Have questions? We're here.
Winery visit, Italy

Italy Wine Tasting Tours & Cruises

Travel made your way
Talk with an expert
Build your ideal Italy trip. Call 1.406.541.2677
Start Planning My Trip
Filter (38 Results)
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Levels
  • Experiences
  • Activities
  • Ships
  • Destinations
    • Italy
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
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
Piazza Navona, Rome, Italy
from $5,499
EXPLORE

Rome, Venice & the Jewels of Veneto

Venice to Rome - 11 Day Itinerary aboard S.S. La Venezia
  • Explore Doge’s Palace
  • Stroll Burano and Mazzorbo
  • Tour Ancient Rome
  • Visit St. Mark’s Basilica
Starts / Ends
Venice / Rome
Activity Level
Variable
Sail from Venice to Rome on an 11-day cruise aboard the S.S. La Venezia. Experience early access to St. Mark’s Basilica, Vicenza’s Teatro Olimpico, Murano’s glassblowers, and Rome’s ancient wonders. Explore Chioggia, Burano, and Padua while enjoying unforgettable cultural, historical, and culinary moments.
Cruise Details
0
Discover distinctive Venetian architecture
from $2,999
EXPLORE

Venice & the Jewels of Veneto

Venice Roundtrip - 8 Day Itinerary aboard S.S. La Venezia
  • Experience St. Mark’s Basilica
  • Explore Ancient Torcello
  • Watch Murano Glassmaking
  • Discover Padua’s History
Starts / Ends
Venice / Venice
Activity Level
Variable
Experience an 8-day roundtrip cruise from Venice aboard S.S. La Venezia. Discover the Doge’s Palace, Burano’s colorful houses, Chioggia’s markets, and the Po Delta’s tranquil waterways. Visit castles, art museums, artisan studios, and lively piazzas, while enjoying authentic cuisine and unforgettable views of the Venetian Lagoon.
Cruise Details
0
Mount Etna looms over an ancient town
from $14,595
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
Activities
Local Market Visits
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
Wander the cobbled streets of Rovinj
from $11,795
EBD
EXPLORE

Valletta to Venice: An Adriatic Renaissance

Valletta - Venice - 12 Day Itinerary aboard MV Douglas Mawson
  • Unveil Valletta’s history
  • Wander Reggio Calabria's sea views
  • Uncover Gallipoli’s coastal charm
  • Visit Bari’s unique Trulli Houses
Starts / Ends
Malta / Venice
Activities
Small Ship Sailing
Activity Level
Variable
Join a 12-day cruise on the Douglas Mawson, exploring historic routes from Valletta to Venice. Discover the rich legacies of knights and explorers in cities like Split, Dubrovnik, and Ravenna while experiencing the Adriatic's history and culture.
Cruise Details
0
Mount Etna looms over an ancient town
from $5,999
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, Wine Tasting, Archaeological Site Visits, Village Visits
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
Walking the Tuscan countryside at sunset
from $3,000
EXPLORE

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
0
Brilliant blue of Venice's lagoon
from $6,499
EXPLORE

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
0
Discover Venetian secrets on a gondola tour
from $4,299
EXPLORE

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
0
Colorful buildings line Venice's canals
from $4,030
EXPLORE

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
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
13-24 of 38 Results

Real experience. Honest advice.

Talk with an expert trip planner 1.800.344.6118

Plan My Trip
Karilyn Owen, Adventure Life Trip Planner
Karilyn O.
Looking over Florence at the Basilica di Santa Maria del Fiore.
Italy

Chat Italy 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
More Reasons

Why Travel With Adventure Life

All News

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.

Italy Travel Guide

Top Italy Travel Destinations

Italy Trips by Departure Date

Top Experiences in Italy

Italy Trips by Duration

Italy Trips by Activity