Have questions? We're here.
Oia, Santorini

Greece Sailing Schooner Tours

Travel made your way
Talk with an expert
Customize any aspect of your Greece trip. 1.406.541.2677
Help Me Plan My Trip
Talk with an expert Ask a Question
Filter & Sort (23 Results)
Show Filter

1-18 of 23 Results
  • Start Date
    OR, More specific start
  • Length
    to
  • Price
    to
  • Activity Level
  • Experiences
  • Activities
  • Ship
  • Destinations
    • Greece
Athens Acropolis
$2,590
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Tour a local winery in Santorini
  • Explore Delos's archaeological site
  • Walk through Syros
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise, Village Visit
Activity Level:
Relaxed
The Jewels of the Cyclades cruise showcases the Aegean Islands known for their white-washed villages and ports, bright skies, and crystal sea. Visit well-known places on this 8-day cruise on the Galileo, such as Santorini and Mykonos and off-the-beaten-track islands such as Paros and Folegandros. …
Cruise Details
The towering ruins of the Acropolis rise over Athens
$1,290
Save 10%
EXPLORE

Antiquity to Byzantium

8 Day Itinerary aboard Galileo
  • See the ruins at Olympia and Delphi
  • Visit the ruins of Nestor's Palace
  • Explore the Dirou caves
  • Tour Ancient Epidaurus
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Experience a harmonious balance between conventional cruising and private yachting, along with an exciting voyage of discovery, unravelling the wonders of Antiquity and Byzantium around the coast of the Peloponnese. Each day discover a new port of call, a leap back into ancient history to amaze you …
Cruise Details
Idyllic islands line the coast
$1,770
Savings
EXPLORE

Mamma Mia

8 Day Itinerary aboard Star Flyer
  • Explore the birthplace of democracy
  • See the Acropolis nearby Dikkili
  • Walk around Skiathos and shop
  • Visit the naval academy in Poros
Starts/ Ends in:
Athens / Piraeus
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Explore the coasts of Athens on this 8-day cruise aboard the tall ship, Star Flyer. Visit Dikili, Myrina Limnos, Skiathos, Skopelos, Poros and conclude this unique experience in Athens, Greece.See the Acropolis perched at a height of 280 meters orthe Asklepion near Diikli. Enjoy shopping off the …
Cruise Details
Landscape of old Perast, Kotor bay
$2,390
Savings
EXPLORE

Greece, Montenegro & Croatia

11 Day Itinerary aboard Star Flyer
  • Glide in a gondola in Venice
  • Explore cosmopolitan Mykonos
  • Admire Hvar's beauty
Starts/ Ends in:
Venice / Athens
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Love is always in the air in Venice. Start your 11-day tall ship adventure gliding in a gondola down the Grand Canal. Explore Hvar, idyllically located just off the Dalmatian Coast. The island and the little port named after it have been a favorite getaway ever since the time of the Romans, the …
Cruise Details
A boat sits in the still water outside a small eastern European town.
$12,940
Savings
EXPLORE

Under Sail: Greece and the Dalmatian Coast

11 Day Itinerary aboard Sea Cloud (LI)
  • Sail a tall ship in historic waters
  • Tour ruins in Greece and Albania
  • Skim Montenegro’s Gulf of Kotor
  • Spend a day in Dubrovnik's Old Town
Activities:
Archaeological Sites, Local Market, Sailing Schooner, Small Ship Cruise, Village Visit
Activity Level:
Relaxed
Visit five UNESCO World Heritage sites in one remarkable small ship voyage on the Sea Cloud. Discover Albania, cut off from the modern world for decades, and revel in its historic sites. Explore the delights of Montenegro, a city of surprising beauty, plus the incomparable Dubrovnik.
Cruise Details
The ruins of Athens
$3,150
Savings
EXPLORE

Grand Voyage: Malta, Balearics, Spain, Sicily & Greece

16 Day Itinerary aboard Star Flyer
  • Visit vibrant Cartagena, Spain
  • Admire Malaga's architecture
  • Explore Cagliari, Sardinia
  • Explore the historic Athens
  • Explore historic Pilos
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Join in on a delightful sailing experience and relax in some of the most historical and magical destinations in the Mediterranean. Start at the charming port of Malaga, featuringMoorish architecture such asAlcazaba and the Castillo de Gibralfaro. Ibiza is a place where people hang out because, …
Cruise Details
Donkeys are a traditional form of transportation in Greece
$2,640
Savings
EXPLORE

Greece, Montenegro & Croatia

Piraeus to Venice - 12 Day Itinerary aboard Star Flyer
  • Admire beautiful Mykonos
  • Walk through sacred temples
  • Discover historic Dubrovnik
  • Bike around Mali Losinj
  • Visit inviting Korcula
Starts/ Ends in:
Athens / Venice
Activities:
Archaeological Sites, Biking, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Discover some of the most breathtaking destinations in Europe on this incredible 12-day voyage. The lushest (and some say the loveliest) of all the Greek Islands, Corfu lies just a stone's throw from the Albanian coast. Hvar is idyllically located just off the Dalmatian Coast, the island and …
Cruise Details
Walking in Santorini
$1,770
Savings
EXPLORE

Southern Cyclades

Athens to Athens - 8 Day Itinerary aboard Star Flyer
  • Explore beautiful Rhodes
  • Visit Halicarnassus
  • Discover breathtaking Santorini
  • Ride a donkey to a lookout point
Starts/ Ends in:
Athens / Piraeus
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
The Star Flyer brings you closer to unique island cultures, ancient treasures, and the breathtaking beaches of Greece on a spectacular 8-day cruise. History-lovers can seek out ruins, both ancient and from the Crusades of the Middle Ages. Shoppers can have a field day in the stores and galleries, …
Cruise Details
The towering ruins of the Acropolis rise over Athens
$1,770
Savings
EXPLORE

Northern Cyclades

8 Day Itinerary aboard Star Flyer
  • View the Acropolis & Ephesus ruins
  • Swim at beautiful Kusadasi
  • Visit the monastery at Amorgós
  • Enjoy Mykonos' landscapes
Starts/ Ends in:
Athens / Piraeus
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Experience and fall in love with the traditional charm of the famous Cyclades Islands. Discover the magic and mythology of the Greek Isles, one of the most storied regions of the world. Sail across the azure waters of the Aegean Sea in a tall ship, visiting the small hidden ports of Patmos, …
Cruise Details
Santorini sunset
$3,499
EXPLORE

A Catholic Pilgrimage to the Greek Isles

Private Charter - 8 Day Itinerary aboard Star Flyer
  • View the Acropolis & Ephesus ruins
  • Swim at beautiful Kusadasi
  • Ride a donkey in Hydra
  • Enjoy Mykonos' landscapes
Starts/ Ends in:
Piraeus / Piraeus
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Experience and fall in love with the traditional charm of the famous Cyclades Islands during this Catholic Pilgrimage to the Greek Isles hosted by Monsignor David Toups and Michael & Marissa Guarino. Discover the magic and mythology of the Greek Isles, one of the most storied regions of the …
Cruise Details
Historical Shipyard in Turkey
$2,930
Savings
EXPLORE

Grand Voyage: Athens to Athens

15 Day Itinerary aboard Star Flyer
  • Walk in the shadow of the Acropolis
  • Sightsee in Santorini
  • Ride a donkey in Hydra
  • Shop in Skiathos markets
Starts/ Ends in:
Piraeus / Piraeus
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Delight your senses with all the beauty of the ancient ruins, spectacular beaches,and the marvelous towns of the Greek Islands and Turkey on this 15-day Grand Voyage. Visit Athens,Myrina, Skiathos, Dikili, Bodrum, Dalyan River and many more! The cruise starts and ends in Athens,the birthplace of …
Cruise Details
The ancient library at Ephesus
$2,390
Savings
EXPLORE

Grand Voyage: Venice to Athens

18 Day Itinerary aboard Star Flyer
  • Explore romantic Venice
  • Admire Corfu's natural beauty
  • Walk in the shadow of the Acropolis
  • Sight see in Santorini
Starts/ Ends in:
Venice / Piraeus
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Delight your senses with all the beauty of the ancient ruins and spectacular beaches of the Greek Islandson this 18-day Grand Voyage. Embark in the Venice, the heart of romance, sail to Piraeus, port of Athens. Along the way, explore and relax in some of the most beautifuldestinations in Greece, …
Cruise Details
Explore ruins in Sicily
$1,320
Savings
EXPLORE

Sicily & Greece

6 Day Itinerary aboard Star Flyer
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Explore Classical Athens
  • Learn about Malta's history
Starts/ Ends in:
Piraeus / Valletta
Activities:
Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Start your tall ship sailing expedition in Piraeus and walk in the shadow of the Acropolis in the Athenian Agora, where ancient history feels closer than ever. Visit Syracuse, a city on the Ionian coast of Sicily known for its ancient ruins and Classical artifacts. It was once the largest city in …
Cruise Details
Ancient ruins in Athens
$1,320
Savings
EXPLORE

Sicily & Greece

Valletta to Athens - 7 Day Itinerary aboard Star Flyer
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Explore the historic Athens
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Start your tall ship sailing expedition in Valletta, a European Art City, and a World Heritage City. city of Athens. Visit Syracuse, a city on the Ionian coast of Sicily that's known for its ancient ruins. It was once the largest city in the world, bigger than Athens and Corinth and as you can …
Cruise Details
The ancient library at Ephesus
$2,930
Savings
EXPLORE

Grand Voyage: Athens to Malaga

15 Day Itinerary aboard Star Flyer
  • Walk in the shadow of the Acropolis
  • Enjoy Syracuse's famous ruins
  • Explore Valletta, Malta
  • Visit Cartagena, Spain
Starts/ Ends in:
Athens / Malaga
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise
Activity Level:
Relaxed
Delight your senses with all the beauty of the ancient ruins and spectacular beaches of the Greek Islands and the marvelous coast of Spain on this 15-day Grand Voyage. In the rocky hills above Monemvasia, ancient Byzantine ruins loom over the town, while below a maze of red-tiled roofs and twisting …
Cruise Details
Turquoise sea of Hvar island
$2,680
Savings
EXPLORE

Italy, Montenegro & Croatia 2021

11 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Call in at Kotor, Montenegro
  • Join an optional tour to Pompeii
Starts/ Ends in:
Venice / Civitavecchia
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail to Italy, Croatia, and Montenegro from Venice. Discover the heavenly scent of lavender in the fields and valleys around the island of Hvar. In Dubrovnik, the sense of awe never fails to descend when you set eyes on the beauty of the old town. Barrel under full sail through the narrow Strait of …
Cruise Details
Cape Drastis at Corfu island in Greece
$2,630
Savings
EXPLORE

Italy, Montenegro & Croatia

Venice to Rome - 11 Day Itinerary aboard Royal Clipper
  • Ride in a gondola in Venice
  • Visit the town of Rovinj
  • Call in at Kotor, Montenegro
  • Join an optional tour to Pompeii
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Enjoy one of the most stunning destinations in Europe, the Eastern Mediterranean, aboard the luxury tall ship the Royal Clipper. Sail to Italy, Croatia, and Montenegro from Venice. Discover the heavenly scent of lavender in the fields and valleys around the island of Hvar. In Dubrovnik, the sense …
Cruise Details
Cape Drastis at Corfu island in Greece
$2,950
Savings
EXPLORE

Italy, Montenegro & Croatia

Rome to Venice - 12 Day Itinerary aboard Royal Clipper
  • Explore the Sistine Chapel
  • Snorkel at Palmarola
  • Visit the medieval city of Kotor
  • Cruise through Venice's canals
Starts/ Ends in:
Civitavecchia / Venice
Activities:
Archaeological Sites, Sailing Schooner, Small Ship Cruise, Snorkeling
Activity Level:
Relaxed
Sail aboard the tall ship Royal Clipper from Rome to Venice on this 12-day expedition. Fall asleep to the gentle rhythms of the ship and sea, and awake refreshed and ready to explore a new destination. Experience friendly and gracious service and a delightful menu of international foods from the …
Cruise Details
1-18 of 23 Results

Why Travel With Adventure Life

More Reasons

Awards and Accolades

All News