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
Talk with an expert
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 $2,499 to $26,600 for a 8 to 16 days 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 Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Sicily
Visit charming Sicily
$2,499
Savings
EXPLORE

Treasures of Sicily

Small Group Departure in Italy - 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:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
Explore the Treasures of Sicily on this 9-day small group tour from Viagrande to Taormina, a collection of extraordinary wonders found on the beautiful Italian island of Sicily. Sicily is home to well-preserved Greek temples showcasing the island's ancient past. The Valley of the Temples in …
Tour Details
0
Blue hour over the city in the shadow of Mount Etna
$3,699
EXPLORE

Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Gozo Island
  • Witness Stromboli
  • Enjoy Catania
  • Explore Valetta
Starts / Ends:
Valletta / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise aboard the Variety Voyager through the enchanting destinations of Valletta, Gozo Island, Syracuse, Lipari, and Catania. Explore the ancient Ggantija temples in Gozo Island, dating back 5500 years. Discover Syracuse's "White City." Sail around the volcanic …
Cruise Details
0
Colorful villages line the shores of the Italian riviera
$4,309
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
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
The Aeolian Islands are a fascinating volcanic archipelago in the Tyrrhenian Sea north of Sicily and are listed on the UNESCO World Heritage Site. On this 8-day tour, explore the beautiful towns of Lipari, Vulcano, Panarea, Stromboli, Filicudi, and Salina. Experience nature and culture, and see the …
Tour Details
0
Sunset over Palermo
$3,799
EXPLORE

Sicilian Sunsets & Amalfi Delights

Malta - Naples - 8 Day Itinerary aboard Variety Voyager
  • Explore Port Empedocle
  • Discover Trapani
  • Explore Sorrento
  • Explore Palermo
Starts / Ends:
Valletta / Naples
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise aboard the Variety Voyager from Malta's charming capital, Valletta, through Sicily and Southern Italy. Visit Agrigento's UNESCO-listed Temple Valley, explore the medieval streets of Erice, and delve into Palermo's Mafia history while savoring Sicilian cuisine. …
Cruise Details
0
$7,370
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:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits, Wine Tasting
Activity Level:
Variable
Embark on a 12-day cruise from Barcelona to the Maltese coast aboard L’Austral, in partnership with Relais & Châteaux. This journey offers a blend of culinary and cultural experiences, with an included excursion per person at each port of call. Highlights include Menorca's rich …
Cruise Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
$3,699
EXPLORE

La Dolce Vita

Naples - Malta - 8 Day Itinerary aboard Variety Voyager
  • Discover Syracuse
  • Explore Taormina
  • Experience Lipari Island
  • Discover Capri Island
Starts / Ends:
Naples / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Wine Tasting
Activity Level:
Variable
Embark on an 8-day cruise from Naples to Malta aboard the Variety Voyager. Begin your journey in charming Naples, the birthplace of pizza, before heading to the stylish island of Capri, a favorite among celebrities and jet-setters. In Sicily, explore the enchanting town of Taormina, with its narrow …
Cruise Details
0
Greek-Roman Theatre of Taormina
$6,610
EXPLORE

Ancient Wonders and Culinary Delights: Cruising Southern Italy and Sicily - with Smithsonian Journey

Valletta - Livorno - 8 Day Itinerary aboard Le Bougainville
  • Discover Roman Empires of Italy
  • Explore well-preserved Greek sites
  • Visit vineyards
  • Experience Mediterranean foods
Starts / Ends:
Valletta / Livorno
Activities:
Small Ship Cruises, Wine Tasting
Activity Level:
Variable
This 8-day cruise on Le Bougainville through Sicily and Southern Italy stops at some of the most fascinating ancient, medieval, and Renaissance sites in the Mediterranean. It also provides numerous opportunities to sample the foods and wines that have made this region of the world-famous for its …
Cruise Details
0
See the famed Rialto bridge in Venice
$11,399
EXPLORE

Flavors of the Adriatic

Venice - Livorno - 11 Day Itinerary aboard World Navigator
  • Explore Venice’s romantic canals
  • Discover Zadar’s UNESCO heritage
  • Hike to San Giovanni Fortress
  • Wander through Split’s Old Town
Starts / Ends:
Venice / Livorno
Activities:
Local Market Visits, Urban Exploration, Wine Tasting
Activity Level:
Variable
Embark on an 11-day Adriatic adventure aboard World Navigator, exploring the cultural and culinary delights of Italy, Croatia, and Montenegro. Venice captivates with its romantic canals and historic architecture. In Croatia, discover the ancient city of Zadar, the historical treasures of Split, and …
Cruise Details
0
Admire the distinctive red roofs of the cities of the Dalmatian coast
$9,599
EXPLORE

Adriatic Wine Routes

Venice - Rome - 12 Day Itinerary aboard World Navigator
  • Explore iconic canals in Venice
  • Delight Puglia's cuisine and wines
  • Enjoy activities onboard
  • Discover Kotor's old town views
Starts / Ends:
Venice / Civitavecchia
Activities:
Archaeological Site Visits, Local Market Visits, Spa Relaxation, Urban Exploration, Wine Tasting
Activity Level:
Variable
Set sail on a 12-day Medittecruise aboard World Navigator.Explore Venice's romantic canals and indulge in its renowned seafood. Traverse Slovenia's cobblestone streets to discover medieval marvels like Bled Castle. Dive into Croatia's rich history in Rijeka and uncover hidden gems in …
Cruise Details
0
Explore beautiful Barcelona
$12,799
EXPLORE

Timeless Tastes & Treasure

Barcelona - Venice - 15 Day Itinerary aboard World Navigator
  • Visit Barrakka Panoramic Lifts
  • Explore French Riviera and Old Nice
  • Visit the town of Côte d'Azur
  • Do truffle-hunting in Tuscany
Starts / Ends:
Barcelona / Venice
Activities:
Archaeological Site Visits, Local Market Visits, Urban Exploration, Wine Tasting
Activity Level:
Variable
Embark on a 15-day Timeless Tastes & Treasure Cruise from Barcelona to Venice aboard World Navigator. Along Valletta's Grand Harbor, start with the Barrakka Panoramic Lifts, for a sunset with an extended evening in port. Enjoy a late night in Monte Carlo, to explore the scenery of the …
Cruise Details
0
Stop in beautiful Parga
$11,399
EXPLORE

Ionian Interlude

Barcelona - Rome - 16 Day Itinerary aboard World Navigator
  • Explore Venice's canals and cuisine
  • Explore UNESCO-listed sites
  • Relax on Parga's scenic beaches
  • Hike to San Giovanni Fortress
Starts / Ends:
Barcelona / Civitavecchia
Activities:
Archaeological Site Visits, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Variable
Set sail on an unforgettable 16-day Ionian Interlude cruise aboard World Navigator, exploring the Mediterranean's wonders.. From Barcelona's vibrant streets to Rome's ancient allure, immerse yourself in rich history, culture, and natural beauty. Discover whimsical architecture in …
Cruise Details
0
1-11 of 11 Results
TrustScore 4.9 | 242 reviews
TrustScore 4.9 of 5
total score
Based on 242 reviews on
review score
19 hours ago
We received an immediate response from Kassandra who reserved our cruise as soon as she got a confirmation from us. Maria and Jess also were in touch right away.
Lynda Wallach
review score
1 week ago
It is so easy to book trips, the staff is very friendly and helpful and they respond to any and all questions
Lorretta
review score
1 week ago
Mary was super helpful and patient. Answered every question and with candor (answers of “Everything’s equally great” aren’t helpful! 😎).
TMort
review score
1 week ago
The trip planner I worked with, Jane, was excellent. She had travelled to Antarctica twice and was the voice of experience as she explained travel options to me. I've travelled internationally for many years for many years for business and pleasure including a number of adventure trips. It is a delight to work with such an experienced planner. I've used Adventure Life for three trips, Costa Rica, Galapagos and upcoming, Antarctica. I highly recommend them.
Chuck Snavely
review score
2 weeks ago
Clara was great to work with. She presented lots of options and always responded promptly. And she found excellent options within our price range.
Colorado Traveler

Mediterranean Travel Guide

Favorite Mediterranean All Trips

Top Sicily Travel Destinations

Sicily Trips by Departure Date

Top Experiences in Sicily

Sicily Trips by Duration

Sicily Trips by Activity

More Reasons

Why Travel With Adventure Life

All News

Recognized By

Plan My Trip
We love travel, talk with an expert 1.800.344.6118