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Sailing Trips in Greece

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Milena Pigdanowicz-Fidera
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These fascinating 17 sailing tours in Greece for 2023 and 2024 offer a unique and intimate way to explore this stunning country. Explore hidden coves, secluded beaches, and lesser-known islands that might not be accessible on larger vessels. Some of the most popular locations visited on sailing trips include the Cyclades, the Ionian islands, and the Dodecanese islands. Along the way, visits include Corfu, Piraeus, Athens, Monemvasia, and Santorini, as well as picture-perfect beaches, where activities like small ship sailing, cruises, small ship cruises, archaeological site visits, and beaches abound. Feel like a true sailor while enjoying all modern-day comforts and amenities through small-ship sailing experiences that last from 7 to 15 days days, starting at $1,660. Let our Adventure Life Greece Experts help you plan your journey today.
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Cape Drastis at Corfu island in Greece
$3,130
EXPLORE

Italy, Montenegro & Croatia

Venice to Rome - 12 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:
Venice / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, 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
0
Walking in Santorini
$1,890
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:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
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
0
Traditional architecture in Greece.
$2,990
Savings
EXPLORE

Jewels of the Cyclades

8 Day Itinerary aboard Galileo
  • Dine at traditional Greek Tavernas
  • Enjoy a swim-stop at Poliegos
  • Explore Delos's archaeological site
  • Walk through Syros
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Take an 8-day cruise on the Galileo, which leaves and returns to Athens, to see the Aegean Islands, known for their white-washed villages and ports, bright skies, and crystal seas. During your trip, you can visit popular destinations like Santorini and Mykonos, as well as lesser-known islands such …
Cruise Details
0
St.Blaise Church, Dubrovnik
$3,130
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:
Civitavecchia / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, 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
0
Turquoise sea of Hvar island
$2,830
EXPLORE

Italy, Montenegro & Croatia

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:
Venice / Civitavecchia
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing, 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
0
The ruins of Athens
$1,850
Savings
EXPLORE

Antiquity to Byzantium

Athens - Corinth - 8 Day Itinerary aboard Galileo
  • Explore Epidaurus
  • Discover Mycenae
  • Experience Mani Peninsula
  • Visit Pylos
Starts / Ends:
Athens / Corinth Canal
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Board Galileo on this 8-day cruise from Athens to Corinth and discover 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, and rich cultural diversity to intrigue you. With the guidance and …
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
$2,550
Savings
EXPLORE

Hiking Cruise in Greece

8 Day Itinerary aboard Galileo
  • See the ruins at Olympia and Delphi
  • Explore the Dirou caves
  • Tour Ancient Epidaurus
  • Visit the ruins of Nestor's Palace
Starts / Ends:
Athens / Athens
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Experience a harmonious balance between conventional cruising and private yachting, along with an exciting voyage of discovery, unraveling the wonders of Greece. Each day discovers a new port of call, a leap back into ancient history to amaze you, and rich culturaldiversity to intrigue you. With …
Cruise Details
0
Wander through the maze of colorful buildings on Santorini
$6,975
EXPLORE

The Enchanting Island World of Cyclades

8 Day Itinerary aboard Sea Cloud
  • Visit islands in the Cyclades
  • Tour St. John's Monastery in Patmos
  • Marvel at Athen's classical art
  • Visit Ermoupoli in Syros
Starts / Ends:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Explore the best of Greece on a eight-day voyage aboard Sea Cloud, which visits the Dodecanese and Cyclades islands. Set out from Piraeus, Athens' historic harbor and the gateway to the West. Visit the Dodecanese island of Patmos and learn about its history. In the Cyclades, explore Santorini …
Cruise Details
0
The towering ruins of the Acropolis rise over Athens
$1,850
EXPLORE

Antiquity to Byzantium

Athens to Athens - 8 Day Itinerary aboard Galileo
  • Explore Epidaurus
  • Discover Mycenae
  • Visit Gythion
  • Discover Monemvasia
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on an 8-day cruise on the Galileo and discover the wonders of Antiquity and Byzantium around the coast of the Peloponnese. Leap back into ancient history to amaze you and rich cultural diversity to intrigue you. With the guidance and knowledge of an experienced lecturer and guide, get to …
Cruise Details
0
St.Blaise Church, Dubrovnik
$2,880
EXPLORE

Greece, Montenegro & Croatia

Athens - Venice - 12 Day Itinerary aboard Star Clipper
  • View beautiful Mykonos
  • Walk through sacred temples
  • Discover historic Dubrovnik
  • Explore the lovely Cres Town
  • Visit inviting Korcula
Starts / Ends:
Piraeus / Venice
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Discover some of the most breathtaking destinations in Europe on this 12-day cruisefrom Athens to Venice aboard the Star Clipper. The lushest 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 …
Cruise Details
0
Adventures in Santorini!
$13,790
EXPLORE

Sailing the Greek Isles aboard the Sea Cloud

8 Day Itinerary aboard Sea Cloud
  • Experience the Cyclades
  • Discover the ruins of Delos
  • Discover the age-old villages
  • Discover the beauty of Santorini
Starts / Ends:
Athens / Athens
Activities:
Archaeological Site Visits, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
While there are many ways to tour the Greek Isles, exploring aboard an authentic tall ship on a Greece small ship cruise offers an unrivaled experience and guarantees an in-depth encounter with all its wonders. The combination of this peerless ship and the expedition-style voyage sends you off …
Cruise Details
0
Hydra Island, Greece
$2,130
EXPLORE

Sicily & Greece

Piraeus to Valletta - 9 Day Itinerary aboard Star Flyer
  • Ride a donkey on Hydra
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Discover Gozo, a diving destination
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Start your tall ship sailing expedition in the ancient city of Athens, the birthplace of democracy and epicenter of western civilization, a city for all eternity. 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, …
Cruise Details
0
Stop in Piraeus, the port of Athens
$1,660
EXPLORE

Sicily & Greece

Malta - Greece - 7 Day Itinerary aboard Star Clipper
  • Visit Sicily's archaeological sites
  • Explore historic Pilos
  • Roam Agora in Athens
  • Learn about Malta's history
Starts / Ends:
Valletta / Piraeus
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
Embark on a 7-day cruise aboard Star Clipper and discover the fascinating history of Mediterranean gems. Begin in Valletta, the capital of Malta, boasting museums and grand churches amidst its ancient walls. Next, explore Syracuse, a city in Sicily with remarkable ruins and charming cafes. Sail on …
Cruise Details
0
View from the half way up the hill to the fortress on Hvar Island
$6,380
EXPLORE

9th annual Piano Festival at Sea

Venice - Athens - 8 Day Itinerary aboard L'Austral
  • Explore ancient cities
  • Experience Rovinj and Hvar
  • Discover Dubrovnik and Kotor
  • Explore Corfu and Delphi
  • Musical cruise with Radio Classique
Starts / Ends:
Venice / Athens
Activities:
Archaeological Site Visits, Land & Sea Exploration, Small Ship Sailing, Village Visits
Activity Level:
Relaxed
Join this 8-day Piano Festival at Sea cruise with Radio Classique on L'Austral through the Mediterranean, from the Aegean Sea to the Adriatic Sea! In partnership with Radio Classique, explore the coastlines of Italy, Croatia, Montenegro, and Greece, with featured guest Alain Duault. Immerse in …
Cruise Details
0
The city of Bonifacio is built on stunning seaside cliffs along the riviera
$3,570
EXPLORE

Grand Voyage: Venice to Cannes

15 Day Itinerary aboard Royal Clipper
  • Explore traditional Rovinj
  • Swim in Dubrovnik's waters
  • Admire the scenery of Corfu
  • Sail through the Strait of Messina
Starts / Ends:
Venice / Cannes
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
This 15-day sailing expedition between Italy and France offers the flexibility to do as you wish with your days and evenings. Experience light-hearted fun, informal elegance, and no rigid schedules. Participate in classes such as knot tying and navigation, relax on the deck and watch as the sun …
Cruise Details
0
Wander through Rome
$3,570
EXPLORE

Grand Voyage: Venice to Rome

15 Day Itinerary aboard Royal Clipper
  • Glide in a gondola in Grand Canal
  • Explore ruins and architecture
  • Swim in Dubrovnik's waters
  • Join an optional tour to Pompeii
Starts / Ends:
Venice / Civitavecchia
Activities:
Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
On this 15-day Grand Voyage cruise from Venice to Rome aboard Royal Clipper, visit Venice's iconic landmarks, such as San Marco, the Bridge of Sighs, Doge's Palace, La Fenice Opera House, the Church of San Giorgio Maggiore, and the Grand Canal before exploring Rovinj's Baroque …
Cruise Details
0
Walking in Santorini
$1,930
EXPLORE

Southern Cyclades

8 Day Itinerary aboard Star Clipper
  • Explore beautiful Rhodes
  • Visit Halicarnassus
  • Discover breathtaking Santorini
  • Ride a donkey to a lookout point
Starts / Ends:
Piraeus / Piraeus
Activities:
Archaeological Site Visits, Small Ship Cruises, Small Ship Sailing
Activity Level:
Relaxed
The Star Clipper 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
0
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