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Looking for Friendly Boomer Destinations? Here Are 3 You Will Surely Enjoy

By Jane and Duncan Dempster-Smith December 13, 2023 Travel

We have been travelling the world full time since 2013, and we have found some friendly travel destinations that we have enjoyed. We think that you will enjoy them too.

The Must-Haves

But first, let’s consider the most important features that gain our attention. Our check list includes:

  • Safe for travellers;
  • Good to travel to in spring and autumn without breaking the bank;
  • Great food choices and walking tours – our favourite things that we enjoy doing when we arrive into a new place;
  • Reasonable accommodation in the city centre
  • Safe and reliable public transportation
  • Additional offerings, e.g., history, culture, architecture;
  • The destination’s most well-known characteristics;
  • Ease of getting there, e.g., international or local airport, train station, bus station.

Ajijic, Mexico

Mexico is one of our favourite countries, though we do get a lot of questions about safety when travelling through its territory. Over the years, we have spent about nine months travelling through many areas, and safety was no issue at all. One of our favourite destinations was Ajijic just outside Guadalajara.

We were house-sitting for a couple of weeks and enjoyed living like the locals. Ajijic is well known for its weather and perfect conditions all year round. The Lake is a focal point and offers a Malecon that is well utilised throughout the day by locals and expats alike.

On Wednesdays, there is the market in town where you can buy locally produced fruit and vegetables at very good prices.

The market also offers kitchen goods, clothes, music, souvenirs and more. It is a great meeting place for locals and expats who catch up for coffee at one of the many cafes around the square after their shopping.

On Sundays, local streets that lead down to the Lake are closed to traffic. Restaurants and bars spill out onto the roadway and lay out their tables and chairs whilst local bands play throughout the day.

Stockholm, Sweden

Another favorite destination suitable for baby boomers is Stockholm, the capital city of Sweden.

Stockholm is expensive and we would definitely recommend travelling in the spring and autumn seasons to help keep costs down. It ticks all of our requirements, e.g., safety, transport, tours, history, culture and architecture.

There are many day trips available by train to the regions just outside Stockholm, e.g., Roslagen and Sormland. You could even spend a night or two on one of the small islands in the Swedish Archipelago.

When in Sweden, you must enjoy ‘Fika’. Fika is Swedish for time to catch up with friends over coffee and a bite to eat. It is part of their daily routine, so why not make it a part of yours too!

Kotor, Montenegro

Kotor in Montenegro is another favourite boomer destination. We recommend staying outside of the Old Town in Prcanj, a 5-minute taxi ride away. Prcanj is a small village located on the Bay of Kotor with stunning views over the bay to the mountains. Kotor is drop dead gorgeous.

A few minutes’ walk along the coast road from Prcanj, and you can enjoy local fish restaurants right on the beach with breathtaking views. If you dine in the Old Town, you can expect to pay higher prices.

A boat tour from the Old Town will take you to the middle of the bay where you can visit the local Catholic Church and museum known as the Lady of the Rocks. You will wonder how they managed to build it. It did take 200 years. Locals would return from a sea journey and place stones to create the foundation.

If you enjoy a walk you could hike the 1,350 steps to the Fort that overlooks Kotor; it is well worth the climb for the view. If you visit in spring or autumn the weather is cooler for the hike, but you will need to remember to take water and apply sunscreen.


Let’s Have a Conversation:

What do you look for in a travel destination? Do you have a check list? Do you have any recommendations for friendly boomer destinations? Please share them below.

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The Author

Jane and Duncan Dempster-Smith are nomadic semi-retirees, baby boomers, travellers, House Sitters and co-founders of To Travel Too Their motto is “Age is no barrier when it comes to travel.” Although not yet pensioners, their goal is to travel the world on what is currently the Australian Age Pension of approx. AUD 33,716 (USD 25,110) per year, or AUD 92 (USD 69) per day for two people.

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