area's outdoor shopping stops come alive during the cooler season. The Grand Bazaar Christmas Winter Wonderland offers a festive shopping experience with unique gifts and local crafts, while Tampa’s Water Street Holiday Promenade transforms the downtown area into a celebration of local culture and commerce. From the Blush Annual Holiday Bazaar to Santa's Market at 3 Daughters Brewing, there are numerous opportunities to find unique gifts, enjoy local cuisine, and immerse yourself in community spirit. The Jingle Bell Bazaar in Ybor and the Very Merry Midtown Market also provide additional opportunities for holiday shopping, entertainment and good cheer.

Your Winter Haven Awaits

Want to experience all of this and more this winter? TradeWinds Resort is your home base for adventure in St. Pete Beach and beyond. We’re perfectly positioned to access all these incredible attractions. Plus, our beachfront resort offers incredible comfort, top-shelf service, on-site activities, the area’s best bars and restaurants, and the ideal launching point for your St. Petersburg winter exploration.

So why endure another cold, dreary winter? St. Pete beckons with sunshine, festivities, and endless adventures. And TradeWinds Resort is ready to make your winter dreams come true. So check out our Special Offers page, pick the package that’s right for you, and swap snow for sunshine this winter!

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