10 October

Slovenia: Piran

Pretty little Piran grew rich thanks to the salt trade, and thrived under both the Venetian Republic and the Austro-Hungarian empire. The well-preserved old town is the highlight of Slovenia’s short stretch of coastline, set on a small peninsula jutting out into the Adriatic.

11 October

Croatia: Vodice (Šibenik)

Vodice is a popular tourist resort on the Dalmatian coast, situated close to the charming city of Šibenik, with its compact medieval centre, UNESCO-listed Gothic-Renaissance cathedral and crumbling fortresses. The nearby islands of Zlarin and Prvić also make for an enjoyable day trip.

12 October

Montenegro: Kotor

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’.

13 October - At sea

14 October

Greece: Pylos

The Peloponnesian town of Pylos has a rich history, mentioned in antiquity by Homer and home to the ruins of the Mycenaean Palace of Nestor. In 1827 the Ottomans were defeated here at the Battle of Navarino, a pivotal moment in the Greek War of Independence, and you can still see shipwrecks in the bay.

15 October

Greece: Nafplion

Nafplion is one of the most beautiful cities on the Greek mainland, situated on the Argolic Gulf overlooked by the imposing Palamidi Fortress. The narrow streets of the old town are home to a beguiling mix of Venetian, Turkish and Greek architecture, while just offshore is the little island castle of Bourtzi.

16 October

Greece: Athens (Piraeus)

Athens is a city awash with historical and cultural significance, but it's much more than an open air museum; this is a dynamic, bustling metropolis, and a place where history is still very much unfolding.

17 October

Greece: Monemvasia

The beautiful Byzantine town of Monemvasia is dramatically located on a steep chunk of rock, originally a coastal headland until an earthquake in AD 375 turned it into an island. Nowadays access is via a narrow causeway, and the pretty streets of the medieval citadel are home to more churches than people.

18 October

Greece: Agios Nikolaos

The charming port of Agios Nikolaos, on the north east coast of Crete, offers a beguiling blend of characterful tavernas, lively bars and designer boutiques. The town is centred around little Lake Voulismeni, and nearby attractions include some lovely beaches and the Minoan ruins at Gournia.

19 October

Greece: Mykonos

Glamorous Mykonos is the most popular of the Cyclades islands, well known as a haunt of the rich and the famous. It’s also the gateway to the nearby island of Delos, home to one of the most important archaeological sites in Greece.

20 October

Turkey: Cesme

The resort town of Cesme is situated at the western tip of mainland Turkey on the Aegean coast, renowned for its sandy beaches and crystal clear water. The town is well-equipped for tourists, with smart shops, restaurants and thermal spas, and the impressive Genoese castle merits a visit.

21 October

Turkey: Kusadasi

The Turkish port of Kusadasi is the gateway to Ephesus, one of the most spectacular archaeological sites in the Eastern Mediterranean. This was the Roman capital of Asia Minor, and the remains constitute the most complete classical city in Europe.

22 October - At sea

23 October

Turkey: Istanbul

Istanbul is the place where East meets West, where Asia Minor reaches out across the Bosphorus and almost touches Europe, and the city remains a bristling, bustling cultural melting pot, the skyline dotted with magnificent minarets and domes.

24 October

Turkey: Çanakkale

Çanakkale occupies a key strategic location guarding the Dardanelles, at the meeting point of the Aegean and the Sea of Marmara. This region of Turkey is full of historical interest, including the battlefields of the disastrous Gallipoli campaign and the ruins of ancient Troy.

25 October

Greece: Vólos

The bustling port of Volos sits on the site of the ancient city of Iolkos, the mythological home of Jason and the Argonauts. The modern city has plenty of interesting museums and churches, along with a pleasant waterfront lined with restaurants.

26 October - At sea

27 October

Greece: Patmos

Saint John is said to have written the Book of Revelations in a cave on Patmos, and today the spot is marked by the hillside Monastery of the Apocalypse. As well as spirituality, the island is known for its beaches and upmarket vibe, with a scattering of stylish restaurants and bars.

28 October

Greece: Rhodes

Sun-kissed Rhodes, the largest of the Dodecanese islands, is steeped in history; the medieval heart of Rhodes Town was once home to the crusading Knights of St John, and later fell to the Ottoman sultan Suleiman the Magnificent. The hillside village of Lindos, with its pretty whitewashed houses, is another highlight.

29 October

Greece: Santorini

The volcanic island of Santorini (known officially as Thira) is one of the most spectacularly beautiful in the Mediterranean. The pretty village of Oia, with its whitewashed houses and windmills tumbling down the hillside, is particularly photogenic.

30 October

Greece: Athens (Piraeus)

Athens is a city awash with historical and cultural significance, but it's much more than an open air museum; this is a dynamic, bustling metropolis, and a place where history is still very much unfolding.

31 October - At sea

1 November

Malta: Valletta

Malta’s tiny capital, established by the Knights of St John, packs in an awful lot of history considering its diminutive size. The atmospheric old streets, bathed in Mediterranean sunshine, are full of attractive honey-golden buildings, along with an impressive selection of bars and restaurants.

2 November

Italy: Trapani

Situated on the western edge of Sicily, closer to Tunis than it is to Rome, the historic port of Trapani has a discernible North African feel to it. This was once an important medieval trading centre that linked Carthage and Venice, and the lovely old town is a great place to spend some time exploring.

3 November

Italy: Cagliari

Sardinia’s capital is a fascinating patchwork of historical architecture and vertiginous streets, crowned by the old hilltop citadel of Il Castello. Explore the island’s history at the Museo Archeologico, where you can learn about Sardinia's ancient Nuragic civilisation.

4 November

Italy: Alghero

The Sardinian city of Alghero is home to one of the loveliest old towns in the Mediterranean, with its cobbled lanes, elegant churches and golden sandstone architecture. The city was ruled for some 300 years by the Crown of Aragon and retains a uniquely Hispanic feel, with a dialect of Catalan still spoken by some locals.

5 November

Spain: Mahón

Smaller than Mallorca and mellower than Ibiza, Menorca is rightly feted for its beautiful, unspoilt beaches. The laid back capital, Mahón, is set on the Mediterranean’s largest natural harbour, and the city’s striking Georgian architecture is a reminder of the 18th century British occupation of the island.

6 November

Spain: Barcelona

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.

7 November

Spain: Valencia

Spain’s third city is a dazzling destination that combines historic architecture, cutting edge design and an inviting stretch of beach. Don’t miss the futuristic City of Arts and Sciences, designed by local architect Santiago Calatrava, or the old riverbed, now a delightful park.

8 November

Spain: Cartagena

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.

9 November

Spain: Motril (Granada)

The bustling port of Motril is less than an hour’s drive from Granada, last stronghold of the Moors in Spain and home to the famous Alhambra palace. The narrow streets of the Albayzín quarter are particularly evocative of the days of Al Andalus, and you can explore Granada’s Jewish heritage in the atmospheric Realejo district.

10 November

Spain: Melilla

Melilla is a post-colonial oddity, a Spanish enclave on the north coast of Morocco. The city is a fascinating blend of Spanish, Moorish and Berber influences, with an impressive collection of modernist buildings, plenty of bustling tapas bars and an atmospheric walled old town, the Medina Sidonia.

11 November

Spain: Cádiz

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.

12 November - At sea

13 November

Portugal: Porto

Blessed with a dramatic setting on the steep banks of the river Douro, Portugal’s second city is currently enjoying something of a renaissance, and is best known as the home of the country’s most famous export, port wine.

14 November

Arriving in Lisbon

Spread across steep hillsides that overlook the Rio Tejo, Lisbon’s colourful cityscape includes Gothic cathedrals, majestic monasteries and quaint museums. But for many the best times will be had wandering the narrow lanes of Lisbon’s lovely backstreets, with their great local food, wine and music.