Charter Itinerary: Cyclades

Overview


Imagine seven sun-drenched days exploring the most iconic and hidden gems of the Cyclades, from the world-famous alleys of Mykonos to the unspoiled serenity of Koufonisia. By day, swim in crystal-clear coves only accessible by boat.

By night, dine under the stars with gourmet meals prepared by your onboard chef. Step aboard your own private charter and enjoy a side of Greece few have experienced.

Day One - Kea


Just an hour from Athens, Kéa is a gem of the Cyclades – ideal for water sports and peaceful swims in the turquoise bay of Ormos Koundouros.

Enjoy sunset cocktails and a chef-prepared al fresco dinner on board, all surrounded by stunning views and serene island charm.

Day Two - Mykonos


Cruise from Kea to Mykonos with a swim stop at quiet Fokos or water sports at Kalo Livadi. Dive into Mykonos Town’s stylish charm—shop Matogianni Street, dine at Scorpios, and sip cocktails at Queen. Soak up the island’s buzz, or unwind on deck under the stars.

Day Three - Paros


Cruise to Paros and anchor in Naoussa Bay for serene swims at Kolymbithres or watersports at Golden Beach. Explore charming Naoussa, dine at Barbarossa, or visit the mountain village of Lefkes. End the day with cocktails at Sante or a traditional dinner in the peaceful village of Prodromos.

Day Four - Santorini


Cruise to Santorini for stunning caldera views and a swim at sheltered Mesa Pigadia. Explore White or Red Beach by water, then dine at Selene in Pyrgos. Sip cocktails at PK in Fira, or visit Akrotiri or Megalochori for a peaceful taste of the island’s rich history.

Day Five - Milos


Departing Santorini, cruise to Milos, one of the Aegean’s most stunning islands. Stop at Kleftiko to snorkel and explore sea caves, then unwind at Firiplaka Beach with its calm, clear waters. The island’s dramatic landscapes and relaxed vibe make it a perfect spot to slow down and soak it in.

Day Six - Sifnos


Cruise from Milos to Sifnos for the ultimate escape- swim in tranquil Vathi Bay, nap on deck, and sip cocktails at Faros’ Lost Bay Bar. Explore timeless Cycladic charm, a buzzing foodie scene, and the breathtaking Church of the Seven Martyrs. This is barefoot luxury at its finest.

Day Seven - Serifos


Before returning to Athens, cruise to soulful Serifos—swim in crystal bays, play with water toys at Livadakia, and explore the cliffside Chora. Dine at Metalleio, sip cocktails at Yacht Club Serifos, or hike to Panagia Skopiani for unforgettable Aegean views. It’s the perfect end to your island escape.

Your Aegean Adventure Starts Here


With prime availability this season, your Cyclades charter is closer than ever.
Book now and set sail on the experience of a lifetime.

Call us on +44 (1489) 557755 or Email: info@princessyachtcharter.com

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