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Top Sicily Trips & Tours in September 2025

Travel made your way ™
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 8 tours hand-selected by the travel experts at Adventure Life. Explore the best of Taormina, Lipari, Stromboli, Civitavecchia, and Amalfi during September 2025 as you enjoy cruises, small ship cruises, archaeological site visits, wine tasting, and small ship sailing. 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 8 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Sicily trip planners.
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Visit charming Sicily
$3,000
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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
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
0
Colorful villages line the shores of the Italian riviera
$4,336
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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
0
Cruise into charming Sicily
$2,190
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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
EXPLORE

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
1-8 of 8 Results
TrustScore 4.8 | 405 reviews
TrustScore 4.8 of 5
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Based on 405 reviews on
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4 days ago
Wonderful personal attention to detail and very helpful suggestions by experienced travel experts
John K
review score
5 days ago
Franny has been such an amazing help with all my trip planning. This is our 3rd trip to plan with her and she is always so willing to assist and find the best deals for my family and friends.
Suzanne Turbyfill
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1 week ago
Our advisor at Adventure Life, Mary Curry, was knowledgable and quick to respond with answers to any questions we had. She made our booking efficiently and set up a time for us to make a secure payment through her directly. We’ve used Adventure Life repeatedly and would definitely recommend it.
Sarika FREY
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1 week ago
Very efficient and responsive.
Patricia
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1 week ago
I selected Adventure Travel as I was not satisfied with the responsiveness of the agent for the cruise I was trying to book and it had good recommendations. So far, I am quite happy with my agent, Betty, very responsive and accommodating.
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