Just off the southern coast of Italy you'll find the largest island in the Mediterranean, home to a wealth of culture and numerous exciting sites. We offer several tours that focus exclusively on this island, on which you will see the active and majestic Mt. Etna volcano, the exquisite Greek and Roman ruins of Agrigento and Syracuse, the Aeolian Islands & Stromboli Volcano, and Monreale’s impressive and beautiful 12th-century Norman cathedral, among other sites. You might even learn how to cook in traditional Sicilian style. Other cruises simply make a stop in Sicily en route to other destinations around the Mediterranean, including Civitavecchia (Rome), Malta, and even Italy's neighboring countries like Greece, Croatia, France, and Spain. Contact us when you're ready to start planning your luxury cruise to Sicily.

10 Best Small Ship Cruises to Sicily for 2023-2024

All Cruises Visiting Sicily

Italy, Montenegro & Croatia

Venice to Rome
12 Days from $3,070

Discover the stunning Adriatic landscapes of Croatia, Montenegro, and Italy on this fabulous 12-day Mediterranean sailing adventure aboard the Royal Clipper. Visit Venice, Rovinj, Hvar, Dubrovnik, Kotor, Corfu, Taormina and Sorrento. Conclude your fantastic journey at the historic port of Civitavecchia near Rome.

Italy, Montenegro & Croatia

Rome to Venice
12 Days from $3,070

Explore the Eastern Mediterranean on this 12-day cruise aboard the luxury tall ship the Royal Clipper. This round-trip cruise departs from Rome, Italy, and visits Montenegro, Sicily, Croatia, and Greece. You'll see the architectural highlights and historic ruins, snorkel in the Pontine Islands, and enjoy the delicious and varied local cuisine.

Mediterranean Gems: From Dubrovnik to Naples

Dubrovnik to Naples
11 Days from $16,950

Beginning in the enchanting Croatian city of Dubrovnik, sail across the Adriatic on an 11-day Mediterranean small ship cruise on the alluring Sea Cloud and wind your way down the southern part of Italy’s “boot”, calling on vibrant and welcoming places steeped in ancient history, including Pompeii, the Amalfi Coast, and myriad charming coastal towns.

Italy, Montenegro & Croatia

Venice to Civitavecchia
11 Days from $2,780

The Royal Clipper sails across the breathtaking Adriatic landscapes of Croatia, Montenegro, and Italy for an unforgettable 11-day voyage. Visit the cities of Veneto, Rovinj, Hvar, Dubrovnik, Kotor, Corfu, Naxos, and Sorrento. Conclude your fantastic journey at the historic port of Civitavecchia.

Amalfi & Sicily

Civitavecchia Roundtrip
8 Days from $1,890

Board the Star Clipper on this unforgettable 8-day tall ship sailing cruise of the Mediterranean. Admire the perfect architecture and magical landscapes that this region is famous for, visiting Ponza, Palmarola, Sorrento, Amalfi, Taormina, and more! Explore the Sistine Chapel, the ancient ruins of Pompeii, and even snorkel in the Pontine Islands.

Visit the Cathedral of Palmero on your small ship cruise around Sicily

Sicily's Rich Cultural Heritage

Valletta to Syracuse
8 Days from $6,495

Aboard Sea Cloud II, explore the archaeological wonderland of Sicily, where people from the Roman, Moorish, and Norman eras once lived. From Valletta to Syracuse, enjoy stops in the picturesque Italian ports of Trapani, Palermo, Lipari, Taormina, The Strait of Messina, and Syracuse.

A Circumnavigation of Sicily with Smithsonian Journeys

Valletta to Valletta
9 Days from $7,880

During this 9-day cruise around Sicily on the luxury expedition ship Le Champlain, you can visit mythical places where different cultures met. Discover Sicily's most beautiful historic cities and ancient sites.

Fiery, Green and Gold Adorned

Malta to Palma de Mallorca
11 Days from $8,655

Fly to Valleta to start an 11- day cruise in some of the most magnificent destinations in Italy and Spain

Sicily & Greece

Piraeus to Valletta
9 Days from $2,130

Explore Greece, Sicily, and Malta on this 9-day cruise aboard the tall ship Star Flyer. Starting in the famous and historic city of Athens, visit Hydra, Monemvasia, Pilos, Syracuse, and Gozo, and conclude this unique experience in Valletta, the tiny capital of the island of Malta.

Explore historic Bonifacio atop the cliffs of Corsica

Mediterranean Island Voyage: Sicily, Sardinia, Corsica, and Elba – with Smithsonian Journeys

Valletta - Nice
8 Days from $7,790

Explore the heart of the Mediterranean on this 8-day Mediterranean Island Cruise with Smithsonian Journeys from Valletta to Nice aboard Le Bougainville. Discover Sicily, Sardinia, Corsica, and Elba's historical civilizations that left mark on these islands' language, cuisine, art, and architecture.

Luxury Italy

9 Best Luxury Small Ship Cruises Visiting Sicily for 2023-2024

Trip Name	From	Days	Next Departure	Summary
Sicily's Rich Cultural Heritage	$6495	8	Jun 6, 2023	Aboard Sea Cloud II, explore the archaeological wonderland of Sicily, where people from the Roman, Moorish, and Norman eras once lived. From Valletta … 0
A Circumnavigation of Sicily with Smithsonian Journeys	$7880	9	Apr 14, 2024	During this 9-day cruise around Sicily on the luxury expedition ship Le Champlain, you can visit mythical places where different cultures met. … 0
Mediterranean Island Voyage: Sicily, Sardinia, Corsica, and Elba – with Smithsonian Journeys	$7790	8	May 15, 2024	Explore the heart of the Mediterranean on this 8-day Mediterranean Island Cruise with Smithsonian Journeys from Valletta to Nice aboard Le … 0
Ancient Wonders and Culinary Delights: Cruising Southern Italy and Sicily - with Smithsonian Journey	$6610	8	Sep 8, 2024	Le Bougainville's 8-day cruise in Sicily and Southern Italy visits ancient, medieval, and Renaissance sites and offers extensive opportunities to … 0
Ancient civilizations, from Italy to Greece	$3710	7	Oct 16, 2023	Join this 7-day Ancient Civilization of the Eastern Mediterranean cruise from Italy to Greece aboard Le Champlain. Sail along the waters of the … 0
Islands and cities of the Mediterranean	$4760	8	Jul 23, 2024	Join Le Bougainville on this 8-day Islands and cities of the Mediterranean Cruise, sailing between Greece and the majestic Maltese coast. 0
The Mediterranean: in the Footsteps of Great Civilizations	$6440	11	May 9, 2024	Explore ancient sites in Turkey, Greece, and Italy on this 11-day Mediterranean cruise aboard L’Austral, including Ephesus, the Meteora … 0
From the French Riviera to the Turkish Riviera	$6180	11	Oct 24, 2023	This 11-day cruise aboard Le Jacques-Cartier combines stunning scenery and cultural discoveries between the French Riviera and the Turkish Riviera. … 0
Splendors of the Western Mediterranean	$4660	8	Mar 21, 2024	Embark on a luxurious small ship for an 8-day cruise of the Western Mediterranean on Ponant's Le Bougainville. Discover Malta, Sicily, and the Greek … 0