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Top Sicily Trips & Tours in September 2025

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Balate Dorin
Visit charming Sicily
Civitavecchia
Aleksander Nalbantjan
Visit the Forum Romanum, the center of ancient Rome
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Discover Sicily in September 2025 on one of these 9 tours hand-selected by the travel experts at Adventure Life. Explore the best of during September 2025 as you enjoy Archaeological Site Visits, Small Ship Sailing, Village Visits, Wine Tasting, and Hiking. Prices for trips in September 2025 range from $1,940 to $21,620 for a vacation of 7 to 21 days. Choose any of the below 9 itineraries in September 2025 and customize it when you contact one of Adventure Life's expert Sicily trip planners.
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    • Sicily
Visit charming Sicily
from $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
Hiking
Activity Level
Relaxed
Spend 9 days on this small group journey through the treasures of Sicily to step into a world where ancient ruins stand alongside vibrant cities and picturesque landscapes. Discover ancient ruins, bask in the island's natural beauty, and indulge in Sicily's culinary delights.
Tour Details
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Colorful villages line the shores of the Italian riviera
from $4,357
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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
Activity Level
Relaxed
Experience the nature and culture of the Aeolian Archipelago on this 8-day tour. Visit Lipari, Vulcano, Panarea, Stromboli, Filicidu, and Salina, which form one of the most active geological structures in the Mediterranean. Explore these beautiful coastal towns, visiting incredible volcanic rock formations and seafront black sand beaches.
Tour Details
0
Relax in beautiful Sicily
from $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 Sailing
Activity Level
Variable
Embark on an 8-day "Longing for La Dolce Vita" cruise aboard the Sea Cloud Spirit. Begin in Taormina, a town known for its blend of cultures and varied cuisine. Explore Palermo and discover its historic palazzi and gold mosaics, then head to Lipari, an island with volcanic landscapes and a lively harbor town. The trip concludes in Amalfi.
Cruise Details
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Cruise into charming Sicily
from $2,460
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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
Activity Level
Variable
Board the Royal Clipper on this 8-day cruise to Amalfi & Sicily of the Mediterranean. Admire the perfect architecture and magical landscapes that this region is famous for, visiting Sorrento, Taormina, Amalfi, Ponza, Palmarola, and more! Explore the Sistine Chapel, and the ancient ruins of Pompeii, and even wander through the Pontine Islands.
Cruise Details
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Beautiful Amalfi Coast
from $2,120
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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
Activity Level
Variable
Embark on a 7-day cruise aboard the Royal Clipper from Civitavecchia. Explore iconic landmarks like St. Peter's and the Colosseum before venturing to Sorrento, Pompeii, and Amalfi. From Taormina's breathtaking Mount Etna views to Lipari's volcanic fireworks, followed by tranquil discoveries in Ponza and Palmarola, it's a captivating cruise that melds history, culture, and nature.
Cruise Details
0
from $1,940
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Amalfi & Sicily

7 Day Itinerary aboard Star Flyer
  • Explore Civitavecchia
  • Discover Lipari
  • Explore Amalfi
  • Discover Messina
Starts / Ends
Civitavecchia / Civitavecchia
Activity Level
Variable
Board the Star Flyer on this unforgettable 7-day cruise of the Mediterranean. Admire the perfect architecture and magical landscapes this region is famous for, visiting Ponza, Amalfi, Lipari, and more! Explore the Sistine Chapel and wander through the town of Pontine Islands.
Cruise Details
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Brilliant blue of Venice's lagoon
from $7,730
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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
Activity Level
Variable
Embark on an 8-day cruise in Venice and end in Valletta aboard L'Austral, exploring Ionian and Adriatic treasures. Enjoy excursions and French lectures and visit Malta, Montenegro, Croatia, and Italy for the 4th Opera Festival.
Cruise Details
0
Explore ruins in Taormina within view of volcanic Mount Etna
from $6,170
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Grand Voyage: Rome to Lisbon

Civitavecchia - Lisbon - 21 Day Itinerary aboard Royal Clipper
  • Explore Sorrento’s coastal cliffs
  • Wander Amalfi’s medieval streets
  • Uncover Syracuse’s history
  • Admire Lipari’s vibrant marina
Starts / Ends
Civitavecchia / Lisbon
Activities
Archaeological Site Visits, Village Visits, Local Market Visits, Wildlife Viewing
Activity Level
Variable
Embark on a 21-day cruise aboard the Royal Clipper from Rome to Lisbon, exploring stunning cities like the Amalfi Coast, Sicily, and the Balearic Islands. Enjoy optional excursions to historic sites while relaxing onboard with sailing and adventure activities amidst breathtaking landscapes.
Cruise Details
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See the famed Rialto bridge in Venice
from $6,999
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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
Wine Tasting, Urban Exploration
Activity Level
Variable
Embark on an 11-day Adriatic adventure aboard World Navigator. Discover the historic charm of Venice, the stunning beaches of Zadar, and the medieval beauty of Kotor. Enjoy rich cultural experiences, breathtaking landscapes, and delectable cuisine throughout this unforgettable journey.
Cruise Details
0
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