What exactly is there about any given town that makes it “charming”? Well, sometimes towns have warm and welcoming vibes that embrace the traveler. Then there are times when the architecture in a town is too unique, striking, or vibrant. Then there are the beautiful historic towns, some of which date all the way back to prehistory and others are relics from colonial eras. Below you will find more than six dozen beautiful and charming towns across the globe, which is just a drop in the bucket as far as charming towns worldwide go, but is a great start for those who are looking for vacation inspiration.


Charming Towns of North America

From historic towns and villages to the beautiful and remote, the charming towns of Canada, the United States, and Mexico, offer so much to the traveler. Why don’t you find out for yourself by booking a Tripmasters vacation to one of the 20 destinations seen below? Take note: When exploring the following pages, keep in mind you can choose to tackle these locations on your own, or try using the Activities link where you may find guided tours!


Charming Towns of South America

The charming towns of South America are definitely “a mood” as the kids would say. Imagine strolling down cobbled streets, breathing in the scent of perfumed flowers, while admiring the colorful local architecture. Find your “mood” today! Let us introduce you to 12 beautiful towns and villages in South America that are perfect for your next Tripmasters getaway! Remember, you can explore many of our suggestions independently, but use the Activities links where you may find expert-led tours which can enrich your understanding and appreciation for these unique places!


Charming Towns of Europe

It truly was very difficult to narrow down the countless charming towns of Europe to a sampling of 20, but we believe you will love the country lanes and historic buildings that each of these destinations offer. Take a look of the best of the best of European towns and villages, from Ireland to Romania. Pro Tip: Use the Activities link from the following island/region pages to explore what tours may be available in each of these Unique Places.


Charming Towns of Africa and the Middle East

Africa and the Middle East are two world regions where many travelers are introduced to the cities and not the towns. Go away from places like Cape Town, Casablanca, and Cairo, and check out the sampling of ten historic and charming towns and villages that we’ve curated for you. Don’t forget, you can always choose to explore these beautiful sights on your own, but the Activities link found on the pages can help you book a guided tour (where available)!


Charming Towns of Asia and Oceania

Asia and Oceania are places where tourists have better ideas of what types of cities are on offer, as opposed to what towns and villages there are. There are relaxed sides to these two world regions, and these 15 towns and villages seen below exude culture in beautifully unique ways. Don’t forget, you can always choose to explore these beautiful sights on your own, but the Activities link found on the following pages can help you book a guided tour (where available)!


For even more travel inspiration, be sure to check out a few more of our interest-driven curations by clicking on the pictures below.