8 Day Cyclades Crewed Catamaran Itinerary

8 Day Cyclades Catamaran Itinerary - Dicover Mykonos, Paros, Milos and Santorini on your Greece Yacht Charter

Begin your Greek Islands adventure by chartering a yacht from the exciting island of Mykonos and visit ancient relics, beautiful beaches and eat wonderful fresh seafood as you sail from island to island. Try out some of the best restaurants in Greece, including the renowned Nammos, Hakkassan Mykonos, and Katrin. Make sure to enjoy the peaceful beauty of islands such as Milos and wander the whitewashed streets of Santorini and Ios. 

Day 1: Mykonos to Syros and then to Serifos

Set sail from the lively island of Mykonos to the beautiful island of Syros, known for its large town Ermoupoli which is the capital of the Cyclades. This town is the perfect amalgamation of traditional and modern Greece, despite being a relatively small island. There are plenty of fantastic restaurants to choose from, and as the Cyclades capital the streets are bustling all year round.

After a wonderful lunch, you can step back on board to explore the next island of Serifos, which is the perfect destination to spend the night. 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 2: Serifos to Kimolos and then to Milos

Milos, Greece - Boatbookings Luxury Yacht Charter

This morning you will sail from Serifos to Kimolos, an island made up of volcanic soil that has produced some of the best beaches in the Cyclades. Visit the north side of the island to see the resident seals that inhabit the shores, or drop anchor and take your tender in to the beaches of Ayioklima, Prassá, Thérma and Kástro and visit the peaceful thermal springs.

In the afternoon, you can sail on to Milos with its white sandy beaches and gorgeous landscapes, is sure to be a winning destination for your charter group. For those of you who love to explore below the water, visit the underwater caves between the islands of Mílos, Kimolos and Polyegos. The island has a number of quaint villages wonderful for wandering around. Sail to the harbour of Adámantas, a town filled with snow-white houses covered in colourful flowers. There are plenty of restaurants to choose from with stunning views of the sea.

Day 3: Milos to Poliegos and then to Folegandros

Cruise your way to the uninhabited island of Polyaigo this morning which is actually home to a variety of goats! The caves and beaches of this island make it an ideal place to snorkel and explore the underwater marine life - you may even see some monk seals on your exploration of the island. 

After lunch, it’s time to hop back on board and set sail for the port of Folegandros in the small village of Karavostasis. With untouched beaches and azure waters, this is the perfect place to spend the evening away from the busier tourist destinations. This peaceful island has three villages in total to explore, but the port also offers excellent restaurants for the evenings if you are quite happy to sit back and enjoy the tranquillity of this island.

Day 4: Folegandros to Sikinos and then to Santorini

Today you can sail to Sikinos or the “Island of Wine” as it was known in Ancient Greece. You can stop in the harbour with a long sandy beach nearby and a few tavernas for a spot of local lunch. The island is largely covered in the old agricultural terraces and there are also several ancient ruins to explore.

In the afternoon, sail to one of the most famous islands of the Cyclades, Santorini, at the southernmost tip of the Cyclades. The port of Athinios is where you will most likely sail to, and from there you can make your way to the capital of Fira. Be sure to visit the winery to taste some of the local produce and take your time to wander the town of Oia, stopping for coffee, dinner or just some shopping. The best restaurants in Santorini include Koukoumavlos, where you will experience an outstanding fine dining experince with breathtaking vistas of the Santorini volcano, and 1800, serving up traditional Greek dishes with a creative twist. 

Day 5: Santorini to Ios, then to Amorgos

Today you can visit the hilly island of 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 wonderful place to walk around as it is inaccessible for any kind of vehicle. If you have time make sure to try out some of the best restaurants on the island, including Ios Club Restaurant which offers a wonderfully romantic ambience as well as tantilizing Greek cuisine. 

Take your time to sail on to the island of Amorgos, featuring wonderful ancient relics such as broken down towers, tombs and stone tools are some of the exciting finds of the island. This evening, be sure to try a glass of the local tipple, Rakomelo – a digestive spirit and a “home remedy” for sore throats.

Day 6: Amorgos to Koufonisia and then to Paros

After a historic day in Amorgos, sail to the 3 islands of Koufonisia, thought to have been inhabited since prehistoric times. Stop in a restaurant for lunch and you will be sure to enjoy the latest catch of the local fishermen who supply the restaurants. The beaches of this island are what make it so special, being largely unpopulated and ending beautifully in the crystal waters of the Aegean, anchoring in a bay and taking your tender in to the shore to one of these peaceful beaches is a must-do.

This afternoon, after some time on the beach, or swimming in the bay, sail to the isle of Paros 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 7: Paros to Delos to Rinia and then to Mykonos

This morning, set sail for the island of Delos, near Mykonos. There have been many exciting archaeological finds on this island which can be seen in the island’s museum or in the archaeological museum in Athens. You can hire a guide to take you on a tour of some of the amazing artefacts of this famous island, the birthplace of the twin gods Apollo and Artemis. Avoid the noise of civilisation and anchor off the beautiful island of Rinia for your lunch.

After lunch and perhaps a dip in the sea, set sail for the final stop of Mykonos. This island offers a vibrant nightlife and is the perfect final stop for souvenir shopping and to enjoy the livelier side of Greek island life. Walk through the streets and enjoy the traditional houses and windmills alongside the modern boutiques and restaurants. Stopping in the bay of Ormos, you may wish to do some late afternoon snorkelling before heading back to the port, or even try out some scuba diving at Grouper Rocks.

Day 8: Disembark

This morning it is time to say goodbye to your wonderful catamaran and take to the beaches and streets of Mykonos. We hope you have had an amazing holiday!

If this itinerary has given you a zest for traditional Greek island life, then be sure to contact us today to start planning your Cyclades catamaran charter.

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