The Best Places to Snowbird This Winter

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If you’re having trouble deciding where to migrate to, we curated a list of the top 10 places to snowbird this winter. Whether you’re in search of lively entertainment, outdoor adventure, or tranquil retreats, these destinations promise a rejuvenating escape for the colder months ahead.

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Ready to fly south this winter? With so many picturesque retirement destinations, more and more retirees are opting to enjoy the best places to snowbird. A snowbird has a primary residence in a northern location, and then jets off to a warmer secondary home the minute the snow starts to fall. If you have the flexibility of a retired lifestyle, this can be a fantastic way to explore more and bask in sunshine year-round.

Skip the subzero temperatures and trade sweaters for swimsuits! Our top 10 places to snowbird this winter will make your retirement feel like a permanent summer vacation.

The beach in Naples, Florida at sunset with the waves of the Gulf of Mexico.

When we imagine retiring to Florida, busy cities like Miami or Orlando often come to mind. But did you know Florida has a quieter side with many hidden 55+ gems? Naples is an excellent snowbird destination for active retirees. The area is known as the “Golf Capital of the World” with championship courses alongside resort-style living communities.

There’s also easy access to beaches and world-class shopping and dining. Year-round events give Naples a thriving social scene. The Naples Winter Wonderland Craft and Vendor Market is one of the most popular seasonal activities along with Naples’ amazing seafood festivals, one of which takes place during the winter months.

Best of all, the region is well-tailored to 55+ adults who enjoy low-maintenance living, with many luxury apartments, condos, and waterfront bungalows to choose from.

55+ Communities in Naples, Florida

Uptown Sedona shops with red rock buttes in background in Sedona, Arizona.
Image credited to Nigel Jarvis / Shutterstock.com

Sedona has a comfortable year-round climate and beautiful natural scenery. There are many active retirement communities in Sedona, complete with bike paths, golf courses, and hiking trails. More than half of Sedona residents are age 45 and above, making this an ideal community for retirees looking to settle into a relaxed way of living.

Of course, a relaxed lifestyle also means more time for adventures. This is a great area for off-roading in a Jeep, a popular pastime amongst locals—no snow tires required! Framed by Arizona’s stunning red-rock buttes and picturesque canyons, Sedona is ideal for those who enjoy year-round recreation.

Aerial view of the red brick buildings on the campus of the University of Georgia at sunset in Athens, Georgia.

No, we aren’t talking about Rome. Your ideal snowbird destination is a lot closer in Athens, Georgia. Known for its timeless antebellum architecture, Athens is one of the best places to snowbird. Not only is the area affordable and tax-friendly, but there’s a lot to do in Athens.

Year-round festivals, music, and cultural events draw many active adults to this Southern gem. A few of the best events to enjoy during the winter months include the Athens Wine Weekend, The Wild Rumpus Parade & Spectacle, and the Winter Holidays fest where the community comes together to enjoy local food trucks, shopping, and ice skating.

Love music? Athens is known for chart-topping bands as well as the Athens Symphony Orchestra. Also, the 40 Watt Club is a must-visit venue to add to your Athens bucket list.

Aerial view of Tuna Harbor in San Diego, California.
Image credited to ByDroneVideos / Shutterstock.com

Have you been California dreamin’ of a sunny retirement destination? San Diego is the perfect West Coast haven for snowbirds. The winter months are temperate, escaping the most oppressive heat of the region, and perfect for enjoying watersports and beach days. San Diego has many highlights, from horseback riding trails and amazing Mexican cuisine to whale watching and a thriving arts scene. Also, the centrally located airport makes snowbirding easy.

San Diego is a popular retirement destination for yachting and boating. Joining the local sailing clubs is an excellent way to get to know the area and learn new skills.

55+ Communities in San Diego, California

Downtown skyline on the Colorado River in Austin, Texas.

Even the summers are bigger in Texas! Austin enjoys year-round sunny weather and warm temperatures. This city is known for its rich diversity, arts, and culture. Austin has a thriving historic district, notable for its eclectic boutiques, antique stores, and thrift shops.

Small-town charm can be found in this welcoming city. The area is home to many fantastic pubs, the perfect place to relax after a long day of exploring. Biking the city is a popular weekend activity with ample pedestrian and bike-friendly routes.

A few of the best places to snowbird in Austin include Downtown Austin, San Marcos, Georgetown, and Wimberley. Here, you’ll find a variety of housing options from luxurious villas to unique historic townhomes. There’s a perfect spot for every resident in this larger-than-life Texas city.

55+ Rental Communities in Austin, Texas

Aerial view of Fort Myers Beach in Florida.

Florida is the quintessential first choice for snowbirds. The Sunshine State is always warm and pleasant, with plenty to do and affordable 55+ communities. The city is home to some of the best golf courses in the United States. Fort Myers offers a unique natural escape where residents can find time to commune with manatees and dolphins from aboard kayaks and boats. Also, the best beaches in Fort Myers include the famous Estero Island, where beachgoers can enjoy sunbathing, snorkeling, and birding.

Being a popular snowbird destination, Fort Myers does garner a fair bit of traffic during the winter months. Many retirees like the opportunity to mingle with other snowbirds and have described the area as having an “expat” sort of culture.

55+ Communities in Fort Myers, Florida

Autumn landscape at Centennial Park with The Parthenon at sunset in Nashville, Tennessee.
Image credited to Marcus E Jones / Shutterstock.com

Nashville is a music lovers paradise. It’s no surprise many snowbirds fly to Nashville to play—and listen to—their music in the sun. This vibrant city is home to a diverse array of art, music, and amazing food. Attractions include the Country Music Hall of Fame and Museum and the Ryman Auditorium. Locals can enjoy the best of Nashville without the tourist crowds during the winter off-season. There are also plenty of ways to stay healthy and fit in Nashville including hiking, kayaking, golf, and even ziplining.

Best of all, Nashville is a retirement-friendly city, with no state income tax, including Social Security and pensions. The cost of living for retirees is reasonable, making Nashville a great choice for snowbirding.

55+ Communities in Nashville, Tennessee

Sunset on the golden sand of Mokapu Beach in Maui, Hawaii.

You don’t need a passport to enjoy Maui’s best beaches, including the famous Hamoa Beach that enchanted both Mark Twain and James Michener. Whether you’re working on the next Great American Novel of learning to surf, there’s no end to inspiration in Maui.

Hawaiian hospitality is the standard on this beautiful island, with friendly folks and plenty to do. The region is moderately tax-friendly, although if you’re planning to enjoy the best luxury communities the island has to offer, meticulous retirement planning is advised.

Aerial view of a golden sunrise over Downtown Charleston in South Carolina.

Charleston is home to some of the most beautiful beaches in the U.S. With white sand shores stretching as far as the eye can see, you’ll think you’re in the heart of the Caribbean. Charleston also has a lively historic district. This diverse port city is full of Civil War history, from the elegant French Quarter to the Battery districts.

You’ll find many cobblestone streets to explore in this walkable town as well as great shopping along the promenade. Unlike some of the other options for snowbirds, Charleston still experiences four rich seasons, including stunning fall foliage and colors with a milder climate.

55+ Communities in Charleston, South Carolina

55+ Rental Communities in Charleston, South Carolina

Aerial view of the downtown cityscape and mountains in Eugene, Oregon.

Eugene, Oregon, is a unique retirement spot with plenty of character. Just 61 miles away, you’ll find the scenic Oregon Coast, perfect for a weekend drive or mini holiday. The city of Eugene itself is known for its local charm. 5th Street Public Market is the best place to find local shops and cafes. You’ll also find lush greenery at Alton Baker Park or Hendricks Park, which features a vibrant rhododendron garden. 

Eugene is a foodie paradise in the winter, with seasonal events hosting the best food trucks and farm-to-table restaurants. Plan a self-guided tour or book a foodie crawl with local experts.

Where will you go when the snow falls? Now is the perfect time to start planning your dual retirement in one of the best places to snowbird this winter. If you’re looking for tailored recommendations, reach out to our retirement real estate experts to find the right communities for you!

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Alexis Wainwright
Alexis is your friendly, neighborhood freelancer and Oxford coma advocate. She holds a Master's in English and Creative Writing and has an extensive social media and digital content marketing background. She loves blogging about anything unusual, niche, or out of the ordinary. Travel, pets, hospitality, health and beauty, fitness, food and nutrition, and tech are just some of her favorite topics! View all authors

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