Top Italy Trips & Tours in May 2026

from $7,790

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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 $2,080

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Amalfi & Sicily

Civitavecchia Roundtrip - 7 Day Itinerary aboard Star Clipper

• Explore Civitavecchia wonders
• Discover Lipari lively streets
• Witness Stromboli’s volcano
• Experience Amalfi seaside views

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Embark on a 7-day cruise aboard the Star Clipper, starting from Civitavecchia and visiting Italy's beautiful coastal spots like the Aeolian Islands and Amalfi. Conclude your journey with easy access to explore Rome.

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from $3,225

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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 $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.

Tour Details

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from $6,350

NO SS

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Classic Cruise – Italy

Venice - Mantua - 7 Day Itinerary aboard La Bella Vita

• Admire Venice’s grand Basilica
• Explore Doge’s Palace in Venice
• Visit Murano’s glass factory
• Discover Chioggia art-filled church

Starts / Ends

Venice / Mantua

Activity Level

Variable

Experience a 7-day cruise on La Bella Vita, exploring northern Italy from Venice to Mantua, with guided tours of historic sites and art museums. Indulge in local cuisine, wine tastings, and stunning views of the Venetian Lagoon and Po River Valley.

Cruise Details

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from $9,074

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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, Cooking Classes

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.

Tour Details

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from $117,000

20% OFF

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Private Charter - Classic Cruise – Italy

Venice - Mantua - 7 Day Itinerary aboard La Bella Vita

• Admire Venice’s grand Basilica
• Visit Adria’s museum
• Tour Ferrara’s castle and cathedral
• Experience Mantua’s Ducal Palace

Starts / Ends

Venice / Mantua

Activity Level

Variable

Experience a 7-day private cruise on La Bella Vita, exploring northern Italy from Venice to Mantua, with guided tours of historic sites and art museums. Indulge in local cuisine, wine tastings, and stunning views of the Venetian Lagoon and Po River Valley.

Cruise Details

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from $6,799

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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

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from $4,299

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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

Activities

Hiking

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

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from $9,450

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A Circumnavigation of Sicily with Smithsonian Journeys

Valletta - Valletta - 9 Day Itinerary aboard Le Bougainville

• Take a loop around Sicily
• Discover Sicily's beautiful cities
• Visit Syracuse
• Explore Palermo

Starts / Ends

Valletta / Valletta

Activity Level

Variable

During this 9-day cruise around Sicily aboard the new luxury expedition ship Le Bougainville, you'll be able to explore mythical places at the crossroads of Eastern and Western civilizations. Discover Sicily's most beautiful historic cities and ancient sites.

Cruise Details

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from $3,610

OBC

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Italy, Montenegro and Croatia

Civitavecchia - Venice - 12 Day Itinerary aboard Star Clipper

• Explore Ponza’s colorful harbor
• Discover Amalfi’s grand Duomo
• Admire Lipari’s volcanic beauty
• Wander Taormina’s ancient lanes

Starts / Ends

Civitavecchia / Venice

Activity Level

Variable

Set sail on a 12-day cruise from Civitavecchia to Venice on the Star Clipper, exploring Italy and Croatia's hidden gems like Ponza and Otranto. Experience historic towns and local cuisine, and enjoy onboard relaxation and adventure across beautiful coastal seas.

Cruise Details

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from $17,490

2for1

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French & Italian Rivieras with Corsica

Civitavecchia (Rome) - Nice - 8 Day Itinerary aboard Emerald Sakara

• Explore Corsica’s Calvi
• Taste Livorno’s seafood
• Walk historic Porto Venere
• Experience Monte Carlo culture

Starts / Ends

Civitavecchia / Nice

Activities

Village Visits, Small Ship Sailing, Urban Exploration

Activity Level

Variable

Sail on this 8-day Western Mediterranean cruise from Civitavecchia to Nice aboard Emerald Sakara. Explore Corsica’s Calvi, Tuscany’s Livorno and Marina di Carrara, the UNESCO-listed town of Porto Venere, the coastal gems of Santa Margherita Ligure and Portofino, and the glamorous cities of Monte Carlo and Nice.

Cruise Details

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from $20,290

2for1

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Malta, Sicily & Amalfi Coast

Valletta - Civitavecchia - 10 Day Itinerary aboard Emerald Sakara

• Explore Valletta’s Baroque capital
• Visit Giardini Naxos’ beaches
• Admire Lipari’s scenic cliffs
• Discover Amalfi’s cathedral

Starts / Ends

Valletta / Civitavecchia

Activities

Local Market Visits, Archaeological Site Visits

Activity Level

Variable

Set sail for a 10-day Mediterranean cruise from Valletta, Malta, to Civitavecchia, Italy, on the Emerald Sakara. Visit Sicilian beaches, Amalfi's historic sites, and enjoy stunning views from Capri and Sorrento, balancing relaxation with exploration.

Cruise Details

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from $2,570

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Grand Prix Trials

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper

• Stroll Nice’s Promenade
• Explore Lerici’s coastline
• Visit Portoferraio’s historic sites
• Witness Monaco’s Grand Prix

Starts / Ends

Nice / Nice

Activity Level

Variable

Set sail on an 8-day cruise aboard the Royal Clipper, visiting charming coastal towns like Nice, Lerici, and Portoferraio. Explore stunning beaches and rich history, and witness the Monaco Grand Prix trials before returning to Nice.

Cruise Details

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from $7,799

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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.

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from $5,299

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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

Wine Tasting, 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 $2,570

OBC

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Ligurian Sea

Roundtrip Nice - 8 Day Itinerary aboard Royal Clipper

• Stroll Nice’s old town
• Discover Lerici’s villages
• Explore Portoferraio’s vineyards
• Relax on Sant’Amanza’s beach

Starts / Ends

Nice / Nice

Activity Level

Variable

Embark on an 8-day cruise aboard the Royal Clipper, sailing from Nice to Monaco while discovering beautiful coastal towns and rich cultural landmarks. Enjoy vibrant local cuisine, stunning beaches, and history in France, Italy, and Monaco.

Cruise Details

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from $4,090

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Venetian Horizons

Roundtrip Venice - 8 Day Itinerary aboard M/Y Callisto

• Visit Venice's Grand Canal
• Enjoy fresh seafood in Piran
• Explore Plitvice Lakes in Croatia
• Experience truffle hunting in Koper

Starts / Ends

Venice / Venice

Activity Level

Variable

Embark on an 8-day Adriatic cruise aboard M/Y Callisto, starting in Venice and visiting coastal towns in Slovenia and Croatia before ending in Ravenna. Enjoy guided tours and free time to explore iconic sites, beautiful landscapes, and rich cultural heritage.

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