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Experience a 7-day luxury sailing adventure in the Cyclades aboard "The Cosmopolitan" Beneteau Oceanis 46.1, exploring islands like Mykonos, Naxos, and Delos.

This 7-day crewed charter on “The Cosmopolitan”, a Beneteau Oceanis 46.1, offers an elegant way to explore the Greek islands of the Cyclades. Priced at $13,356 per group for up to 6 guests, this experience combines comfort, adventure, and cultural discovery. The cruise spans 5 days of actual sailing and island visits, starting from Vlychada Marina in Crete, but the full itinerary of stops and activities makes it feel like a week-long voyage.
Designed for those seeking a luxury sailing experience, the tour is perfect for small groups or families. The vessel features three passenger cabins, two heads, and a dedicated crew including a skipper and deckhand, ensuring smooth sailing and attentive service. While the tour is flexible in timing, it offers a carefully curated route through some of the most iconic Cyclades islands, with a focus on scenic beauty and cultural highlights.
You can check availability for your dates here:Planning more time in Vlichada? We've covered other experiences worth considering.
The adventure starts at Vlychada Marina, where a private transfer from your specified location takes you to the embarkation point. Once onboard, the crew begins to set the tone for a luxurious week at sea. The first major highlight is sailing through Santorini’s caldera, offering breathtaking views of the volcanic cliffs and iconic white buildings.
This initial sailing segment sets a relaxed, scenic pace, giving you a taste of the Cyclades’ beauty. The boat’s crew ensures comfort from the very start, with spacious cabins and well-maintained amenities. Expect a warm welcome and a taste of the Greek hospitality that runs throughout the voyage.
After a scenic sail from Santorini, the yacht arrives at Naxos, the first island on this route. Located in the center of the Aegean Sea, Naxos is famed for its lush landscapes, charming villages, and historic sites. Spending your first night here lets you enjoy the island’s relaxed atmosphere and authentic Greek charm.
On Naxos, you can anticipate stunning views and a peaceful setting that invites exploration. The island’s welcoming vibe makes it easy to unwind after the sail, with plenty of opportunities for strolling through local towns or relaxing on quiet beaches.
Next, the yacht heads to Mykonos, known as “the island of the winds” and distinguished for its cosmopolitan character. Spending two nights on this island provides ample time to enjoy its vibrant scene and luxurious accommodations.
On Mykonos, you’ll find a blend of lively nightlife, elegant restaurants, and famous beaches. The tour offers plenty of free time to explore the winding streets of Mykonos Town, visit iconic sites, or relax by the water. The crew’s presence ensures comfortable living onboard, with meals and daily upkeep handled seamlessly.
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On the fourth day, the cruise sails to Rhynia, a less-visited island featuring ruins of ancient temples and pristine waters. Rhynia’s quiet beauty contrasts with the bustling tourist spots, offering a peaceful spot for swimming and sightseeing.
Later that day, the boat visits Delos, a UNESCO World Heritage site. Known as “where the light was born,” Delos is rich in archaeological significance. The visit offers a chance to walk through ancient ruins, explore temples, and learn about Greek mythology and history. The island’s preserved relics and open-air sites make it a highlight of the cruise.
Following Delos, the yacht arrives at Paros, where the itinerary allocates two days. This extended stay allows guests to enjoy the island’s famous bright beaches and laid-back atmosphere. The crew provides a comfortable base, so travelers can relax, dine, and explore at leisure.
Paros is known for its charming villages, turquoise waters, and lively port life. The calm environment offers a perfect backdrop for swimming, sunbathing, or strolling through traditional Cycladic streets.
The final island stop is Ios, renowned for its beautiful beach, Manganari. This iconic stretch of sand is famous for crystal-clear waters and a lively yet relaxed vibe—perfect for swimming, sunbathing, or simply soaking in the scenery.
On Ios, travelers can enjoy the famous beach scene, reminiscent of scenes from “The Big Blue.” The stay on Ios caps off the island hopping experience with a taste of lively local culture and stunning natural beauty.

On the seventh day, the yacht sails back to Santorini, where the journey concludes. Disembarkation occurs at Vlychada Marina, and a driver is arranged to transfer you to your chosen drop-off location. The entire experience is designed to be smooth and hassle-free, leaving you with lasting memories of the Cyclades.
“The Cosmopolitan” is designed to accommodate up to 6 guests across three cabins. The vessel features two heads for convenience and is equipped for comfort with linens and bedding provided. The crew includes a skipper and a deckhand, who handle navigation, meal preparations, and vessel upkeep.
All expenses such as fuel, mooring fees, and taxes are covered within the package through an APA deposit, further simplifying the experience. The crew’s professionalism ensures a relaxed atmosphere, and their knowledge of the routes and local sites enhances the journey.
The tour includes pickup and drop-off services from accessible locations or hotels, making the start and end of the trip straightforward. Travelers can cancel up to 24 hours in advance for a full refund, providing peace of mind for flexible planning.
Booking can be done with “Reserve now & pay later”, allowing travelers to secure their spot without immediate payment. The duration of the cruise is typically 5 days of sailing, with actual embarkation dates adjustable based on vessel availability.
The all-inclusive package covers transportation, the crew, meals (breakfast daily and one other meal), linen, and fuel through the APA deposit. However, off-board activities and personal expenses at each island are paid separately by travelers.
A security deposit of $1000 is charged before embarkation and refunded after the cruise if no damage occurs. This deposit ensures peace of mind and maintains the vessel’s excellent condition.
This luxury sailing experience is ideal for small groups or couples who appreciate comfort, privacy, and scenic exploration. The itinerary’s pace balances sailing with ample leisure time at each island, but travelers should be comfortable with being on a boat and participating in island excursions.
While the cruise offers a luxury experience, the actual sailing may be affected by weather, and the route is subject to change. The vessel’s three cabins mean this experience is best for groups of up to 6 or private parties seeking exclusivity.
This 7-day crewed yacht tour in the Cyclades offers a well-rounded blend of scenic sailing, cultural visits, and luxurious comfort. The careful itinerary ensures access to both well-known and lesser-visited islands, providing a comprehensive Greek island experience. The all-inclusive pricing simplifies planning, and the small, private group size guarantees personalized service and flexibility.
While this experience is primarily suited for those seeking a relaxed, upscale adventure at sea, it also appeals to those keen on discovering iconic islands like Mykonos, Naxos, and Delos. The luxury vessel, attentive crew, and carefully curated stops make it a compelling choice for travelers wanting a taste of Greek island life with a touch of elegance.
What is included in the price?
The price covers transportation to and from the pick-up point, the skipper and deckhand, daily breakfast, one additional meal, linen, bedding, and all expenses like fuel, taxes, and mooring fees through the APA deposit.
How many guests can stay onboard?
The vessel accommodates up to 6 guests across three passenger cabins.
What is the duration of the cruise?
The cruise spans 5 days of sailing and island stops, with the possibility of starting on different dates depending on availability.
Can I cancel the booking?
Yes, full cancellation is possible up to 24 hours in advance for a full refund.
Are off-board activities included?
No, all off-board activities are paid separately by travelers.
What islands will I visit?
The route includes Naxos, Mykonos, Rhynia, Delos, Paros, and Ios.
What is the vessel like?
“The Cosmopolitan” is a Beneteau Oceanis 46.1 with three cabins and two heads, providing comfort and privacy.
What should I bring?
Travelers should bring personal items, sun protection, and any preferred off-board activity gear, as these are not included in the package.
Is the route fixed?
The company reserves the right to modify the route or cancel the cruise due to weather conditions or other unforeseen reasons.
Who operates this tour?
The activity is provided by CALDERA YACHTING, a reputable provider specializing in luxury yacht experiences in Greece.