7 Day Cyclades Crewed Sailing Yacht Itinerary

Cyclades crewed sailing yacht itinerary

Discover Athens, Kythnos, Mykonos, Paros, Ios, Sifnos & Serifos

Overview | Athens | Kythnos | Mykonos | Paros | Ios | Sifnos | Serifos


Charter a crewed sailing yacht from Athens, a city of history, culture and beauty for the ultimate holiday in the Greek Islands. With everything from archaeological sites to some of the liveliest beach clubs in the Mediterranean, you can experience every aspect of this varied and colourful landscape whether you prefer the tranquillity of empty bays and quaint fishing villages or scintillating nightlife and fabulous cuisine.

Day 1: Athens to Kythnos

Athens - Cyclades Crewed sailing yacht itinerary

Start your crewed sailing yacht charter in the heart of Greece’s capital city before you set sail for the Greek islands. You can graze along the mainland coast almost all the way to Kythnos, an island of undulating hills and beautiful beaches.

You can anchor in a bay and enjoy a picnic on the beach and spend your afternoon floating on the azure waters or snorkelling down below. In the evening, why not enjoy the port town of Merihas with its lively restaurants and bars.

Day 2: Kythnos to Mykonos


For those who enjoy an exhilarating nightlife, stunning beaches and great shopping, Mykonos is a must-visit. Allow your crew to set sail for this great island and spend the day anchored off the shore of a beautiful bay before heading into the port for the evening.

For a romantic meal this evening, book a table in Avra’s bougainvillea-draped courtyard serving excellent food or for a more exhilarating meal, dine at Uno Con Carne where a DJ, prime steaks and oysters make for a fabulous night in Mykonos town.

Day 3: Mykonos to Paros


Sail south in this gorgeous Greek weather for the island of Paros. Spend some time on the beach, or swimming in one of the lovely bays, before heading inland to explore this island whose natural beauty and fabulous footpaths connecting the villages are truly breath-taking.

Some of the finest restaurants of the Cyclades can be found here for dinner this evening, including Marios in the old venetian port of Naoussa, and Barbarossa, a wonderful seafood restaurant that is not to be missed! Another great restaurant is Levantis, with a vine-covered courtyard and exciting menu, this is sure to be a memorable meal.

Day 4: Paros to Ios


Spend your morning enjoying a leisurely breakfast in the sunshine while your crew sail on to Ios and stop off in the port of Ormos harbour. From the harbour, you can walk or take the bus up to the beautifully picturesque village of Chora, a stunning place to walk around as it is inaccessible for any kind of vehicle.

Be sure to take the time to try out some of the best restaurants on the island, including Ios Club Restaurant which offers a wonderfully romantic ambience as well as tantalizing Greek cuisine and delicious cocktails.

Day 5: Ios to Sifnos


Anchor off the beautiful island of Sifnos after a morning sail with your crew. This island, with its three quaint towns and breath-taking vistas from every angle is an unforgettable landscape.

If you wish to explore inland, there is an abundance of olive groves, almond trees, oleander and herbs that create a delicious tang to the surrounding air. You can enjoy snorkelling the surrounding coves and in the evening, a meal in a local taverna will not disappoint.

Day 6: Sifnos to Serifos


This is the perfect destination for your final night on board. Walk the streets of one of the most elegant towns in the Cyclades, being circular in shape and looking down over the rest of the island from the top of a rocky hill. Enjoy the quaint bars, restaurants and tavernas that line the narrow streets or walk up to the 15th century Venetian castle for a fantastic view of the sunset over the azure Greek waters.

Day 7: Serifos to Athens

Today spend your final day swimming and enjoying the bays of the island of Serifos before sailing back to Athens, your final destination. Enjoy a beautiful meal on the harbourside and say goodbye to your wonderful crew and yacht the next morning.

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