Top Italy Trips & Tours in September 2025

from $3,375

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Classic Dolomites Premium Adventure

Italy Small Group Tour - 8 Day Itinerary

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.

• 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

Tour Details

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from $3,000

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Treasures of Sicily

Italy Small Group Tour - 9 Day Itinerary

Starts / Ends

Viagrande / Taormina

Activities

Wine Tasting, Village Visits, 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.

• 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

Tour Details

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from $2,550

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Highlights of the Amalfi Coast

Italy Small Group Tour - 8 Day Itinerary

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.

• 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

Tour Details

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from $4,500

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Rome, Assisi & Magical Umbria Premium Adventure

Italy Small Group Tour - 8 Day Itinerary

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.

• 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.

Tour Details

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from $2,460

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Amalfi & Sicily

Roundtrip Civitavecchia - 8 Day Itinerary aboard Royal Clipper

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Set sail on an 8-day cruise aboard the Royal Clipper, exploring Italy and Sicily with stops in Civitavecchia, Sorrento, Amalfi, Taormina, and Syracuse. Enjoy volcanic views at the Aeolian Islands and optional excursions to Pompeii while experiencing Mediterranean beauty and history.

• Explore Civitavecchia seaport hub
• Wander Sorrento’s cliffside lanes
• Visit Pompeii’s preserved ruins
• Admire Amalfi’s medieval Duomo

Cruise Details

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from $6,090

NO SS

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Venice and Mantua Cruise

7 Day Itinerary aboard La Bella Vita

Activities

Biking

Activity Level

Variable

Departing from Venice aboard the intimate ship La Bella Vita, enjoy a 7-day cruise of Italy, stopping in Pellestrina, Chioggia, the Renaissance city of Ferrara, Adria, Governolo, and ending in Mantua. Along the way, savor the wine at Bagnoli Estate and Villa Widmann Borletti, visit famous monuments, and explore the Naval Museum.

• Tour of historic Venice
• Cruise on the Canal of the Orphans
• Tour of Chioggia
• Enjoy dinner at Villa Ca'Zen

Cruise Details

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from $12,390

2for1

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Enchanting Italian Coastlines

Roundtrip Civitavecchia - 8 Day Itinerary aboard Emerald Sakara

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Experience the thrill of spectacular adventures along the enchanting coastlines and captivating islands of Greece, Turkey, Croatia, Italy, France, and Spain on an unforgettable 8-day cruise aboard the luxurious Emerald Sakara.

• Discover Capri
• Experience Sorrento
• Marvel at Gaeta
• Explore Amalfi Coast

Cruise Details

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from $8,318

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Dolomites Hiking Adventure

10 Day Itinerary

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.

• 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

Tour Details

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from $8,213

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Dolomites Explorer

Bolzano to Venice - 8 Day Itinerary

Starts / Ends

Venice / Venice

Activities

Local Market Visits

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

• 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

Tour Details

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from $7,990

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Classic Italy

Venice to Rome - 10 Day Itinerary

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.

• 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

Tour Details

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from $7,356

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Lake Como, Milan, and Amalfi

10 Day Itinerary

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.

• 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

Tour Details

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from $6,930

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Turin, Langhe, and Cinque Terre

Turin to Sestri Levante - 10 Day Itinerary

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.

• 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

Tour Details

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from $2,120

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Amalfi & Sicily

Rome Roundtrip - 7 Day Itinerary aboard Royal Clipper

Starts / Ends

Civitavecchia / Civitavecchia

Activities

Archaeological Site Visits

Activity Level

Variable

Embark on a 7-day cruise aboard the Royal Clipper from Civitavecchia. Explore iconic landmarks like St. Peter's and the Colosseum before venturing to Sorrento, Pompeii, and Amalfi. From Taormina's breathtaking Mount Etna views to Lipari's volcanic fireworks, followed by tranquil discoveries in Ponza and Palmarola, it's a captivating cruise that melds history, culture, and nature.

• Explore Rome
• Discover Sorrento
• Explore Lipari
• Explore Amalfi

Cruise Details

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from $4,357

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Aeolian Archipelago

Lipari to Salina - 8 Day Itinerary

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.

• 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

Tour Details

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from $1,940

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Amalfi & Sicily

7 Day Itinerary aboard Star Flyer

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Board the Star Flyer on this unforgettable 7-day cruise of the Mediterranean. Admire the perfect architecture and magical landscapes this region is famous for, visiting Ponza, Amalfi, Lipari, and more! Explore the Sistine Chapel and wander through the town of Pontine Islands.

• Explore Civitavecchia
• Discover Lipari
• Explore Amalfi
• Discover Messina

Cruise Details

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from $3,054

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Venice Extension

4 Day Itinerary

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.

• 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

Tour Details

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from $8,490

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Longing for La Dolce Vita

Sicily - Italy - 8 Day Itinerary aboard Sea Cloud Spirit

Starts / Ends

Catania / Naples

Activities

Small Ship Sailing

Activity Level

Variable

Embark on an 8-day "Longing for La Dolce Vita" cruise aboard the Sea Cloud Spirit. Begin in Taormina, a town known for its blend of cultures and varied cuisine. Explore Palermo and discover its historic palazzi and gold mosaics, then head to Lipari, an island with volcanic landscapes and a lively harbor town. The trip concludes in Amalfi.

• Visit Taormina
• Discover Palermo
• Explore Lipari
• Explore Amalfi

Cruise Details

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from $1,630

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Rome to Rome

Civitavecchia Roundtrip - 6 Day Itinerary aboard Star Flyer

Starts / Ends

Civitavecchia / Civitavecchia

Activity Level

Variable

Sail on a 6-day Italy cruise with Star Flyer, exploring Rome's iconic landmarks, visiting Gaeta's historic coastal city, and discovering the medieval charm of Amalfi. Explore Positano, marvel at Sorrento's city walls, and enjoy the unspoiled beauty of Ponza Town before concluding the journey in Civitavecchia.

• Visit the Sistine Chapel
• Explore Gaeta's history
• Discover the town of Positano
• Witness the pastel houses of Ponza

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