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Top Italy Trips & Tours in October 2025

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Discover Italy in October 2025 on one of these 16 tours hand-selected by the travel experts at Adventure Life. Explore the best of Valletta, Venice, Mahon, Palma de Mallorca, and Syracuse during October 2025 as you enjoy village visits, cruises, hiking, land tours, and archaeological site visits. Prices for trips in October 2025 range from $2,030 to $112,500 for a vacation of 7 to 14 days. Choose any of the below 16 itineraries in October 2025 and customize it when you contact one of Adventure Life's expert Italy trip planners.
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French Alpine village of Les Contamines-Montjoie
$9,902
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
0
Cortina D Ampezzo, idyllic mountain peaks of Dolomites
$7,363
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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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
$2,700
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
0
Explore Italy's colorful Amalfi coast
$2,248
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
$2,879
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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Walking the Tuscan countryside at sunset
$2,625
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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Gondola on Canal Grande at Sunset, Venice
$3,290
EXPLORE

Venetian Horizons

Venice Roudtrip - 8 Day Itinerary aboard M/Y Callisto
  • Visit Venice's Grand Canal
  • Enjoy fresh seafood delicacies
  • Explore Plitvice Lakes in Croatia
  • Join a truffle hunting experience
Starts / Ends:
Venice / Venice
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Village Visits
Activity Level:
Variable
Set sail on an 8-day Adriatic cruise aboard M/Y Callisto that begins in the city of Venice and winds its way through the coastal towns of Slovenia and Croatia before culminating in the historic city of Ravenna. This eight-day cruise offers a blend of guided tours and free time, allowing you to …
Cruise Details
0
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
$4,950
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
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Explore ruins in Sicily
$5,340
EXPLORE

Cruising the Mediterranean: Sicily, Sardinia, and Mallorca – with Smithsonian Journeys

Valletta - Tarragona - 8 Day Itinerary aboard L'Austral
  • Visit UNESCO charm in Valletta
  • Explore Tarragona's Roman ruins
  • Indulge in Sicilian seafood
  • Stroll Mahon's colorful streets
Starts / Ends:
Valletta / Tarragona
Activities:
Archaeological Site Visits, Local Market Visits
Activity Level:
Variable
Set sail on an unforgettable 8-day Mediterranean journey aboard L'Austral. Begin your cruise in Valletta, a UNESCO World Heritage site known for its majestic streets and historic landmarks. From the Grandmaster's palace to Saint John’s cathedral, immerse yourself in the rich history …
Cruise Details
0
Coast of Ortigia island at city of Syracuse
$2,280
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Clipper
  • See Nafplio's Venetian buildings
  • Visit Monemvasia, a Byzantine city
  • See historic Taormina and Syracuse
  • Explore Malta's cultural heritage
Starts / Ends:
Piraeus / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
On this 9-day Sicily & Greece cruise from Piraeus to Valletta aboard the Star Clipper, embark on an adventure through ancient and historic destinations, starting in Athens, the birthplace of democracy. Visit Nafplio, a charming seaport town in Greece, followed by the fortified Byzantine city of …
Cruise Details
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Rock of Gibraltar
$3,860
EXPLORE

Spain, Morocco & Portugal

14 Day Itinerary aboard Royal Clipper
  • View Bonifacio's natural beauty
  • Explore luxurious Ibiza
  • Discover charming Motril
  • Visit Malaga to view architecture
Starts / Ends:
Civitavecchia / Lisbon
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on a 14-day cruise aboard the Royal Clipper, discovering the Mediterranean, starting in Civitavecchia, and exploring Rome's iconic landmarks. Visit picturesque Bonifacio in Corsica, elegant Mahon in Menorca, and historic Palma de Mallorca. Sail to vibrant Ibiza, discover Cartagena's …
Cruise Details
0
The towering cathedral of Palma de Mallorca
$2,590
EXPLORE

Malta, Balearic Islands & Spain

Valletta - Malaga - 11 Day Itinerary aboard Star Clipper
  • Relax aboard a majestic tall ship
  • Gaze upon Palma's Gothic cathedral
  • Visit the World Heritage City
  • Explore Cagliari, Sardinia
Starts / Ends:
Valletta / Malaga
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join this 11-day Malta, Balearic, and Spain cruise aboard Star Clipper. Enjoy the easy-going informality aboard your tall ship, finding that there are no rigid schedules and you are free to do as you wish with your days and evenings. Start at the charming port of Valletta, Malta, featuring an …
Cruise Details
0
La Bella Vita cruising in Venice
$101,000
EXPLORE

Private Charter - Venice and Mantua Cruise Aboard La Bella Vita

7 Day Itinerary aboard La Bella Vita
  • Enjoy dinner at Villa Ca'Zen
  • Tour of Chioggia
  • Cruise on the Canal of the Orphans
  • Tour of historic Venice
Activities:
Biking, Local Market Visits, River Cruises, Village Visits, Wine Tasting
Activity Level:
Variable
Discover a truly magical cruise aboard La Bella Vita on Italy's Venetian Lagoon, River Po, and Canal Bianco between Venice and the lakeside Renaissance city of Mantua. Visit the Naval Museum, which houses notable vessels like ceremonial barges and warships, as you travel with a guided tour of …
Cruise Details
0
Beautiful Taormina, Italy, with Mt. Etna in the background
$4,830
EXPLORE

Ancient Jewels of the Mediterranean

Valletta - Athens - 8 Day Itinerary aboard Le Bougainville
  • Meet a famous puppeteer in Syracuse
  • Immerse in Southern Italy
  • Wander through the ancient streets
  • Visit the Taormina in Sicily
Starts / Ends:
Valletta / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Variable
Embark on an enchanting 8-day Ancient Jewels of the Mediterranean cruise aboard Le Bougainville. Starting in Valetta, indulge in included excursions at each port. Meet a famed puppeteer in Syracuse, explore quaint villages in Paros, and visit the historic Rodolico shipyard. Discover the ancient …
Cruise Details
0
1-16 of 16 Results
TrustScore 4.8 | 340 reviews
TrustScore 4.8 of 5
total score
Based on 340 reviews on
review score
1 hour ago
Mary Curry is the BEST! I have worked with her for multiple family trips for over 10 years, and she is responsive, works within your preferences and budget, has great suggestions and has personal travel experience at many of the locations. We prefer active family vacations and Adventure Life and Mary Curry make sure that is what we get!
Heather Spanbauer
review score
13 hours ago
Bhutan with stopover in Bangkok. All of our trips with Adventure Life have featured guides and drivers of top professional calibre, a great way to travel. This itinerary was no exception.
Steve Metzler
review score
2 days ago
Very prompt responses. Erin found us the trip we were looking for and gave us good advice.
Nancy Brown-Koeller
review score
4 days ago
The travel planner was very knowledgeable about the countries I will be visiting and was very helpful in booking my trip. It was a great experience in dealing with them - very personable and promptly address any of my concerns.
Customer
review score
5 days ago
This will be the third trip I have arranged with Adventure Life and I find their customer service and helpfulness to be excellent. Sandra has been very knowledgeable in describing the details of the planned trip as well as the signing up process for the trip. I have and will continue to recommend Adventure Life as the best tour vendor I have had the pleasure to work with. Thank you for your continued excellence.
Linda Haugh

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