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Explore ruins in Sicily

Trapani

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Explore the charming city of Trapani in Sicily with Adventure Life on one of our 9 cultural tours for 2026-2027. Immerse yourself in the rich history and vibrant culture of this coastal gem as you wander through ancient streets, sample delicious Sicilian cuisine, and visit archaeological sites. Over 8 to 18 days, you can experience the best of Trapani, known for its beautiful beaches, historic architecture, and bustling local markets. With options for wine tasting, archaeological site visits, and urban exploration, our tours offer a perfect blend of relaxation and adventure. Join us on a trip to Trapani starting at $3,350 to $35,195 and contact one of Adventure Life's specialists for help planning your next unforgettable journey.
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    • Trapani
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
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Ruins of Greece
from $7,790
EXPLORE

Cruising the Mediterranean: Sicily, Sardinia, and Mallorca – with Smithsonian Journeys

Valletta - Barcelona - 8 Day Itinerary aboard Le Boreal
  • Visit UNESCO sites in Valletta
  • Indulge in Sicilian seafood
  • Stroll Mahon's colorful streets
  • Transit the Corinth Canal passage
Starts / Ends
Valletta / Tarragona
Activity Level
Variable
Embark on an 8-day Le Boreal cruise from Valletta to Barcelona. Visit Sicily’s historic cities, Sardinia’s archaeological treasures, and the Balearic Islands’ stunning landscapes. Shore excursions, transfers, and expert-led discussions with Smithsonian Journeys.
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
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Explore Agropoli, Italy
from $3,350
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Sicily Unveiled with Italian Treasures

Roundtrip Civitavecchia - 11 Day Itinerary aboard Star Clipper
  • Sail coastlines of Sicily
  • Cruise Aeolian Islands
  • Visit Trapani port
  • Explore Palermo streets
Starts / Ends
Civitavecchia / Civitavecchia
Activities
Small Ship Sailing
Activity Level
Variable
Sail Italy’s southern coast on an 11-day cruise aboard Star Clipper. Experience Sicily, the Aeolian Islands, Calabria, and the Amalfi Coast, navigating volcanic landscapes, historic ports, and small island harbors for an intimate sailing experience.
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
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Gelato Shop
from $19,295
EBD
EXPLORE

Sailing 'The Med': A Mediterranean Feast

Valletta - Lisbon - 18 Day Itinerary aboard MV Douglas Mawson
  • Wander Valletta Barrakka Gardens
  • Tour Agrigento ancient ruins
  • Taste Tangier street food
  • Sip Portuguese wines
Starts / Ends
Valletta / Lisbon
Activities
Wine Tasting, Local Market Visits
Activity Level
Variable
Join an 18-day Mediterranean cruise on the Douglas Mawson, exploring the culinary heritage from Malta and Sicily to Spain and Morocco. Discover local traditions, seafood delights, and vibrant markets while visiting charming villages and historic wineries.
Cruise Details
0
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
Relax in beautiful Sicily
from $9,490
EXPLORE

A Circumnavigation of Sicily with Smithsonian Journeys

Valletta Roundtrip - 9 Day Itinerary aboard Le Dumont-d'Urville
  • Visit Valleta a UNESCO-listed city
  • Visit Valley of Temples
  • Witness a fiery volcano
  • Discover Trapani's diverse heritage
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Set sail on a 9-day Sicily cruise aboard Le Dumont-d'Urville. Visit UNESCO sites like Valletta and the Valley of Temples, admire Stromboli’s volcanic activity, explore vibrant cities such as Palermo and Syracuse, and discover ancient ruins, diverse cultures, and beautiful coastal views.
Cruise Details
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Coast of Ortigia island at city of Syracuse
from $8,930
EXPLORE

A Circumnavigation of Sicily with Smithsonian Journeys

Valetta Roundtrip - 9 Day Itinerary aboard Le Laperouse
  • Visit Valleta a UNESCO-listed city
  • Visit Valley of Temples
  • Witness a fiery volcano
  • Discover Trapani's diverse heritage
Starts / Ends
Valletta / Valletta
Activities
Village Visits, Archaeological Site Visits
Activity Level
Variable
Set sail on a 9-day Sicily cruise aboard Le Laperouse. Visit UNESCO sites like Valletta and the Valley of Temples, admire Stromboli’s volcanic activity, explore vibrant cities such as Palermo and Syracuse, and discover ancient ruins, diverse cultures, and beautiful coastal views.
Cruise Details
0
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Kassandra Magruder Adventure Life employee profile
Kassandra M.
Explore ruins in Sicily
Mediterranean

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