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Sailing Cyclades Islands

Visit the famous Cyclades Archipelago On Board Your Private Yacht

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Nestled like jewels in the shimmering Aegean Sea, the Cyclades Islands stand as a testament to the unparalleled beauty of the Greek archipelago. With their iconic whitewashed buildings, azure waters, and captivating landscapes, the Cyclades exude an irresistible allure that beckons travelers from around the globe. Each island boasts its unique charm and character, from the cosmopolitan streets of Mykonos to the pristine nature of Paros. Whether you seek adventure, relaxation, or cultural immersion, the Cyclades offer a kaleidoscope of experiences waiting to be discovered on board your private yacht!

When is the Best Time to Visit the Cyclades Islands?

The Cyclades boast a Mediterranean climate, featuring hot, dry summers and mild, wet winters. The peak season from June to August offers endless sunny days and warm temperatures, perfect for beach activities and vibrant nightlife. Alternatively, the shoulder seasons of spring (April to May) and autumn (September to October) provide a more tranquil experience with blooming wildflowers and mild temperatures ideal for outdoor adventures. Whether you prefer the lively buzz of summer or the peaceful ambiance of the shoulder seasons, the Cyclades offer enchantment year-round.

Are the Cyclades Windy?

For sailors embarking on a journey around the Cyclades, understanding the region's wind patterns, such as the prevailing Meltemi, is crucial for safe navigation and enjoyable sailing experiences. While the winds can be strong at times, they also offer exhilarating opportunities for sailing enthusiasts to harness the power of the Aegean Sea.

Despite the wind, each island offers its own sheltered spots and unique charm, adding to the allure of the Cyclades experience.

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BOAT RENTAL CYCLADES ISLANDS: BOOK TODAY

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Sailing Cyclades Islands: Our 7-Day Itinerary 

Day 1: Kea 

Day 2: Andros

Day 3: Mykonos

Day 4: Paros

Day 5: Syros

Day 6: Kythnos

Day 7: Lavrion


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Day 1 - Kea

  • Distance from Lavrion: Approximately 15 nautical miles

  • Travel Time: Around 2 hours

Departing from the city of Lavrion, you will begin your Cyclades adventure with a sail to Kea, also known as Tzia, a serene island with pristine beaches and traditional Cycladic villages. As you approach Kea by boat, marvel at the rugged coastline and hidden coves that dot the island's shores. Cruise along the coastline to discover secluded beaches accessible only by sea, perfect for swimming and snorkeling. Take advantage of the opportunity to explore the underwater caves and rock formations that fringe the island's coastline, providing a unique perspective of Kea's natural beauty.

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Day 2 - Andros

  • Distance from Kea: About 30 nautical miles

  • Travel Time: Approximately 3-4 hours

Sail to Andros, the northernmost island of the Cyclades known for its lush landscape, rich history, and cultural heritage. As you approach Andros by boat, you'll be greeted by dramatic cliffs, hidden sea caves, and crystal-clear waters ideal for diving and exploring underwater marine life. Cruise along the island's rugged coastline to discover secluded beaches and picturesque coves perfect for anchoring and enjoying a peaceful day at sea. Take in the panoramic views of Andros' verdant hillsides and traditional villages nestled amidst olive groves and citrus orchards.

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Day 3 - Mykonos

  • Distance from Andros: Around 50 nautical miles

  • Travel Time: Approximately 5-6 hours

Arrive in Mykonos, the epitome of Cycladic glamour and charm. As you approach Mykonos by boat, take in the iconic sight of the island's windmills and whitewashed buildings cascading down the hillside to the azure waters below. Cruise along Mykonos' southern coastline to discover secluded beaches and hidden coves accessible only by sea, offering privacy and tranquility away from the bustling crowds. Drop anchor in one of the island's sheltered bays and enjoy a leisurely day of swimming, sunbathing, and soaking up the Mediterranean sun.

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Day 4 - Paros

  • Distance from Mykonos: Approximately 20 nautical miles

  • Travel Time: Around 2-3 hours

Sail to Paros, a beautiful island known for its traditional villages, stunning beaches, and vibrant nightlife. As you approach Paros by boat, marvel at the island's golden sandy beaches, turquoise waters, and rugged coastline that beckons exploration. Cruise along the island's eastern shore to discover hidden caves, rock formations, and pristine beaches ideal for snorkeling and underwater exploration. Drop anchor in the sheltered bay of Naoussa and explore the charming fishing village and its picturesque harbor lined with traditional tavernas and cafes.

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Day 5 - Syros

  • Distance from Paros: About 25 nautical miles

  • Travel Time: Approximately 3-4 hours

Sail to Syros, the administrative capital of the Cyclades, known for its neoclassical architecture, cultural heritage, and vibrant atmosphere. As you approach Syros by boat, take in the stunning sight of Ermoupolis, the island's main port, with its elegant mansions, marble-paved streets, and bustling waterfront. Cruise along the island's coastline to discover hidden coves, secluded beaches, and pristine bays perfect for anchoring and enjoying a refreshing swim. Drop anchor in the sheltered bay of Vari and explore the picturesque village with its colorful houses and quaint cafes.

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Day 6 - Kythnos and Return to Lavrion

  • Distance from Syros to Kythnos: Around 25 nautical miles

  • Travel Time: Approximately 3-4 hours

  • Distance from Kythnos to Lavrion: Approximately 20 nautical miles

  • Travel Time: Around 2-3 hours

Sail to Kythnos, a tranquil island known for its thermal springs, traditional villages, and unspoiled beaches. As you approach Kythnos by boat, cruise along the island's rugged coastline to discover hidden caves, secluded bays, and pristine beaches perfect for swimming and snorkeling. Drop anchor in the sheltered Loutra bay and dip in the healing waters of the island's natural hot springs. Explore the picturesque village of Chora with its winding alleys, whitewashed houses, and panoramic views of the Aegean Sea. In the late afternoon, as you sail back to Lavrion, take in the scenic views of the coastline and cherish the memories of your sailing adventure. 

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Day 7 - Lavrion and Return to Charter

On your final day, return to Lavrion and disembark from your charter. Spend time exploring the town's historic sites, relaxing at a seaside cafe, and reflecting on your unforgettable journey through the Cyclades.

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Discover our favorite yachts

  • Sailing boat
  • 2020
  • 52 ft

Jeanneau Sun Odyssey 519

Paros, Cyclades Islands

  • 12 berths
  • 4+1 cabins
  • 3 WC
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    Starting from€2,978

    Price of the whole boat

    • Catamaran
    • 2020
    • 40 ft

    Bali 4.1

    Paros, Cyclades Islands

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    • 4+1 cabins
    • 4 WC
      Up to-20%
      Starting from€2,801

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      • Catamaran
      • 2023
      • 39 ft

      Fountaine Pajot Isla 40

      Paros, Cyclades Islands

      • 10 berths
      • 4+1 cabins
      • 4 WC
        Up to-38.09%
        Starting from€3,707

        Price of the whole boat

        • Catamaran
        • 2023
        • 42 ft

        Lagoon 42

        Paros, Cyclades Islands

        • 10 berths
        • 4 cabins
        • 4 WC
          Up to-15%
          Starting from€3,403

          Price of the whole boat

          • Sailing boat
          • 2018
          • 41 ft

          Beneteau Oceanis 41.1

          Mykonos, Cyclades Islands

          • 6 berths
          • 3 cabins
          • 2 WC
            Up to-10%
            Starting from€2,192

            Price of the whole boat

            • Sailing boat
            • 2019
            • 44 ft

            Jeanneau Sun Odyssey 440

            Paros, Cyclades Islands

            • 10 berths
            • 4 cabins
            • 2 WC
              Up to-15%
              Starting from€2,151

              Price of the whole boat

              • Catamaran
              • 2024
              • 55 ft

              Bali 5.4

              Mykonos, Cyclades Islands

              • 10 berths
              • 5+3 cabins
              • 6 WC
                Up to-5%
                Starting from€20,174

                Price of the whole boat

                • Catamaran
                • 2024
                • 50 ft

                Lagoon 51

                Mykonos, Cyclades Islands

                • 10 berths
                • 6 cabins
                • 4 WC
                  Up to-5%
                  Starting from€20,433

                  Price of the whole boat

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