Have questions? We're here.
Visit charming Sicily

Sicily Cultural Cruises

Travel made your way ™
Talk with an expert
Build your ideal Mediterranean trip. Call 800.344.6118
Start Planning My Trip
Explore the captivating island of Sicily with Adventure Life on one of our Cultural tours for 2027. Delve into the ancient civilizations and coastal gems of Italy and Croatia, from Venice to Rome, and witness breathtaking views of the Amalfi Coast and Dubrovnik. Marvel at ornate cathedrals, remarkable baroque buildings, and great sites of antiquity, including Pompeii. Sail along the Corinth Canal, visit Epidaurus Theatre and Mycenae, and explore the late-Gothic Duomo on an 8-day cruise from Venice to Rome. Discover the rich cultural heritage of coastal gems from Valletta to Venice, explore historic cities, and visit archaeological sites on a 9-day cruise through Greece, Montenegro, Croatia, and Italy. Cruise from Antalya to Valletta and follow in the footsteps of great civilizations, exploring Puglia and ancient sites like Perga, Aspendos, and Ephesus. Immerse yourself in the Mediterranean's wonders and embark on a cultural journey that will leave you in awe. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (49 Results)
  • Start Date
    Months
    Years
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Sicily
Explore ruins in Sicily
from $6,280
EXPLORE

Authentic Mediterranean Shores

Valletta Roundtrip - 8 Day Itinerary aboard Le Bougainville
  • Explore Valletta’s Historic Streets
  • Discover Segesta’s Ancient Ruins
  • Visit Palermo’s Norman Heritage
  • Explore Syracuse’s Ancient Sites
Starts / Ends
Valletta / Valletta
Activities
Urban Exploration
Activity Level
Variable
Explore Malta and Sicily on an 8-day cruise from Valletta aboard Le Bougainville, visiting Trapani, Erice, Palermo, Monreale, Lipari, Reggio di Calabria, Taormina, Syracuse and Noto, with historic sites, archaeological landmarks and cultural excursions.
Cruise Details
0
Mura di Tramontana (Tramontana Walls) and the Bastione Conca along the historic coastline of Trapani, Sicily, Italy
from $2,770
EXPLORE

Sicily & Malta

Roundtrip Valletta - 8 Day Itinerary aboard Royal Clipper
  • Admire Valletta’s grand churches
  • Discover ancient Syracuse
  • Stroll hillside Taormina
  • Sail the Strait of Messina
Starts / Ends
Valletta / Valletta
Activities
Archaeological Site Visits, Small Ship Sailing
Activity Level
Variable
Take an 8-day Sicily and Malta sailing cruise on the Royal Clipper round-trip from Valletta, with stops around Sicily in Syracuse, Taormina, the Aeolian Islands, Palermo, and Trapani. Explore ancient Syracuse, sail the Strait of Messina, and admire the mosaics of Palermo’s Palatine Chapel.
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
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
Naples at Sunset, Italy
from $3,390
EXPLORE

La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager
  • Explore Capri's coastal allure
  • Visit Lipari’s ancient sites
  • Discover Taormina’s historic alleys
  • Wander Syracuse’s ancient streets
Starts / Ends
Naples / Valletta
Activity Level
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Naples to Malta, visiting Capri, Taormina, Mount Etna, and Catania in Sicily. In Malta, explore Valletta's UNESCO sites and Gozo's ancient monuments.
Cruise Details
0
Sunset over Palermo
from $9,200
EXPLORE

Culture and islands of the Mediterranean

Tarragona to Valletta - 12 Day Itinerary aboard Le Bougainville
  • Explore Tarragona’s Roman Heritage
  • Discover Mahon’s Menorcan Culture
  • Visit Ancient Carthage
  • Explore Sicily’s Historic Cities
Starts / Ends
Tarragona / Valletta
Activities
Local Market Visits, Spa Relaxation
Activity Level
Variable
Explore a 12-day Mediterranean journey from Tarragona to Valletta aboard Le Bougainville, visiting Mahon, Cagliari, Tunis, Trapani, Palermo, Reggio di Calabria, Catania and Syracuse. Discover Roman, Phoenician, Greek, Arab, Norman and Baroque heritage across Spain, Tunisia and Italy, with a day at sea to enjoy onboard facilities and activities.
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
Beautiful Taormina, Italy, with Mt. Etna in the background
from $7,750
EXPLORE

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

Nice - Valletta - 8 Day Itinerary aboard Le Dumont-d'Urville
  • Wander Nice Cours Saleya markets
  • Discover Bonifacio limestone cliffs
  • Tour Cagliari old ramparts
  • See Valletta Barrakka Gardens
Starts / Ends
Nice / Valletta
Activity Level
Variable
Set sail on an 8-day Mediterranean cruise aboard Le Dumont-d'Urville, visiting Napoleon's residence in Portoferraio, the medieval streets of Bonifacio, and the vibrant markets of Palermo. Conclude your journey in Valletta, Malta, exploring the Grandmaster's Palace and St. John's Cathedral.
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
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
Sunset over Palermo
from $9,120
EXPLORE

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

Valletta - Nice - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Explore Valletta Barrakka Gardens
  • Discover Gozo temples of Ggantija
  • Tour Taormina Greco-Roman theater
  • See Cagliari old ramparts
Starts / Ends
Valletta / Nice
Activity Level
Variable
Experience a 9-day Mediterranean cruise on the Le Dumont-d'Urville, exploring historic sites in Malta, Sicily, and Sardinia. Conclude your cruise in Nice after visiting picturesque landscapes and cultural landmarks throughout the region.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $8,970
EXPLORE

Cruising Southern Italy and Sicily – with Smithsonian Journeys

Civitavecchia to Valletta - 9 Day Itinerary aboard Le Laperouse
  • Discover historic Gaeta
  • Explore historic Syracuse
  • Explore Valletta's landmarks
  • Visit vibrant Naples
Starts / Ends
Civitavecchia / Valletta
Activity Level
Variable
Discover Italy and Malta on this 9-day voyage aboard Le Laperouse. Sail from Civitavecchia near Rome to Valletta, visiting Gaeta, Naples, Salerno, Agropoli, Reggio di Calabria, Taormina, and Syracuse. This itinerary combines Italy's iconic coastal destinations, Sicily's rich heritage, and Malta's historic capital in one unforgettable cruise.
Cruise Details
0
Mount Etna looms over an ancient town
from $14,195
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
Wine Tasting, Village 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
1-12 of 49 Results

Relax. We've got this.

Talk with an expert trip planner 800.344.6118

Plan My Trip
Jess Heuermann Adventure Life employee profile
Jess H.
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
800.344.6118

Where is your next adventure?

Contact Chat Call

Why Travel With Us?

Peace of Mind

You'll work with a team of humans who get to know you, answer every question, and support you until you return home—we're always just a call or text away.

Unbiased Cruise Expertise

We're not tied to any one cruise line, so you receive honest guidance on the best ship and itinerary for you—not a sales pitch.

Rewards That Go Further

Secure your 5% Past Traveler Rewards across a wide range of ships and destinations - not a single brand and not just cruises.

As 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.