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Traveling solo as a woman over 50 is an empowering experience—one that allows you to explore the world on your own terms while embracing new cultures, cuisines, and connections. Whether you're a seasoned solo traveler or taking your first independent adventure, it's important to choose destinations that are walkable, easy to navigate, reasonably safe, and packed with great food. Here are five perfect places for a solo traveler over 50 that check all the boxes.
Tobago, Republic of Trinidad & Tobago
If you’re craving a tropical escape without the overwhelming crowds, Tobago is an excellent choice. This Caribbean island offers:
Walkable and Easy Terrain: Many of Tobago’s main attractions, including its stunning beaches and small towns, are easy to explore on foot or with short taxi rides.
Easy to Navigate: Public transportation, including shared taxis (locally called "maxi-taxis"), is affordable and straightforward.
Reasonably Safe: Tobago is known for its friendly locals and laid-back vibe. While solo travelers should always exercise caution, the island generally feels safe, especially in well-populated areas.
Great Food: Don’t leave without trying fresh seafood, roti, and doubles (a delicious street food made with curried chickpeas and fried dough). The island’s food scene is a wonderful mix of African, Indian, and Creole influences.
Galway, Ireland
For those looking for a charming European getaway with a welcoming atmosphere, Galway is a fantastic destination.
Walkable and Easy Terrain: The compact city center makes it easy to explore on foot, and you’ll find plenty of scenic walking paths along the River Corrib.
Easy to Navigate: Ireland’s bus and train systems are efficient, making day trips to nearby attractions like the Cliffs of Moher a breeze.
Reasonably Safe: Ireland is consistently ranked as one of the safest countries in the world. Galway, in particular, is known for its friendly, lively energy.
Great Food: Indulge in fresh seafood, hearty Irish stews, and traditional soda bread. The city is also famous for its cozy pubs, where you can enjoy live music and great company.
Join me for an unforgettable Meet Up in Ireland in 2026. This 10 day trip to Irelad WILL include a stop in Galway Ireland ! This trip will allow for a mix of solo time and group activities, making it a perfect way to explore Ireland for the first time. Learn more and grab your spot HERE
Florence, Italy
Florence is an absolute dream for solo travelers who love history, art, and incredible cuisine, and also happens to be my favorite city in the world!
Walkable and Easy Terrain: The city center is designed for pedestrians, with most major attractions like the Duomo, Ponte Vecchio, and Uffizi Gallery within walking distance.
Easy to Navigate: Public transportation is efficient, and taxis are readily available when needed.
Reasonably Safe: Florence is a safe city for solo travelers, though it’s always best to watch out for pickpockets in busy tourist areas.
Great Food: Tuscan cuisine is legendary—think handmade pasta, truffle dishes, and gelato that will change your life. Be sure to try a traditional bistecca alla Fiorentina (Florentine steak) if you’re a meat lover.
Wellington, New Zealand
A vibrant and compact capital city, Wellington is a fantastic choice for solo travelers who love culture and nature.
Walkable and Easy Terrain: The city is very walkable, with scenic waterfront promenades and charming streets lined with shops and cafes.
Easy to Navigate: Wellington’s public transportation system is reliable, and the city is small enough that you can get around easily on foot or by bus.
Reasonably Safe: New Zealand consistently ranks as one of the safest countries in the world, and Wellington has a friendly and welcoming atmosphere.
Great Food: The food scene in Wellington is top-notch, from delicious coffee and fresh seafood to diverse international cuisine. Don’t miss trying a traditional meat pie!
Porto, Portugal
Porto is a stunning and welcoming city, perfect for solo travelers looking for culture, history, and delicious food.
Walkable and Easy Terrain: The city is known for its charming streets and riverfront views, with many attractions easily accessible on foot.
Easy to Navigate: Porto’s metro, buses, and trams make it simple to get around, and most key sites are within a short distance.
Reasonably Safe: Portugal is one of the safest countries in Europe, and Porto’s relaxed atmosphere makes it a great choice for solo travelers.
Great Food: Porto is famous for its incredible food scene. Be sure to try francesinha (a rich, layered sandwich), fresh seafood, and, of course, the city's renowned port wine.
Join me in Portugal in June 2025!
I'll be hosting a Meet Up in Porto and Lisbon, where we’ll explore together, enjoy incredible food, and immerse ourselves in the vibrant culture of Portugal. This trip is designed to allow for solo exploration as well as group activities, making it an ideal way to visit Portugal for the first time. Book Now HERE
Final Thoughts
Solo travel over 50 is a powerful act of self-care and adventure. These destinations offer the perfect balance of ease, safety, and incredible experiences. Whether you’re sipping espresso in a Florence piazza, listening to live music in a Galway pub, savoring fresh seafood on a beach in Tobago, exploring the waterfront of Wellington, or enjoying the charm of Porto’s riverfront, you’ll find joy in every moment of the journey. Pack light, dress fabulously, and go explore—the world is waiting!
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Download the Travel Safety and Security Guide for Solo Female Travelers
For more detailed information on how to stay safe while exploring the world solo, check out my guide Travel Safety and Security for Solo Female Travelers. This guide covers everything from cultural norms to situational awareness, empowering you to travel confidently.
This resource is packed with expert advice to empower solo female travelers with the knowledge to explore the world confidently and safely.
Thinking about travel but not ready to go completely alone?
Hang out with me and some Fly 40+ Sistas in some cool places.
Visit my dedicated Meet Up Page to learn about my upcoming girls' trip for Fly 40+ women!
Interested? Link HERE for more details!
Grab a spot today! We are going to have a Time!!!
Thank You For Reading!
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