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Top Sicily Trips & Tours in September 2024

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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 2024 on one of these 7 tours hand-selected by the travel experts at Adventure Life. Explore the best of Taormina, Syracuse, Giardini Naxos, Vulcano, and Ragusa during September 2024 as you enjoy small ship cruises, cruises, archaeological site visits, village visits, and wine tasting. Prices for trips in September 2024 range from $2,499 to $36,635 for a vacation of 8 to 15 days. Choose any of the below 7 itineraries in September 2024 and customize it when you contact one of Adventure Life's expert Sicily trip planners.
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Scenic view of Dubrovnik
$18,602
EXPLORE

Mediterranean Gems: From Dubrovnik to Naples

Dubrovnik to Naples - 11 Day Itinerary aboard Sea Cloud
  • Explore Gerace
  • Tour the Amalfi Coast
  • Visit Pompeii
  • Explore Dubrovnik
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Marvel at ornate cathedrals and remarkable baroque buildings, explore great sites of antiquity—from renowned Pompeii to the less-visited Greek temples of Paestum—and meander through unspoiled clifftop towns, soaking up breathtaking views. Plus, with a little luck witness the orange glow …
Cruise Details
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Visit charming Sicily
$2,499
Save $200
EXPLORE

Treasures of Sicily

Small Group Departure in Italy - 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
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Colorful villages line the shores of the Italian riviera
$4,309
EXPLORE

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
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Enjoy the rugged landscape and charming city of Zadar
$11,420
EXPLORE

Back to Summer On The Azure Adriatic

Venice - Valletta - 11 Day Itinerary aboard Sea Cloud II
  • Explore the charm of Rovinj
  • Journey through streets in Korcula
  • Witness Lecce's Baroque charm
  • Experience Roman-Venetian fusion
Starts / Ends:
Venice / Valletta
Activities:
Archaeological Site Visits, Small Ship Cruises, Urban Exploration
Activity Level:
Relaxed
Embark on an 11-day cruise aboard Sea Cloud II, back to summer on the azure Adriatic. Starting in Venice, a city of canals, palaces, and art, welcomes you with its charm. Rovinj, a slice of Venetian history, offers Mediterranean delights and Istrian wines. Zadar showcases its rich history through …
Cruise Details
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Greek-Roman Theatre of Taormina
$6,610
EXPLORE

Ancient Wonders and Culinary Delights: Cruising Southern Italy and Sicily - with Smithsonian Journey

Valletta - Livorno - 8 Day Itinerary aboard Le Bougainville
  • Discover Roman Empires of Italy
  • Explore well-preserved Greek sites
  • Visit vineyards
  • Experience Mediterranean foods
Starts / Ends:
Valletta / Livorno
Activities:
Small Ship Cruises, Wine Tasting
Activity Level:
Relaxed
This 8-day cruise on Le Bougainville through Sicily and Southern Italy stops at some of the most fascinating ancient, medieval, and Renaissance sites in the Mediterranean. It also provides numerous opportunities to sample the foods and wines that have made this region of the world-famous for its …
Cruise Details
0
Visit Rome's famed Colosseum
$3,170
EXPLORE

Rome to Athens

15 Day Itinerary aboard Star Flyer
  • Experience snorkeling in Palmarola
  • Tour the medieval castello Lipari
  • Explore the valley of Olympia
  • Visit Byzantine port of Monemvasia
Starts / Ends:
Civitavecchia / Piraeus
Activities:
Small Ship Cruises
Activity Level:
Relaxed
Embark on this 15-Day Rome to Athens exploration cruise aboard Star Flyer. Depart from Civitavecchia and sail through Ponza. See the pastel houses of Ponza Town rise in neat terraced rows from the busy harbor. Then enjoy snorkeling in Palmarola before heading to Sorrento, whose city walls rise …
Cruise Details
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Beautiful Positano on Italy's Amalfi coast
$6,299
EXPLORE

Italian Treasures

Valletta - Rome - 9 Day Itinerary aboard World Traveller
  • Explore Syracuse
  • Discover Sicilian cuisine
  • Explore history of Aeolian Islands
  • Witness the Stromboli volcano
Starts / Ends:
Valletta / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Village Visits
Activity Level:
Relaxed
On this 9-day Italian Treasures Cruise from Valletta to Rome aboard the World Traveller, experience the enchanting Amalfi Coast by spending nights in Positano and Capri, to fully immerse in its beauty. Explore the historical city of Syracuse, which boasts a history spanning over thousands of years. …
Cruise Details
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