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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 15 tours hand-selected by the travel experts at Adventure Life. Explore the best of Venice, Syracuse, Sorrento, Cagliari, and Civitavecchia during October 2023 as you enjoy cruises, small ship cruises, archaeological site visits, luxury, and small ship sailing. Prices for trips in October 2023 range from $1,250 to $16,950 for a vacation of 5 to 19 days. Choose any of the below 15 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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Sicilian landscape in the early evening
$1,890
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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Beautiful Amalfi Coast
$4,555
EXPLORE

Highlights of Southern Italy

8 Day Itinerary aboard Emerald Azzurra
  • Visit the town of Sorrento
  • Explore Apollo’s temple in Crotone
  • Wander the Church of the Purgatory
  • Explore Italy's beautiful coast
Starts / Ends:
Civitavecchia / Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
Explore Italy’s breathtaking southern coasts with visits to the picturesque lemon-growing town of Sorrento, and navigate the Tyrrhenian Sea to Amalfi. Cruise onwards to the Sicilian town of Giardini Naxos, the port city of Crotone, Otranto in Italy’s Apulia region and Monopoli on the …
Cruise Details
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La Bella Vita
$4,290
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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Visit the Cathedral of Palmero on your small ship cruise around Sicily
$6,195
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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The clifftop town of Bonifacio, Corsica
$5,630
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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Sicilian landscape in the early evening
$8,225
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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An aerial view of the city Malaga
$2,540
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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Woman traveling in Cannes
$5,280
EXPLORE

From the French Riviera to the Turkish Riviera

Nice - Antalya - 11 Day Itinerary aboard Le Jacques Cartier
  • View major ancient civilizations
  • Explore the Great Pyramids of Giza
  • Discover Petra and Wadi Rum
  • Visit the Acropolis in Athens
Starts / Ends:
Nice / Antalya
Activities:
Archaeological Site Visits, Small Ship Cruises
Activity Level:
Relaxed
Set sail on Le Jacques-Cartier for an 11-day Mediterranean cruise between the coasts of France and Turkey. Embark in Nice, the capital of the Cote d'Azur, and walk around Château Hill,the entrance to theold city,with its bustling markets and regional products along the main street, the …
Cruise Details
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View of Valletta
$4,060
EXPLORE

Grand Voyage: Athens to Malaga

19 Day Itinerary aboard Star Flyer
  • Admire romantic town Nafplio
  • Explore Syracuse's ancient ruins
  • Enjoy leisurely discovery
  • Visit Palma's Gothic cathedral
Starts / Ends:
Piraeus / Malaga
Activities:
Archaeological Site Visits, Local Market Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
From the stunning Balearic Islands to quixotic tiny port towns along the Italian Riviera, this 19-day sailing cruise takes you to an impressive collection of ports. Sailthrough an iron fortress gate to the town of Monemvasia, a perfectly preserved Byzantine fortified port with tons of history and …
Cruise Details
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Hydra Island, Greece
$2,130
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
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View from gondola during the ride through the canals, Venice
$3,754
EXPLORE

Milan and Lake Como to the Canals of Venice

Milan to Venice - 9 Day Itinerary aboard MS Michelangelo
  • Enjoy traditional cuisines
  • Visit Parma
  • Taste an authentic Parmesan cheese
  • Explore the region of Lombardy
Starts / Ends:
Venice / Venice
Activities:
River Cruises, Small Ship Cruises
Activity Level:
Relaxed
Stop off in Milan, the fashion capital, to explore the city and nearby Lake Como before setting off on your cruise. 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 …
Cruise Details
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Discover distinctive Venetian architecture
$1,348
EXPLORE

Venetian Treasures

5 Day Itinerary aboard MS Michelangelo
  • See achitectural sites in Venice
  • Watch a master glassmaker at work
  • Visit and explore the town of Padua
  • See the vividly-colored houses
Activities:
Christmas Market Visits, River Cruises
Activity Level:
Relaxed
Embark on a magical cruise in the heart of Venice. Visit Venice and its famous landmarks such as San Marco Square and the Doge's Palace. You will also have the chance to attend Christmas mass in Venice. Do not miss out on towns with unique architecture such as Padua, stretching around a …
Cruise Details
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