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Top Sicily Trips & Tours in September 2025

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Balate Dorin
Visit charming Sicily
Amalfi
Explore Italy's colorful Amalfi coast
Venice
See the famed Rialto bridge in Venice
Rome
The Roman Colosseum in autumn
Naples
Naples at Sunset, Italy
Capri
Sail around the beautiful Italian island of Capri
Civitavecchia
Aleksander Nalbantjan
Visit the Forum Romanum, the center of ancient Rome
Sorrento
Sorrento, Italy
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Discover Sicily in September 2025 on one of these 6 tours hand-selected by the travel experts at Adventure Life. Explore the best of Civitavecchia, Lipari, Amalfi, Taormina, and Stromboli during September 2025 as you enjoy cruises, small ship cruises, small ship sailing, cultural, and archaeological site visits. Prices for trips in September 2025 range from $1,710 to $26,299 for a vacation of 7 to 11 days. Choose any of the below 6 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Sicily trip planners.
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    • Sicily
Relax in beautiful Sicily
$8,490
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Longing for La Dolce Vita

Sicily - Italy - 8 Day Itinerary aboard Sea Cloud Spirit
  • Visit Taormina
  • Discover Palermo
  • Explore Lipari
  • Explore Amalfi
Starts / Ends:
Catania / Naples
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Join an 8-day "Longing for La Dolce Vita" cruise from Sicily to Italy aboard the Sea Cloud Spirit. The adventure begins in Taormina, a town set high on cliffs, known for its blend of cultures and varied cuisine. Explore Palermo, where you can visit the historic palazzi and see the gold …
Cruise Details
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Cruise into charming Sicily
$1,710
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Amalfi & Sicily

Civitavecchia Round-trip - 8 Day Itinerary aboard Royal Clipper
  • Gaze upon the Sistine Chapel
  • Snorkel at Palmarola
  • Visit historical Pompeii
  • Wander through the grand Duomo
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on an 8-day cruise aboard Royal Clipper through Amalfi and Sicily! Explore Rome's iconic landmarks like St. Peter's and the Colosseum before hitting Sorrento's stunning coast. Dive into history at Pompeii and relish Amalfi's medieval charm, from its Duomo to the picturesque …
Cruise Details
0
Beautiful Amalfi Coast
$1,880
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Amalfi & Sicily

Rome Roundtrip - 7 Day Itinerary aboard Royal Clipper
  • Explore Rome
  • Discover Sorrento
  • Explore Lipari
  • Explore Amalfi
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Variable
Embark on a 7-day cruise aboard the Royal Clipper starting from Civitavecchia, where historic landmarks like St. Peter's and the Colosseum await. Explore Sorrento's coastal beauty, Pompeii's ancient ruins, and the medieval charm of Amalfi, then journey to Taormina for stunning views of …
Cruise Details
0
$1,710
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Amalfi & Sicily

7 Day Itinerary aboard Star Flyer
  • Explore Civitavecchia
  • Discover Lipari
  • Explore Amalfi
  • Discover Messina
Starts / Ends:
Civitavecchia / Civitavecchia
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on a 7-day cruise aboard the Star Flyer. From Civitavecchia to explore Italy's stunning destinations. Begin by admiring the beauty of St. Peter's and the restored Sistine Chapel, then feel the vibrancy of Rome at the Spanish Steps. Explore the Colosseum and marvel at the …
Cruise Details
0
Brilliant blue of Venice's lagoon
$6,290
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4th Opera Festival at Sea

Venice - Valletta - 8 Day Itinerary aboard L'Austral
  • Explore Rovinj
  • Discover Hvar
  • Visit Otranto
  • Explore Taormina
Starts / Ends:
Venice / Valletta
Activities:
Small Ship Cruises
Activity Level:
Variable
Embark on an 8-day cruise aboard the L'Austral, exploring the cultural and artistic treasures of the Ionian and Adriatic Seas. Visit Malta, Montenegro, Croatia, and Italy for its 4th Opera Festival at Sea, featuring Artistic Director Alain Duault and renowned musicians. This cruise includes …
Cruise Details
0
See the famed Rialto bridge in Venice
$11,399
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Flavors of the Adriatic

Venice - Livorno - 11 Day Itinerary aboard World Navigator
  • Explore Venice’s romantic canals
  • Discover Zadar’s UNESCO heritage
  • Hike to San Giovanni Fortress
  • Wander through Split’s Old Town
Starts / Ends:
Venice / Livorno
Activities:
Local Market Visits, Urban Exploration, Wine Tasting
Activity Level:
Variable
Embark on an 11-day Adriatic adventure aboard World Navigator, exploring the cultural and culinary delights of Italy, Croatia, and Montenegro. Venice captivates with its romantic canals and historic architecture. In Croatia, discover the ancient city of Zadar, the historical treasures of Split, and …
Cruise Details
0
1-6 of 6 Results
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I wasnt thrilled with the island choices offered on our dates but my friend suggested cruising and you have good reviews
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I was given all the information that I asked for and my questions were answered quickly. Very pleasant and knowledgeable agent.
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3 days ago
The company representatives were totally dedicated to helping me secure my trip! I was very impressed with how courteous and knowledgeable they were!
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