Dreaming of Florida? Winter is the Perfect Time to Explore Your Move South

Dec 11, 2024

Experience Florida like a pro–we can help

As the cold sets in up north, it’s no surprise that Florida starts calling. With its endless sunshine, swaying palm trees, and laid-back lifestyle, it’s easy to see why so many Northerners head south for a much-needed escape this time of year. But for many, that winter getaway sparks a big question:

“Could this be my life year-round? Could I trade snowstorms and layers for beaches and sunshine?”

It’s a big shift—and one that opens the door to some exciting possibilities. Whether you’re dreaming of the Gulf Coast, Southeast Florida, or even Central Florida’s charming communities, Suburban Jungle can help you discover what life could be like in the Sunshine State.

Why Winter is the Time to Explore Florida

Winter is an ideal time to see Florida at its best. While the weather back home might be gray and icy, Florida is thriving with mild temps, sunny skies, and countless activities for locals and visitors alike.

If you’ve ever asked yourself, “could I make this move?”—the answer is simple: why not explore and find out? Suburban Jungle specializes in parallel searches that help families compare regions and markets to find the perfect fit. Thinking about Boca Raton but also curious about Naples? Torn between Southeast Florida and the Gulf Coast? Or maybe you want to see what Central or Northeast Florida has to offer?

We’ve got you covered. Winter is the ideal time to explore these towns, experience the lifestyle, and see what year-round life could be like.

Ready to Make the Leap? Here’s Where to Start

“Florida isn’t just a place to vacation—it’s a place to live your best life,” says Suburban Jungle Florida Strategist Melissa Schneider. “Whether you’re drawn to the beaches, the culture, or the year-round sunshine, there’s a community here that fits your vision for the future.”

From the equestrian charm of Wellington to the bustling culture of Sarasota to Naples’ world-class beaches, Florida offers something for everyone. Here’s a peek at a few of the incredible communities we can help you explore.

Southeast Florida

Coral Gables

Known as “The City Beautiful,” Coral Gables blends Mediterranean-inspired architecture with lush green spaces, top-tier schools, and cultural landmarks like the Venetian Pool and the Biltmore Hotel. It’s an ideal spot for families who want history, culture, and thriving community living.

Boca Raton

Boca offers the perfect blend of sunshine, beach access, and proximity to Miami, Fort Lauderdale, and West Palm Beach. Families love its many parks, outdoor activities, and lively downtown filled with art galleries, outdoor concerts, and fine dining.

Learn more about Boca Raton.

Wellington

As the “Equestrian Capital of the World,” Wellington exudes hometown charm with top schools, incredible parks, and unique activities like roller hockey leagues and horseback riding trails. It’s a family-friendly spot for people craving community and outdoor living.

Explore the equestrian lifestyle in Wellington.

Southwest Gulf Coast Florida

Naples

Voted #1 Place to Live by US News (2024-25), Naples is a beach lover’s paradise with stunning coastlines, top-rated schools, and incredible dining and shopping. Its laid-back energy and active community make it ideal for families and retirees alike.

Discover Naples beyond the beach.

Sarasota

This coastal haven offers a rich arts scene, a lively downtown, and some of the best beaches in the country, including Siesta Key. Sarasota blends big-city energy with a close-knit feel, making it a unique and dynamic place to live.

Why move to Sarasota?

Central Florida

Winter Park

Think cobblestone streets, tree-lined neighborhoods, and a walkable downtown filled with boutiques, restaurants, and cafes. Winter Park offers a unique blend of small-town charm and easy access to Orlando’s fun city life.

Northeast Florida

Ponte Vedra

From world-class golf courses to award-winning schools, Ponte Vedra offers an unbeatable mix of outdoor living and family-friendly amenities. It’s also close to St. Augustine, America’s oldest city, and offers a unique mix of history, culture, and modern living.

Let Suburban Jungle Help You Discover Florida

Whether you’re dreaming of Florida’s Gulf Coast, the Southeast’s vibrant cities, or Central Florida’s welcoming communities, we’re here to help. From planning your visits to connecting you with on-the-ground local experts, we’ll help you navigate each step of the way. 

“Winter is the perfect time to explore what life in Florida could look like,” says Melissa. “From vibrant cities to tranquil beach towns, you’ll see these communities at their very best—and start imagining what it would feel like to call Florida home.”

For more insights, visit SJ’s Florida towns section and the Florida blog page on our website.

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