Under Sail from Sicily to the Greek Islands

Palermo is the guardian of the Sicilian soul. Many have been attracted to this city, the largest capital of the Italian islands. Phoenicians, Carthaginians, Romans, Byzantines, Arabs, Normans... Palermo is a rich culmination of so many cultural influences as seen in the Moorish designs on the cathedral, and the Byzantine mosaics of the Palatine chapel, which is itself housed within the precincts of the Norman palace. You will fall under the spell of the palaces, baroque splendours that grace the town with their obsolete beauty. It is thrilling to stumble upon one of those fabulous markets, high in colour, and headily picturesque.

Once the intellectual capital of southern Europe, Palermo has always been at the crossroads of civilization. Favorably situated on a crescent-shaped bay at the foot of Monte Pellegrino, it has attracted almost every culture touching the Mediterranean world. To Palermo's credit, it has absorbed these diverse cultures into a unique personality that is at once Arab and Christian, Byzantine and Roman, Norman and Italian. The city's heritage encompasses all of Sicily's varied ages, but its distinctive aspect is its Arab-Norman identity, an improbable marriage that, mixed in with Byzantine and Jewish elements, created some resplendent works of art. No less noteworthy than the architecture is Palermo's chaotic vitality, on display at some of Italy's most vibrant outdoor markets, public squares, street bazaars, and food vendors, and above all in its grand climax of Italy's most spectacular passeggiata (the leisurely social stroll along the principal thoroughfare).

At the southern tip of the Italian boot, Reggio di Calabria guards the eastern shore of the Strait of Messina. From the lungomare, the sea front promenade, there are magnificent views over Sicily, a little over 3 km away, and Etna. Rebuilt after the 1908 earthquake, Reggio is set out in a grid pattern and has Art Nouveau and Belle Époque architecture that add to its charm. And the fragrance of bergamot, the citrus fruit that dominates the region’s confectionery and perfumery.

Located on Sicily’s eastern coast, in the province of Messina, the seaside town of Taormina is Sicily’s Saint-Tropez, boasting heritage sites, secluded beaches and luxury shopping. You can visit its medieval centre, suspended 300 metres above sea level, where terraces offer a spectacular view of the Mediterranean Sea. Another vestige from its past are the ruins of the Greco-Roman theatre. This extremely well-preserved site attracts visitors who are fascinated by the natural beauty of the area which overlooks a turquoise bay.

The medieval cliff-hanging town of Taormina is overrun with tourists, yet its natural beauty is still hard to dispute. The view of the sea and Mt. Etna from its jagged cactus-covered cliffs is as close to perfection as a panorama can get—especially on clear days, when the snowcapped volcano's white puffs of smoke rise against the blue sky. Writers have extolled Taormina's beauty almost since it was founded in the 6th century BC by Greeks from nearby Naxos; Goethe and D. H. Lawrence were among its well-known enthusiasts. The town's boutique-lined main streets get old pretty quickly, but the many hiking paths that wind through the beautiful hills surrounding Taormina promise a timeless alternative. A trip up to stunning Castelmola (whether on foot or by car) should also be on your itinerary.

You will discover Fiskardo in the north-east of Kefalonia, a refined, flowery island, a little-known destination in the Ionian Islands. The colourful houses along the seafront present an astonishing architecture with Italian influences. As you step further out on the peer, you will glimpse the coast of Ithaca, the legendary land of King Ulysses. Take the time to sit at an outdoor terrace along the water’s edge, under the shade of the awnings: they offer a delightful, relaxing setting. Enjoy the spectacle of the boats moored in the harbour as you savour small meat pies called kreatopita, a Greek speciality.

Amid the Ionian island of Kefalonia lies a small fishing village, Fiskardo, with all the charms of a tiny Greek town but the elegant feel of a luxurious getaway. As a popular choice for yachts to dock, the harbor hosts plenty of upscale seafood restaurants. Opt for a quick dip after a day of adventure at one of Fiskardo’s many pebble coves. For a more typical beach day, venture about 40 minutes out to the famous Myrtos Beach. If you’re seeking a day filled with activity, try diving, snorkeling or kayaking with the locals. Find great hiking at the Venetian Lighthouse, Cypress and Battery Trails.

The picturesque port of Pylos is located in the south west of the Peloponnese. Backed against the lush green hills of Messenia, it looks out onto the Navarino Bay. You can admire the gorgeous view as you walk uptown amid pink oleanders that cascade over the jetty. A stone’s throw away, the historical centre’s winding streets will plunge you into a maze of houses with whitewashed facades and terracotta roof-tiles. On the attractive main beach, you will be able to relax in the shade of the age-old plane trees and taste the delicious local biscuits made of sesame and honey.

Spetses, “the jasmine island”, is an unspoiled paradise and the favourite holiday spot of Athenian high society. The shaded outdoor dining areas of the restaurants serving local cuisine stand alongside beautiful boutiques. Away from the hustle and bustle of the world, stroll or cycle around the small port lined with the beautiful Neoclassical homes of shipowners and enjoy the pleasantness of the moment. There is a distinct dolce vita atmosphere in the air. From hidden coves to beaches of fine sand, this island is brimming with charm. The hiking trails through the pine forest also promise beautiful panoramas.

Near Athens, Lavrion is a peaceful port welcoming boats from around the world. The town has been known since ancient times for the silver-producing mines of Lavrion, which were major contributors to the wealth of Athens and to the Greek economy in the 20th century. Weather permitting, take a stroll through the town and discover the many vestiges of this industry that flourished until the 1980s: old Neoclassical-style constructions, industrial buildings, and worker houses. While at this port of call, also take the time to discover Athens and its acropolis, or Cape Sounion on which stands the magnificent temple of Poseidon.

Athens is the capital and largest city of Greece, known as the birthplace of democracy and Western civilization. It has a rich history that dates back thousands of years and is home to many ancient landmarks. The city is famous for the Acropolis and the Parthenon, which attract visitors from around the world. Alongside its historical treasures, Athens is a vibrant modern city with lively neighborhoods, museums, and cultural events. It serves as the political, economic, and cultural center of Greece.