Where to Go for a Warm Winter Escape

warm winter escape

4 incredible spots for a sunny getaway

Winter is calling—but you guys don’t have to answer! If sunshine, warm weather, and outdoor adventures are more your style, it’s time to do just the opposite. Say “no, thanks!” to chilly days and heavy sweaters. Instead, enjoy a warm winter escape that lets you soak up the sunny fun.

Ready to make winter feel like a distant memory? Here are four destinations that deliver summer vibes all year long.

  • Clearwater Beach, FL

    Trading white snow for white sand!

    Consistently named one of America’s top beaches, Clearwater Beach shines in the winter—literally. With its sparkling blue waters and reliably sunny days, this beach town is ideal for shelling, swimming, and long walks on its famous “sugar sand” shore. And don’t miss the beachfront sunsets, so beautiful and colorful that locals and tourists alike often clap in delight.

    Even away from the shoreline, Clearwater keeps that beachfront vibe going. Menus are heavy on fresh seafood and citrus flavors, with warm evenings made for outdoor dining. And the night scene is just as tropical! Beachfront tiki bars serve up piña coladas and margaritas alongside live music, ending your day with a touch of tropical paradise.

    Best Warm Winter Escape for: lounging under the palm trees

  • Kailua-Kona, HI

    Where cold weather becomes a distant memory!

    Located on the island of Maui, Kailua-Kona offers so many warm-weather activities that you’ll forget it’s still winter. One of the most popular activities here is snorkeling, and with good reason. The island’s clear waters give you unforgettable views of the abundant marine life, including sea turtles, reef fish, and more. Winter is also peak whale watching season—a boat tour gives you the best chance to spot migrating humpback whales.

    On land, Kailua-Kona’s walkable waterfront is lined with historic sites and cultural landmarks. Coffee lovers can take tasting tours of the renowned Kona coffee farms, with tours and tastings of Hawaii’s finest brews. And the local food scene, featuring fresh seafood, tropical fruit, and Hawaiian flavors, makes every meal a delight.

    Best Warm Winter Escape for: saying aloha to sunshine

  • New Orleans, LA

    Where the party never ends!

    Winter gives New Orleans not one, but two big reasons to celebrate: New Year’s Eve and its world-famous Mardi Gras. But even on a random Tuesday, let’s be honest: the party never stops in the Big Easy. But beyond tasty cocktails, New Orleans is surprisingly packed with things to do.

    Start by exploring the French Quarter (during the day, you guys). Historic architecture, street performers, and scenic squares bring something new with every step. Then head to the Garden District, where walking tours take you from antebellum mansions to famous cemeteries. Food is another major draw here. Think Creole and Cajun classics, like flavorful gumbo, spicy jambalaya, and hearty po’boys, with a sugar-dusted beignet for dessert.

    Best Warm Winter Escape for: good food and good times

  • San Diego, CA

    West coast, best coast!

    With its classic SoCal vibes and never-ending sunshine, San Diego is a winter getaway that’s all about the outdoors. The warm weather is perfect for exploring—rent a bike and explore the city’s scenic waterfront paths. Be sure to include Mission Bay Park: 27 miles of shoreline and activities like paddleboarding and beach volleyball.

    San Diego balances out its beach offerings with plenty of cultural experiences. Balboa Park is a must. One of the largest urban parks in the country, it’s home to museums, gardens, theaters, and the San Diego Zoo. Or visit Old Town, which showcases California’s cultural heritage with its preserved historic buildings, museums, and authentic Mexican food.

    Best Warm Winter Escape for: SoCal fun in the sun

Who says you have to wait for summer? These spots deliver sunshine, warm weather, and outdoor fun, even in the middle of winter!

And to make the most of your sunny getaway, ship your bags to your warm-weather destination with LugLess. No hassles with suitcases. No wasting sunshine at baggage claim. So you can go straight from the airport into adventure, stress-free and ready for fun!