Best Vacations for Singles Over 50 (and Beyond!)

Turning 50 isn’t the end of the adventure but the beginning of a new chapter for those who want an exciting travel experience.

Beautiful landscapes, rich cultures, mouth-watering food, adrenaline-pumping activities, awe-inspiring scenery — the world is waiting for you!

What would you like to do as a solo traveler? Perhaps you want to learn more about the history of a mysterious small town. Maybe you prefer to explore multiple destinations in the shortest time possible.

Vacations for Singles Over 50

Whether you want to unwind on a beach with crystal clear water, feed your adventurous soul with exhilarating trips, or simply admire a city’s historic landmarks, the opportunities are endless.

Best Vacations for Singles Over 50

It’s time to embark on a unique experience where you can engage in activities that interest you, eat food you like, and visit places that captivate you. Read on to find out the best vacations for singles over 50!

Embark on a Cruise Adventure Across the Mediterranean

Cruise Adventure

Would you explore one of the world’s most important bodies of water? Cruises are great options for almost any age group but are particularly attractive for solo travelers who prefer to have everything planned in advance.

What to Do Here

Solo travelers may choose cruises for many reasons: new experiences, romance, meetings, parties, delicious food, low costs, and more. However, most are attracted by the opportunity to enjoy an all-inclusive vacation.

While on a cruise, you can visit multiple destinations without having to buy multiple plane tickets, pack and unpack your belongings every day, or change rooms.

If you go on a cruise vacation, you’ll also have the chance to indulge in delicious foods from a variety of cultures and choose from numerous entertainment options, such as live bands, comedians, and plays.

Plus, you don’t even have to leave the cruise to have fun. These massive ships are usually packed with everything you need for an unforgettable vacation, including casinos, swimming pools, dance halls, and more.

Sailing across the Mediterranean? Greek Islands, which include Mykonos and Santorini, offer picturesque views of sun-patched landscapes, interesting architecture, and delightful beaches.

For those who want to nourish their spirits with rich culture and history, a cruise through the Mediterranean is the best way to explore Rome and Athens. Italy and Croatia, which are often part of the itinerary, are exceptional destinations to admire Renaissance architecture and intriguing castles.

Luxury travel for singles over 50? If there’s a perfect option, it’s definitely a cruise!

Leisurely Stroll Through the City of Vienna

City of Vienna

Located in Austria, this beautiful city is home to imposing imperial palaces, fascinating historical architecture, and impressive parks, making it perfect for a solo travel tour.

What to Do Here

Many tourists visit Hofburg, a palace complex from the 13th century, to learn more about Austrian sovereigns and imperial traditions.

The Vienna State Opera House is another remarkable place to visit. I’ve been there twice. With just the ticket for a day tour, I was allowed entry to see the luxurious interior. This venue’s acoustics make for spectacular shows.

Besides intriguing tourist spots, Vienna has an attractive music scene and is one of the safest cities in Europe. Whether you want to relax or expand your cultural knowledge, it’s a great destination for singles over 50!

Small group tours provide the best opportunities to get to know this beautiful city!

Sightseeing Through San Diego

San Diego

An excellent city for those traveling solo is closer than you might think. Located along the Pacific Ocean in Coastal Southern California, San Diego has lovely weather with pleasant temperatures all year round and some of the most beautiful pristine beaches you’ll see.

What to Do Here

Few things are more relaxing than sitting on the beach after a refreshing dip in the water to admire the impressive ocean and enjoy the sound of the gigantic palm trees moving to the rhythm of the wind.

For over-50 singles, trips should offer exactly that. This is why Mission Beach and La Jolla Shores Beach are my go-to options when I visit San Diego. I just need to find an all-inclusive resort for the best vacation!

In this city, solo adventurers can also go for a long walk wandering along San Diego Bay through a waterfront path or visit the 1200-acre Balboa Park to explore natural trails and a captivating Japanese garden.

Admire the Breathtaking Scenery of Cinque Terre

Cinque Terre

With five hillside villages rising above the Italian Riviera and picture-perfect, colorful tourist spots, Cinque Terre has become a popular European destination.

What to Do Here

The scenery always leaves me breathless. There’s no boring house in this place.

Everywhere you look, you’ll be captivated by candy-colored homes. Monterosso, the largest village, is located on hills where locals grow olives, lemons, and vines.

Cinque Terre has a rugged coastline with photogenic spots, offers charming views, and is home to some of the best places to try world-renowned Italian food.

In addition, there’s the Cinque Terre National Park where you can find the Blue Trail, a cliffside trail that connects all the villages. Using the train, you can explore each one, spot some terraced vineyards, and see the majestic blue sea in the background.

If you love adventure tours, a kayak or a boat may come in handy. These options are great to admire the beauty of Cinque Terre from the vantage point of the sea.

Plan a Budget-Friendly Solo Trip to Hanoi


You don’t have to spend a fortune on your solo adventures. Certain destinations, such as the capital of Vietnam, are excellent options for those traveling on a tight budget.

What to Do Here

Hanoi is home to numerous museums that showcase the city’s cultural richness and top-class restaurants that allow tourists to satisfy their cravings or have a taste of the most delicious local food.

What’s most attractive about Hanoi is that everything is extremely affordable, from hotels and day-to-day expenses to transportation.

The first time I traveled to Vietnam, I visited the classic Hanoi Opera House, which is a majestic work of French colonial architecture where I enjoyed an unforgettable traditional folk music performance.

Looking for local delicacies and souvenirs? The colorful and bustling Old Quarter is a 40-street district where you can find a wide variety of goods.

My recommendation for any solo traveler visiting Hanoi is to book a small group tour of Ha Long Bay, which is one of the country’s most popular attractions. There are fascinating caves and over 2,000 limestone islands and islets scattered across awe-inspiring emerald waters.

Relax on Oahu’s Beaches

Oahu beach

An impressive selection of beaches? That’s what you can find at Oahu, the third-largest Hawaiian island. This destination offers fantastic weather, perfect for those who need to breathe fresh air.

What to Do Here

I think Oahu is ideal for solo travelers who love to explore natural wonders. Here’s why:

By hiking up the Diamond Head State Monument, an impressive dormant volcanic crater, you can get the best and most impressive views of the ocean.

If you want to learn more about marine life or see coral reefs up close, the Hanauma Bay Nature Preserve will be a great place to visit.

Oahu has plenty of parks for those who want to escape the hustle and bustle of the city and relax in a green oasis, including Hawaii’s largest one (Kapiolani Park). Also, you can see over 4,000 species of tropical plants at the Foster Botanical Garden.

Thanks to its refreshing waters and green scenery, the Ala Moana Beach Park is also a great place to unwind.

From relaxing opportunities to vibrant and fun events, Oahu has an option for every traveler. It’s one of the best places for all-inclusive vacations if you’re in your 50s.

Go Skiing in Whistler

Skiing in Whistler

Is it possible to visit the location of the 2010 Winter Olympics? Using your favorite browser and internet device, type “Whistler” and discover one of the best places for a solo adventure!

What to Do Here

This Canadian town has two massive mountains with over 8,000 acres of rocky terrain, including a large percentage covered in white snow.

At Whistler Blackcomb, North America’s largest ski resort, you can find over 200 marked trails that include many options for beginners. It’s a great place if you’re pursuing a new hobby after turning 50.

Do you want to go to a winter place but don’t feel comfortable skiing? No worries! In this town, there are other exciting activities you can engage in.

For example, I took a ride down the Whistler Sliding Centre’s Public Skeleton course. It was super exciting!

Tourists can also explore the town and visit the Olympic Village, relax at the Scandinave Spa, or try a delicious dish at a top-rated restaurant.

All-inclusive packages are the best options for those who don’t want to miss out on all the things Whistler offers and would like to enjoy the most thrilling trips for singles over 50!

Similar Articles To Check Out:

Final Thoughts: Embarking on a Solo Adventure in Your 50s

Planning to travel alone? Many destinations are perfect for singles over 50. I’ve shared my thoughts about some of them, but the opportunities are endless.

With the help of reliable third-party providers, you can even find the ideal place for your budget and choose an all-inclusive package for an exceptional experience.

Rate this post


Tim Schmidt is a 20+ year Entrepreneur and Digital Marketer. A Fort Lauderdale-based "Digital Nomad," he enjoys traveling as much as possible with family and friends. AllWorld is his escape to document all of his adventures, including being a hardcore "foodie." He has property in Costa Rica and visits several times each year and is happy to offer his expert advice for planning your trip.

Leave a Comment