Funchal, Madeira’s bustling capital, tumbles down a dramatic hillside towards a beautiful sweeping bay. Highlights include colourful markets, wine lodges and the spectacular cable car ride up to the village of Monte, home of the famous toboggan run.

The crumbling, sun-baked seafront city of Cádiz is said to be the oldest continuously inhabited settlement in the western world, founded by the Phoenicians around 1100 BC. Although the city lacks any obvious landmarks, it’s rich in atmosphere, and plays host to one of Spain’s most colourful carnivals.

Sovereignty of ‘The Rock’ has been a thorny issue ever since Gibraltar was ceded to Britain in 1713, though on the ground it’s clear where most locals’ sympathies lie. Gibraltar is often described as ‘more British than Britain’, a curious enclave of red postboxes, double decker buses and chip shops.

Málaga boasts plenty of chic restaurants and bars where you can ease into the rhythms of life in southern Spain, before exploring sights including the intriguing, unfinished Gothic cathedral, and a museum devoted to the city's most famous son, Pablo Picasso.

Cartagena was founded by the Carthaginians around 227 BC, who named it after their home city in North Africa. These days the city is best known for its well-preserved Roman theatre, which was remarkably only discovered in 1987, in spite of its location in the centre of town.

From the warren-like medieval streets of the Barri Gòtic to the fantastical modernist architecture of Antoni Gaudí, from the dizzy heights of Mount Tibidabo to the golden sands of Barceloneta, there’s never a dull moment in Barcelona.

The attractive, oceanfront capital of Corsica was the birthplace of the island’s most famous son, Napoleon Bonaparte. You can find out more about the emperor at his childhood home, the Maison Bonaparte, which is now a museum.

One of the world’s great cities, Rome continues to dazzle and delight visitors with a potent mix of architectural marvels, continent-defining history and buzzing nightlife. The Colosseum, the Vatican and the Forum are among the big ticket items, with the crowds to match, though in truth you will find history around almost every corner.

The lovely town of Sorrento, draped across rugged cliffs overlooking the Bay of Naples, has been charming visitors since the days of the Grand Tour. The Renaissance palaces and many craft shops make Sorrento an attractive destination in its own right, and it’s also a jumping off point for Capri, Pompeii and the Amalfi Coast.

Taormina enjoys a truly spectacular setting on Sicily’s east coast, perched on a mountainside looking out towards the smouldering Mount Etna. The medieval streets are pleasant but often crowded in high season, so we’d recommend getting out and exploring the surrounding countryside.

Corfu, known as Kerkyra in Greek, is a beautiful island of verdant hills and rocky coves, and away from the more crowded resorts it remains a sleepy and idyllic place. Don’t miss the picturesque Venetian architecture of Corfu Town, a UNESCO World Heritage Site.

Kotor sits at the head of a beautiful, fjord-like bay, hemmed in by glowering mountains. The compact, walled old town is Montenegro’s star attraction, a warren of little alleyways and shady squares that is often described as a ‘mini Dubrovnik’.

Croatia’s second city enjoys a dramatic setting, hugging a sweeping bay against a backdrop of sheer grey mountains. Split's labyrinthine old town is contained within the remarkable Roman ruins of Diocletian’s Palace, a UNESCO World Heritage Site, and spills out onto the buzzing seafront Riva promenade.

The largest town on Slovenia’s sliver of Adriatic coastline, Koper has an attractive medieval centre and some impressive Venetian architecture. There is also a sizeable Italian community here, reflected in the bilingual road signs, and it's a short drive across the border to the former Habsburg city of Trieste.