Summary

  • Major US cities like New York City, San Francisco, and Chicago are amazing to visit but may not be ideal places to retire due to the high costs of living, crowdedness, and urban challenges.
  • Retirees should consider the overwhelming noise, traffic, and high housing costs in cities like New York City and Boston before deciding to settle down there.
  • While cities like Las Vegas and Miami offer vibrant entertainment and amenities, the 24/7 party scene, limited cultural offerings, and the high cost of living make them impractical retirement locales.

The United States is home to some of the most iconic and exciting cities in the world. Tourists flock from across the globe to experience the culture, cuisine, entertainment, and sights these great American cities have to offer. However, while they make for an unforgettable vacation, many major US cities are not always the best places to settle down and retire.

The fast pace, noise, traffic, high costs of living, and crowdedness can become overwhelming for retirees looking for a more relaxed pace and comfortable lifestyle. Though they shouldn’t be written off completely, careful consideration should be given before choosing to retire in one of America’s great tourism hot spots. Keep reading to learn about some of the major cities that are amazing to visit on vacation but may prove challenging places to retire.

Related: Top 10 Towns To Retire For Cheap, For An Easy (& Affordable) Retirement

10 New York City

Beautiful fall foliage colors beginning to emerge in Central Park in New York City, USA
Shutterstock
Beautiful fall foliage colors beginning to emerge in Central Park in New York City, USA

New York City offers tons of things to do and see; it is one of the most famous and exciting cities in the world and a top vacation destination for travelers from all over the globe. However, the high-priced real estate, crowded streets, noise, and frenetic energy that make it such an electric tourist haven can become overwhelming as a full-time resident.

Retirees need to consider the extremely high costs of living in NYC, especially housing, taxes, and healthcare. The busy crowds and public transit systems are not ideal for those desiring a quieter, slower lifestyle. But frequent return visits allow retirees to enjoy the magic of the Big Apple without having to call it home full-time.

  • Things to Do: See iconic sites like the Statue of Liberty, the Empire State Building, the 9/11 Memorial and Museum, Central Park, and Broadway shows.
  • Amenities: World-class restaurants, shopping, museums, entertainment. Excellent public transportation system.
  • Top Attractions: Times Square, Metropolitan Museum of Art, American Museum of Natural History, Rockefeller Center, Brooklyn Bridge.

9 San Francisco

An aerial view of San Francisco, California
Photo by Maarten van den Heuvel on Unsplash
An aerial view of San Francisco, California

With its iconic landmarks, culture, diversity, and natural beauty, San Francisco has lots of epic tourist attractions and is an incredible vacation destination. However, the cool, foggy climate, steep roads, and high living costs may present challenges for retirees. Real estate, in particular, is enormously expensive in the Bay Area, making SF out of reach financially for many retirees.

The large homeless population and petty crime rate in some areas can also make parts of the city feel unsafe at times. For retirees desiring accessibility, San Francisco's steep hills and limited parking can be difficult to navigate on a daily basis. But the proximity to great nature, ocean, and surrounding areas gives frequent visitors ample things to experience without full-time city residency.

  • Things to Do: Visit Fisherman's Wharf, ride the iconic cable cars, and explore diverse neighborhoods.
  • Amenities: Excellent restaurants, museums, performing arts, year-round mild climate.
  • Top Attractions: Golden Gate Bridge, Alcatraz, Pier 39, Lombard Street, Chinatown.

8 Chicago

John Hancock Center, Chicago, United States
Qiuhai Gao on Unsplash
John Hancock Center, Chicago, United States

Chicago entices visitors with its stunning architecture, exciting sports culture, and lakeside position. There are many amazing beaches in Chicago, renowned museums, and a vibrant lakefront that beckons tourists year-round. But harsh winters with heavy snowfall, high summer heat and humidity, and a busy urban feel make the Windy City challenging for retirees.

The cost of living in Chicago is also relatively high, especially housing, taxes, and utilities. Chicago is also plagued by high crime rates in certain areas that can make retirees feel unsafe. Long, bitter winters can make getting out difficult for months at a time. Summers bring heat waves, creating their own issues.

Though culturally rich with great amenities, Chicago's climate extremes and urban challenges make the city better suited for travel than retirement living.

  • Things to Do: Attend sporting events, concerts, and shows, enjoy the vibrant restaurant scene, and stroll or boat along Lake Michigan.
  • Amenities: World-class museums, performing arts, restaurants, public transit. Four distinct seasons with lakefront access.
  • Top Attractions: Millennium Park, Art Institute of Chicago, Willis Tower Skydeck, Navy Pier, the Magnificent Mile.

7 Boston

Aerial View Of Boston Skyline And Roads At Night In Boston, MA, USA
Photo by Venti Views on Unsplash
Aerial View Of Boston Skyline And Roads At Night In Boston, MA, USA

Boston's old-world charm, history, intellectual vibe, and East Coast location make it a favorite stop for travelers. But the high costs of housing and living make settling there difficult for retirees. Winters are also notoriously long, cold, and snowy, creating seasonal obstacles to enjoying outdoor activities.

Boston's streets and transit system grew organically over time, resulting in confusing roadways, limited parking, and struggling public transportation that present challenges, especially for aging residents. The fast pace and youthful energy from the abundance of students and technology workers create a frenetic feel not ideally suited for retirement living.

But Boston's coastal location, quaint historic neighborhoods, and proximity to New England sights keep it a great place for periodic visits.

  • Things to Do: Walk the Freedom Trail, browse historic neighborhoods, enjoy a Red Sox game, visit top universities, and enjoy fresh seafood.
  • Amenities: Quaint historic districts, world-class educational institutions, access to mountains and ocean, excellent healthcare.
  • Top Attractions: Faneuil Hall, Fenway Park, Museum of Fine Arts, Harvard Square, Cape Cod.

RELATED:10 Day Trips From Boston That Are Worth Packing Up And Leaving The City

6 Miami

Blue waters and white sand beach with tall buildings on Miami Beach shore, Florida, USA
Photo by Antonio Cuellar on Unsplash
Blue waters and white sand beach with tall buildings on Miami Beach shore, Florida, USA

Miami is known for many good things: its tropical climate, beaches, Latin culture, and lively entertainment, making it a premier tourism hotspot. But challenges like urban congestion, limited public transit, expensive cost of living, storms, and risk of sea level rise make establishing long-term retirement there difficult.

Rapid development and urban sprawl also create accessibility issues getting around. Summers are miserably hot and humid with threats from hurricanes and storms. Traffic and transportation hassles make running daily errands time-consuming. Miami attracts a relatively young demographic, so retirees can feel out of place among the nightclubs and party scene.

Periodic winter getaways allow older visitors to enjoy Miami's amenities without the challenges of residing there year-round.

  • Things to Do: Relax on Miami Beach, enjoy Cuban culture and cuisine, and tour the Art Deco district, nightlife, and clubs.
  • Amenities: Tropical weather and beaches, excellent dining and shopping, vibrant nightlife, and access to cruise ships.
  • Top Attractions: South Beach, Calle Ocho, Jungle Island, Vizcaya Museum and Gardens, Everglades National Park.

5 Las Vegas

Aerial view of Las Vegas, Nevada, USA
Image by young soo Park from Pixabay
Aerial view of Las Vegas, Nevada, USA

Las Vegas offers nonstop adult fun and entertainment unlike anywhere else. But the 24/7 party scene and dependence on tourism make it an impractical retirement locale. Living costs are affordable, but temperatures sizzle over 100 degrees in summer, making going outside unbearable. The city has limited cultural offerings beyond gambling and entertainment.

Traffic and congestion on the Strip frustrate daily errands. The neon-lit casinos foster an artificial, perpetual twilight devoid of natural daylight. Once the carefree partying appeal wears off, the lack of substantive culture and community feels hollow. Periodic visits allow older travelers to enjoy the Vegas spectacle without compromising daily living needs.

  • Things to Do: Gamble, see shows and concerts, dine at famous buffets, party at pool clubs and nightclubs.
  • Amenities: Round-the-clock casinos and entertainment, neon-lit Strip, inexpensive dining and activities.
  • Top Attractions: The Strip, Fremont Street Experience, Hoover Dam, Red Rock Canyon, Bellagio fountains.

4 Seattle

View of Mount Rainier beyond West Seattle and Alki Beach, Seattle, Washington, USA
Shutterstock
View of Mount Rainier beyond West Seattle and Alki Beach, Seattle, Washington, USA

Seattle delights visitors with its stunning natural surroundings, vibrant neighborhoods, arts scene, and coastal location. But the perpetual overcast skies and high cost of living present retirement obstacles. Housing costs are prohibitively expensive, driving retirees to consider cheaper areas outside the core city. Transportation hassles like heavy traffic and limited parking can frustrate daily errands.

The rainy climate keeps residents indoors for months during the long winter. Summers with sunlight late into the evening disrupt sleep cycles. Seattle's youthful, tech-focused demographic tends to cater more toward young professionals. Periodic Pacific Northwest vacations allow retirees to enjoy Seattle's highlights without the downsides of residing there full-time.

  • Things to Do: Visit Pike Place Market, explore diverse neighborhoods, enjoy the outdoors, and take a ferry ride.
  • Amenities: Mild temperatures, access to mountains and sea, great coffeehouses and seafood.
  • Top Attractions: Space Needle, Chihuly Garden and Glass, Museum of Pop Culture, Washington State Ferries, Mount Rainier.

3 New Orleans

 New Orleans, LA, USA
Photo by mana5280 on Unsplash
New Orleans, LA, USA

New Orleans captivates visitors with its colorful history, party vibe, Cajun/Creole cuisine, and jazz music. But the Big Easy also poses retirement challenges, including climate, crime, and infrastructure decline. New Orleans summers are also oppressively hot and humid. The subtropical climate also spawns dangerous hurricanes and floods.

Parts of the city suffer from high crime rates, requiring vigilance and caution. Outside the touristy French Quarter, the city can feel run down with inadequate infrastructure. The car-centric design makes walking difficult in many areas. Homeowners also face high insurance costs and risk of water damage. But New Orleans makes for an exciting periodic getaway to enjoy the food, culture, and nightlife.

  • Things to Do: Enjoy jazz music, Cajun and Creole cuisine, and Mardi Gras celebrations. Tour historic neighborhoods.
  • Amenities: Rich cultural experiences - food, music, architecture, walkable smaller downtown.
  • Top Attractions: French Quarter, Bourbon Street, Jackson Square, National WWII Museum, swamp tours.

2 Los Angeles

The Hollywood sign overlooking Los Angeles, California, USA
Shutterstock / Sean Pavone
The Hollywood sign overlooking Los Angeles, California, USA

The eternal sunshine, beaches, movie-star glamour, and laid-back vibe make Los Angeles a favorite visitor escape. But the car-centric urban sprawl, pollution, wildfire risk, and high costs make LA an impractical retirement choice. LA's endless traffic congestion and limited walkability create difficulties getting around. The local lifestyle often involves long commutes and limited neighborhood cohesion.

Air pollution from vehicles and wildfire smoke poses health issues, especially for older residents. Retirees must also factor in California's high cost of living, including housing, food, utilities, and gasoline. For retirement, smaller Southern California beach towns offer employment opportunities with fewer downsides. But LA remains alluring for periodic glamorous getaways.

  • Things to Do: Go celebrity spotting, hit the beach, hike, shop, and dine in opulent settings.
  • Amenities: Year-round sunshine, chic lifestyle, access to beaches and mountains, diverse culinary and cultural offerings.
  • Top Attractions: Santa Monica Pier, Hollywood Walk of Fame, Beverly Hills, Venice Beach, Disneyland.

RELATED:Shopaholics: Here Are The 10 Best Shopping Hotspots Not To Miss In Los Angeles

1 Washington D.C.

A view of fall foliage at Capitol Hill in Washington DC in the autumn, Washington D.C., USA
Shutterstock / RozenskiP
A view of fall foliage at Capitol Hill in Washington DC in the autumn, Washington D.C., USA

As America's capital, D.C. offers a wealth of historic sites, museums, and monuments, making it a top vacation pick. However, harsh seasonal weather extremes plus busy urban challenges make it less than ideal for retirement living. Summers are miserably hot and humid with spring allergy seasons. Winters often bring heavy snowfalls that paralyze the city. The cost of living, including housing, transportation, and dining out, is quite expensive.

Traffic congestion, limited parking, and reliance on public transit complicate getting around. While the free museums and proximity to power appeal to some retirees, D.C.'s urban challenges and tourist mobs make relocating there a questionable choice. But for periodic visits, Washington offers enough sites to keep visitors entertained. Plus, there are other great small towns near Washington, D.C., that retirees may prefer instead.

  • Things to Do: Tour iconic monuments and Smithsonian museums, visit Capitol Hill and the White House, and attend free events.
  • Amenities: Free world-class museums and cultural activities. Diverse neighborhoods with international cuisine options.
  • Top Attractions: The National Mall, U.S. Capitol, White House, National Zoo, Library of Congress.