Navigating the Cyclades: A Sailing Guide to Lesser-Known Islands

The Cyclades, a group of islands scattered across the azure waters of the Aegean Sea, have long been a sailing paradise for adventurers and sunseekers alike. Most travellers are familiar with famous islands such as Mykonos and Santorini, but a hidden treasure trove of lesser-known gems is waiting to be explored. In this sailing guide, we’ll set our course away from the well-trodden path and discover the Cyclades’ secret charms.

Setting Sail

Before we hoist the sails and embark on our adventure, it’s essential to plan and prepare for a smooth voyage. The Cyclades, like any other sailing destination, require careful navigation, safety precautions, and respect for the environment.

Choose Your Vessel: You can either charter a sailing yacht with a skipper or if you’re an experienced sailor, rent a bareboat. Choose a vessel that suits your needs and level of expertise.

Navigation Tools: Ensure you have updated nautical charts, GPS systems, and reliable weather forecasts. The Aegean can be unpredictable, so always watch the weather.

Provisions: Stock up on provisions like food, water, and fuel. While most islands have ports and harbours, it’s wise to be self-sufficient.

Respect the Environment: The Cyclades are an ecological treasure. Respect marine life, dispose of waste properly, and anchor responsibly to protect the delicate ecosystem.

Exploring the Lesser-Known Cyclades

Now that we’re prepared, let’s set sail and explore the lesser-known islands of the Cyclades.

  1. Amorgos: Start your journey with a visit to Amorgos, a rugged and unspoiled island that gained fame as the setting for the movie “The Big Blue.” Explore its charming villages, hike the cliffs, and visit the stunning Chozoviotissa Monastery perched on a cliff.

  1. Folegandros: A short sail from Amorgos, Folegandros is a tranquil haven with pristine beaches and charming, whitewashed towns. Don’t miss the hike to the Church of Panagia and the breathtaking views it offers.
  1. Sikinos: Known for its laid-back vibe and traditional Greek hospitality, Sikinos is a hidden gem. Visit the picturesque village of Chora and savour local delicacies in tavernas tucked away in narrow alleys.
  1. Kimolos: Just a stone’s throw from popular Milos, Kimolos is a peaceful paradise with crystal-clear waters and colourful volcanic landscapes. Explore the quaint capital, Chorio, and relax on the serene beaches.

  1. Serifos: Serifos exudes Cycladic charm with its cobblestone streets, traditional architecture, and stunning vistas. Hike up to the Venetian Castle for panoramic views and enjoy fresh seafood in Livadi.
  1. Iraklia: This tiny island is a nature lover’s dream. With only a handful of inhabitants, it offers tranquillity and a chance to connect with the natural world. Explore caves, hike to the highest point for a spectacular sunset, and swim in crystal-clear waters.
  1. Schinoussa: Another hidden gem, Schinoussa, boasts some of the Cyclades’ most beautiful beaches. It’s the perfect place to unwind and disconnect from the hustle and bustle of modern life.
  1. Donoussa: Known for its peaceful ambience, Donoussa is an excellent spot for snorkelling and diving. The pristine waters and underwater caves are a must-see for marine enthusiasts.



As you navigate the Cyclades’ lesser-known islands, you’ll discover that the true beauty of this archipelago lies not just in its stunning landscapes but in the sense of adventure and discovery that comes with each hidden cove, charming village, and friendly local encounter. So, hoist your sails, follow the wind, and let the Cyclades reveal their secrets to you—one island at a time.

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