Retirement travel has evolved. Rather than simply seeking relaxation, retirees are actively seeking deeper connections with places, people, and experiences that make life feel richer. And it’s no longer about simply traveling to a beach resort for some downtime — many are now venturing to new destinations that offer a mix of culture, adventure, and personal growth.
Today’s retirees want more, and for good reason. Whether it’s jet-setting to exotic destinations, exploring vibrant cities or diving into new hobbies like cooking classes in Tuscany or art tours in Paris, retirees are embracing travel as a chance to live life to the fullest, indulging in luxurious experiences that may have been put off during their working years.
Living your best chapter yet, one unforgettable city at a time. (Photo Credit: @greceghanem)
Take the trip you’ve always dreamed of, but this time with no out-of-office replies. (Photo Credit: @lexandthe_city)
From savoring local cuisine in far-flung places to hiking the trails of national parks, the variety of options available is limitless. Plus, with the luxury of time, retirees have the flexibility to stay longer, immerse themselves in a destination, and truly explore at their own pace. So whether you’re looking for a tranquil retreat or an action-packed adventure, this is your time to travel the world and tick off your dream destinations.
Keep reading to discover the best US-based destinations to start your next chapter — where luxury, culture, and unforgettable memories await.
Miami, Florida
Miami’s art deco ambiance, sunny beaches, and vibrant nightlife make it a perfect blend of relaxation and excitement for the modern retiree. This city offers a refreshing mix of leisure and culture, ideal for folks who want to experience everything from rooftop bars to luxury shopping without ever needing to leave the city.
Because retirement isn’t slowing down — it’s leveling up. (Photo Credit: @rachelvarina)
Why choose when you can lounge oceanside and poolside at Kimpton Surfcomber Hotel? (Photo Credit: @drewtaylor)
Our Highlights:
Explore the bustling streets of Little Havana, where you can enjoy Cuban food and dance to live music. Stroll through the Wynwood Walls to see world-class street art, or indulge in a relaxing day by the beach. If you’re an art lover, don’t miss the Pérez Art Museum, where you can spend an afternoon — or a whole day — indulging in sensorial exhibits. If art isn’t your thing, visit the Miami Seaquarium or take a boat tour around the stunning Biscayne Bay… because, why not?
Where to stay: Kimpton EPIC Miami, Kimpton Hotel Palomar South Beach, Kimpton Surfcomber Hotel, or Kimpton Angler’s Hotel
New Orleans, Louisiana
For retirees who crave culture, live jazz, and delectable cuisine, New Orleans offers an incomparable experience. With a rich history and a laid-back yet lively atmosphere, it’s the perfect destination to soak in a vibrant local scene while indulging in unforgettable food and music.
NOLA is known for its epic foodie scene. (Photo Credit: @peacockroomnola)
Our Highlights:
Begin your New Orleans adventure with a walk through the historic French Quarter, soaking in the architecture and vibrant street life. Take a steamboat cruise along the Mississippi River, then dive into the city’s legendary culinary scene at Café du Monde for beignets or enjoy fresh oysters at Acme Oyster House. Oh! And don’t forget to catch a jazz performance at the famous Preservation Hall for an authentic NOLA experience.
Where to stay: Kimpton Hotel Fontenot
San Francisco, California
San Francisco is perfect for those who appreciate beauty, history, and innovation. Its famous fog, rolling hills, and iconic landmarks provide an unforgettable backdrop for retirees wanting to enjoy both natural beauty and city sophistication. What more could you ask for, really?
Hop a ferry and uncover the storied past of Alcatraz. (Photo Credit: @fiona_thecockapoo)
Make Kimpton Alton Fisherman’s Wharf your home base for adventure in San Francisco. (Photo Credit: @altonhotelsf)
Our Highlights:
Take a ferry ride to Alcatraz Island to learn about its fascinating history, cycle across the Golden Gate Bridge for stunning views, or stroll through Golden Gate Park, which is filled with gardens, museums, and attractions. For food lovers, explore the city’s vibrant culinary scene, from high-end restaurants to the bustling Ferry Building Marketplace. Be sure to visit the historic Haight-Ashbury neighborhood, where the counterculture movement came to life.
Where to stay: Kimpton Alton Fisherman’s Wharf or Kimpton Hotel Enso
Portland, Oregon
If you’re looking for something a bit quieter, but no less exciting, Portland is the city to explore. Known for its eco-conscious vibe, outdoor activities, and food scene, Portland provides a refreshing mix of city living and nature — all within walking distance.
In Portland, lounge riverside at Kimpton RiverPlace Hotel. (Photo Credit: @riverplacehotel)
Slow mornings, puppy snuggles, and nothing on the agenda. (Photo Credit: @riverplacehotel)
Our Highlights:
Visit Powell’s Books, the world’s largest independent bookstore, for hours of browsing. For the nature enthusiast, hike through the Columbia River Gorge, or stroll around Washington Park’s Japanese Garden. Portland’s food scene is unmatched, from artisan coffee to mouthwatering food trucks. Take a craft beer tour or explore the local farmer’s market to experience the best of Portland’s local fare.
Where to stay: Kimpton Hotel Vintage Portland or Kimpton RiverPlace Hotel
Chicago, Illinois
Chicago’s energy is unmatched, offering a dynamic mix of culture, history, and stunning architecture. Whether you’re strolling along Lake Michigan or experiencing world-class art, Chicago is the ideal urban destination for retirees looking to explore a city full of life.
Make up for lost time, one unforgettable trip at a time. (Photo Credit: @lisadieder)
Indulge in timeless luxury at Kimpton Gray Hotel, right in the heart of Chicago. (Photo Credit: @lisadieder)
Our Highlights:
Visit Millennium Park to see the famous Cloud Gate (aka “The Bean”) and take in the beautiful art and music festivals held year-round. For art enthusiasts, the Art Institute of Chicago offers an extensive collection of pieces. Take a river cruise to appreciate the city’s stunning architecture, or visit Navy Pier to explore shops, restaurants, and attractions along the waterfront. Of course, you can’t leave without tasting Chicago’s legendary deep-dish pizza.
Where to stay: Kimpton Gray Hotel
