Built in the 18th century by Spanish colonialists as a base for the sugar trade, Trinidad is one of the best preserved colonial cities in the Caribbean.
It's a UNESCO heritage site so, yes, there are a lot of tourists around but there's real life here too. Horses and carts are pulled up alongside classic cars and food vendors walk the cobbled streets with strings of onions around their necks and carts full of avocados. And in the evenings, bands play salsa music in the square while people listen on the steps or dance.
With pastel buildings, terracotta roofs and mountain views in every direction, it's a picturesque little town that's perfect for exploring on foot.