Have questions? We're here.
Explore ruins in Sicily

Sicily Wine Tasting Tours & Cruises

Travel made your way
Talk with an expert
Build your ideal Mediterranean trip. Call 1.406.541.2677
Start Planning My Trip
Immerse yourself in the enchanting world of Sicilian wines on a wine tasting trip with Adventure Life. Sicily, Italy's largest island, is a treasure trove of ancient wonders and culinary delights. With 11 tours available, ranging from $3,390 to $35,195 for a experience, you can explore well-preserved Greek temples, taste exquisite wines from local vineyards, and savor Mediterranean foods. Discover the Valley of the Temples, Taormina's ancient ruins, Mount Etna, Cefalu, Syracuse's Archeological Park, and the Zingaro Nature Reserve. Don't miss this opportunity to sip your way through Sicily's picturesque landscapes and contact one of Adventure Life's tour specialists for help planning your next seamless trip.
Filter (11 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • 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
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 $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
HALF DEP
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
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
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
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
View from Accademia Bridge on Grand Canal in Venice
from $6,930
EXPLORE

Legendary shores of Italy and Croatia

Civitavecchia to Venice - 9 Day Itinerary aboard Le Boreal
  • Tour the ruins of ancient Pompeii
  • View active Mount Etna in Sicily
  • Explore Syracuse historic ruins
  • Walk the baroque streets of Lecce
  • Visit the Renaissance Urbino site
Starts / Ends
Civitavecchia / Venice
Activities
Wine Tasting, Archaeological Site Visits, Village Visits, Urban Exploration
Activity Level
Variable
Experience a 9-day Mediterranean cruise aboard Le Boreal from Civitavecchia to Venice. Visit Salerno, Syracuse, Ancona, and Hvar as you explore the historic coastlines of Italy and Croatia, with opportunities to discover UNESCO World Heritage sites, Mount Etna, and the iconic city of Venice.
Cruise Details
0
The Roman theatre in Cartagena
from $8,950
EXPLORE

Ancient shores of the Mediterranean

Valletta - Malaga - 11 Day Itinerary aboard Le Bougainville
  • See Valletta UNESCO heritage site
  • Discover Syracuse Greek heritage
  • Visit Agrigento Valley Temples
  • Tour Tunis Carthage SidiBouSaid
Starts / Ends
Valletta / Malaga
Activities
Local Market Visits
Activity Level
Variable
11-day cruise from Valletta to Málaga aboard Le Bougainville explores Malta, Sicily, Tunisia, Algeria, and Spain. Syracuse, Agrigento, Tunis, Algiers, Cartagena, Almería, Melilla, and Granada highlight ancient sites, coastal cities, and UNESCO-listed heritage stops.
Cruise Details
0
Mount Etna looms over an ancient town
from $5,999
Air Credit
EXPLORE

Italian Isles and Riviera Radiance

Valletta to Nice - 8 Day Itinerary aboard World Traveller
  • See Taormina Mount Etna landscapes
  • Visit Capri Blue Grotto
  • Sorrento Pompeii ruins exploration
  • See Capri coastal rock formations
Starts / Ends
Valletta / Nice
Activities
Hiking
Activity Level
Variable
Set sail through Italy’s most iconic coastal destinations on an 8-day cruise aboard World Traveller, starting in Valletta and ending in Nice. This Mediterranean itinerary highlights Italy as the central destination with diverse cultural and scenic experiences.
Cruise Details
0
Gelato Shop
from $18,695
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
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
Colorful villages line the shores of the Italian riviera
from $4,358
EXPLORE

Aeolian Archipelago

Lipari to Salina - 8 Day Itinerary
  • Discover Lipari and Salina
  • Visit a local winery
  • Enjoy a scenic hike in Vulcano
  • Swim in Cala Junco nature reserve
  • Take a walking tour in Stromboli
  • Relax on the beaches of Salina
Starts / Ends
Milazzo / Milazzo
Activity Level
Relaxed
Experience the nature and culture of the Aeolian Archipelago on this 8-day tour. Visit Lipari, Vulcano, Panarea, Stromboli, Filicidu, and Salina, which form one of the most active geological structures in the Mediterranean. Explore these beautiful coastal towns, visiting incredible volcanic rock formations and seafront black sand beaches.
Tour Details
0
1-11 of 11 Results
  • 1

Let us match you to your best adventure.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Franny Friesz Adventure Life employee profile
Franny F.
Sail to the stunning city of Taormina, 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

Why Travel With Us?

More Value, Less Risk

Our extensive travel experience helps you avoid common pitfalls, maximize your time, and get the most out of every part of your trip.

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.

Expert Guidance

With deep destination expertise in complex travel, we advise on how to maximize your time, avoid common pitfalls, and get the most out of every part of your trip.

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.