Old Montreal is the city’s oldest neighbourhood, where cobblestone streets, stone façades, and centuries-old buildings still set the pace. Be transported back in time as you wander past historic squares, churches, and former warehouses along the river. After visiting the Montréal Museum of Archaeology and History, walk through the area from Champ de Mars to Place d’Youville. Along the way are landmarks such as City Hall and Bonsecours Market, small museums, and public spaces, as well as cafés and shops tucked into historic buildings.

Oia’s the one you’ve seen in all the photos—white houses, blue domes, and narrow lanes packed with people come sunset. It sits on the edge of the caldera, about 150 metres up, with genuinely great views (if you can find a spot to stand). It’s pricey, often crowded, but still worth a visit, especially early in the morning or just after sunset when things calm down. Good for wandering, photos, and a splurge meal if you’re into that.

Gamla Stan, Stockholm's historic Old Town, is a fascinating district that transports visitors back in time with its cobblestone streets, medieval architecture, and rich cultural heritage. Strolling through Gamla Stan's narrow alleyways, you'll come across a treasure trove of well-preserved buildings, including the iconic Royal Palace and the renowned Storkyrkan Cathedral. The neighbourhood's charming squares, such as Stortorget and Järntorget, are adorned with colourful facades and brimming with cosy cafés, traditional restaurants, and charming shops. Gamla Stan also offers an array of museums and cultural attractions.

Fira’s the main hub of the island—busy, a bit chaotic in peak season, but a good base if you want everything within reach. It’s where you’ll find most of the museums (the Museum of Prehistoric Thera is the one to prioritise), plus loads of shops, cafés, and bars. If you’re using the bus to get around, this is where they all connect. It’s also a decent spot for watching the caldera without Oia’s crowds.