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Coast of Ortigia island at city of Syracuse

Syracuse Sailing Cruises

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Experience the captivating allure of small ship sailing with Adventure Life's array of Mediterranean Gems cruises for 2026. Join us on a cruise journey through the historic gems of Sicily and Greece, from Syracuse to Malta, and witness ornate cathedrals, remarkable baroque buildings, and breathtaking clifftop towns. Delve into the rich cultural tapestry of these ancient lands, from the archaeological wonders of Pompeii to the charming cafes of Syracuse. Explore historic Pilos, roam the Agora in Athens, and marvel at the UNESCO sites of Sicily. With activities like archaeological site visits and village tours, this adventure offers a relaxed pace suitable for all travelers. Don't miss this opportunity to immerse yourself in the history, culture, and natural beauty of the Mediterranean. Contact one of Adventure Life's tour specialists for help planning your next seamless trip.
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    • Syracuse
Athens Acropolis
from $1,740
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Sicily & Greece

Piraeus - Valletta - 6 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Walk Monemvasia twisting alleys
  • Wander Syracuse baroque piazzas
  • Discover Valletta capital
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Embark on a 6-day Mediterranean cruise from Piraeus to Valletta aboard the Star Clipper, visiting historic sites in Greece, Italy, and Malta. Highlights include Monemvasia, Pilos, and Syracuse, concluding in Valletta, a UNESCO World Heritage site.
Cruise Details
0
Explore the ancient Acropolis
from $2,290
SS 25%
EXPLORE

Sicily & Greece

Piraeus - Valletta - 7 Day Itinerary aboard Royal Clipper
  • Wander Athens Ancient Agora
  • Explore Pylos Navarino Bay
  • Explore Syracuse’s historical ruins
  • Visit Valletta’s museums palaces
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Set sail on a 7-day Mediterranean cruise from Piraeus to Valletta aboard the Royal Clipper, exploring historic Athens, Monemvasia's Byzantine fortress, and Pylos, famous for King Nestor’s Palace. Discover Sicily's Syracuse and Malta's Gozo, known for diving and coastal caves, before concluding in the fortified capital of Valletta.
Cruise Details
0
Explore Sibenik on the Dalmatian Coast
from $3,870
EXPLORE

Italy, Montenegro & Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Royal Clipper
  • Admire Venice’s domes
  • Wander Rovinj’s medieval streets
  • Discover Sibenik’s coastal lanes
  • Explore Kotor’s medieval town
Starts / Ends
Venice / Civitavecchia
Activities
Snorkeling
Activity Level
Variable
Set sail on a 12-day Royal Clipper cruise through the Mediterranean, visiting stunning destinations like Venice, Dubrovnik, and Syracuse. Experience rich history and culture while enjoying scenic views and a relaxing day at sea before concluding in Civitavecchia, near Rome.
Cruise Details
0
Coast of Ortigia island at city of Syracuse
from $3,195
EXPLORE

The Best of the Mediterranean

Roundtrip Valletta - 8 Day Itinerary aboard MV La Belle de L'Adriatique
  • Explore Saint John's Baroque
  • Taste chocolate in Modica
  • Ascend mighty Mount Etna
  • Stroll Mdina’s medieval streets
Starts / Ends
Valletta / Valletta
Activity Level
Variable
Discover the best of the Mediterranean as you explore the magic of Malta and Sicily on an 8-day cruise aboard La Belle de l’Adriatique, featuring UNESCO sites, historic towns, and local flavors. From Valletta to Syracuse, enjoy every excursions, cultural treasures, and vibrant onboard festivities.
Cruise Details
0
Athens Acropolis
from $2,820
EXPLORE

Sicily & Greece

Piraeus - Valletta - 9 Day Itinerary aboard Star Flyer
  • Explore Milos Sarakiniko Bay
  • Visit Chania Venetian harbor
  • Walk Gythio streets
  • Explore Valletta the walled city
Starts / Ends
Piraeus / Valletta
Activity Level
Variable
Experience a 9-day Mediterranean sailing cruise on the Star Flyer, exploring ancient Athens, stunning Milos, and the charming alleys of Chania. Visit historic sites in Gythio, Pylos, Syracuse, Gozo, and end in Valletta, famous for its fortified city and gardens.
Cruise Details
0
A stunning view of Nafplion, Greece
from $2,150
SS 25%
EXPLORE

Sicily & Greece

Valletta to Athens - 7 Day Itinerary aboard Star Flyer
  • Explore Valletta the walled city
  • Explore Syracuse ruins
  • Visit Pilos Navarino Bay
  • Stroll Nafplio waterfront
Starts / Ends
Valletta / Piraeus
Activity Level
Variable
Join a 7-day cruise from Valletta to Piraeus on the Star Flyer, exploring historic sites like Syracuse's archaeological park and Monemvasia's Byzantine fortress. Visit Nafplio's Venetian architecture before concluding in Piraeus, where you can explore Athens' Acropolis and Agora.
Cruise Details
0
Visit Rome's famed Colosseum
from $12,795
EBD
EXPLORE

The Amalfi, Sicily and Malta: The Godfather

Rome - Valletta - 12 Day Itinerary aboard MV Douglas Mawson
  • Discover Rome’s imperial relics
  • Explore Gaeta’s medieval fortress
  • Wander Naples’ ancient streets
  • Marvel at Pompeii’s ruins
Starts / Ends
Rome / Valletta
Activities
Wine Tasting
Activity Level
Variable
Join this 12-day cruise on the Douglas Mawson, exploring Southern Italy, Sicily, and Malta's stunning history and culture. Experience the Amalfi Coast, ancient cities, and Malta's heritage while savoring local cuisine and vibrant Mediterranean life.
Cruise Details
0
Explore Sibenik on the Dalmatian Coast
from $4,040
EXPLORE

Italy, Montenegro, Albania & Croatia

Venice - Civitavecchia - 12 Day Itinerary aboard Royal Clipper
  • Admire Venice's golden lions
  • Stroll Mali Losinj's old town
  • Marvel at Sibenik's Cathedral
  • Tour Syracuse's Neapolis Park
Starts / Ends
Venice / Civitavecchia
Activity Level
Variable
Embark on a 12-day Mediterranean cruise from Venice to Rome aboard the Royal Clipper, exploring both iconic sites and hidden gems. Visit historic towns in Croatia, the ancient ruins of Butrint in Albania, and marvel at Sicily's archaeological treasures before concluding in Civitavecchia.
Cruise Details
0
Explore the ancient ruins of Rome
from $3,740
EXPLORE

Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza pastel houses
  • Wander Amalfi grand Duomo
  • Discover Lipari Acropolis
  • Visit Syracuse Parco Archeologico
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise from Civitavecchia aboard the Star Clipper, visiting highlights like Amalfi's grand Duomo, the ancient ruins of Olympia, and the charming island of Sifnos. Conclude your journey in Piraeus, Athens' main port, after exploring stunning cliffs and historical sites along the way.
Cruise Details
0
Monemvasia - View from the Top
from $3,740
EXPLORE

Athens to Rome

Piraeus - Civitavecchia - 12 Day Itinerary aboard Star Clipper
  • Explore Athens ancient Agora
  • Discover Hydra Monastery of Ilias
  • Tour Monemvasia Byzantine port
  • Visit Gythio picturesque streets
Starts / Ends
Piraeus / Civitavecchia
Activities
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level
Variable
Set sail on a 12-day Mediterranean cruise aboard the Star Clipper, exploring historic sites from the Acropolis in Athens to the ruins of Olympia, and enjoying charming towns like Taormina and Ponza. Experience ancient culture and stunning vistas before disembarking in Civitavecchia.
Cruise Details
0
Relax in beautiful Sicily
from $3,610
EXPLORE

Rome to Athens

Civitavecchia - Piraeus - 12 Day Itinerary aboard Star Clipper
  • Explore Ponza’s harbor town
  • Discover Sorrento’s ancient cliffs
  • View Lipari’s bustling marina
  • Wander Syracuse’s baroque piazzas
Starts / Ends
Civitavecchia / Piraeus
Activity Level
Variable
Join a 12-day cruise on the Star Clipper, starting from Civitavecchia and exploring Italy's Pontine Islands, the Aeolian Islands, and Sicily. Discover Greece's historic sites, including Olympia and picturesque Hydra, before concluding in Athens.
Cruise Details
0
Admire the distinctive red roofs of the cities of the Dalmatian coast
from $4,480
EXPLORE

Grand Voyage: Venice to Rome

Venice - Civitavecchia - 15 Day Itinerary aboard Royal Clipper
  • Admire Venice’s Renaissance palaces
  • Explore Rovinj’s harbor
  • Discover Sibenik’s cathedral
  • Walk Dubrovnik’s historic walls
Starts / Ends
Venice / Civitavecchia
Activities
Local Market Visits
Activity Level
Variable
Embark on a 15-day cruise from Venice to Civitavecchia aboard the Royal Clipper, exploring stunning Adriatic and Mediterranean destinations. Discover historical sites in Rovinj, Dubrovnik, and Syracuse while enjoying the natural beauty of islands like Ponza and Corsica.
Cruise Details
0
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Clara T.
Wander the ancient stones of Syracuse, one of the most prestigious cities of the Helenistic world
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