10 Great U.S. Travel Destinations to Enjoy Warm Weather this Winter

Can you spot the $207,744 difference between these identical homes?

Financing is the difference!

Get the details in The 62+ Loan Homebuyers Guide.

55places Mortgage is a joint venture between Mutual of Omaha Mortgage and 55places.com.
Details here.

Subscribe to Our Newsletter

Get Weekly Updates

I agree that 55places and its affiliates, partner providers or agents may call, text, or email me about my inquiry, which may be made with automated means. I understand that my consent is not a prerequisite for buying a property. I may revoke my consent at any time by contacting optout@55places.com. Message/data rates may apply. I also agree to 55places.com’s Privacy Policy and Terms of Use.

It may be December but it\'s a great time to plan a relaxing vacation to a warm-weather destination.
asdfasfd
It may be December but it’s a great time to plan a relaxing vacation to a warm-weather destination.

Traveling during the cold winter months is a great way to explore the country’s warmer areas in their less-crowded off season. And the United States has no shortage of sunny year-round destinations. Check out these popular getaways from the American South, Southwest and West Coast.

1. Key West, Florida

Key West is a tiny island that spans just five square miles, yet it is big on personality. This tropical getaway has been home to many famous residents, including Ernest Hemingway, Harry Truman, Tennessee Williams and Jimmy Buffet. The island town has a funky, artistic vibe, along with the nightlife and cultural attractions you would expect to find in a much larger city.

2. Charleston, South Carolina

Antebellum mansions, historic churches and horse-drawn carriage tours can make a trip to Charleston feel like stepping back through time. Along with the city’s cobblestone streets and Rainbow Row of townhomes, Charleston offers plenty of modern attractions. There are trendy restaurants and boutiques, lively bars and charming cafes. Beach lovers may also want to check out Sullivan’s Island or Isle of Palms.

3. Miami, Florida

Tropical beaches, urban attractions and fabulous resorts make Miami a great winter vacation spot. With a location far south along Florida’s East Coast, Miami features the best of both city and natural attractions. Locals and visitors alike can enjoy Cuban culture in Little Havana, stroll beach boardwalks and explore the nearby wetlands and nature preserves.

4. Palm Springs, California

The Palm Springs area is known for its upscale resorts and fabulous golf courses, yet the desert region offers so much more. The Design District is an ideal place to find everything from high-end designer styles to retro-chic vintage finds. Luxury resorts pamper visitors with full-service spas, fabulous restaurants and poolside lounge areas.

5. South Padre Island, Texas

While South Padre Island is a Spring Break hot spot, it’s also a hot winter destination that can be great for active adult retirees. The long, narrow island features a strip of resort hotels and nightclubs with beautiful beaches along its sandy shores. Going in the winter lets active adults miss the springtime rush of college kids and have the party scene all to themselves.

6. Tucson, Arizona

Set in Southern Arizona, Tucson features warm weather all year long. This desert getaway features a rich cultural history mixed with modern-day attractions. Tucson has a thriving art scene, as well as a fascinating variety of Spanish-colonial architecture and Native American heritage. Visitors can explore historic sites like Dankworth Village and Tubac, or enjoy the beauty of local nature preserves.

7. San Diego, California

In Southern California, San Diego is a hot spot for tourists and locals alike. The West Coast city boasts a thriving nightlife, diverse shopping districts and world-class restaurants. Its beaches and boardwalks provide coastal entertainment along the Pacific shore, while its unique neighborhoods offer their own personal charm. Area attractions include the San Diego Zoo, SeaWorld and horse races at Del Mar.

8. Austin, Texas

Known as the Live Music Capital of the World, Austin is a great place for active adults who love sunny skies and a rockin’ social scene. Austin boasts great urban attractions, along with its own blend of laid-back, artistic style. Try some Tex Mex at a popular food truck, stroll through a museum or art gallery, and take in the vibe of a city whose slogan is “Keep Austin Weird.”

9. Napa Valley, California

Known for its world-famous wine region, Napa Valley is a fabulous place for a winter vacation and a natural choice for wine lovers. The area features 70 degree weather year-round, as well as lush, scenic beauty. It is also home to the Culinary Institute of America and an impressive number of Michelin-starred restaurants.

10. Maui, Hawaii

If you’re willing to leave the continental United States, a trip to Maui is sure to make you forget about the cold weather back home. This Hawaiian getaway features unforgettable scenery and tropical culture, and during the winter months it is one of the world’s best locations for viewing humpback whales.

For the most sunshine, look for a destination in West or South Maui. What’s your favorite place to enjoy warm weather during the cold winter months? Let us know in the comments below.

Can you spot the $207,744 difference between these identical homes?

Financing is the difference!

Get the details in The 62+ Loan Homebuyers Guide.

55places Mortgage is a joint venture between Mutual of Omaha Mortgage and 55places.com.
Details here.

We're here to help! (800) 928-2055

Call us to speak with a customer service representative.

Subscribe to Our Newsletter

Get Weekly Updates

I agree that 55places and its affiliates, partner providers or agents may call, text, or email me about my inquiry, which may be made with automated means. I understand that my consent is not a prerequisite for buying a property. I may revoke my consent at any time by contacting optout@55places.com. Message/data rates may apply. I also agree to 55places.com’s Privacy Policy and Terms of Use.

A side-by-side image of Charlotte, North Carolina and Nashville, Tennessee.

Charlotte vs Nashville: Which Is Better for Your Retirement?

While these cities share pleasant climates, big-city entertainment, and historic charm, each offers plenty of unique features to consider. Take a closer look at the similarities and differences between the retirement destinations of Nashville and Charlotte to help you decide which city best meets your needs.

The resort-style pool at Brightmore at Wellen Park in Venice, Florida

New Active Adult Communities Added to 55places.com

In this comprehensive roundup, we bring you the latest additions to 55places.com—a trusted resource for exploring active adult communities. Over the past 30 days, several new communities have joined the ranks, each offering different amenities and locations.

View of the Cumberland River and Downtown Nashville, an attractive place to retire to Tennessee.

Why You Should Retire in Tennessee

Whether you want to live in a city like Memphis or you want a small town like Jonesborough, you’ll find the ideal place to settle down in the Volunteer State. Tennessee has plenty of things to do, and here are five reasons why we think you’ll love it!

A side-by-side image of Houston, Texas and Dallas, Texas.

Houston vs Dallas: Where Should You Retire?

Both Houston and Dallas each one have their benefits and charm. It can be hard to pick one over the other. Let us help you weigh some of the factors to decide which one is right for you.

About 55places

We’re changing the way people 55 and older are searching for their perfect next place. With a national network of hand-selected real estate experts, plus comprehensive information, unbiased content, and on-the-go insight about thousands of communities across the country, we’re a trusted resource paving the way from here to home. Whether you’re interested in a low-maintenance single-level residence, an active lifestyle or age-qualified community, an intimate enclave, or anything in between, we can help you make your next move the best one yet.

Scroll to Top