Top Italy Trips & Tours in May 2025

from $7,990

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Classic Italy

Venice to Rome - 10 Day Itinerary

• Ride the gondola in Venetian canals
• Discover the Sistine Chapel
• Explore the Vatican Museums
• Marvel at the architecture in Siena
• Savor authentic Tuscan cuisine
• Enjoy the Tuscan countryside

Starts / Ends

Venice / Rose Garden Palace

Activity Level

Relaxed

Explore Italy's rich culture, history, UNESCO World Heritage sites, and gourmet countryside on this 10-day classic Italian vacation. From Venice to Rome, tour the countryside and world-class sites in Florence, Siena, Colle di Val d'Elsa, and Rome.

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from $6,930

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Turin, Langhe, and Cinque Terre

Turin to Sestri Levante - 10 Day Itinerary

• Explore the city of Turin
• Visit the city's main squares
• Discover the wine region of Barolo
• Taste local wine and cheese
• Experience truffle hunting
• Walk in Quadrilatero Romano
• Admire Cinque Terre
• Swim in the Italian Riviera
• See the picturesque Santa Margherit

Starts / Ends

Milan / Milan

Activity Level

Relaxed

On a 10-day Italian tour, discover the historic city of Turin, home to some of the country's most important art and architecture. Explore the world-famous wineries of Langhe and taste some of the region's finest wines, including the famous Barolo. Take a train from Sestri Levante and visit the Cinque Terre, one of Italy's most picturesque landscapes and enchanting medieval villages clinging to the coast.

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from $11,187

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Mount Blanc Hiking Adventure

10 Day Itinerary

• Enjoy the view of Chamonix
• Hike the Mont Blanc
• Admire the Bioniassay glacier
• Explore Courmayeur Alpine resort
• Hike the old trail valley in Trient

Starts / Ends

Geneva / Geneva

Activities

Wilderness Lodge Exploration

Activity Level

Challenging

On this 10-day tour, hike through the stunning Mont Blanc mountain range between Italy and France to see the panoramic vistas, beautiful mountain huts, and serene lakes and pass through enchanting mountain villages.

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from $4,357

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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.

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from $8,318

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Dolomites Hiking Adventure

10 Day Itinerary

• Visit Pesaris' historic center
• Hike the Mount Coglians
• Visit a local harpsichord maker
• Discover Cortina's mountain scenery
• Hike the spectacular Tre Cime
• Visit a local dairy
• Enjoy the culture of Bolzano
• Tour Venice's Grand Canal by boat

Starts / Ends

Venice / Venice

Activities

Camping

Activity Level

Moderate

On this 10-day tour, hike through the stunning Dolomites mountain range in Italy to see the panoramic vistas, beautiful mountain huts, and serene lakes and pass through enchanting mountain villages.

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from $3,054

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Venice Extension

4 Day Itinerary

• Tour Venice's Grand Canal by boat
• See monuments and famous churches
• Visit Mazzorbo's vineyards
• Create your own carnival mask
• Explore famous squares and canals

Starts / Ends

Venice / Splendid Venice - Starhotels Collezione

Activity Level

Relaxed

On this 4-day tour, cruise down the Grand Canal of Venice and spend some time on the most famous Venetian lagoon islands, Mazzorbo and Burano. Stay in a luxury Venetian hotel and explore its fascinating maze of narrow streets, elegant palaces, and imposing churches.

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from $3,375

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Classic Dolomites Premium Adventure

Italy Small Group Tour - 8 Day Itinerary

• Enjoy hiking in the Dolomites
• Hike the spectacular Tre Cime
• See the charming town of Villabassa
• Enjoy the culture of Bolzano
• Visit Monte Piana's open-air museum
• Climb up towards Strudelkopf

Starts / Ends

Villabassa - Niederdorf / Villabassa - Niederdorf

Activity Level

Moderate

Spend your week on an 8-day Classic Dolomites Premium Adventure hiking tour with the help of expert guides from Exodus Travels. Discover some of Italy's most breathtaking scenery while hiking safely and at a pace appropriate for your experience level.

Tour Details

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from $3,000

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Treasures 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 treasures 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

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from $2,475

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Highlights of the Amalfi Coast

Italy Small Group Tour - 8 Day Itinerary

• Admire the Amalfi Coastline
• Explore Positano on foot
• Visit Herculaneum and Pompeii
• Ride a boat to the island of Capri
• Walk the Path of the Gods
• Explore the village of Ravello

Starts / Ends

Naples / Naples

Activity Level

Easy Active

Discover one of the most fascinating and romantic destinations in the world, the Amalfi Coast. On this small 8-day group adventure, visit both Herculaneum and Pompeii, see the romantic coastal towns of Amalfi, Positano, and Ravello, and explore the island of Capri on this best-selling tour.

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from $4,500

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Rome, Assisi & Magical Umbria Premium Adventure

Italy Small Group Tour - 8 Day Itinerary

• Visit Roman ruins with a guide
• Visit the Umbrian countryside
• Visit the historic town of Assisi
• Visit local wineries in Montefalco
• Enjoy cooking local Italian dishes.

Starts / Ends

Rome / Rome

Activities

Cooking Classes

Activity Level

Easy Active

Join this 8-day premium group adventure and discover Rome, Assisi, and the magical Umbria Region in Italy with an expert guide. Experience the best of Italy's history, culture, and cuisine in a luxurious and personalized way. Discover the beauty and magic of Italy's cultural and historical treasures on this unforgettable journey.

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from $8,213

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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 $7,356

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Lake Como, Milan, and Amalfi

10 Day Itinerary

• Ride a boat on Lake Como
• See the Gothic Art in Milan
• Stroll around in Galleria Vittorio
• See archaeological sites in Pompeii
• Admire the coastline of Amalfi
• Enjoy scenic drives in Italy

Starts / Ends

Milan / Naples

Activity Level

Relaxed

Discover Italy’s highlights on this 10-day tour, from Lake Como and exploring Milan’s Gothic splendor to savoring limoncello in Amalfi. Visit Pompeii’s ancient ruins and unwind on the stunning Amalfi Coast.

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from $7,599

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Grande Italia

Milan to Rome - 13 Day Itinerary aboard S.S. La Venezia

• Marvel at Milan’s Duomo
• Walk historic Verona streets
• Discover colorful Burano
• Watch Murano glassblowers

Starts / Ends

Milan / Rome

Activities

Local Market Visits, Village Visits, Wine Tasting, Small Ship Sailing, Biking

Activity Level

Variable

Experience the best of Northern Italy with a journey through Milan, Verona, and Venice on this 13-day Grande Italia cruise aboard S.S. La Venezia. Explore Verona, the romantic city of Romeo and Juliet, and enjoy a wine tasting at a historic Valpolicella estate. Sail through the Venetian Lagoon, and experience the grandeur of Castello del Catajo.

Cruise Details

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from $3,699

10% OFF

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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

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from $3,799

10% OFF

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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

Activities

Archaeological Site Visits

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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from $8,920

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Mediterranean Island Voyage: Sicily, Sardinia, Corsica, and Elba – with Smithsonian Journeys

Valletta - Nice - 8 Day Itinerary aboard Le Bougainville

• Discover Mediterranean islands
• Experience ancient ruins
• Admire Byzantine-Arab mosaics
• Explore medieval towns
• Discover local cuisine

Starts / Ends

Valletta / Nice

Activities

Land & Sea Exploration

Activity Level

Variable

Explore the heart of the Mediterranean on this 8-day Mediterranean Island Cruise with Smithsonian Journeys from Valletta to Nice aboard Le Bougainville. Discover Sicily, Sardinia, Corsica, and Elba's historical civilizations that left mark on these islands' language, cuisine, art, and architecture.

Cruise Details

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from $3,699

10% OFF

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Mediterranean Serenade

Roundtrip Malta - 8 Day Itinerary aboard Variety Voyager

• Explore Gozo’s ancient temples
• Discover Syracuse’s history
• Taste Lipari’s finest wines
• Swim in Malta’s waters

Starts / Ends

Valletta / Valletta

Activity Level

Variable

Embark on an 8-day cruise to and from Malta aboard the Variety Voyager. Discover the UNESCO World Heritage Ggantija temples on Gozo Island and Lipari in Sicily. Ascend Mount Etna and explore iconic "The Godfather" filming locations.

Cruise Details

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from $4,915

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Hidden Gems of Piedmont

8 Day Itinerary

• Explore Alba’s historic streets
• Indulge in Barolo wine
• Discover Turin’s royal treasures
• Taste Langhe’s famous truffles
• Drive through rolling vineyards

Starts / Ends

Milan / Milan

Activity Level

Relaxed

Discover the Langhe region on an 8-day tour of gourmet flavors, historic charm, and relaxation. Highlights include Alba’s culinary treasures, a winery tour, truffle hunting, and exploring Turin’s historic center, with luxurious moments like spa indulgence and scenic drives through rolling vineyards.

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