Cyclades Islands Sailing Adventure: Explore Greek Isles & Ancient Sites

Welcome aboard! On our first day, you will embark our boat, which will be your vacation home for the next week. You will take a boat tour with all the necessary instructions you need to know and you can settle in your cabins. We will then sail to our first destination, Kythnos Island, one of the less touristic and most authentic islands of the Cyclades (≈ 50nm, ≈ 6.5 hrs sailing).
First port of call will be Loutra, which is translated into baths, because of the hot springs there. Do not miss the chance to enjoy an evening revitalizing swim at the hot springs, after a long sailing day!
You can also enjoy dinner in one of the seaside restaurants and taste the local cuisine. Tip: sfougata (like cheese bites with local cheese) is a must!

After enjoying breakfast on board, we’ll head on a hike on Kythnos island. Starting right from the port, we will hike uphill to the northernmost tip of the island and visit the Castle of Oria, overlooking the Aegean Sea. This fortified acropolis was the capital of the island during the Byzantine times and the Latin occupation, but it seems that it had already been inhabited since prehistoric times. 100 chapels flourished there during the Venetian Rule, of which only two still stand today. After enjoying the panoramic views we’ll follow the same path down to return to the boat (Hike ≈ 2 ½ hours, easy to moderately difficult).
Alternatively, you may choose to hike from Loutra to Chora, the island’s capital and visit the beautiful small town, walk through its narrow alleys and enjoy an iced drink in one of the cute cafes.
In the afternoon, we’ll set sail to Syros island, having a stop for a swim en route (≈ 32nm, ≈ 4 hrs sailing). Once we reach the port, you cannot help but admire the beautiful, aristocratic town of Ermoupoli which is also the capital of the Cyclades islands. The Duchess of the Aegean blends perfectly the Cycladic minimalism with the medieval charm, the Orthodox with the Catholic worlds, and is waiting for you to explore it! Wonder around its winding alleys and see with your own eyes her impressive architecture, cultural wealth and irresistible combination of the Cycladic and Western influences unfold in front of your eyes!

In the morning, we will depart from Syros with destination the worldwide renowned island of Mykonos (≈ 19nm, ≈ 2.5 hrs sailing). We will aim at having you there early, so you can have enough time to explore Greece’s most cosmopolitan island, a whitewashed paradise in the heart of the Cyclades. Set out on an exploration to discover a fascinating destination where glamour meets the Cycladic simplicity!
You will have the rest of the day free to experience Mykonos the way you wish. We, however, strongly recommend you to take a guided tour to Delos island, a UNESCO protected site and one of the most significant archaeological sites in Greece. Rates start from 50€ per person to join guided tours (inclding 20€ pp boat service to/from Delos, entrance fees & archaeological guide), but depending on the number of people interested in your group, we could also arrange a private tour.
We can also offer a guided walking tour of Mykonos (approx. 3 hrs duration), so you can visit the major highlights of Chora and learn more about its history by a local!
If you love gastronomy and you want to learn more about the Greek cuisine, then we would recommend you to take a cooking class at a traditional Myconian house and find out some of the secrets of the Mediterranean cuisine! Enjoy afterward your dinner escorted with wine and soft drinks and get a free small bag of local products as a souvenir at the end.

Right opposite Delos lies the tiny uninhabited island of Rinia, a secluded paradise with turquoise crystal clear waters. This will be our first stop for today. You will have plenty of time to enjoy swimming, snorkeling, dives from the boat, or simply relax on the deck and sip the sun.
We will then set sails for Paros island and in particular the small quaint fishing town of Naousa (≈ 25nm, ≈ 3 – 3.5 hrs sailing). On our way there we can make another stop for a swim at the beach of Kolimbithres with its unique rock formations.
Once in Naoussa, you can walk through its narrow alleys, visit the old port and the Venetian fortress. There are several optional activities that we can organize for you, such as horse riding, wine tour & tasting, hiking, or sea kayak! It only depends on your preferences and mood and you can consult your tour guide for any of these activities you could enjoy while on the island.

Today, after breakfast we’ll sail to Antiparos island, just a few miles away. You can enjoy swimming and snorkeling in one of the island’s secluded beaches before we set sails to the unspoiled and charming island of Serifos (≈ 25nm, ≈ 3 – 3.5 hrs sailing).
Once we reach the port, we welcome you to walk with us uphill all the way to Chora, the main town of the island. It is a steep, yet short walk up, and the views, especially from the Venetian fortress will captivate your senses! Stroll through the narrow streets and get lost in Chora! Enjoy your dinner in one of the traditional tavernas and why not, some drinks afterward in one of the fancy bars.

After breakfast, we’ll set sail back to Kythnos island, however, this time we will dock at the main port, Merichas (≈ 23nm, ≈ 3 hrs sailing).
Upon arrival in Merichas, you can join us on a hiking trail through the island’s ancient history! Starting right from Merichas, we’ll hike towards Vryokastro, the island’s ancient capital, and then to the probably most stunning beach of the island, Kolona! A short hike up will take us to the hill of Vryokastro, a currently abandoned archaeological site and one of the most important prehistoric settlements in the Aegean. Archaeological research has brought to light findings dating back to the Mesolithic Age.
Afterward, we’ll descend to the white sandy beach of Apokrousi, where we’ll make a stop to relax and swim. Next comes one of the island’s highlights, the unique beach of Kolona. It is actually a strip of sand joining Kythnos with the islet of Agios Loukas, creating a landscape of unparalleled beauty! Once there, you can enjoy swimming and snorkeling, as well as lunch at the only tavern on the beach (if open) or snack lunch. You will later be transferred back to the port. (Total Hike Duration: 3 hours / 4-5 hours incl. stops | Total Distance: ≈ 5.5 – 6.5 km).
You can enjoy your dinner in one of the local tavernas in Merichas or grab a taxi and head to the picturesque Chora, the capital of the island.

After breakfast, we’ll set on our sailing trip back to Athens (≈ 50nm, ≈ 6.5 hrs sailing). We will make a stop en route for swimming (probably near Cape Sounio, gazing at the spectacular Temple of Poseidon), before we reach Athens.

In the morning, by 9:30 am – 10:00 am, you will have to check out from the boat. You can either arrange a transfer to the airport if you need to catch your flight, or continue your holidays in Greece!