It’s easy to see why winter in Clearwater Beach is one of the best times to visit. This year-round beach destination lets you enjoy sand and sun even during the cold months. Plus, you’ll get to experience many of the popular attractions and tours without peak season crowds.
Check out our collection of Clearwater Beach vacation rentals and book your winter getaway. Here is what the season actually looks like on Clearwater Beach, from the weather to the holiday calendar.
What Winter Weather Is Like in Clearwater Beach
Clearwater Beach has perfect weather for snowbirds looking to escape cold temperatures up north. It’s warm enough to enjoy a full range of outdoor activities, including spending time at the beach.
The average high during the season ranges from the mid-60s to the low 70s. Average lows can drop to the 50s. January is the coldest month, but it’s still relatively warm compared to many other parts of the country.
Hurricane season in Florida ends in November, so winter has the lowest precipitation of the year. The warm weather keeps the water conditions mild enough for a quick, cool swim in the ocean, but it’s just as nice to simply relax on the beach.
Winter Crowds in Clearwater Beach
Clearwater Beach has long been a haven for snowbirds and holiday travelers. Crowds fluctuate throughout the season, giving this destination different energy depending on when you visit.
The first two weeks of December are among the quietest of the whole year, compared to the week between Christmas and New Year’s when crowd levels peak for the season.
Plan accordingly if you’re considering visiting Clearwater Beach during a busy holiday weekend. Make reservations for tours and restaurants early, book your accommodations well in advance, and expect heavier traffic when driving on the Clearwater Memorial Causeway.
January and February are calmer months on the beach, making them popular travel months for snowbirds who want a quieter vacation.
Best Things to Do in Clearwater Beach in Winter
Unlike other beach destinations, Clearwater Beach doesn’t shut down during the winter. Tours, attractions, restaurants, and even the Pier 60 sunset celebration keep going. The main difference is the more moderate temperatures, making outdoor activities more comfortable.
Catch the Sunset Celebration at Pier 60
The clear winter skies make this one of the best seasons for watching the sunset. Pier 60 is famous for its nightly festival that kicks off at dusk. Walk the pier to watch street performers, shop craft vendors, or pick a spot at the end of the pier for the best sunset view.
Sunset falls between 5:30 and 6:30 p.m. in winter, so this becomes an early-evening event rather than a late one. Our first-timer’s guide to Pier 60 covers parking and what to expect.
Spend a Morning at Clearwater Marine Aquarium
Winter brings the Arctic to South Florida! The Clearwater Marine Aquarium features winter-themed exhibits to help kids learn about Arctic animals as they participate in hands-on activities.
This rescue and rehabilitation center also offers the opportunity to interact with dolphins and other marine life.
Take the Ferry to Caladesi Island State Park
Condé Nast Traveler ranked Caladesi Island State Park among the top beaches in the US. The quieter winter months and the fact that it’s only accessible by boat means that there’s a chance you’ll be one of the only people on this stunning three-mile beach!
Make a day out of your island adventure by exploring the Hammock Loop nature trail and the Henry Scharrer Homestead ruins from the 1800s.
Birding at Honeymoon Island State Park
Honeymoon Island State Park is home to one of the last virgin slash pine stands in Florida. Winter is one of the best times to go bird watching because the area’s warm temperatures are ideal for migratory birds.
You’ll have the chance to spot Bald Eagles during their nesting season. The coastal location also makes it an excellent home for shorebirds. More than 260 bird species have been spotted here, so how many will you see?
Book a Winter Fishing Charter
Cooler water changes what is biting, so you’ll reel in some different catches compared to other times of the year. Fishing charters still have availability during the winter, so book a full- or half-day trip. Our guide to popular fishing locations, from the bay to deep sea, gives more insights.
Dolphin tours are also available for the best chance at seeing them off the coast.
Winter Events in Clearwater Beach
The busy holiday calendar is one of the reasons why winter in Clearwater Beach remains a popular time to visit. Between the beach-town traditions and downtown Clearwater’s lights, there is something on most nights through the end of the year.
Holiday Lighted Boat Parade
- When: Saturday, December 12, 2026, starting at 6 p.m.
Watch decorated boats from the Clearwater Yacht Club cruise past Coachman Park, showcasing creative holiday light displays that appear to float on water while holiday music fills the cool air.
2026 will bring the 52nd annual parade and boats are set to compete for cash prizes and a trophy for the best lights.
Making Spirits Bright Holiday Street Parade
- When: December 18, 2026
Get into the spirit of Christmas with this festive holiday parade. Beginning from Clearwater Beach Library, you can expected decorated floats and plenty of Christmas-themed costumes. Locals and visitors are welcome.
By this time, you can expect plenty of Christmas tree decorations and holiday lights throughout the area. Look out for special holiday deals and events at local businesses, too.
Winter Wonderland in Downtown Clearwater
- When: Wednesday – Sunday, November 29 – December 23, 2026
Downtown Clearwater transforms into a winter wonderland every night during December. Thousands of lights, real pine trees, a holiday train, and cookie decorating with Mrs. Claus fill the downtown lot. It’s a family-friendly event.
Clearwater Marathon Running Festival
- When: January 30 – 31, 2027
Lace up your running shoes for a coastal marathon that will make you earn your vacation. The All Day Running Co. Clearwater Marathon and Running Festival runs a 5K on Saturday and the half, full, and 50K on Sunday. It’s a popular winter marathon thanks to the coastal views.
Catch Phillies Spring Training
- When: Home games from February 22, 2027
Baseball fans have enjoyed the Phillies’ spring training in Clearwater since 1948. BayCare Ballpark is where fans can see the upcoming roster, new signees, and their favorite star players all getting ready for the upcoming season.
Check the official schedule to get tickets to matchups with other MLB teams.
Christmas and New Year in Clearwater Beach
Families love spending Christmas and New Year in Clearwater Beach. It’s a warm, beach escape from snowy states, and booking a vacation rental that’s big enough for the entire family will make it feel like home.
Most spend Christmas enjoying time with family, hanging out at the beach, and eating at local seafood restaurants. Check out our guide to Christmas in Clearwater Beach for more insights.
New Year’s Eve is more lively, with events like Sunset to Sparkle at Pier 60 Park and Light It Up Clearwater where fireworks are launched from Sand Key Park over the Gulf.
What to Pack for a Winter Trip to Clearwater Beach
Shorts and flip-flops in the winter? Welcome to Clearwater Beach! The warm weather means you can keep your favorite beach outfits packed, but save the tank tops for the summer because it can still get cool. Bring a light layer for the cool winter air.
Here’s a quick checklist of the essentials:
- A light jacket or fleece for evenings, plus one warmer layer for cold fronts
- Long pants and closed-toe shoes for park trails and dinners out
- A swimsuit for heated pools and hot tubs
- Sunscreen, as the sun can still be strong at midday
Plan Your Winter Getaway to Clearwater Beach
Winter in Clearwater Beach impresses visitors with wide open sand, short waits at restaurants, and comfortable temperatures outdoor activities. Whether you’re visiting to celebrate the holidays or a snowbird planning an extended winter getaway, Clearwater Beach is the perfect destination.
Browse Sunny Orange Stays vacation rentals to find the perfect home base for your trip.