Greece Sailing Itinerary: 7 Days Through the Cyclades Islands

Greece Sailing Itinerary: 7 Days Through the Cyclades Islands

Setting out on a sailing expedition across Greece’s Cyclades Islands is an experience of a lifetime. The Cyclades provide a unique sailing experience with its recognisable whitewashed houses, glistening waters, and lively cultures. Greek catamaran charter offer the ideal fusion of luxury and discovery, enabling travellers to find this archipelago’s undiscovered treasures. Whether you’re looking for quiet beaches, interesting historical places, or a vibrant nightlife, a 7-day plan in the Cyclades guarantees an amazing journey.

Launching: Departing from Mykonos

Day 1: The Windmill Isle, Mykonos

Initiate your sailing journey in Mykonos, a town renowned for its lively nightlife, breathtaking beaches, and the recognisable line of windmills looming over the town. Take a day to explore Chora’s winding streets, unwind on Ornos or Psarou beaches, and take in the city’s eclectic vibe. Get ready for an exciting evening at some of the most well-known bars and clubs in the Aegean as the sun sets.

7 Days Through The Cyclades Islands 2

7 Days Through The Cyclades Islands 2

How to Get to Naxos

Day 2: The Island of Zeus, Naxos

Set out for the biggest and most productive island in the Cyclades, Naxos. Naxos, a destination well-known for its breathtaking alpine scenery, historic sites, and charming towns, provides a mix of action and peace. Take a walk up Mount Zeus, visit the Temple of Apollo, or just laze about on the expansive sandy beaches. For those who value the magnificent outdoors and rich historical legacy, Naxos is a veritable paradise.

Investigating the Mystery: Iraklia

Day 3: The Seclusion of Iraklia

Head for Iraklia, one among the Small Cyclades’ lesser-known gems. Iraklia offers a serene way of life and an ideal getaway from the bustle of the city. Hike to the island’s highest point for panoramic views, explore the Cave of Saint John, or go snorkelling in the pristine seas. It’s a day to appreciate life’s small joys and get back in touch with the natural world.

Journeying to the Core of the Cyclades Islands: Paros

Day 4: The Marble Island of Paros

Paros, known for its historic marble quarries, stunning beaches, and quaint towns, is the place you will be visiting next. The magnificent Panagia Ekatontapiliani church may be found in the capital city of Parikia, while the beautiful village of Naoussa has a bustling waterfront and winding lanes. Golden Beach is a well-known location for windsurfing and kitesurfing aficionados.

A Full Day Spent at Antiparos

Day 5: The Undiscovered Gem of Antiparos

You can reach Antiparos, an island renowned for its tranquil mood and breathtaking scenery, after a short sail from Paros. Take a peek at the breathtaking stalactite formations in Antiparos Cave, or unwind on remote beaches like Soros and Agios Georgios. Savour dinner in a neighbourhood taverna in the evening, where you may try fresh seafood and classic Greek fare.

7 Days Through The Cyclades Islands 3

7 Days Through The Cyclades Islands 3

The Calm of Sifnos

Day 6: The Potter’s Island, Sifnos

Set sail for Sifnos, an island renowned for its exquisite gastronomy, exquisite chapels, and pottery. Hike along the picturesque paths that wind around the island, explore the mediaeval settlement of Kastro, and visit some of the renowned ceramic workshops on the island. The capital of the island, Apollonia, has a bustling nightlife scene with charming tavernas and bars.

Go back to Mykonos

Day 7: Mykonos – Bidding the Cyclades Adieu

Finish your sailing voyage by going back to Mykonos. On your last day, go back to your favourite locations, go shopping for mementos, or just relax at the beach. While you get ready for your next adventure, think back on the amazing moments and the breathtaking scenery of the Cyclades.

Which Cycladic sailing route is the best?

TA combination of all the Cyclades have to offer can be found by starting in Mykonos and sailing around Naxos, Iraklia, Paros, Antiparos, and Sifnos before returning to Mykonos. The ideal sailing itinerary in the Cyclades will depend on your interests and the weather.

7 Days Through The Cyclades Islands 8

7 Days Through The Cyclades Islands 8

The Cyclades: When to Sail Them?

The months of May through September are the best for sailing the Cyclades because of the beautiful weather and more moderate breezes during this time of year.

What is a 7-day itinerary for the Greek Islands?

A seven-day trip to the Greek islands includes touring a variety of well-known and lesser-known islands, going on excursions like climbing and snorkelling, seeing historical monuments, and relaxing on stunning beaches and savouring the regional food.

How Should I Select a Cycladic Island?

Depending on your tastes, you can select any island in the Cyclades. Mykonos is the best place for beaches and nightlife. Paros offers traditional towns and water activities, Naxos offers natural beauty and old ruins, while Sifnos is the ideal destination for those who enjoy Greek food and pottery.

Watch this space for our upcoming parts, where we’ll delve deeper into the special features of each island and offer advice on how to get the most out of your luxury catamaran charters in the Cyclades.

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7 Days Through The Cyclades Islands 4

The Bold Existence of Ios

Day 8: Ios: The Quiet Side of the Party Island

Set sail for Ios, an island renowned for its vibrant nightlife but also home to peaceful villages and breathtaking scenery, after experiencing the tranquilities of Sifnos. Explore the major town, Hora, by day and take in its narrow streets and blue-domed churches. Don’t pass up the opportunity to see the fabled poet Homer’s tomb, which is rumoured to be located here. Manganari Beach is a serene haven for beach enthusiasts, offering pristine seas and a change of pace from the busier areas of the island.

Sikinos’s Unspoiled Beauty

Day 9: Sikinos: An Overview of Customary Cyclades

Sikinos is the place you should go next because of its untainted beauty and relaxed vibe. For individuals searching for tranquilly and a genuine Cycladic experience, this tiny island is a sanctuary. The capital of the island, Chora, is a charming settlement with breathtaking views of the Aegean Sea that is built on a cliff. See the historic Temple of Episkopi and the Monastery of Zoodochos Pigi, two undiscovered treasures that illustrate the rich history of Sikinos.

Folegandros: The Place Where Time Is Still

Day 10: The Island of Serenity, Folegandros

The island of Folegandros, which enthrals tourists with its breathtaking cliffs, unspoiled beaches, and the mediaeval beauty of its principal town, Chora, is the next stop on your itinerary. Discover Chora’s winding streets, where traditional life thrives amid breathtaking scenery. Perched above Chora on a hill, the Church of Panagia provides stunning views of the sea and the island, especially in the evening.

Santorini’s Volcanic Wonder

Day 11: Santorini, The Aegean Jewel

Santorini, the most famous Greek island, is a must-see destination for any sailing vacation in the Cyclades. Santorini, a destination known for its caldera, breathtaking sunsets, and white-washed buildings with blue domes, provides a variety of experiences. Discover the Akrotiri archaeological site, take a wine tasting excursion that highlights the island’s distinctive volcanic wines, or just unwind in Oia while taking in one of the most renowned sunsets on the planet.

7 Days Through The Cyclades Islands 5

7 Days Through The Cyclades Islands 5

The Extensive Past of Anafi

Day 12: Anafi: A Journey Through Time

The less well-known island of Anafi, which is near Santorini, offers a serene contrast to its well-known neighbour. For those who want to get away from the throng and experience the laid-back island lifestyle, this island is ideal. Anafi’s immaculate beaches, such as Roukounas, and its historic ruins, which include the Temple of Apollo, provide a tranquil haven and an opportunity to get back in touch with nature.

Amorgos: The Aegean Blue

Day 13: Amorgos, Known as the Big Blue Island

Continue your journey to Amorgos, an island known for its breathtaking scenery, azure waters, and the impressive Hozoviotissa monastery, which is perched above cliffs with sweeping views of the ocean. It’s understandable why “The Big Blue” chose Amorgos as its filming location. The island is an explorer’s dream because of its stunning natural surroundings, historic pathways, and quaint communities.

Going Back to Mykonos

Day 14: A Complete Circle in Mykonos

As your sailing voyage draws to an end, head back to Mykonos, the starting point of the voyage. This return not only signifies the end of your adventure but also gives you a chance to consider the moments, places, and people that have contributed to making this Cyclades trip remarkable.

A luxury catamaran charter in the Cyclades is an exploration of the essence of the Aegean, not merely a vacation. This tour offers a look into the varied fabric of life in the Cyclades, from the bustling streets of Mykonos and Ios to the tranquil beauties of Sikinos, Folegandros, and Anafi, as well as the striking scenery of Santorini and Amorgos. Every island has a distinct allure that beckons visitors to explore, uncover its mysteries, take in its splendour, and depart with lifelong memories.

7 Days Through The Cyclades Islands 6

7 Days Through The Cyclades Islands 6

Making the Most of Your Sail Experience

Accepting Adaptability

Having the flexibility to modify your schedule according to weather, individual interests, and discoveries made during your voyage is one of the many pleasures of sailing the Cyclades with a greek catamaran charter. Sail with freedom and let the wind lead you to unanticipated discoveries, like a hidden cove, a neighbourhood celebration, or an impromptu invitation from a local.

Tasting Regional Specialties

Every island in the Cyclades has its own distinct tastes, such as the fragrant cheeses of Naxos and the sun-ripened tomatoes of Santorini. Spend some time indulging in these regional specialties, seeing classic tavernas, and mingling with the islanders, who are frequently happy to share their cooking techniques. The Aegean sunset makes the ideal backdrop for savouring these delicious finds, and a luxury catamaran charter offers just that.

Getting Lost in History and Culture

The Cyclades are rich in history, with Byzantine monasteries, historic Cycladic architecture, and ancient ruins. Set up time to visit the historical and cultural attractions on each island. Travelling along historic routes, seeing historical buildings, and discovering the fascinating histories of the islands enhances your trip and strengthens your bond with Greece.

Sailing in a Sustainable Way

It’s essential to practise sustainable sailing as you make your way across the crystal-clear waters of the Cyclades. To preserve the delicate ecosystems of these stunning islands, practise responsible anchoring, reduce your use of plastic, and show respect for marine life. By sailing responsibly, we can make sure that the Cyclades are a safe sanctuary for exploration and enjoyment for future generations.

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7 Days Through The Cyclades Islands 7

Selecting an Island in the Cyclades

Think about what each island is famous for and what you want to experience when choosing which islands to include on your sailing itinerary. Mykonos has a lively nightlife, and Santorini’s sunsets are breathtaking. While smaller islands like Sikinos and Anafi provide a window into a slower, more traditional way of life, larger islands like Naxos and Paros provide a combination of beaches and historic culture. Plan your trip to encompass a variety of activities, from the exciting to the calming, the historic to the picturesque.

When to Set Sail for the Cyclades

The months of July and August are the busiest for sailing and tourism, therefore the ideal times to set out on your sailing experience are late spring to early autumn. May, June, and September are great months to visit if you want to avoid the crowds and have milder weather. You can still enjoy the beautiful Aegean sun in these months, and the mood is more laid back.


An odyssey through time, environment, and the spirit of the Greek islands, a seven-day sailing voyage across the Cyclades is more than just a vacation. Every island has a unique rhythm, tale, and treasures that are just waiting to be discovered. The Cyclades unveil in all their beauty when you go with a catamaran, providing opportunities for exploration, leisure, and pure happiness.

As you embark on this journey, keep in mind that the Cyclades’ genuine beauty is found in its people, their history, and their way of life, not just in their surroundings. Let the Cyclades win your heart and embrace every moment, from the stars that light your path to the breezes that direct you.