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Adventures in Santorini!

Sailing the Greek Isles

Example 8 Day Cruise aboard Sea Cloud
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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 exploring in the company of knowledgeable and engaging companions who can illuminate all you see and offers you an extraordinary experience. At Tinos, see the active pilgrimage site of Panagia Evangelistria and drive past terraced hillsides home to artists and sculptors. On Delos, the mythological birthplace of twin gods Artemis and Apollo, explore the Temple of Apollo, an important archaeological site. The elegant Sea Cloud is the perfectly cast main character in your Aegean maritime adventure.
Santorini , GreeceOld Roman SculptureSifnos Island, GreeceAdventures in Athens!Sunset over Athens' portSantoriniGreek ArchitectureAdventures in Santorini!
Highlights
  • Experience the Cyclades while under full sail aboard a romantic tall ship
  • Discover the magnificent ruins of Delos, birthplace of Apollo and Artemis
  • Immerse yourself in the 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

Arrive in Athens and transfer to Piraeus, where you will embark on the ship in the late afternoon. Settle into your cabin and take in our first Greek sunset at sea.

Day 2: Sailing the Aegean

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Our first morning on board is spent at sea, bound for the Cyclades and reveling in the blue magic of the Aegean horizon from our classic tall ship. Relax on deck with a book or journal. Watch the crew dance across the rigging to trim four masts’ worth of sails by hand. Attend interactive discussions led by our team of experts as they introduce the region’s history and ecology.

Day 3: Tinos

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Drop anchor at the island of Tinos, a sculptor’s haven dotted with villages full of terraced hillsides, Venetian-era dovecotes, and quarries renowned for their superb green marble. Explore the picturesque village of Pyrgos, generously adorned with carved marble facades. And visit the Church of Panagia Evangelistria. Built around a miraculous icon, it’s Greece’s holiest shrine–and thousands of pilgrims make their way here every year to pray.

Day 4: Amorgós

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
The easternmost island of the Cyclades, Amorgós is a bit less frequented than many, but no less impressive. After dropping anchor, take in the beautiful domed churches and windmills of the main city, a scenic enclave perched in the mountains. Explore the Panagia Hozoviótissa monastery, clinging tenaciously to a cliff face above the sea. Like so many others in this region, it was built a millennium ago to protect a precious religious relic.

Day 5: Santoríni

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Venture into remarkable Santoríni—an island archipelago formed from a single volcanic cone that erupted 2,600 years ago to bury the resident Minoan culture in ash. Sail directly into the caldera and then drive through windswept vineyards to reach spectacular high views from the town of Oía. Tour the Archaeology Museum and excavations at Akrotiri, an important Minoan town preserved under volcanic ash like Pompeii, with well-built houses, streets, waterworks, pottery, and art.

Day 6: Delos | At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
Designated a UNESCO site in its entirety, uninhabited Delos is an outstanding archaeological gem. In myth, it’s the birthplace of the twin Greek immortals Artemis (goddess of animals and the hunt) and Apollo (god of healing, music, and light). Spend a morning surveying the Terrace of the Lions and exquisite Temple of Apollo, among the many incredible ruins preserved here. This afternoon, the adventure continues aboard the ship.

Day 7: Sífnos | At Sea

  • Ship
  • 1 Breakfast, 1 Lunch, 1 Dinner
In the morning, set foot on a rugged island known for its flavors, its beaches, its 227 churches, and its poets. A quaint harbor and scenic upper chora (village) invite exploration, and tempting local comestibles can be found at a waterfront taverna. This is also a fine place for a brisk walk or a lazy stroll along the beach. As afternoon arrives, we prepare to hoist our sails once more and depart for Piraeus.

Day 8: Piraeus | Disembark | Athens

  • 1 Breakfast
Enjoy a farewell breakfast on board before disembarking and transferring to the airport for your flight home—unless you’ve opted for our three-day post-voyage extension in Crete. A two-day pre-voyage extension in Athens is also available, should you want that upfront intro to the region.

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
$13,790
Rates are subject to change without notice. Book early to get the best rate.
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.
Select a Date
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, 6 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
  • 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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