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All Sicily Tours

Travel made your way
Balate Dorin
Visit charming Sicily
Civitavecchia
Aleksander Nalbantjan
Visit the Forum Romanum, the center of ancient Rome
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Select one of the below 65 best Sicily trips for 2026 and 2027. Your local English-speaking guide will lead your small group or personalized private tour on an extraordinary adventure exploring Syracuse, Taormina, Palermo, Porto Empedocle, and Trapani. Our Sicily trips for 2026 feature Archaeological Site Visits, Village Visits, Small Ship Sailing, Local Market Visits, and Wine Tasting, and start from $1,740 for trips of 6 to 18 days. Contact Adventure Life's Sicily trip planning experts to start planning your next seamless trip.
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    • Sicily
Visit charming Sicily
from $3,420
EXPLORE

Highlights of Sicily

Italy Small Group Tour - 9 Day Itinerary
  • Visit the Island of Sicily
  • Discover the Valley of the Temples
  • Visit Taormina's ancient ruins
  • See the Mount Etna in Sicily
  • Explore the coastal town of Cefalu
  • Visit Syracuse's Archeological Park
  • Discover the Zingaro Nature Reserve
Starts / Ends
Viagrande / Taormina
Activities
Hiking
Activity Level
Relaxed
Spend 9 days on this small group journey through the highlights of Sicily to step into a world where ancient ruins stand alongside vibrant cities and picturesque landscapes. Discover ancient ruins, bask in the island's natural beauty, and indulge in Sicily's culinary delights.
Tour Details
0
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
Activities
Local Market Visits
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
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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
$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
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
Naples at Sunset, Italy
from $3,390
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 $3,899
Up to 50%
EXPLORE

Volcanoes of Italy

Naples - Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Lipari Aeolian archipelago
  • Explore Gozo Ggantija monuments
  • Wander Taormina Greek amphitheater
  • Savor Catania local wines
Starts / Ends
Naples / Valletta
Activities
Archaeological Site Visits, Village Visits, Wine Tasting
Activity Level
Variable
Join an 8-day cruise from Naples to Valletta aboard the Variety Voyager, guided by National Geographic Explorer George Kourounis. Explore Capri, Sicily's Taormina and Mount Etna, and Malta's UNESCO sites, while attending lectures on the region's geology.
Cruise Details
0
from $9,540
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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
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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
1-12 of 65 Results

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