Italy Wine Tasting Tours & Cruises

from $3,000

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Tuscany Walks & Chianti Wines

Italy Small Group Tour - 8 Day Itinerary

• Taste wines at Certaldo
• Explore Radda in Chianti
• Visit Siena’s stunning duomo
• Discover Florence’s Renaissance art
• Learn about Tuscan wines

Starts / Ends

Certaldo / Florence

Activity Level

Easy Active

Discover Tuscany on this 8-day tour. Explore the Via Francigena, savor wine tastings, visit Siena and Florence, and enjoy scenic walks through Chianti vineyards and San Gimignano.

Tour Details

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from $6,499

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Grand Highlights of Italy & Slovenia

Ljubljana to Rome - 14 Day Itinerary aboard S.S. La Venezia

• Explore Lake Bled from Ljubljana
• Visit Doge’s Palace
• Tour the Vatican City
• Taste Chioggia Wines

Starts / Ends

Ljubljana / Rome

Activity Level

Variable

Discover Slovenia and Italy on a 14-day cruise from Ljubljana to Rome aboard S.S. La Venezia. Visit Lake Bled, Venice’s Doge’s Palace, Chioggia’s markets, and the ancient wonders of Rome. Savor regional wines, explore medieval towns, and enjoy private after-hours access to St. Mark’s Basilica.

Cruise Details

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from $4,299

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Slovenia, Venice & the Jewels of Veneto

Ljubljana to Venice - 11 Day Itinerary aboard S.S. La Venezia

• Visit Doge’s Palace early
• Walk Ljubljana's historic center
• Discover scenic Lake Bled
• Watch Murano glassblowing live

Starts / Ends

Ljubljana / Venice

Activities

Biking

Activity Level

Variable

Sail from Ljubljana to Venice on an 11-day Slovenia, Venice & the Jewels of Veneto river cruise aboard S.S. La Venezia. Visit Lake Bled, explore Postojna Caves and enjoy early access to St. Mark’s Basilica. Cruise through the Venetian Lagoon and discover vibrant Burano, Torcello, Chioggia, and Murano, plus historic cities like Padua and Vicenza.

Cruise Details

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from $3,918

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La Dolce Vita along the Italian coastline

Roundtrip Nice - 8 Day Itinerary aboard MV La Belle des Océans

• Tour Lucca or Florence from Livorno
• Visit Napoleon’s home on Elba
• Cruise past Maddalena Islands
• Walk Alghero’s old walled town
• See beaches at Porto Cervo
• Explore Cinque Terre or Portofino

Starts / Ends

Nice / Nice

Activities

Urban Exploration

Activity Level

Variable

Cruise the Italian coast on this 8-day trip from Nice. Stop in Livorno, Elba, Alghero, Porto Cervo, Porto Santo Stefano, and La Spezia. Explore old towns, enjoy wine tasting in Tuscany, visit Napoleon’s home, relax on quiet beaches, and tour the Cinque Terre or Portofino. Return to Nice with lasting views, local flavors, and rich coastal charm.

Cruise Details

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from $12,206

No SS

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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

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from $8,160

$1000 SBC

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Corsica and the Tuscan Archipelago by Sea – with Smithsonian Journeys

Roundtrip Nice - 9 Day Itinerary aboard Le Dumont-d'Urville

• Visit Calvi’s Citadel
• Discover Propriano’s sandy beaches
• Wander Porto Ercole’s streets
• Explore Giglio’s sandy beaches

Starts / Ends

Nice / Nice

Activity Level

Variable

Set sail on a 9-day cruise through Corsica and Tuscany aboard the Le Dumont-d'Urville, exploring Napoleon's legacy, historic towns, and breathtaking landscapes. From Calvi and Bonifacio to Portofino and Elba, immerse yourself in Mediterranean beauty, rich history, and la dolce vita.

Cruise Details

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from $13,595

EBD

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A Mediterranean Masterpiece

Barcelona - Rome - 13 Day Itinerary aboard MV Douglas Mawson

• Stroll Nice’s Riviera promenades
• Wander Port-Vendres’ streets
• Discover Gaudí’s Sagrada Familia
• Admire Cezanne’s landscapes

Starts / Ends

Barcelona / Rome

Activity Level

Variable

Join a 13-day cruise aboard the Douglas Mawson through Spain and Italy, starting in Barcelona with a Flamenco show and visiting landmarks like Gaudí's Sagrada Familia. Explore coastal towns and the French Riviera, and end in Rome, immersing in both countries' rich culture, art, and history.

Cruise Details

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from $7,499

Air Credit

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Ionian and Adriatic Allure

Valletta to Dubrovnik - 11 Day Itinerary aboard World Traveller

• Visit Capo Colonna temples
• Hike to San Giovanni Fortress
• Visit Split's palace and old town
• Discover Baroque architecture

Starts / Ends

Valletta / Dubrovnik

Activities

Hiking, Kayaking, Snorkeling

Activity Level

Variable

Explore Mediterranean treasures on this 11-day cruise aboard World Traveller through Italy, Greece, Montenegro, and Croatia. Discover ancient ruins in Syracuse, coastal charm in Fiskardo, Venetian wonders in Split, and historic Dubrovnik. Start in Malta and finish in Croatia, with immersive experiences in every port.

Cruise Details

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from $3,990

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Adriatic Jewels

Venice - Dubrovnik - 8 Day Itinerary aboard M/Y Callisto

• Wander Kotor’s medieval alleys
• Discover Rovinj in Croatia
• Visit St. James Cathedral
• Try a truffle hunting in Istria

Starts / Ends

Venice / Dubrovnik

Activity Level

Variable

Set sail for an 8-day Adriatic cruise on the M/Y Callisto, exploring the stunning coasts of Italy, Croatia, and Montenegro. Discover Venice’s charm, Dubrovnik's medieval walls, and the breathtaking Bay of Kotor while enjoying local cuisine and rich culture.

Cruise Details

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from $16,595

EBD

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A Mediterranean Feast

Naples - Lisbon - 17 Day Itinerary aboard MV Douglas Mawson

• Explore archaeological Pompeii
• Taste Naples' iconic pizza
• Discover the Palace of Caserta
• Visit Monaco's 'The Rock'

Starts / Ends

Naples / Lisbon

Activity Level

Variable

Set sail on a 17-day cruise from Naples to Lisbon aboard the Douglas Mawson, exploring the Mediterranean's rich culinary heritage. Experience local gastronomy and culture while visiting historic sites, traditional villages, and renowned wineries.

Cruise Details

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from $10,095

EBD

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Barcelona to Nice: A Mediterranean Canvas

Barcelona - Nice - 9 Day Itinerary aboard MV Douglas Mawson

• Tour Porto's Ribeira district
• View Gaudí's La Sagrada Familia
• Visit the Salvador Dali Museum
• Discover Cezanne's studio

Starts / Ends

Barcelona / Nice

Activities

Photography Seminars

Activity Level

Variable

Embark on a 9-day art-focused cruise along the Spanish and French Rivieras aboard the Douglas Mawson, exploring the studios and homes of legendary artists like Picasso and Dali. Enjoy workshops with a resident artist to capture the breathtaking landscapes that inspired these masters.

Cruise Details

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from $8,120

$1000 SBC

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Cruising the Dalmatian Coast and the Ionian Sea: Venice to Athens – with Smithsonian Journeys

Venice - Athens - 8 Day Itinerary aboard Le Boreal

• Explore the Dalmatian Coast
• Discover UNESCO Heritage Sites
• Experience the nightlife
• Discover Corinth Canal and Itea

Starts / Ends

Venice / Athens

Activity Level

Variable

On this 8-day expedition cruise with Smithsonian Journeys from Venice to Athens aboard the Le Boreal. Uncover the artistic and cultural treasures of the Ionian, Adriatic, and Aegean Seas. Cruise through Italy, Croatia, Montenegro, and Greece, visiting notable destinations such as Venice, Dubrovnik, Kotor, and Athens.

Cruise Details

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from $19,295

EBD

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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, Village Visits, Local Market Visits, Archaeological Site 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

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from $12,495

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Adriatic Voyage: Croatia, Montenegro and Greece

Split to Athens - 9 Day Itinerary aboard Le Dumont-d'Urville

• Explore ancient Split ruins
• Cruise scenic Kotor Bay
• Visit underground lake Cephalonia
• Transit historic Corinth Canal

Starts / Ends

Venice / Athens

Activity Level

Variable

Sail from Venice to Athens on a 9-day Adriatic voyage aboard Le Dumont d’Urville. Explore ancient ruins, charming coastal towns, and scenic islands, with plenty of enriching excursions and unforgettable views.

Cruise Details

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from $5,799

Save 30%

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Croatian Dreams

Dubrovnik to Venice - 8 Day Itinerary aboard World Traveller

• Tour Dubrovnik’s UNESCO Old Town
• Discover Split’s Roman ruins
• Tour Opatija’s Lungomare boardwalk
• Tour Piran’s medieval walls

Starts / Ends

Dubrovnik / Venice

Activities

Small Ship Sailing

Activity Level

Variable

Sail on an 8-day cruise from Dubrovnik to Venice aboard the World Traveller. Walk Dubrovnik’s historic Old Town, explore Hvar’s lavender fields and visit Split’s Diocletian’s Palace. Enjoy wine tasting on Vis Island and stroll Opatija’s coastal promenade. Discover Piran’s medieval charm before ending the journey in Venice.

Cruise Details

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from $5,710

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Croatia's Dalmatian Coast by Sea – with Smithsonian Journeys

Venice - Dubrovnik - 8 Day Itinerary aboard Le Dumont-d'Urville

• Explore Venice historic canals
• Hike Mljet pristine trails
• Climb Rovinj bell tower
• Discover UNESCO listed sites
• Discover Primosten coastal village

Starts / Ends

Venice / Dubrovnik

Activity Level

Variable

Embark on an 8-day Adriatic cruise aboard Le Dumont-d'Urville, visiting historic cities, medieval towns, and beautiful islands. Explore Venice’s iconic canals, the stunning Dalmatian coast, and UNESCO World Heritage sites. Discover local culture, ancient landmarks, and breathtaking landscapes on this unforgettable journey through the Adriatic.

Cruise Details

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from $8,214

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Dolomites Explorer

Bolzano to Venice - 8 Day Itinerary

• Enjoy the culture of Bolzano
• Visit Bozen's main local attraction
• Hike the Parco del Respiro
• Visit the Abbey of Novacella
• Cable car ride to Castelrotto
• Visit a local dairy
• Discover Cortina's mountain scenery
• Hike the spectacular Tre Cime
• Tour Venice's Grand Canal by boat

Starts / Ends

Venice / Venice

Activity Level

Moderate

Drive through stunning mountain scenery to see the panoramic vistas and serene lakes, and pass through enchanting mountain villages on this 8-day tour to the Dolomites mountain range in Italy. Visit

Tour Details

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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

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