Athens & the Cyclades: Relaxed Gulet Journey & Greece’s Hidden Gems

Sail from historic Athens into the sparkling Cyclades, where charming villages, turquoise waters, and secluded beaches await. This gulet itinerary offers a smooth, comfortable pace, perfect for those who love to explore the Greek islands without rushing, and want to enjoy authentic local culture along the way.

Who Will Love This Itinerary?

  • Travelers seeking a relaxed, scenic island-hopping experience
  • Couples wanting romantic sunsets and quiet beaches
  • Families looking for comfort, flexibility, and space onboard
  • Friends eager for authentic Greek cuisine and village life
  • Guests who enjoy smooth, leisurely gulet cruising rather than fast island-hopping
Virtuoso luxury gulet charter

Day 1: Athens - Kea

Board your gulet in Athens and set sail for Kea, just a few hours away. Explore the charming Chora with its narrow streets and local tavernas. Enjoy your first swim stop in the crystal-clear waters. Evening dining onboard as the sun sets over the Aegean.

Day 2: Kea - Kythnos

Cruise to Kythnos, known for its quaint villages and hot springs. Discover quiet bays perfect for swimming and snorkeling. Wander the picturesque streets and enjoy local specialties in a traditional taverna. Spend the night anchored in a peaceful harbor under the stars.

Day 3: Kythnos - Syros

Sail to Syros, the cultural heart of the Cyclades. Stroll through Ermoupoli, admire the elegant neoclassical architecture, and sip coffee in a lively square. Afternoon swim in a secluded bay or relax onboard. Evening strolls and dinner in a charming local tavern.

Day 4: Syros - Sifnos

Arrive at Sifnos, famous for its culinary delights and traditional pottery. Explore hilltop villages, sample local dishes, and relax on golden beaches. Enjoy water sports or a peaceful swim before sunset. Anchor in a sheltered bay for a calm, starry night.

Day 5: Sifnos - Kimolos

Cruise to Kimolos, a small and tranquil island with pristine waters. Discover hidden coves and beaches for swimming and snorkeling. Explore the quiet Chora and enjoy fresh seafood in a local taverna. Evening onboard with panoramic Aegean views.

Day 6: Kimolos - Serifos

Sail to Serifos, known for its dramatic cliffs and traditional Cycladic architecture. Wander the cobbled streets of Chora and relax on scenic beaches. Optional short hikes along the coast for breathtaking views. Night anchorage in a quiet harbor for peace and privacy.

Day 7: Serifos -  Kea - Athens

Begin the journey back via Kea for a last swim stop and a chance to revisit favorite spots. Reflect on the magical islands you’ve explored while enjoying your final onboard meal. Return to Athens in the evening, feeling refreshed and inspired.

Day 8: Athens

Disembarkation & farewell to the crew after the breakfast. 


Experience highlights of this itinerary: 

  • Smooth gulet cruising with relaxed sailing legs
  • Authentic Cycladic villages and local cuisine
  • Secluded beaches, turquoise waters, and perfect swimming spots
  • Charming harbors and cultural gems on each island
  • Sunset views and starry nights from your private gulet

Ready to explore the Cyclades at your own pace? Book your Athens–Cyclades gulet charter today and enjoy a luxurious, unforgettable journey through Greece’s most enchanting islands. 

Sailing Cyclades from Athens
Gulet in Greece ECCE NAVIGO sails with highly professional crew
Gulet holidays in Greece with luxury yacht ECCE NAVIGO

ECCE NAVIGO

Destination

Guests

10

Cabin

5

26.250 € - 36.750 €
Weekly rates
Luxury gulet DAIMA is an award-winning sailing yacht with endless appeal
DAIMA luxury sailing yacht for holidays in Turkey

DAIMA

Destination

Guests

10

Cabin

5

78.000 € - 88.000 €
Weekly rates
Luxury Greek gulet MATINA was built in 2000 and refitted in 2020 and is based in the Greek islands.
Gulet cruise in Greece with MATINA yacht

MATINA

Destination

Guests

20

Cabin

8

45.500 € - 56.000 €
Weekly rates
VIRTUOSO gulet | A Sailing experience like no other
M/S VIRTUOSO for rent in Greece | 6 cabins, 12 guests | Alluring lines, style and grace

VIRTUOSO

Destination

Guests

12

Cabin

6

35.000 € - 45.500 €
Weekly rates
Sailing holidays in Greece with gulet ERATO is a memorable and affordable experience
Sail in Greece with gulet ERATO and her great crew

ERATO

Destination

Guests

19

Cabin

8

30.000 € - 35.000 €
Weekly rates
PAPA JOE
gulet-papa-joe-001

PAPA JOE

Destination

Guests

10

Cabin

5

28.000 € - 42.000 €
Weekly rates

More Itineraries to Explore Greece with a Gulet

Discover alternative sailing routes and hidden islands in Greece. Choose from additional samples that highlight the most beautiful stops in the Eastern Mediterranean. 


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Sail in Greece: Kos - Kos via Turkey yacht charter

Sail in Greece: Kos - Kos via Turkey yacht charter
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