A Complete Look at the 7-Day Crewed Charter “The Cosmopolitan” Beneteau Oceanis 46.1
Planning a trip to Greece and considering a unique, luxurious way to see the Cyclades? The 7-Day Crewed Charter “The Cosmopolitan” offers an intimate, relaxing way to explore some of the most iconic Greek islands—all from the deck of a beautifully maintained yacht. While we haven’t personally sailed this route, the details paint a picture of a well-organized, high-end experience that appeals to travelers seeking comfort, stunning views, and a bit of adventure.
What really draws us in are the luxury amenities and the carefully curated itinerary that balances sightseeing with relaxation. Plus, the chance to sail through places like Santorini’s caldera and visit UNESCO-listed Delos sounds pretty magical. That said, this experience isn’t for everyone—it’s a more exclusive, crewed journey, which means a higher price point and a focus on comfort and privacy. It’s best suited for those eager to indulge in Greek island life without the hassle of planning every detail.
One possible consideration is that all costs for off-board activities are paid separately, so if you’re looking for an all-inclusive deal with excursions included, this might require some extra planning. Also, with only three cabins for up to six guests, the boat is quite intimate—perfect if you’re traveling with a small group or as a couple, but less ideal if you’re dreaming of a larger family or group trip. Overall, if you’re after a luxurious, personalized Greek island adventure with a touch of adventure, this could be a fantastic choice.
You can check availability for your dates here:Key Points
- Luxury sailing experience spending seven days onboard a crewed yacht
- Visit the main Cyclades islands including Mykonos, Santorini, Naxos, Paros, Ios, and Delos
- Comfort and privacy with three passenger cabins and a dedicated crew
- Stunning views and unforgettable scenery, especially sailing through Santorini’s caldera
- Flexible itinerary with opportunities for exploration and relaxation
- Additional costs for off-board activities and services, paid separately
Planning more time in Vlichada? We've covered other experiences worth considering.
Setting the Stage: What’s It Like to Sail the Cyclades?

This cruise is all about experiencing the Greek islands from a different perspective—on the water, with the breeze in your hair, and the stunning coastline as your backdrop. The yacht, a Beneteau Oceanis 46.1, is designed for comfort and ease, with three cabins accommodating up to six guests comfortably. The crew, comprising a skipper and a deckhand, are there to make sure your stay is smooth—handling navigation, meal prep, and keeping the boat in top shape.
The starting point is Vlychada Marina in Santorini, a location renowned for its lunar-like landscape, which sets a dramatic tone for the entire trip. From there, you’ll sail into the caldera, an iconic sight that you can enjoy from the deck during your voyage. The experience begins with a private transfer to the marina, ensuring a hassle-free start.
The journey is thoughtfully designed to maximize island experiences while also allowing some downtime. It’s perfect if you want to explore at your own pace, with the crew handling the logistics and navigation. Plus, the inclusion of breakfast and one other meal daily makes it easier to relax and enjoy your surroundings without constant meal planning.
The Itinerary: A Closer Look at Each Stop

Santorini to Naxos: The First Leg
Your adventure kicks off with a sail through Santorini’s caldera to land on Naxos, a charming island that offers a more laid-back vibe compared to Santorini’s bustling scene. The island’s lush landscapes, historic sites, and beautiful beaches make it a great first stop. Spending your first night here is a perfect way to ease into island life, with plenty of time to explore and unwind.
More Great Tours NearbyMykonos: The Cosmopolitan Jewel
Next, you head to Mykonos, often called “the island of the winds” for its lively breezes. This two-night stay gives you ample time to soak up the cosmopolitan energy, explore the famous windmills, and wander through the narrow, lively streets of Chora. The tours and nightlife here are well-known, but if you prefer relaxing beach days, Manganari Beach on Ios is a highlight.
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Rhynia and Delos: Hidden Treasures
On the fourth day, the boat sails to Rhynia, a quiet island with ruins of ancient temples and pristine waters—an unspoiled slice of Greece that offers a peaceful contrast to the busier spots. Later, you visit Delos, a UNESCO World Heritage site famed as the mythological birthplace of Apollo and Artemis. The archaeological site here is small but packed with history, and being able to visit this UNESCO site as part of your cruise makes for a memorable experience.
Paros: The Cultural Heart
The boat then docks at Paros, where you’ll stay for two days. Known for its charming villages, beautiful beaches, and lively local scene, Paros offers an authentic taste of Cycladic life. Whether you’re wandering the winding streets of Naoussa or relaxing on Golden Beach, this island balances tradition with leisure.
Ios: The Beach Paradise
The last stop is Ios, famous for its stunning beaches like Manganari and a lively nightlife scene. The island’s clear waters and golden sands are perfect for unwinding after a week of exploring. Many reviews highlight swimming here and soaking up the sun, echoing scenes from “The Big Blue.”
The Experience Onboard

Living on a yacht offers a different kind of luxury—intimate, comfortable, and connected to nature. The crew is described as passionate and attentive, making meal prep and boat upkeep a seamless part of your day. With linen and bedding included, plus breakfast and one other meal each day, you’re freed from the usual travel stresses and can focus on enjoying your surroundings.
One reviewer mentioned that “the views from the boat are stunning,” which is no surprise given the sailing route and the natural beauty of these islands. Another highlighted the calm and relaxed atmosphere onboard, perfect for unwinding after busy days ashore. Because the yacht is crewed, there’s also the benefit of expert navigation, so you can sit back and enjoy the scenery without worrying about the logistics.
What to Expect: The Good and the Not-So-Good
The itinerary is flexible enough to allow for personalized exploration, but keep in mind that all off-board activities aren’t included—these are paid separately. If you’re planning specific excursions, budgeting for extras is wise. The seats are intimate, so if you’re traveling as a larger group or family, this might feel tight, but for couples or small groups, it’s cozy and private.
Some reviews mention that the cruise route might be modified due to weather, which is common in sailing trips. It’s good to be prepared for potential changes, but rest assured, safety is the priority.
Price and Value
At $13,356 for the entire group, the cost might seem steep, but it covers a lot: private transportation to and from the marina, a crew that handles navigation, meals, linens, and fuel—plus the unique experience of sailing around the Cyclades in style. Considering that you’re paying for a private, all-inclusive experience (minus optional activities), it offers a level of luxury and convenience that many travelers find worth the price.
Who Is This Tour Best For?
If you love the idea of sailing through Greece, exploring islands with a mix of quiet coves, historic sites, and lively towns, and do so in comfort and style, this cruise could be a great fit. It’s especially suited for small groups or couples looking for an exclusive, tailored holiday. Travelers seeking a mix of relaxation and cultural exploration will find this itinerary appealing.
However, if you’re someone who prefers land-based travel or needs more structured excursions included in the price, you might want to consider other options. This experience is about the journey, the views, and enjoying Greece from a yacht, so it’s best for those who appreciate those qualities.
Final Thoughts: Is It Worth It?

This yacht cruise promises a chance to see the Greek islands from a perspective few get—sailing through calderas, discovering hidden ruins, and relaxing on some of the world’s most beautiful beaches. The stunning vistas and the luxury onboard experience are the main draws, making this a memorable way to experience Greece’s famed Cyclades.
While the price tag is on the higher side, the all-inclusive nature and the personal touch of a crewed yacht make it feel like a special luxury escape rather than just another tour. It’s ideal for travelers who value comfort, privacy, and the chance to see Greece from the water without the hassle of planning every detail.
If you’re dreaming of a trip that combines scenic sailing, island exploration, and genuine relaxation, this cruise could be a perfect choice—just be sure you’re comfortable with the price and understand that some activities are paid separately.
7-Day Crewed Charter “The Cosmopolitan”Beneteau Oceanis 46.1
FAQ
How many days does the cruise last?
The experience lasts 7 days, beginning with embarkation in Santorini and ending with disembarkation back in Santorini.
What is included in the price?
The price covers transportation to and from the marina, the crew (skipper and deckhand), daily breakfast and one other meal, linens and bedding, and all fuel, taxes, and mooring fees paid through the APA deposit.
Are off-board activities included?
No, all costs for activities outside the boat are paid separately by the guest.
How many people can the yacht accommodate?
The vessel has three passenger cabins and a maximum capacity of 6 guests.
Is there a deposit required?
Yes, there’s a security deposit of 1000 euros payable before embarkation, refundable after the cruise if no damage occurs.
What if the weather is bad?
The company reserves the right to modify the route or cancel the cruise due to weather conditions for safety reasons.
If you’re looking for a luxurious, scenic escape with a touch of adventure, this seven-day Greek island sailing tour offers a blend of comfort, exploration, and stunning views that’s hard to beat. Just be sure to plan for some extra expenses for off-boat activities, and enjoy the voyage!
You can check availability for your dates here:More 7-Day Experiences in Vlichada
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