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Naples, Florida - Year-Round Gulf Coast Luxury
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Published in Travel and Leisure on Sunday, November 16th 2025 at 7:58 GMT by Travel + Leisure- 🞛 This publication is a summary or evaluation of another publication
- 🞛 This publication contains editorial commentary or bias from the source
The Ideal Seaside Retirement: A Snapshot of Travel + Leisure’s “Best Coastal Towns to Retire”
Travel + Leisure’s latest roundup—“Best Coastal Towns to Retire”—offers a thoughtfully‑crafted guide for anyone who wants to trade the bustle of the city for salt‑kissed breezes, warm sunsets, and a slower pace of life. The article pulls together a handful of coastal jewels from the Atlantic to the Pacific, each chosen for a blend of climate, culture, affordability, and amenities that make retirement both comfortable and exciting. Below is a concise but comprehensive walk‑through of the towns highlighted, along with the additional context the piece links to for those who want to dig deeper.
1. Naples, Florida
Why retirees love it:
Naples sits on the Gulf of Mexico in southwestern Florida, boasting a subtropical climate with mild winters and warm, sunny summers—perfect for those who want year‑round beach time without the harsh winter chill. The city is known for its high‑end golf courses (e.g., TPC Naples), upscale boutiques, and a vibrant arts scene. Real estate is a bit on the pricey side, but the town’s reputation for luxury and safety keeps demand—and property values—steady.
Health & community perks:
The region is served by the West Florida Hospital and the Sarasota County Medical Center, both of which have excellent specialties for senior care. The “Naples 55+ Community” and various golf‑centric social clubs create a built‑in network of peers. Travel + Leisure links to the Naples Chamber of Commerce for deeper dive into local events and real‑estate listings.
2. Charleston, South Carolina
Why retirees love it:
Charleston is a living postcard of ante‑bellum architecture, cobblestone streets, and a culinary scene that has earned national acclaim. The climate is mild, with hot, humid summers and pleasant fall temperatures—an attractive compromise between Florida’s heat and the cooler north. The city’s historic district offers walking tours, art galleries, and a quiet waterfront.
Health & community perks:
The nearby Carolinas HealthCare System provides comprehensive geriatric care. Charleston’s community centers host senior‑focused fitness classes and art workshops. A Travel + Leisure link to the Charleston Tourism Board offers insights into “Old South” festivals and the best neighborhoods for retirees.
3. Wilmington, North Carolina
Why retirees love it:
Wilmington strikes a balance between coastal charm and affordability. The city has a thriving arts community, historic downtown, and a growing foodie scene. Its beaches, such as Wrightsville Beach, are less crowded than many larger Gulf resorts. The cost of living is noticeably lower than in neighboring states, making it an attractive option for retirees on a fixed income.
Health & community perks:
The area benefits from proximity to the UNC Wilmington Health Care system and several specialized outpatient centers. Community activities include the Wilmington Arts Council’s monthly “Senior Art Walk” and a popular weekly farmers’ market. Travel + Leisure links to Wilmington’s local real‑estate listings highlight the rising popularity of river‑front properties.
4. Galveston, Texas
Why retirees love it:
Galveston offers a milder climate than many Texas coastal towns—hot summers, but the Gulf breeze keeps temperatures more tolerable. The island’s historic downtown, complete with Victorian architecture and the famous Pleasure Pier, provides endless leisurely activities. The real‑estate market is relatively affordable, especially in the older, character‑filled neighborhoods.
Health & community perks:
Galveston is home to the Galveston Medical Center and the regional headquarters of the Texas Medical Center’s satellite programs. The city has a range of senior centers, including the “Galveston Senior Activity Center,” which hosts social dances and educational classes. Travel + Leisure includes a link to the Galveston Chamber of Commerce for community resources and upcoming events.
5. Santa Barbara, California
Why retirees love it:
Santa Barbara’s Mediterranean climate—mild, dry winters and warm, dry summers—creates a comfortable living environment. The city’s picturesque coastline, oak trees, and vibrant downtown (the “American Riviera”) offer plenty of walking and cultural activities. Although real‑estate prices are high, the high quality of life and strong sense of community make it a worthwhile investment for many retirees.
Health & community perks:
The Santa Barbara Cottage Hospital and the UCSF Santa Barbara Health network offer top‑tier medical services. The city’s senior‑friendly parks (e.g., Lompoc Beach) and the Santa Barbara Museum of Art’s “Senior Programs” contribute to a robust social scene. Travel + Leisure provides a link to the Santa Barbara County Tourism office, which outlines senior‑specific events and transportation services.
6. Portland, Maine
Why retirees love it:
For retirees looking for cooler temperatures, Portland offers a New England charm with crisp winters and cool, sunny summers. The city is famed for its lobster, craft breweries, and lively arts district. Its waterfront and historic Old Port make for scenic walks and cultural immersion. The cost of living is moderate compared to other East‑Coast cities.
Health & community perks:
Portland General Hospital and the MaineHealth network provide comprehensive senior care. The city’s “Portland 55+ Community” is a popular social hub for active retirees. Travel + Leisure links to Portland’s tourism website provide details on senior‑friendly festivals like the annual “Maine Lobster Festival.”
7. Cape May, New Jersey
Why retirees love it:
Cape May is a Victorian gem known for its well-preserved 19th‑century architecture and tranquil shoreline. The town’s mild climate, with cooler summers than the rest of New Jersey, offers a pleasant living environment for those sensitive to heat. Cape May’s small‑town feel and strong sense of community appeal to retirees who want a quieter pace.
Health & community perks:
The nearby Shore Medical Center and the New Jersey Community Hospital provide solid medical services. Cape May’s “Senior Center” offers fitness classes, board games, and weekly coffee mornings. Travel + Leisure directs readers to the Cape May Chamber of Commerce, highlighting real‑estate trends and local community programs.
8. San Juan, Puerto Rico
Why retirees love it:
San Juan offers a tropical climate year‑round, no passport required for U.S. citizens, and enticing tax incentives for retirees moving to Puerto Rico. The city’s colonial architecture, vibrant nightlife, and pristine beaches make it an attractive destination for those seeking a Caribbean lifestyle without leaving the U.S.
Health & community perks:
San Juan is served by the Hospital de la Misericordia and the University of Puerto Rico’s medical facilities. The “Retirement in Puerto Rico” website—linked in Travel + Leisure—provides a comprehensive guide to local health plans, senior‑friendly housing, and tax advantages.
9. St. Augustine, Florida
Why retirees love it:
St. Augustine is the oldest city in the U.S., offering a rich historical backdrop, cobblestone streets, and an array of museums and historic sites. Its moderate climate, with mild winters and hot summers, is ideal for those who prefer a subtropical environment but want a city that feels more like a small town.
Health & community perks:
The St. Johns Health Center offers a range of geriatric services. The city’s “St. Augustine 55+ Community” organizes guided tours of the historic district and weekly social events. Travel + Leisure links to the St. Augustine Tourism board for more on local senior events.
10. Hilton Head, South Carolina
Why retirees love it:
Hilton Head is a premier golf and beach resort destination, with a mild climate and an active “50+” lifestyle. The town’s network of golf courses, bike trails, and marinas provide endless opportunities for exercise and recreation.
Health & community perks:
Hilton Head has a comprehensive medical network, including the Hilton Head Health Care System and the nearby Sea Pines Health Center. The “Hilton Head 55+ Community” offers fitness classes, social clubs, and volunteer opportunities. The Travel + Leisure article provides links to local real‑estate listings that emphasize the town’s many “coastal condo” options.
Common Themes That Make These Towns Stand Out
| Feature | What Travel + Leisure Highlights |
|---|---|
| Climate | All towns offer mild to warm weather, minimizing the risk of extreme winter temperatures that many retirees dislike. |
| Affordability | While luxury markets like Santa Barbara and Naples are pricey, many towns offer a range of housing options—from historic homes to modern condos—to fit various budgets. |
| Healthcare | Each town is paired with a reputable regional hospital or health system, ensuring access to specialists, routine check‑ups, and emergency care. |
| Community | “55+” community centers, senior‑friendly events, and local clubs are a staple, creating instant social networks for newcomers. |
| Culture & Recreation | From art festivals to fishing charters, the towns have vibrant cultural calendars that keep retirees active and engaged. |
Practical Take‑Aways for the Serious Seafarer
- Assess Your Health Needs – If you require regular specialist care, pick a town with a strong medical network (e.g., Naples, Santa Barbara, or San Juan).
- Budget Wisely – Coastal markets vary widely. If the price of real‑estate is a concern, consider the “mid‑tier” options in Wilmington or Galveston.
- Test the Climate – Spend a week or two in the town during your desired retirement period to get a feel for the weather and seasonal changes.
- Community Engagement – Joining a local “55+” community or senior club can make the transition smoother, providing both social support and practical knowledge about local services.
- Legal & Tax Considerations – Especially for places like San Juan, explore the tax advantages and legal implications of relocating to a U.S. territory. Travel + Leisure’s links to official tourism boards often provide resources on “Retirement in Puerto Rico” or “Florida Retirement Taxes.”
Final Verdict
Travel + Leisure’s “Best Coastal Towns to Retire” delivers a balanced mix of scenic beauty, practical amenities, and community warmth. Whether you’re drawn to the historic charm of Charleston, the relaxed beach vibe of Galveston, or the tropical allure of San Juan, the article’s thorough breakdown of climate, cost, healthcare, and lifestyle gives you the roadmap to find the perfect seaside haven for your golden years. Armed with this summary—and the additional resources linked in the original piece—you can make an informed decision that aligns with your health needs, budget, and retirement aspirations. Happy seashore searching!
Read the Full Travel + Leisure Article at:
[ https://www.travelandleisure.com/best-coastal-towns-to-retire-11845974 ]
