Have questions? We're here.
Visit charming Sicily

All Cruises Visiting Sicily

Travel made your way
Talk with an expert
Build your ideal Mediterranean trip. Call 1.406.541.2677
Start Planning My Trip
The charm of the Mediterranean is undeniable, and there is no better way to experience its beauty than on a small ship cruiseSail the stunning crystal-clear waters of Sicily, stopping in charming towns and villages such as TaorminaSyracuseTrapaniCatania, and Porto Empedocle. Learn about the region's rich history and culture with visits to ancient archaeological sites. A small ship cruise offers an intimate experience with all the comfort and luxury of sailing on a modern cruise. Our experienced, English-speaking guides will make sure your experience is memorable. Contact us today for assistance in planning the perfect Sicily trip.
Filter (61 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Sicily
Sunset over Palermo
from $8,910
EXPLORE

Epicurean Delights: The Food & Wine of Sicily

Valletta Roundtrip - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Visit Valley of Temples
  • Walk Palermo’s historic streets
  • Visit Taormina’s Greco-Roman theatr
  • Wander Syracuse’s old town
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Sail roundtrip from Valletta on a 9-day cruise through Sicily aboard Le Dumont-d’Urville. Discover Palermo, Syracuse, Taormina, and more as you explore UNESCO-listed ruins, charming island villages, and volcanic landscapes rich in history and culture.
Cruise Details
0
The rocky cliffs of Calabria, Italy
from $8,510
EXPLORE

Authentic Mediterranean Shores

Valletta Roundtrip - 10 Day Itinerary aboard Le Boreal
  • Walk Valletta’s historic streets
  • Visit Palermo’s Palatine Chapel
  • Discover Lipari’s volcanic cliffs
  • Explore Trapani’s cultural sites
Starts / Ends
Valletta / Valletta
Activities
Urban Exploration
Activity Level
Variable
Embark in Valletta for a 10-day Mediterranean cruise to Sicily and southern Italy aboard Le Boreal. Explore Syracuse, Palermo, Lipari, Taormina, and Pompeii. Visit temples, amphitheaters, cathedrals, and volcanic sites. Enjoy views of Stromboli and Etna, then return to Malta aboard a luxury ship with cultural programming and refined comfort.
Cruise Details
0
Tour the charming city of Valletta, Malta.
from $12,250
EXPLORE

A Circumnavigation of Sicily with Smithsonian Journeys

Valletta - Valletta - 9 Day Itinerary aboard Le Bougainville
  • Take a loop around Sicily
  • Discover Sicily's beautiful cities
  • Visit Syracuse
  • Explore Palermo
Starts / Ends
Valletta / Valletta
Activity Level
Variable
During this 9-day cruise around Sicily aboard the new luxury expedition ship Le Bougainville, you'll be able to explore mythical places at the crossroads of Eastern and Western civilizations. Discover Sicily's most beautiful historic cities and ancient sites.
Cruise Details
0
Relax in beautiful Sicily
from $3,390
EXPLORE

Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager
  • Explore Agrigento’s Temple Valley
  • Marvel at Trapani’s medieval street
  • Discover Erice’s Venus Castle
  • Taste Palermo’s food delights
Starts / Ends
Valletta / Naples
Activity Level
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Valletta to Sicily and Southern Italy, exploring historic cities and stunning coastlines. Discover Agrigento, Erice, and Pompeii while enjoying exclusive onboard experiences and authentic Sicilian cuisine.
Cruise Details
0
Ancient theater of Taormina Sicily Italy with Etna erupting volcano at sunset
from $12,206
No SS
EXPLORE

The Ancient Shores of Sicily and Malta

Roundtrip Malta - 10 Day Itinerary aboard Sea Cloud II
  • Explore stunning UNESCO-listed site
  • Step into the history of Sicily
  • Discover the charm of ancient Erice
  • Savor the authentic Sicily flavors
  • Explore historic Taormina and Sirac
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Embark on a 10-day Ancient Shores of Sicily and Malta cruise, aboard Sea Cloud II. Explore ancient cities, UNESCO-listed temples, and landscapes shaped by the Romans, Greeks, and Carthaginians. Visit Agrigento’s Valley of the Temples, the Ggantija Temples, and Valletta, stroll medieval Erice, and tour The Godfather’s Castello degli Schiavi.
Cruise Details
0
from $9,540
EXPLORE

Culture and Islands of the Mediterranean

Barcelona - Valletta - 12 Day Itinerary aboard L'Austral
  • Visit Menorca
  • Explore Sardinia
  • Discover Sicily
  • Experience Catania
  • Discover Syracuse
  • Discover Malta
Starts / Ends
Barcelona / Valletta
Activity Level
Variable
Embark on a 12-day cruise from Barcelona to Malta aboard L’Austral. Enjoy culinary and cultural experiences with an included excursion per port. Highlights include Menorca, Alghero, Cagliari, Trapani, Palermo, Lipari, Catania, Syracuse, Gozo, and ending in Valletta.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $3,195
EXPLORE

The Best of the Mediterranean

Roundtrip Valletta - 8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Explore Saint John's Baroque
  • Taste chocolate in Modica
  • Ascend mighty Mount Etna
  • Stroll Mdina’s medieval streets
Starts / Ends
Valletta / Valletta
Activities
Small Ship Sailing
Activity Level
Variable
Discover the best of the Mediterranean as you explore the magic of Malta and Sicily on an 8-day cruise aboard La Belle de l’Adriatique, featuring UNESCO sites, historic towns, and local flavors. From Valletta to Syracuse, enjoy every excursions, cultural treasures, and vibrant onboard festivities.
Cruise Details
0
Visit the Baroque Cathedral of Syracuse
from $9,460
EXPLORE

Cruising Southern Italy and Sicily – with Smithsonian Journeys

Valletta - Livorno - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Valletta's heritage
  • Discover Syracuse's history
  • Admire Taormina's scenic views
  • Experience Naples culture
Starts / Ends
Valletta / Livorno
Activity Level
Variable
Sail on this 9-day Southern Italy and Sicily cruise with Smithsonian Journeys aboard Le Dumont-d'Urville. Start in Valletta, Malta, exploring historic landmarks. Visit Syracuse's Greek and cultural sites and Taormina's scenic views and theater. Explore Reggio di Calabria's coast and museum. Visit Civitavecchia, and conclude in Livorno, Tuscany.
Cruise Details
0
Visit Rome's famed Colosseum
from $12,795
EBD
EXPLORE

The Amalfi, Sicily and Malta: The Godfather

Rome - Valletta - 12 Day Itinerary aboard MV Douglas Mawson
  • Discover Rome’s imperial relics
  • Explore Gaeta’s medieval fortress
  • Wander Naples’ ancient streets
  • Marvel at Pompeii’s ruins
Starts / Ends
Rome / Valletta
Activity Level
Variable
Join this 12-day cruise on the Douglas Mawson, exploring Southern Italy, Sicily, and Malta's stunning history and culture. Experience the Amalfi Coast, ancient cities, and Malta's heritage while savoring local cuisine and vibrant Mediterranean life.
Cruise Details
0
Mount Etna looms over an ancient town
from $14,595
EBD
EXPLORE

The Amalfi, Sicily and Malta: The Godfather

Rome - Valletta - 13 Day Itinerary aboard MV Douglas Mawson
  • Explore Rome to view the Colosseum
  • Explore Gaeta monastery site
  • Sail the Amalfi Coast
  • Wander Agrigento and Greek ruins
Starts / Ends
Rome / Valletta
Activities
Archaeological Site Visits, Village Visits, Wine Tasting, Local Market Visits
Activity Level
Variable
Embark on a 13-day Mediterranean cruise aboard the Douglas Mawson, exploring Sicily, Malta, and the stunning Amalfi Coast. Experience ancient architecture, rich histories, and the region's famous cuisine amidst scenic coastal landscapes.
Cruise Details
0
Explore historic Bonifacio atop the cliffs of Corsica
from $12,170
$1000 SBC
EXPLORE

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

Valletta - Nice - 8 Day Itinerary aboard Le Bougainville
  • Discover Mediterranean islands
  • Experience ancient ruins
  • Admire Byzantine-Arab mosaics
  • Explore medieval towns
  • Discover local cuisine
Starts / Ends
Valletta / Nice
Activities
Land & Sea Exploration
Activity Level
Variable
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.
Cruise Details
0
Sunset over Palermo
from $8,560
EXPLORE

Ancient Shores of the Mediterranean

Malaga to Valletta - 10 Day Itinerary aboard Le Boreal
  • Explore Malaga’s coastal old town
  • Walk through Algiers’ UNESCO Casbah
  • Walk Valletta’s fortified streets
  • See Carthage and Byrsa
Starts / Ends
Malaga / Valletta
Activity Level
Variable
Set sail on a 10-day cruise from Malaga to Valletta aboard Le Boreal and explore UNESCO World Heritage Sites, ancient ruins, and vibrant local markets. Discover Roman theaters, Moorish palaces, Arab-Norman cathedrals, and Mediterranean coastlines. Enjoy cultural depth and historic architecture in each port.
Cruise Details
0
1-12 of 61 Results

Plan smarter. Spend better.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Mary Curry Adventure Life employee profile
Mary C.
Explore ruins in Sicily
Mediterranean

Chat Sicily with a specialist

Our team is waiting and ready to talk with you about your next adventure. So go ahead and book an appointment with one of our specialized trip planners.

Let's Chat
1.800.344.6118

Where is your next adventure?

Contact Chat Call
More Reasons

Why Travel With Adventure Life

All News

Featured In

How it Works

Connect

No cost, no commitment. Talk with our experts about your dream trip.

Plan

Share your travel style—we match you with the right itinerary or create one just for you.

Book

Lock in knowing every detail is handled and you’re fully supported.

Travel

Enjoy a seamless journey—and unlock 5% off your next adventure.

Mediterranean Travel Guide

Favorite Mediterranean Mediterranean All Trips

Top Mediterranean Travel Destinations

Mediterranean Trips by Departure Date

Top Experiences in Mediterranean

Mediterranean Trips by Duration

Mediterranean Trips by Activity