Sailing the Northern Cyclades: A Star Clippers Greek Isles Voyage

Cindi SandenCindi Sanden
September 13, 2025
5 min read
Star Clippers tall ship sailing into the sunset in the Aegean Sea, with sails and rigging in view against glowing evening skies.

There is no better way to explore the Greek Isles than under sail. Star Clippers’ Northern Cyclades itinerary blends iconic favorites like Mykonos and Santorini with lesser-known gems such as Patmos, Amorgos, and Spetses.


Why Choose Star Clippers in the Greek Isles?

While traditional cruise ships dock at the busiest ports, Star Clippers’ tall ships slip into smaller harbors and hidden bays, offering a truly immersive Greek experience. With fewer than 170 guests onboard, you’ll enjoy an atmosphere closer to a private yacht than a large cruise liner.


Northern Cyclades Itinerary Highlights

  • Athens (Piraeus) – Begin your journey in the cradle of Western civilization.
  • Patmos – Known as the “Jerusalem of the Aegean,” home to the Cave of the Apocalypse and hilltop monasteries.
  • Amorgos – A serene island of dramatic cliffs and the striking Hozoviotissa Monastery clinging to the rock face.
  • Mykonos – Famous for its windmills, beaches, and vibrant nightlife, yet still dotted with quiet Cycladic villages.
  • Santorini – Iconic whitewashed houses and caldera views best enjoyed as the ship sails into the volcanic bay.
  • Spetses – A cosmopolitan island with a rich naval history, horse-drawn carriages, and elegant mansions.
  • Kusadasi (Ephesus) – Step into antiquity at one of the best-preserved Roman cities in the world.

Why This Itinerary Stands Out

The Northern Cyclades route perfectly balances famous landmarks with hidden treasures. It’s ideal for travelers who want the majesty of Santorini sunsets but also crave the spiritual stillness of Patmos or the authenticity of Amorgos.


Life Onboard

Between island stops, the magic continues at sea:

  • Help raise the sails or climb the mast to the crow’s nest.
  • Join complimentary watersports such as snorkeling, kayaking, and paddleboarding.
  • Dine in casual elegance with open seating and Mediterranean-inspired cuisine.
  • Unwind with evening entertainment that feels more like a gathering of friends than a stage show.

Who Will Love This Sailing?

  • Cultural explorers – drawn to monasteries, ancient ruins, and timeless traditions.
  • Romantics – for whom nothing beats Santorini sunsets and starlit nights at sea.
  • Active travelers – ready for hikes, watersports, and hands-on sailing.
  • Repeat Mediterranean cruisers – looking for new islands and a more intimate experience.

Watch the Experience

See the spirit of Star Clippers in Greece with this short video:

Star Clippers Eastern Mediterranean Video


The Northern Cyclades itinerary is the perfect blend of sacred, spectacular, and secluded—best experienced aboard Star Clippers’ tall ships under sail.

Frequently Asked Questions About Star Clippers in the Greek Isles

How many guests sail on Star Clippers’ Greek itineraries?

The Star Clipper and Star Flyer each carry about 166–170 guests. This small size allows access to ports that mega-ships can’t reach and creates an intimate, yacht-like atmosphere.


Which islands are included on the Northern Cyclades itinerary?

Ports typically include Patmos, Amorgos, Mykonos, Santorini, Spetses, and Kusadasi (Ephesus), along with a departure from Athens (Piraeus). This mix balances world-famous islands with quiet, lesser-known gems.


What makes this itinerary different from a regular Greek Isles cruise?

Large cruise ships stick to major ports like Mykonos and Santorini. Star Clippers adds off-the-beaten-path islands such as Amorgos and Patmos, offering travelers a more authentic and spiritual Aegean experience.


What is included in the fare?

  • All meals and snacks onboard
  • Coffee, tea, and juices at breakfast
  • Use of the ship’s pools and teak decks
  • Complimentary watersports such as kayaking, snorkeling, paddleboarding, and windsurfing
  • Access to the bridge to meet the captain and crew

Not included: alcoholic beverages, sodas, gratuities, shore excursions, airfare, and transfers.


Is this itinerary good for first-time visitors to Greece?

Yes—because it covers iconic highlights like Santorini and Mykonos while also introducing travelers to less-touristed islands. Guests experience both the bucket-list icons and the “hidden Greece” that most travelers never see.


Do the ships actually sail in the Aegean?

Yes. Whenever conditions permit, the tall ships sail under thousands of square feet of canvas. The sensation of gliding between the Cyclades islands by wind power is often cited as the highlight of the trip.


Who is this sailing best for?

  • Romantics seeking sunsets and intimate harbors
  • Cultural travelers interested in monasteries, ancient ruins, and Cycladic traditions
  • Active guests who enjoy hiking, watersports, and sailing activities
  • Repeat Mediterranean cruisers looking for something more adventurous and less crowded than typical itineraries

What’s the best time of year to sail the Northern Cyclades?

Star Clippers usually operates in the region from May through October. The shoulder seasons (May–June and September–October) bring milder weather, fewer crowds, and excellent sailing winds. July and August are warmer and livelier, especially on Mykonos and Santorini.


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