Cyclades & Dodecanese
Overview
Destination Overview: The Greek Cyclades
The Allure of the Cyclades: A Yachting Paradise
The Cyclades archipelago, a cluster of idyllic islands set in the heart of the Aegean Sea, represents the pinnacle of the superyacht experience. This is a realm where ancient myths and modern luxury converge, where whitewashed villages cascade down volcanic cliffs to meet crystalline turquoise waters. A yacht charter in the Cyclades is not merely a vacation; it is an immersion into a world of breathtaking beauty, cultural richness, and unparalleled freedom. The ability to navigate this stunning seascape at your own pace, to discover secluded coves and vibrant harbors, and to awaken each day to a new, breathtaking vista is a privilege that only a private yacht can afford. The close proximity of the islands allows for short cruising distances, maximizing your time for exploration and enjoyment. From the cosmopolitan glamour of Mykonos to the serene beauty of Sifnos and the dramatic landscapes of Santorini, the Cyclades offer a kaleidoscope of experiences, ensuring that every day of your charter is as unique and unforgettable as the last.
The Charter Season: When to Embark on Your Cycladic Odyssey
Ideal For
Yacht Recommendation
A 35–55m motor yacht handles the Meltemi winds well. Choose a vessel with a shallow draft for accessing the smaller island harbours and hidden coves.
Duration
7 Days
Total Distance
300 nautical miles
Best Season
May – October
Region
Cyclades & Dodecanese
Ports of Call
7 destinations
Ideal For
Island Hoppers, History Buffs, Couples, Families
Daily Sailing Distances
YOUR JOURNEY
300 nautical miles across 7 extraordinary destinations. This is a sample itinerary — your captain will tailor every detail to your preferences.

Day 1
Your journey begins in the historic heart of Athens. Step aboard your private yacht, a sanctuary of luxury and elegance, where the crew awaits to cater to your every whim. As you settle into your magnificent suite, a gourmet breakfast is served on the aft deck, offering panoramic views of the ancient city. The yacht then sets a course for the serene island of Kea, a hidden jewel in the Cyclades, leaving the bustling capital in its wake.
Arriving in Kea, the yacht anchors in a secluded bay, its turquoise waters beckoning you for a refreshing swim. The afternoon is yours to enjoy – indulge in the yacht's extensive collection of water toys, from jet skis to paddleboards, or simply bask in the Mediterranean sun. For those with a spirit of adventure, Kea’s rugged landscape offers a network of ancient trails, leading to breathtaking vistas of the Aegean Sea.
As twilight descends, the sundeck becomes the perfect setting for pre-dinner cocktails, with the setting sun painting the sky in hues of orange and pink. Ashore, the charming fishing village of Vourkari awaits, its waterfront tavernas serving the freshest seafood in a lively, yet relaxed, atmosphere. A memorable dinner at a celebrated local restaurant, such as the renowned Aristos, provides a perfect end to your first day. Returning to the yacht, a nightcap under a canopy of stars concludes a perfect introduction to the Cyclades.
Time your departure to pass Cape Sounion at sunset — the Temple of Poseidon glowing golden from the sea is unforgettable.

Day 2
Awaken to the gentle rhythm of the waves and enjoy a sumptuous breakfast as the yacht glides towards Sifnos, an island celebrated for its pristine beaches, picturesque villages, and exceptional cuisine. The morning’s cruise offers ample opportunity to relax and soak in the ever-changing coastal scenery.
Upon arrival, the yacht’s tender will take you to the enchanting medieval village of Kastro. Lose yourself in its labyrinthine streets, where whitewashed houses and ancient archways whisper tales of a bygone era. The panoramic views from the village’s edge are simply breathtaking. Later, the yacht will anchor in a tranquil cove, providing a private haven for an afternoon of swimming, sunbathing, and utter relaxation.
As evening approaches, the vibrant port of Kamares comes alive. Sifnos is a gastronomic paradise, and a visit to the acclaimed Omega3 restaurant is a must for any discerning foodie. Here, you can savor innovative dishes crafted from the finest local ingredients, accompanied by a selection of exquisite Greek wines. The lively yet sophisticated atmosphere of Kamares provides a perfect backdrop for an unforgettable evening.
Hydra has no cars or motorbikes — only donkeys and water taxis. It's the most authentic Greek island experience.

Day 3
After a delightful breakfast, the yacht charts a course for Milos, a volcanic island of dramatic beauty. The coastline is a masterpiece of nature, with colorful rock formations and hidden sea caves. The legendary bay of Kleftiko, a former pirate hideout, is your destination. Its towering white cliffs and emerald waters create a scene of unparalleled beauty.
The afternoon is dedicated to exploring the wonders of Kleftiko. The yacht’s tender will navigate you through a network of sea caves and arches, revealing hidden beaches and secret passages. Kayaking and paddleboarding offer a more intimate way to experience this natural marvel. A refreshing swim in the crystal-clear waters is followed by a delectable lunch on board, prepared by your private chef.
As the day draws to a close, the yacht cruises to the charming fishing village of Pollonia. Here, you can enjoy a delightful dinner at one of the waterfront tavernas, such as the highly-regarded Gialos, which serves the freshest catch of the day in a picturesque setting. The relaxed ambiance of Pollonia provides a perfect contrast to the day’s adventures.
The pine-fringed beach of Zogeria is only accessible by boat — your tender makes it an exclusive escape.

Day 4
Awaken to the captivating beauty of Milos and enjoy a final breakfast before the yacht sets sail for the legendary island of Santorini. The approach to Santorini is a spectacle in itself, as the sheer cliffs of the caldera rise dramatically from the deep blue sea. The whitewashed villages clinging to the clifftops create a scene that is both iconic and awe-inspiring.
The yacht anchors in the picturesque Amoudi Bay, nestled at the foot of the cliffs of Oia. A refreshing dip in the azure waters is followed by a sumptuous lunch on board. In the afternoon, the tender will take you ashore to explore the enchanting village of Oia. Wander through its narrow cobblestone streets, browse the chic boutiques, and admire the iconic blue-domed churches.
The Santorini sunset is a spectacle not to be missed. Witness this magical moment from the privacy of your yacht’s sundeck, cocktail in hand, or from a cliffside bar in Oia. For dinner, a reservation at the world-renowned Lauda Restaurant is a must. Perched on the edge of the caldera, it offers a culinary experience that is as breathtaking as the views.

Day 5
After a leisurely breakfast, the yacht cruises to the island of Ios, a haven of beautiful beaches and vibrant nightlife. The stunning Manganari Beach, with its golden sands and turquoise waters, is your destination. Here, you can spend the morning swimming, sunbathing, and enjoying the yacht’s water toys in a setting of idyllic beauty.
For a change of scenery, the tender can take you to the nearby Mylopotas Beach, one of the most popular in the Cyclades. Here, you can soak up the lively atmosphere and enjoy a refreshing drink at one of the beach bars. Alternatively, simply relax on the yacht and let the crew cater to your every need.
As the sun sets, the charming main town of Ios, Chora, comes alive. Its narrow streets are a maze of whitewashed houses, boutique shops, and lively bars. Enjoy a delicious dinner at a traditional Greek taverna, such as the acclaimed Lord Byron, before immersing yourself in the island’s legendary nightlife.
Paros' marble quarries produced the famous Parian marble used for the Venus de Milo. You can visit the ancient quarries.

Day 6
After a final breakfast in Ios, the yacht sets a course for Paros, an island that perfectly blends cosmopolitan charm with traditional Greek beauty. The picturesque fishing village of Naoussa, with its charming harbor and Venetian fortress, is your destination. The morning is spent cruising and enjoying the amenities of the yacht.
Upon arrival in Naoussa, the tender will take you ashore to explore its enchanting streets. Discover hidden courtyards, browse the chic boutiques, and admire the local art galleries. A short cruise will then take you to the unique Kolymbithres Beach, where granite rock formations create a series of small, sandy coves – a perfect spot for a refreshing swim.
The waterfront of Naoussa is lined with an array of exceptional restaurants. A table at the celebrated Barbarossa is a must, offering exquisite seafood and unparalleled views of the harbor. After dinner, the village’s sophisticated cocktail bars, such as Agosta, provide a perfect setting for a nightcap.

Day 7
Enjoy a final, leisurely breakfast on board as the yacht cruises towards the glamorous island of Mykonos, the grand finale of your Cycladic adventure. The yacht will anchor in a secluded bay, offering one last opportunity for a refreshing dip in the Aegean’s turquoise waters.
The afternoon is dedicated to exploring the iconic landmarks of Mykonos Town. Wander through the charming streets of Little Venice, with its colorful houses perched on the water’s edge, and admire the famous windmills that stand as silent sentinels above the town. A farewell lunch at a seaside restaurant, such as the legendary Nammos on Psarou Beach, provides a fitting end to your culinary journey through the Cyclades.
As the sun sets on your unforgettable voyage, the crew will host a farewell cocktail party on the yacht’s sundeck. Raise a glass to the memories made and the beauty of the Greek islands. You will then be chauffeured to Mykonos International Airport for your departure, your heart filled with the magic of the Cyclades.
COMPLETE ROUTE
300 nautical miles across 7 destinations. Click any marker to explore that day's details.
Real photos from the stunning locations on this itinerary.
PERFECT YACHTS FOR THIS ROUTE
These superyachts operate in the region and are ideal for this itinerary. Your charter specialist will match the perfect vessel to your requirements.
Crewed superyachts available for charter — prices are weekly starting rates












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YOUR VOYAGE AWAITS
This itinerary is a starting point. Your dedicated charter specialist will refine every anchorage, restaurant reservation, and shore excursion to create a voyage uniquely yours.
Selected Itinerary
Greek Islands Discovery
Cyclades & Dodecanese · 7 Days