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Top Italy Trips & Tours in October 2025

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Discover Italy in October 2025 on one of these 24 tours hand-selected by the travel experts at Adventure Life. Explore the best of Venice, Valletta, Mahon, Palma de Mallorca, and Milan during October 2025 as you enjoy village visits, land tours, wine tasting, food & wine, and archaeological site visits. Prices for trips in October 2025 range from $1,919 to $112,500 for a vacation of 7 to 14 days. Choose any of the below 24 itineraries in October 2025 and customize it when you contact one of Adventure Life's expert Italy trip planners.
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    • Italy
Discover distinctive Venetian architecture
$6,345
EXPLORE

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
Activities:
Archaeological Site Visits, Cooking Classes, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Embark on a journey through the timeless beauty of Italy with this 10-day classic tour. Get ready to be awestruck by the splendor of Venice and Florence before heading to the eternal city of Rome. Discover the magic of Venice as you glide through the grand canals on a traditional gondola ride while …
Tour Details
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Manarola, Italian Village in Cinque Terre National Park
$5,703
EXPLORE

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
Activities:
Hiking, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Relaxed
Discover the hidden gems of Turin, Langhe's famous wineries, and the picturesque towns of Cinque Terre during this 10-day tour. Begin your journey in the beautiful city of Turin, known as the Paris of Italy. Take a stroll through the historic Quadrilatero Romano, where you'll be transported …
Tour Details
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French Alpine village of Les Contamines-Montjoie
$11,187
EXPLORE

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:
Hiking, Village Visits, Wilderness Lodge Exploration
Activity Level:
Challenging
Discover the enchanting surroundings and a breathtaking journey through the French and Italian Alps on this 10-day hiking trip from Geneva to Chamonix Mont Blanc, and admire the highest mountain in Europe and the beautiful landscape of the Alps. Visit the incredible, world-famous mountain resort of …
Tour Details
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Colorful villages line the shores of the Italian riviera
$4,336
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
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
The Aeolian Islands are a fascinating volcanic archipelago in the Tyrrhenian Sea north of Sicily and are listed on the UNESCO World Heritage Site. On this 8-day tour, explore the beautiful towns of Lipari, Vulcano, Panarea, Stromboli, Filicudi, and Salina. Experience nature and culture, and see the …
Tour Details
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Cortina D Ampezzo, idyllic mountain peaks of Dolomites
$8,318
EXPLORE

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, Hiking, Village Visits
Activity Level:
Moderate
Discover the enchanting surroundings of the western alpine region of Italy and hike the Dolomites mountain range on this 10-day guided tour. Take an easy hike to the Tre Cime and visit the Lagazuoi terrace to take incredible photos of the Dolomites. Visit Pesariis, known as the town of the clocks, …
Tour Details
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See the famed Rialto bridge in Venice
$2,496
EXPLORE

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
Activities:
Village Visits, Wine Tasting
Activity Level:
Relaxed
Discover the rich culture of Venice, its history, and UNESCO World Heritage Sites on this 4-day Venetian tour. Enjoy a boat tour on Venice's Grand Canal to explore the city's bustling waterfront and famous historical sites, including St. Mark's Square, Giudecca, San Giorgio Maggiore, …
Tour Details
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Alpe di Siusi
$3,375
EXPLORE

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
Activities:
Hiking, Village Visits
Activity Level:
Moderate
Join this 8-day Classic Dolomites Premium Adventure Group Tour in Italy for an exceptional small group tour experience that takes you through the breathtaking landscapes of the Italian Dolomites, a UNESCO World Heritage Site. It's a special blend of adventure, culture, and relaxation, allowing …
Tour Details
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Visit charming Sicily
$3,000
EXPLORE

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:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Relaxed
Explore the Treasures of Sicily on this 9-day small group tour from Viagrande to Taormina, a collection of extraordinary wonders found on the beautiful Italian island of Sicily. Sicily is home to well-preserved Greek temples showcasing the island's ancient past. The Valley of the Temples in …
Tour Details
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Explore Italy's colorful Amalfi coast
$2,325
EXPLORE

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
Activities:
Archaeological Site Visits, Hiking, Village Visits, Wine Tasting
Activity Level:
Easy Active
On this 8-day small group tour, explore the breathtakingly beautiful region of Italy, the Amalfi Coast, located along the southern coast of the Sorrentine Peninsula. See the dramatic cliffs, picturesque villages, and crystal-clear waters. Visit the charming town of Positano, known for its colorful …
Tour Details
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Panoramic view of the historic town of Assisi
$4,500
EXPLORE

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:
Archaeological Site Visits, Cooking Classes, Hiking, Village Visits, Wine Tasting
Activity Level:
Easy Active
Embark on this premium small-group adventure through the heart of Italy and explore the timeless beauty of Rome, Assisi, and Umbria. This 8-day tour will take you through some of Italy's most beautiful and historic regions, where you'll experience unforgettable moments and create lasting …
Tour Details
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Cortina D Ampezzo, idyllic mountain peaks of Dolomites
$6,916
EXPLORE

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
Activities:
Hiking, Local Market Visits, Village Visits, Wine Tasting
Activity Level:
Moderate
Explore the western alpine region of Italy and see the Dolomites mountain range on this 8-day journey. Drive through stunning mountain scenery from Bolzano to Cortina d’Ampezzo, and experience true masterpieces of nature in the alpine region, award-winning views, serene lakes, and an …
Tour Details
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View of Varenna town at Lake Como, Italy
$6,121
EXPLORE

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
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits, Wine Tasting
Activity Level:
Relaxed
Experience this 10-day tour through Italy's iconic landscapes. Begin in Lake Como, cruising its tranquil waters in a private Venetian motorboat, exploring the enchanting Villa del Balbianello, and cycling to the serene Lake of Piano. Transition to the vibrant city of Milan, where guided tours …
Tour Details
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Treiso (The Langhe)
$4,915
EXPLORE

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
Activities:
Village Visits, Wine Tasting
Activity Level:
Relaxed
Immerse yourself in the enchanting Langhe region on this 8-day tour that blends culinary delights, historical exploration, and luxurious relaxation. Highlights include a walking tour of Alba, where you can savor Barolo wine, hazelnuts, and truffle specialties, followed by a visit to a cheesemaker …
Tour Details
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Walking the Tuscan countryside at sunset
$2,770
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
Activities:
Hiking, Village Visits, Wine Tasting
Activity Level:
Easy Active
Experience Tuscany's best on this 8-day tour. Begin at the family-run Hotel Le Renaie, then explore the Via Francigena from Gambassi Terme to San Gimignano, followed by a sensory wine tasting at a Certaldo estate. Discover the Chianti region's vineyards with a scenic walk and optional …
Tour Details
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Colosseum in Rome, Italy
$1,918
EXPLORE

Rome Extension

4 Day Itinerary
  • Admire Michelangelo's masterpiece
  • Explore the Vatican Museums
  • Visit Roman ruins and monuments
  • See the Colosseum Belvedere
Starts / Ends:
47 Boutique Hotel - Rome / 47 Boutique Hotel - Rome
Activities:
Archaeological Site Visits, Urban Exploration
Activity Level:
Relaxed
Discover the heart of Italy and immerse yourself in the enchanting city of Rome during this 4-day tour. Experience the city's most iconic landmarks and UNESCO World Heritage sites. Witness the grandeur of ancient Rome and explore famous ruins like the Colosseum, Roman Forum, Foro di Cesare, and …
Tour Details
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The sunny coast of Sardinia
$2,030
EXPLORE

Ligurian Sea

8 Day Itinerary aboard Star Flyer
  • Experience a new age of sail
  • Discover Portoferraio's heritage
  • Visit Palombaggia beach
  • Explore medieval Alghero
Starts / Ends:
Cannes / Cannes
Activities:
Biking, Hiking, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Step aboard Star Flyer and discover a new age of sail, where the traditions of the past merge with the amenitiies of the present day. Experience friendly and gracious service and a delightful menu of international foods from the far corners of the earth. Fall asleep to the gentle rhythms of the …
Cruise Details
0
La Bella Vita
$5,490
Savings
EXPLORE

Venice and Mantua Cruise

7 Day Itinerary aboard La Bella Vita
  • Tour of historic Venice
  • Cruise on the Canal of the Orphans
  • Tour of Chioggia
  • Enjoy dinner at Villa Ca'Zen
Activities:
Biking, Local Market Visits, River Cruises, Village Visits, Wine Tasting
Activity Level:
Variable
Explore the magical and historical heritage that Italy posses by boarding to La Bella Vita for this 7-day cruise. Travel by Venice's famous monuments and visit the Naval Museum that houses important vessels such as ceremonial barges and warships. Visit Chioggia and enjoy touring the colorful …
Cruise Details
0
Explore the sunny ruins of Porto Venere
$6,720
EXPLORE

Southern France and the Italian Riviera by Sea – with Smithsonian Journeys

Barcelona - Civitavecchia - 8 Day Itinerary aboard Le Laperouse
  • Visit Cinque Terre, a UNESCO Site
  • Explore Carcassonne medieval charm
  • Visit Porto Venere pastel coast
  • Stroll Nice scenic promenade
Starts / Ends:
Barcelona / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Experience this 8-day exploration cruise along the French and Italian Riveras with Smithsonian Journeys aboard Le Laperouse. Discover the history and culture of the Mediterranean Sea's northern coastlines. Your voyage begins in Barcelona and continues to Sete, where your exploration of southern …
Cruise Details
0
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