10 Retirement Trips for the Adventure of a Lifetime

Summary: Retirement is the perfect time to travel, but finding adventure doesn’t have to mean overspending. From scenic train rides to national park road trips to all-inclusive cruises and historic city getaways, this article features ten affordable and accessible retirement trips. 

Retirement is your time—a much-deserved period to explore, relax, and most importantly, take those trips you’ve been dreaming about. Whether you want to cruise through Alaska’s icy waters, take a road trip along the California coast, or soak up history in Europe, now’s your chance to travel without worrying about limited vacation days or rushing back to work.

But let’s be honest—traveling in retirement isn’t just about packing a bag and heading out. Budget matters, comfort matters, and let’s not forget accessibility. That’s why this list isn’t just about extravagant, once-in-a-lifetime trips (though we’ve included a couple of those too!). It’s a mix of affordable getaways, easygoing adventures, and experiences tailored to different mobility levels—so you can travel in a way that works for you.

Let’s dive into the top 10 best retirement trips that promise adventure, relaxation, and memories to last a lifetime.

1. Grand Canyon, Arizona

The Grand Canyon never fails to impress. Its vast, layered rock formations and deep valleys stretch for miles, offering some of the most breathtaking views in the world. But beyond its beauty, it’s also a great choice for retirees looking for adventure without too much physical strain. The South Rim, the most popular and accessible area, has paved walking paths, shuttle buses to key viewpoints, and a variety of guided tours. If you’d rather skip the long drive, you can take the Grand Canyon Railway from Williams, Arizona—a scenic and relaxing way to arrive in style.¹

Things to consider

• Ease of access: The South Rim is the best option for retirees, with well-maintained paths, accessible viewpoints, and shuttle services. The North Rim is more remote and rugged, with fewer amenities.
• Weather conditions: Summers can be extremely hot, especially at lower elevations, while winters bring snow and chilly temperatures. Spring and fall offer the most comfortable weather.
• Crowds: Summer is the busiest season. For a quieter experience, visit in the spring or fall.
• Altitude: The South Rim sits at about 7,000 feet above sea level. If you’re sensitive to high altitudes, take it slow and stay hydrated.

Best time to visit

Spring (March-May) and fall (September–November) offer mild temperatures and fewer crowds, making them the best times to visit. Winter (December–February) is a good option if you prefer a quieter experience and don’t mind the cold.

2. Charleston, South Carolina

Charleston has a rich history, well-preserved architecture, and a vibrant culinary scene. Its walkable streets are lined with pastel-colored homes, historic churches, and inviting gardens. The city’s laid-back atmosphere makes it an ideal destination for retirees seeking both relaxation and cultural enrichment.

Things to consider

• Accessibility: The city’s flat terrain and compact layout make it easy to explore on foot or via guided tours.
• Weather: Spring and fall provide pleasant temperatures and fewer tourists, enhancing the experience.
• Accommodations: A range of lodging options is available, from historic inns to modern hotels, catering to various budgets.

Best time to visit

Whether you are visiting in the spring (March to May) or fall (September to November), Charleston offers comfortable weather and manageable crowd sizes, allowing for a more enjoyable experience.

3. Glacier National Park, Montana

Glacier National Park boasts over a million acres of pristine wilderness, featuring rugged mountains, clear lakes, and diverse wildlife. For retirees, the park offers accessible trails and the unique opportunity to arrive via a scenic train journey, combining adventure with comfort.

Things to consider

• Transportation: Amtrak’s Empire Builder offers a picturesque route from Chicago to East Glacier Park, providing a relaxed travel experience.
• Accessibility: The park features several trails and facilities designed to accommodate visitors with varying mobility levels.
• Accommodations: Lodging within the park ranges from historic lodges to modern hotels, though availability can be limited during peak seasons.

Best time to visit

Summer (June to August) and early fall (September) are ideal, as most trails and facilities are open, and the weather is favorable for outdoor activities.

4. Alaska cruise

An Alaska cruise offers a stress-free way to experience the state’s breathtaking scenery, from towering glaciers to diverse wildlife like whales, bears, and eagles. Many cruise lines provide all-inclusive packages that encompass dining, entertainment, and other amenities, making it a convenient option for seniors seeking adventure without extensive trip planning.

Some cruises even offer all-inclusive perks like gratuities, Wi-Fi, shore excursions, and specialty dining, allowing travelers to relax and enjoy the journey without worrying about extra costs. Whether you’re looking for luxury or a more casual experience, there’s an option to suit every travel style.

Things to consider

• Cruise options: Various cruise lines offer Alaska itineraries, ranging from budget-friendly to luxury experiences.
• Excursions: Popular activities include whale-watching tours, scenic train rides, and glacier hikes. Some excursions may require moderate physical activity, but accessible options are available.
• Packing: Even in the summer, Alaska can be chilly, especially near glaciers. Layered clothing and waterproof gear are recommended.

Best time to visit

May to September is the prime season for Alaska cruises, offering the best weather and wildlife viewing opportunities. June and July provide the longest daylight hours, while September may have fewer crowds and lower prices.

5. Portugal

Portugal offers a delightful blend of rich history, stunning landscapes, and a relaxed pace of life, making it an excellent destination for retirees. Cities like Lisbon and Porto are known for their walkability, efficient public transportation, and affordable dining options. The country’s warm climate and welcoming culture further enhance its appeal.

Things to consider

• Accessibility: While Lisbon and Porto feature hilly terrains, both cities are equipped with trams, elevators, and funiculars to assist with navigation.
• Affordable dining: Portugal is renowned for its reasonably priced and delicious cuisine, including fresh seafood and the famous pastéis de nata pastries.
• Language: Portuguese is the official language, but English is widely spoken, especially in tourist areas.²

Best time to visit

Visiting during spring (March to May) or fall (September to November) is advisable, as these seasons offer pleasant weather, fewer tourists, and potentially lower prices compared to the peak summer months.

6. Sedona, Arizona

Sedona, Arizona, is renowned for its breathtaking red rock formations, serene environment, and a variety of wellness retreats. The area offers numerous easily accessible viewpoints and scenic drives, making it an ideal destination for retirees seeking both relaxation and natural beauty.

Things to consider

• Accessibility: Many of Sedona’s attractions, including popular viewpoints and trails, are designed to accommodate visitors with varying mobility levels.
• Accommodations: Sedona offers a range of lodging options, from luxury resorts to budget-friendly motels, catering to diverse preferences and budgets.
• Wellness opportunities: The city is home to numerous spas and wellness centers offering various treatments aimed at rejuvenation and relaxation.

Best time to visit

Fall (September to November) and spring (March to May) are ideal times to visit Sedona, offering pleasant weather and vibrant natural scenery. Both seasons provide comfortable temperatures for outdoor activities and sightseeing.

7. Canadian Rockies train trip

A train ride through the Canadian Rockies offers an unforgettable way to experience one of the most beautiful landscapes in North America. With towering mountains, turquoise lakes, and lush forests, this journey allows you to soak in the scenery from the comfort of a train.

Things to consider

• Luxury vs. budget: The Rocky Mountaineer is a premium train with glass-dome coaches, fine dining, and a relaxed schedule that allows for sightseeing stops. VIA Rail’s The Canadian is a more affordable alternative that includes overnight travel, sleeper cabins, and access to dome cars for panoramic views.
• Accessibility: Both train options are wheelchair-friendly and offer assistance for travelers with limited mobility.
• Advance booking: Train journeys through the Rockies are popular, so booking several months ahead is recommended, especially for summer travel.

Best time to visit

Late spring through early fall (May to September) offers the best weather and clearest views. Summer months bring the most comfortable conditions, while fall adds stunning autumn colors to the scenery.

8. The Outer Banks, North Carolina

The Outer Banks is a charming coastal destination known for its laid-back atmosphere and scenic drives along pristine beaches. It offers a mix of affordable vacation rentals and local seafood dining, making it a great choice for retirees looking for a relaxed getaway. Plus, you can explore nearby islands with convenient ferry rides.

Things to consider

• Rental options: The area offers a variety of beachfront rentals—from cozy cottages to modern condos. Rates tend to be more affordable during the off-season.
• Ferry rides: Several nearby islands, including Ocracoke Island and Roanoke Island, are accessible via short ferry trips, providing a fun way to explore the region without spending a lot.³
• Local dining: Enjoying fresh seafood at local restaurants is a must. Casual dining spots and waterfront eateries offer a range of options at reasonable prices.

Best time to visit

Late spring and early fall are ideal, as the weather is pleasant, the crowds are smaller, and accommodation rates are typically lower during these periods.

9. New Orleans, Louisiana

New Orleans is known for its vibrant music scene, rich cultural heritage, and delectable cuisine. From live jazz performances in the French Quarter to historic riverboat cruises along the Mississippi River, the city offers a plethora of experiences that cater to diverse interests. Additionally, many attractions provide senior discounts, making it an appealing destination for budget-conscious retirees.

Things to consider

• Accommodation: The city offers a wide range of lodging options, from budget-friendly hotels to luxury accommodations. Prices can vary based on location and time of year.
• Riverboat cruises: Experiencing a riverboat cruise on the Mississippi River is a quintessential New Orleans activity, offering scenic views accompanied by live jazz music. Options range from daytime sightseeing cruises to evening dinner cruises.⁴
• Culinary tours: Food tours provide an excellent opportunity to sample the city’s diverse culinary offerings, including Creole and Cajun specialties. These guided experiences often include visits to multiple eateries and provide historical context to the dishes.

Best time to visit

If you visit during the fall (October to November) and early spring (February to April), the temperature is cooler and the crowds are smaller, enhancing the overall experience. These periods also coincide with various festivals and events, providing additional cultural experiences.

10. Italy’s Amalfi Coast

The Amalfi Coast is celebrated for its breathtaking coastal scenery, charming towns like Positano and Amalfi, and delectable Italian cuisine. Its well-connected transportation system makes it convenient for travelers to explore the region’s picturesque landscapes and cultural landmarks.

Things to consider

• Accessibility: The Amalfi Coast’s towns are connected by reliable bus and ferry services, facilitating easy exploration. However, many areas feature steep inclines and stairs, which may present challenges for those with mobility issues.
• Accommodations: A range of lodging options is available, from luxury hotels to budget-friendly guesthouses. Booking in advance is advisable, especially during peak seasons, to secure preferred accommodations.
• Dining: The region offers a variety of dining experiences, from upscale restaurants to casual eateries, allowing visitors to savor authentic Italian dishes that suit different budgets.

Best time to visit

Visiting during spring (April to June) and early fall (September to October) is ideal, as these periods offer pleasant weather and fewer tourists compared to the peak summer months.

Making the most of your retirement travel

Retirement is your time to explore—without the rush. Stretch your budget by booking early, traveling off-season, and taking advantage of senior discounts. Stress-free options like guided tours and cruises make planning easier, while off-peak travel means fewer crowds and better weather.

Smart financial planning can turn your travel dreams into reality. Mutual of Omaha offers retirement solutions to help you secure your future and enjoy worry-free adventures. Speak with a financial professional today to explore your options and start planning your next great journey!

Frequently asked questions

Q1: What is the most affordable retirement trip?
National parks and road trips are some of the most budget-friendly options, especially with a Senior Pass for discounted entry. Many parks also offer accessible trails, guided tours, and scenic drives, making them a great choice for retirees who want to explore nature at their own pace.

Q2: Are there senior discounts available for travel?
Yes! Many airlines, hotels, train services, and cruise lines offer discounts for seniors—always ask when booking. Some travel membership programs and credit cards also provide exclusive deals, helping retirees save even more on flights, accommodations, and excursions.

Q3: What are the best travel options for retirees with mobility concerns?
River cruises, scenic train journeys, and guided tours provide accessible and stress-free ways to explore new destinations. Many travel companies now cater specifically to seniors, offering wheelchair-friendly accommodations, minimal walking tours, and assistance services to ensure a comfortable experience.

Planning your next adventure? Make sure your retirement savings can support your travels. Use our retirement savings calculator to see if you’re on track.

Sources:

1. thetrain.com, The history of Grand Canyon Railway & Hotel, November 2024
2. Portugalist.com, The Portuguese Places Where English Is Spoken Most, November 2024
3. Outerbanks.org, Islands of the Outer Banks: Which one is right for you? April 2024
4. US News Travel, The 9 Best Mississippi River Cruises for 2025, November 2024

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