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An incredible view of Santorini.

Sailing the Greek Isles

Example 8 Day Cruise aboard Sea Cloud
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There are a variety of ways to see the Greek Islands, but taking a small ship cruise in Greece onboard a real tall ship gives an unparalleled experience and ensures an up-close encounter with all of its attractions. Taking an expedition-style cruise on a ship of this caliber with knowledgeable and entertaining friends is an incredible way to see the world and make the most of it.
Walking through the unique architecture of Greece.SantoriniAncient ruins in AthensVisit the Street of Lions in Delos.An incredible view of Santorini.
Highlights
  • Experience the Cyclades while under full sail aboard a romantic tall ship
  • Discover the ruins of the ancient sanctuary of Delos, birthplace of Apollo
  • Immerse yourself in lively culture, mythology, and Venetian legacy
  • Ride a donkey or a cable car down the cliff side in beautiful Santorini
Places Visited
Activity Level: Relaxed
Involves minimal physical effort and is typically associated with leisurely activities. Activities are low-intensity or last less than a few hours each day.
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Full Itinerary

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Day 1: Athens, Greece | Piraeus | Embark

  • Ship
  • 1 Lunch, 1 Dinner
Make your way to the Electra Palace Hotel for a buffet lunch. Then explore the new Acropolis Museum, which displays some of the finest sculptures and other art of Ancient Greece, including many items brought in from the Acropolis to protect them from the elements. You then transfer to Piraeus and embark the majestic Sea Cloud. Cast off this afternoon, and take in your first Greek sunset at sea. 

Day 2: Sailing the Aegean

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Find a spot on deck to watch as the Sea Cloud’s sails are hoisted up their impressive masts by hand as you set sail for the Cyclades. Your first morning on board is spent at sea, experiencing the pleasure of sailing aboard this unique ship. Relax on the deck with a book, observe the crew as they climb the rigging and trim the sails, and attend presentations by our team of experts on the area’s history and ecology. 

Day 3: Tinos

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Drop anchor at beautiful Tinos, dotted with villages steeped in Venetian history. The island’s Venetian-era dovecotes, terraced hillsides, and green marble quarries have long made this a haven for artists. Explore the picturesque village of Pyrgos, adorned with carved marble facades, and visit the church of Panagia Evangelistria, where thousands of pilgrims come every year to pray at Greece’s holiest shrine. 

Day 4: Delos | Exploring

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
The tiny archaeological gem of Delos is the birthplace of the twin gods Artemis, goddess of animals and the hunt; and Apollo, god of healing, music, and light. Spend the morning discovering the island’s incredible ruins, including the Terrace of the Lions and the exquisite Temple of Apollo. This afternoon, look to make an impromptu stop at one of the many interesting islands in the area. 

Day 5: Amorgos

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Drop anchor at Amórgos, the easternmost isle of the Cyclades. Visit the main city, perched in the mountains, and see its beautiful domed churches and windmills. Explore the dazzling white monastery of Panagia Hozoviótissa, clinging to a cliff face above the sea. Later, return to the Sea Cloud and enjoy a relaxing afternoon beneath its splendid sails. 

Day 6: Santorini

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Incomparable Santorini is an island archipelago formed from a single volcanic cone that erupted in the second millennium B.C., burying the island's Minoan culture in ash. Sail into the caldera, and drive through windswept vineyards to the beautiful town of Oía, which affords unrivaled views of the caldera below. The whitewashed houses and blue-domed churches of this iconic place cling to the steep slopes of the caldera rim. After lunch, visit the excavations at Akrotiri. This important Minoan town had well-built houses, streets, waterworks, pottery, and art. It owes its state of preservation to the ash that covered it at the time of the eruption. After exploring Akrotiri, return to the Sea Cloud to continue your adventures. 

Day 7: Sífnos | At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
In the morning, visit the island of Sífnos. Distinguished for its pottery and its Venetian dovecotes, Sífnos is a rugged island with a harbor village and a beautiful upper chora (village), waterfront tavernas and convenient beaches. It’s a great island for walkers or loungers alike. In the afternoon, we hoist Sea Cloud's sails once more as you return to Piraeus. 

Day 8: Piraeus | Disembark

  • 1 Breakfast
Disembark Sea Cloud this morning and transfer to the airport for your return flight. 

Ship/Hotel

Sea Cloud

Relax on the sun deck of the Sea Cloud.
Sea Cloud's beautiful interior.
Sea Cloud's beautiful ship exterior.

Dates & Prices

My Preferred Start Date

Per person starting at
Relax in the Sea Cloud's comfortable cabins.
Select a Date
Category 1
Cabins 28-29 on Promenade Deck. Cabins have two single beds, a window and private bath facilities.
Sea Cloud's Category 1S Cabin.
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Category 1S
Cabins 16-17, Promenade Deck. Upper and lower single beds, window. These cabins once housed the ship's officers.
Relax in the Sea Cloud's comfortable cabins.
Select a Date
Category 2
Cabins 18-25 on the Promenade Deck. Cabins have two single beds, a window and private bath facilities.
Relax in the Sea Cloud's comfortable cabins.
Select a Date
Category 3
Cabins 32-37 on Captain's Deck. Cabins have two single beds, a window and private bath facilities.
Sea Cloud's Category 1-4 Cabins.
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Category 4
Cabins 30-31, Captain's Deck. Cabins have a queen bed, forward-facing window and private bath facilities.
Sea Cloud's Category B Cabin.
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Category B
Deluxe Cabins 3-10, Main Deck. Large original cabins have a mix of bed types and decor motifs. All have portholes.
Sea Cloud's Category A Cabin.
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Category A
Deluxe Cabins 3-10, Main Deck. Large original cabins have a mix of bed types and decor motifs. All have portholes.
Sea Cloud's Owner's Suite.
Select a Date
Category OS
Original owners suites 1-2, Main Deck. King sized beds, grand marble bathrooms with bathtubs.
Included
  • 7 Breakfasts, 7 Lunches, 7 Dinners
  • 7 Nights Accommodations
  • Accommodations as listed
  • Ground transportation as listed
  • Activities as listed
  • Meals as listed
  • Access to a 24-7 Emergency line while traveling
  • Non-Alcoholic Beverages
  • All airport transfers mentioned in the itinerary.
  • Use of snorkeling equipment, wet suits, and kayaks (where available)
  • Services of the expert expedition team and guest speakers
  • Shore excursions, sightseeing, entrance fees, and special access permits
  • Taxes, service charges, and tips (except for ship’s crew, at guests’ discretion)
Excluded
  • Gratuities
  • Travel Insurance
  • Personal Expenses
  • Flight costs (please request a quote)
  • Additional excursions during free time
  • Fuel and transportation surcharges (when applicable)
  • Additional Hotel Nights 
  • Private Transfers
  • Expedition Extensions 
  • Laundry 
  • Air transportation (except when indicated in the itinerary, as included)
  • Passport, visa, and immigration fees
  • Special and unique excursions such as scuba diving, flightseeing, etc. (where offered)
  • Alcoholic beverages (alcohol is included on select ships)
  • Items of personal nature
  • Phone and Internet Service
  • Gratuity for ship’s crew, at guests’ discretion (crew tips are included on select ships
  • We strongly recommend our guests to take Travel Protection Plan. A Plan with comprehensive coverage to protect you from cancellation fees, costs incurred due to trip delays/interruption, damaged or lost baggage, medical assistance, and evacuation during your travels

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The trip might have been the absolute best of our lifetime (thus far). We particularly want to commend our guide Peter in the Guilin area-he was so incredibly attentive, energetic, enthusiastic-and absolutely dedicated to ensuring that our meals were 100% vegetarian.
Jack Charney

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