Believed to be the oldest town on the Iberian Peninsula, the Andalusian port of Cádiz enjoys a stunning location at the edge of a six-mile promontory. The town itself, with 3,000 years of history, is characterised by pretty white houses with balconies often adorned with colourful flowers. As you wander around be sure to take a stroll through the sizeable Plaza de Espãna, with its large monument dedicated to the first Spanish constitution, which was signed here in 1812. Cádiz has two pleasant seafront promenades which boast fine views of the Atlantic Ocean, and has a lovely park, the Parque Genoves, located close to the sea with an open-air theatre and attractive palm garden. Also notable is the neo-Classical cathedral, capped by a golden dome.

The infinite variety of street life, the nooks and crannies of the medieval Barri Gòtic, the ceramic tile and stained glass of Art Nouveau facades, the art and music, the throb of street life, the food (ah, the food!)—one way or another, Barcelona will find a way to get your full attention. The capital of Catalonia is a banquet for the senses, with its beguiling mix of ancient and modern architecture, tempting cafés and markets, and sun-drenched Mediterranean beaches. A stroll along La Rambla and through waterfront Barceloneta, as well as a tour of Gaudí's majestic Sagrada Famíliaand his other unique creations, are part of a visit to Spain's second-largest city. Modern art museums and chic shops call for attention, too. Barcelona's vibe stays lively well into the night, when you can linger over regional wine and cuisine at buzzing tapas bars.

La Spezia is sometimes thought of as nothing but a large, industrialized naval port en route to the Cinque Terre and Portovenere, but it does possess some charm, and it gives you a look at a less tourist-focused part of the Riviera. Its palm-lined promenade, fertile citrus parks, renovated Liberty-style palazzos, and colorful balcony-lined streets make parts of La Spezia surprisingly beautiful. Monday through Saturday mornings, you can stroll through the fresh fish, produce, and local-cheese stalls at the outdoor market on Piazza Cavour, and on Friday take part in the busy flea market on Via Garibaldi. There's also Porto Mirabello, a newly built tourist port with a pool club, shops, and several restaurants that overlook the fleet of super-yachts.

Italy's vibrant capital lives in the present, but no other city on earth evokes its past so powerfully. For over 2,500 years, emperors, popes, artists, and common citizens have left their mark here. Archaeological remains from ancient Rome, art-stuffed churches, and the treasures of Vatican City vie for your attention, but Rome is also a wonderful place to practice the Italian-perfected il dolce far niente, the sweet art of idleness. Your most memorable experiences may include sitting at a caffè in the Campo de' Fiori or strolling in a beguiling piazza.

The provincial capital of the Valencian Community serves as a gateway to the huge influx of tourists that flock to the Costa Blanca resorts every year. Alicante is popular with holidaymakers who arrive for the warm, Mediterranean climate and seemingly endless golden beaches. However, there is much more to this city than sand and sun. With a picturesque waterfront, a hugely impressive castle, buzzing nightlife and a rich, complex history, Alicante is a fascinating destination all year round.

Lying near the head of Southampton Water, a peninsula between the estuaries of the Rivers Test and Itchen, Southampton is Britain’s largest cruise port. It has been one of England’s major ports since the Middle Ages, when it exported wool and hides from the hinterland and imported wine from Bordeaux. The city suffered heavy damage during World War Two and as a result the centre has been extensively rebuilt, but there are still some interesting medieval buildings including the Bargate, one of the finest city gatehouses in England.