Weekly Cruises
Morning Sailing Cruise
to Dia Island
6 Hours
Up to 12 Passengers
Full Meal and Drinks
Active Sailing
Water Activities
Group Cruise or Private Cruise

Short Distances, Big Adventures
The Cyclades are known for their close proximity, making each trip smooth and enjoyable. With distances ranging from just 2 to 30 nautical miles, sailing times vary between 30 minutes and 4 hours — perfect for a blend of relaxing sails and thrilling island explorations.
Life Onboard: Comfort & Freedom
Your journey isn’t just about the destinations—it’s about the experience at sea. Aboard Princess, you'll enjoy the perfect balance of adventure and relaxation. Start your mornings with a dip in crystal-clear waters, spend afternoons lounging on deck or exploring hidden coves, and savor peaceful evenings under a sky full of stars. With a fully equipped sailing boat as your home, you have the freedom to embrace the rhythm of the Aegean at your own pace.

A Journey Tailored by Wind and Exploration
We let the winds and your sense of adventure guide us. Depending on weather conditions and preferences, we sail to some of the most enchanting islands in the Aegean. Below is an example of a possible sailing route — but the beauty of this journey is its flexibility. Whether you’re seeking lively destinations or secluded escapes, large islands or hidden gems, cosmopolitan vibes, or archaeological wonders, we design each route with your desires in mind.
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Anafi: Spend a couple of days soaking in pristine beaches and untouched landscapes. Created by Apollo, the god of light, Anafi is a divine combination of striking cliffs and golden sand.
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Astypalaia: The “butterfly” of the Aegean is a carousel of well protected bays with its capital being a home to one of the most unique Venetian castles. Moor at the lively port or anchor in secluded bays for peaceful nights under the stars.
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Amorgos: Wander around the one of the most beautiful Choras of the Aegean. A town taken straight out of a Greek fairytale. Breathtaking monasteries hanging off the cliff and peculiar shipwrecks are just a few of the island’s mysteries.
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Schinousa: Have you ever covered a whole island by foot? Schinousa is just 9 sq. km and you can easily walk around it in a couple of hours. With a relaxed, unhurried way of life, briefly stirred by lively festivals, this island is an ideal spot to unwind and enjoy tranquility.
Let Princess become your floating home, offering comfort and convenience as we move from island to island.
Why Choose Our Weekly Sailing Cruises?
- Explore multiple islands effortlessly, free from ferry schedules.
- Wake up each day to a new breathtaking destination in the comfort of your boat.
- Experience a flexible journey tailored to the weather and your preferences.
- Sail on a safe and comfortable boat, built in Greece and designed specifically for navigating in Aegean’s weather conditions.
- Follow one of the most ancient sailing routes, steeped in history and maritime tradition.
- Enjoy the perfect blend of adventure and relaxation, with opportunities to explore remote beaches, charming villages, and cultural landmarks. Let’s make your next adventure unforgettable — a journey where the Aegean Sea becomes your playground.






