Sicily Sailing Cruises

Join an 8-day "Longing for La Dolce Vita" cruise from Sicily to Italy aboard the Sea Cloud Spirit. The adventure begins in Taormina, a town set high on cliffs, known for its blend of cultures and varied cuisine. Explore Palermo, where you can visit the historic palazzi and see the gold …

Embark on an 8-day cruise aboard Royal Clipper through Amalfi and Sicily! Explore Rome's iconic landmarks like St. Peter's and the Colosseum before hitting Sorrento's stunning coast. Dive into history at Pompeii and relish Amalfi's medieval charm, from its Duomo to the picturesque …

This 12-day Douglas Mawson adventure takes you from Rome to Sicily and Malta, blending historical highlights, scenic vistas, and cultural experiences. Start in Rome, where guided tours reveal iconic sites like the Colosseum, Trevi Fountain, and Vatican City. Continue to Sicily’s Porto …

Start your tall ship sailing expedition in the ancient city of Athens, the birthplace of democracy and epicenter of western civilization, a city for all eternity. Visit Syracuse, a city on the Ionian coast of Sicily that's known for its ancient ruins. It was once the largest city in the world, …

On this 9-day Sicily & Greece cruise from Piraeus to Valletta aboard the Star Clipper, embark on an adventure through ancient and historic destinations, starting in Athens, the birthplace of democracy. Visit Nafplio, a charming seaport town in Greece, followed by the fortified Byzantine city of …

Embark on a 7-day cruise aboard the Royal Clipper starting from Civitavecchia, where historic landmarks like St. Peter's and the Colosseum await. Explore Sorrento's coastal beauty, Pompeii's ancient ruins, and the medieval charm of Amalfi, then journey to Taormina for stunning views of …

Join this 11-day Mediterranean cruise from Nice to Valletta aboard Le Dumont-d'Urville. Stroll along the Promenade des Anglais or explore Chateau Hill. Next, visit Corsica, where Calvi welcomes you with stunning views from Notre-Dame-de-la-Serra and untouched natural beauty at the Revelatta …

On this 16-day Grand Voyage cruise from Venice to Rome aboard Royal Clipper, visit Venice's iconic landmarks, such as San Marco, the Bridge of Sighs, Doge's Palace, La Fenice Opera House, the Church of San Giorgio Maggiore, and the Grand Canal before exploring Rovinj's Baroque …

Set sail on a 17-day Grand Voyage from Venice to Rome aboard the Star Flyer. Begin your adventure in Venice, Italy, renowned for its romantic canals and historic landmarks. Cruise to the sun-soaked beaches of Mali Losinj in Croatia, the lavender-scented island of Hvar, and the fortified city of …

Cruise from Rome to Venice on this 12-day cruise aboard Star Flyer, exploring Italy, Montenegro, and Croatia's historic ports and cultural landmarks. From Civitavecchia's Roman history to Amalfi's medieval charm and Messina's Sicilian delights, enjoy traditional sailing at sea. …

From the stunning Balearic Islands to quixotic tiny port towns along the Italian Riviera, this 19-day sailing cruise takes you to an impressive collection of ports. Sail through an iron fortress gate to the town of Monemvasia, a perfectly preserved Byzantine fortified port with tons of history and …