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Sicily Small Ship Cruises

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Experience the mesmerizing beauty of Sicily and its surrounding Mediterranean gems with Adventure Life's array of small ship cruises for 2026. Join us on a cruise journey through the charming coastlines of Italy, Montenegro, and Croatia, where you can gaze upon the Sistine Chapel, explore ancient archaeological sites, and wander through picturesque villages. Sail aboard luxury tall ships like the Royal Clipper and Sea Cloud, where you can enjoy snorkeling in crystal-clear waters, marvel at awe-inspiring volcanoes, and discover the rich history of each destination. From the historical wonders of Pompeii to the breathtaking landscapes of the Amalfi Coast, this adventure offers a relaxed pace suitable for all travelers. Engage in village visits, archaeological site tours, and small ship sailing experiences while surrounded by the natural beauty that has inspired artists for generations. Don't miss this opportunity to immerse yourself in the wonders of Sicily and beyond - contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Sicily
Tour the charming city of Valletta, Malta.
from $12,250
$1000 SBC
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
Blue hour over the city in the shadow of Mount Etna
from $3,899
Up to 50%
EXPLORE

Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager
  • Explore Gozo’s ancient temples
  • Discover Syracuse’s history
  • Taste Lipari’s finest wines
  • Swim in Malta’s waters
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Embark on an 8-day cruise to and from Malta aboard the Variety Voyager. Discover the UNESCO World Heritage Ggantija temples on Gozo Island and Lipari in Sicily. Ascend Mount Etna and explore iconic "The Godfather" filming locations.
Cruise Details
0
Relax in beautiful Sicily
from $3,899
Up to 50%
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
Sorrento Landscape
from $3,499
Up to 50%
EXPLORE

Sicilian Sunsets & Amalfi Delights

Valletta - Naples - 8 Day Itinerary aboard M/Y Callisto
  • Explore Valletta’s historic port
  • Stroll Trapani’s cobbled streets
  • Visit medieval Erice
  • Indulge in Palermo’s vibrant market
Starts / Ends
Valletta / Naples
Activity Level
Variable
Embark on an 8-day cruise aboard the MY Callisto 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 $14,158
Save 20%
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
Activities
Urban Exploration
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
Naples at Sunset, Italy
from $3,899
Up to 50%
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
Explore ruins in Taormina within view of volcanic Mount Etna
from $3,499
Up to 50%
EXPLORE

La Dolce Vita

Naples - Valletta - 8 Day Itinerary aboard M/Y Callisto
  • Discover Lipari panoramic viewpoint
  • Stroll Taormina’s alleys
  • Experience Sicilian wines
  • Wander Syracuse’s historic streets
Starts / Ends
Naples / Valletta
Activity Level
Variable
Set sail on an 8-day cruise aboard the MY Callisto, starting in Naples and exploring the glamorous island of Capri. Discover Sicily's rich history, including Mount Etna and Taormina, before heading to Malta's UNESCO sites, like Valletta and Gozo's ancient temples.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $3,218
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
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
Explore historic Bonifacio atop the cliffs of Corsica
from $8,740
$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
Sicilian landscape in the early evening
from $2,080
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 7 Day Itinerary aboard Star Clipper
  • Explore Civitavecchia wonders
  • Discover Lipari lively streets
  • Witness Stromboli’s volcano
  • Experience Amalfi seaside views
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Embark on a 7-day cruise aboard the Star Clipper, starting from Civitavecchia and visiting Italy's beautiful coastal spots like the Aeolian Islands and Amalfi. Conclude your journey with easy access to explore Rome.
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
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
Beautiful Amalfi Coast
from $2,660
EXPLORE

Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper
  • Reach Civitavecchia
  • View Sorrento’s city walls
  • Wander Agropoli’s medieval center
  • Admire Lipari’s Acropolis
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Experience an 8-day Mediterranean cruise from Civitavecchia, Rome, on the Royal Clipper, visiting Sorrento, Agropoli, Taormina, and the stunning Pontine Islands. Explore ancient ruins, enjoy the scenic Amalfi Coast, and snorkel the vibrant coral beaches before returning to Rome.
Cruise Details
0
Athens Acropolis
from $1,740
Air Credit
EXPLORE

Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activities
Archaeological Site Visits, Small Ship Sailing
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
View of Valletta
from $1,710
EXPLORE

Sicily & Greece

Valletta - Piraeus - 6 Day Itinerary aboard Star Flyer
  • Explore Valletta’s peninsula
  • Discover Syracuse’s vast ruins
  • Visit Pilos’ ancient palace
  • Enjoy cafes in Monemvasia
Starts / Ends
Valletta / Piraeus
Activity Level
Variable
Embark on a 6-day cruise from Valletta to Athens aboard the Star Flyer, exploring Sicily's archaeological wonders and Greece's historic sites. Experience relaxation at sea and visit ancient locales like Pilos and Monemvasia before concluding your journey in Piraeus.
Cruise Details
0
View from mount Solaro of Capri island at summer day, Italy
from $11,425
EXPLORE

Early Summer Mediterranean Style

Valletta - Nice - 11 Day Itinerary aboard Sea Cloud Spirit
  • Discover Valletta's architecture
  • Experience Ortigia’s Old Town
  • Explore Corsica, Sardinia and Calvi
  • Discover Amalfi and Amalfi Coast
Starts / Ends
Valletta / Nice
Activity Level
Variable
Sail from Malta to France on an 11-day Early Summer Mediterranean cruise aboard the Sea Cloud Spirit. Visit Valletta’s historic streets, Syracuse’s ancient ruins, and Taormina’s views of Mount Etna. Cruise past the Amalfi Coast, visit Capri’s grottos, Corsica’s cliffs, Sardinia’s Catalan past, and Calvi’s beaches. End in St. Tropez and scenic Nice.
Cruise Details
0
Explore the ancient Acropolis
from $2,290
EXPLORE

Sicily & Greece

Piraeus - Valletta - 7 Day Itinerary aboard Royal Clipper
  • Wander Athens Ancient Agora
  • Explore Pylos Navarino Bay
  • Explore Syracuse’s historical ruins
  • Visit Valletta’s museums palaces
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 7-day Mediterranean cruise from Piraeus to Valletta aboard the Royal Clipper, exploring historic Athens, Monemvasia's Byzantine fortress, and Pylos, famous for King Nestor’s Palace. Discover Sicily's Syracuse and Malta's Gozo, known for diving and coastal caves, before concluding in the fortified capital of Valletta.
Cruise Details
0
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