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Top Italy Trips & Tours in October 2023

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Trevi Fountain in Rome
Sicily
Balate Dorin
Visit charming Sicily
Lipari
Roman Babakin
Hiking on the Amalfi coast overlooking the Tyrrhenian sea
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Discover Italy in October 2023 on one of these 21 tours hand-selected by the travel experts at Adventure Life. Explore the best of Venice, Civitavecchia, Sorrento, Amalfi, and Naples during October 2023 as you enjoy cruises, small ship cruises, village visits, archaeological site visits, and luxury. Prices for trips in October 2023 range from $1,348 to $16,950 for a vacation of 5 to 11 days. Choose any of the below 21 amazing itineraries in October 2023 and customize it to make it your own with the help of one of Adventure Life's expert Italy trip planners.
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Discover distinctive Venetian architecture
$5,661
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
$5,145
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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Sicilian landscape in the early evening
$1,890
Savings
EXPLORE

Amalfi & Sicily

Civitavecchia Roundtrip - 8 Day Itinerary aboard Star Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises, Small Ship Sailing, Urban Exploration, Village Visits
Activity Level:
Relaxed
Idyllic islands, charming cobbled villages, spectacular scenery, intriguing history... capture the heart of the Mediterranean in a single cruise voyage. Each small harbor is especially suited for small ship exploration. Enjoy the best of the region — from the ancient ruins of Rome and …
Cruise Details
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French Alpine village of Les Contamines-Montjoie
$9,901
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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Cortina D Ampezzo, idyllic mountain peaks of Dolomites
$7,362
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, Land Tours, Village Visits
Activity Level:
Relaxed
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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La Bella Vita
$4,550
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:
Barge Cruising, Biking, Local Market Visits, River Cruises, Village Visits, Wine Tasting
Activity Level:
Relaxed
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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The clifftop town of Bonifacio, Corsica
$6,340
EXPLORE

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

Barcelona - Civitavecchia - 9 Day Itinerary aboard Le Champlain
  • Visit Cinque Terre, a UNESCO Site
  • Tour Avignon's Palace of the Popes
  • Spend time in Portofino resort town
  • Enjoy Pisa's Leaning Tower
Starts / Ends:
Barcelona / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Relaxed
Experience this 9-day exploration cruise along the French and Italian Riveras with Smithsonian Journeys. 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 France begins. …
Cruise Details
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Visit the Cathedral of Palmero on your small ship cruise around Sicily
$6,495
EXPLORE

Sicily's Rich Cultural Heritage

Valletta to Syracuse - 8 Day Itinerary aboard Sea Cloud II
  • View the Cappella Palatina
  • Visit Syracuse, a UNESCO site
  • Take a cable car up Mt. Etna
  • Join a cooking class at Lipari
Starts / Ends:
Malta / Malta
Activities:
Archaeological Site Visits, Cooking Classes, Small Ship Sailing
Activity Level:
Relaxed
Be a part of this exclusive 8-day cruise and discover the most beautiful sights of Sicily, a magical place full of royal palaces, ancient temples, and heavenly panoramas. Delight yourself with the many facets of the largest Mediterranean island, a fabulously diverse microcosm in its own right with …
Cruise Details
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Sicilian landscape in the early evening
$8,655
EXPLORE

Fiery, Green and Gold Adorned

11 Day Itinerary aboard Sea Cloud II
  • Discover Taormina
  • Marvel at a volcano
  • Discover different cultures
  • Explore Menorca's sceneries
Starts / Ends:
Malta / Palma de Mallorca
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Enjoy a perfect balance of cultural programs on land and relaxed sailing hours on board. Exclusive concert evening: musical enjoyment in an elegant private location in Menorca. Explore Taormina – a beauty set against a volcanic panorama: romantic alleys, flower-covered stairs, and a view far …
Cruise Details
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Explore beautiful Nafplion, Greece
$3,710
EXPLORE

Ancient civilizations, from Italy to Greece

Civitavecchia (Rome) - Athens - 7 Day Itinerary aboard Le Champlain
  • Visit UNESCO World Heritage Sites
  • Explore Naples' rich heritage
  • Sail along Corinth Canal
  • Visit Epidaurus Theatre and Mycenae
Starts / Ends:
Civitavecchia / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
With the exceptional presence of Christophe Barbier, French journalist, and editorialist.Let this exceptional7-day cruisetakeyou from the Eternal City to the City of the Gods, between two of the most dazzling ancient Mediterranean civilizations. AboardLe Champlain, you will sail along the Italian …
Cruise Details
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View of Varenna town at Lake Como, Italy
$5,417
EXPLORE

Lake Como, Milan, and Amalfi

10 Day Itinerary
  • Ride a boat on Lake Como
  • Explore the village of Varenna
  • Visit Piona Abbey in Colico
  • See the Gothic Art in Milan
  • Visit the Duomo di Milano
  • 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
Join this 10-day tour to explore Lake Como, Milan, and the famous and dramatic Amalfi Coast. Explore the treasures of Lake Como on a private Venetian-style boat for a picturesque ride across Lake Como. Visit the Cistercian Santa Maria di Piona Abbey, a masterpiece of Lombard architecture. After the …
Tour Details
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An aerial view of the city Malaga
$2,540
Savings
EXPLORE

Malta, Balearic Islands & Spain

2022 - 11 Day Itinerary aboard Star Flyer
  • 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:
Relaxed
Join us on a delightful sailing experience and relax in some of the most historical and magical destinations in the Mediterranean. 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 …
Cruise Details
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Golden hour in Venice's famed Piazza San Marco
$2,926
EXPLORE

From Renaissance-infused Mantua to the Canals of Venice

7 Day Itinerary aboard MS Michelangelo
  • Discover Emilia-Romagna
  • Enjoy tasting authentic Parmesan
  • Explore the romantic Verona
  • Admire Vicenza's architecture
Starts / Ends:
Venice / Venice
Activities:
River Cruises, Village Visits
Activity Level:
Relaxed
From Mantua to Venice, enjoy a unique cruise through the heart of three Italian regions. Your trip starts with the region of Emilia-Romagna and its traditional cuisine: do not miss out on a tour of Parma and Cremona complete with a tasting of authentic cheese and ham! Lombardy welcomes you next …
Cruise Details
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View of Hvar harbor
$5,495
EXPLORE

Croatian Coast and the Best of Adriatic

8 Day Itinerary aboard Emerald Azzurra
  • Marvel at Diocletian’s Palace
  • Visit Korcula, “Little Dubrovnik”
  • Relax on the shoreline of Hvar
  • Explore Croatia
Starts / Ends:
Dubrovnik / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
For eight days, sail on the Emerald Azzurra to these gorgeous Croatian destinations. Along the gorgeous Adriatic coast, azure waters abound, and Croatia exhibits a unique brand of beauty. From Dubrovnik's unmistakable terracotta buildings to the island of Korcula, dubbed "Little …
Cruise Details
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Naples at Sunset, Italy
$5,165
EXPLORE

Mediterranean: Naples to Monte Carlo

8 Day Itinerary aboard Sea Cloud
  • Enjoy views of Naples
  • Discover picturesque Sorrento
  • Admire Salvi
  • Explore great cities
Starts / Ends:
Naples / St Tropez
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Huge fortresses, dignified churches, and monasteries, splendid squares and palaces, imposing cliffs, white sandy beaches, olive groves, traditional villages, and a maze of winding streets - this spectacular journey has it all! Discover Livorno, itself a child of the Renaissance, and the gateway to …
Cruise Details
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Waterfront promenade in Split at dusk
$5,495
EXPLORE

Croatian Coast and the Best of Adriatic

8 Day Itinerary aboard Emerald Sakara
  • Marvel at Diocletian’s Palace
  • Visit Korcula, “Little Dubrovnik”
  • Relax on the shoreline of Hvar
  • Explore Croatia
Starts / Ends:
Dubrovnik / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration, Village Visits
Activity Level:
Relaxed
8-day Croatia in Depth cruise aboard Emerald Sakara takes you to the best Croatian cities along the Adriatic Coast.Sail the incomparable azure waters of the Adriatic coast, exploring some of Croatia’s renowned destinations. Walk the cobbles of Rovinj and witness the Roman ruins of Zadar. …
Cruise Details
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Hydra Island, Greece
$2,130
Savings
EXPLORE

Sicily & Greece

Piraeus to Valletta - 9 Day Itinerary aboard Star Flyer
  • Ride a donkey on Hydra
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Discover Gozo, a diving destination
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Start your tall ship sailing expedition in the ancient city of Athens, the birthplace of democracy and epicenter of western civilization, a city for all eternity. Visit Syracuse, a city on the Ionian coast of Sicily that's known for its ancient ruins. It was once the largest city in the world, …
Cruise Details
0
Enjoy the tranquility of the seaside
$4,555
EXPLORE

Highlights of Southern Italy

8 Day Itinerary aboard Emerald Sakara
  • Visit the town of Sorrento
  • Explore Apollo’s temple in Crotone
  • Wander the Church of the Purgatory
  • Explore Italy's beautiful coast
Starts / Ends:
Dubrovnik / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Embark on this 8-day voyage with the Emerald Sakara to explore Southern Italy's breathtaking countryside. Explore the Byzantian, Venetian and Turkish influences on display in the beautiful southern Italian town of Monopoli, wonderfully situated on the Adriatic Sea. In the country’s Apulia …
Cruise Details
0
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