5-Day Crewed Charter "The Discovery" Beneteau Oceanis 46.1

Experience the beauty of the Cyclades on a 5-day crewed yacht cruise aboard the Beneteau Oceanis 46.1. This voyage promises a blend of stunning scenery, intimate island encounters, and the comfort of a well-equipped vessel with a dedicated crew. Whether you’re after a romantic escape, a unique family adventure, or an authentic way to see Greece’s iconic islands, this tour offers all the essentials in a compact package.

What we love about this experience is the chance to sail through the caldera of Santorini, visit some of the most picturesque islands in the Cyclades, and enjoy the flexible, all-inclusive setup that lets you relax without fuss. What’s especially appealing is the small group size—up to six people—which ensures personalized service and a cozy atmosphere. Plus, the opportunity to stay overnight on three different islands makes this more than just a day cruise; it’s a mini island-hopping adventure.

One consideration is the total cost, which at $9,540 for a group of six might seem steep for some, but when you factor in the inclusions—meals, transportation, crew service, and private accommodation—the value begins to look more compelling. Still, off-board activities and extras are not included, so plan accordingly if you want to explore beyond the itinerary.

This tour is best suited for couples, friends, or small groups who want an authentic, luxury sailing experience. It’s ideal if you appreciate comfort, scenic beauty, and a taste of island life without the hassle of organizing your own boat or logistics.

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Key Points

Luxury sailing combined with island-hopping in the Cyclades
All-inclusive with meals, crew, and transportation covered
Small group setting maximizes comfort and personal attention
Overnights on islands provide immersive experiences beyond day-trips
Flexible booking options with free cancellation and pay later plans
Potential extra costs for off-board activities

You can check availability for your dates here:

Exploring the 5-Day Crewed Yacht Cruise in Greece

This cruise, operated by CALDERA YACHTING, offers a comprehensive way to experience the Cyclades in style. The Beneteau Oceanis 46.1 vessel accommodates up to six guests across three cabins, making it a perfect choice for those seeking a private, intimate adventure. While the price tag of $9,540 can seem high at first glance, the inclusions—like meals, fuel, mooring fees, and a dedicated crew—make it a compelling value for travelers who want premium comfort and authentic experiences.

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Starting Point and Logistics

The journey begins with a private transfer from your hotel or specified meeting point in Thera (Santorini) to Vlychada Marina. This fuss-free start ensures you don’t have to worry about transport logistics, and the transfer itself is usually smooth and comfortable. Once aboard, the crew will take care of your luggage and introduce you to the vessel, ensuring you feel at home from the start.

The cruise departs from Santorini’s caldera, giving you an opportunity to see one of Greece’s most iconic sights from the water—an experience many reviews highlight as a highlight. The vessel’s capacity and amenities are thoughtfully designed, with two toilets and comfortable bedding, so you can relax fully during your journey.

Itinerary Breakdown and Highlights

Day 1: Santorini to Koufonissi

Sailing from Santorini, you’ll cruise through the caldera, witnessing stunning volcanic landscapes and caldera views. The first island stop is Koufonissi, a small, less touristy gem renowned for its pristine beaches and crystal-clear waters. You’ll have plenty of time to explore, swim, and soak in the serenity. The overnight stay here allows you to enjoy the island’s peaceful ambiance, away from the crowds.

Day 2: Koufonissi to Paros

Leaving Koufonissi, the crew will navigate towards Paros, a favorite for many sailors. Known for its charming villages and lively port towns, Paros offers a lively contrast to Koufonissi’s tranquility. You’ll enjoy a full day here, with opportunities to stroll the streets, sample local cuisine, or simply relax on the beach.

Day 3: Paros to Antiparos

Next, you’ll sail to Antiparos, a tiny island with a relaxed and idyllic feel. Its whitewashed houses, blue accents, and quiet beaches make it an excellent spot for unwinding. Spending the night here means you’ll get to experience the island’s serene atmosphere, perfect for a peaceful evening after a day of sailing.

Day 4: Antiparos to Ios

The journey continues to Ios, a well-known island famed for its vibrant nightlife and stunning beaches. The highlight here is Manganari Beach, often described as a scene straight out of a movie like “The Big Blue,” with its turquoise waters and soft sand. You’ll love spending your afternoon swimming and lounging here. The overnight stay provides a chance to enjoy Ios in the evening, perhaps with a sunset drink or a quiet walk.

Day 5: Return to Santorini

On the final day, the yacht sails back to Santorini. The route offers one last chance to take in the scenery, with the chance to reflect on your island-hopping adventure. Disembarkation will be at Vlychada Marina, with transport waiting to return you to your original pickup point.

What’s Included and What’s Not

The package covers all major logistics—transportation, meals (breakfast daily plus one other meal), linen, and bedding. The crew, including a skipper and deckhand, are there to ensure your comfort and safety. Fuel, taxes, and mooring fees are included within the APA deposit, which you’ll see as part of the overall cost. The captain handles all expenses during the cruise, and a detailed breakdown is provided at the end to avoid surprises.

However, off-board activities—like exploring islands on land, extra tours, or purchasing souvenirs—are not included, so you may want to budget extra for those. Also, note that a security deposit of €1,000 is required before boarding, refundable at the end of the trip if no damage occurs.

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Comfort and Experience on Board

Guests consistently praise the vessel’s comfort and the crew’s professionalism. The boat’s three cabins and two heads provide a cozy environment, perfect for relaxing after a day of exploring. The crew’s passion and expertise shine through, with some guests mentioning how they appreciated the captain’s insights and local tips. The meals, typically curated by the crew, are described as tasty and filling, often featuring Greek flavors and fresh ingredients.

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The Value of This Adventure

When weighing the cost, it’s important to consider what’s included. The price reflects a private, all-inclusive experience with a crew committed to your comfort. Staying on a yacht rather than booking multiple hotel stays means fewer logistics and a more immersive experience. Plus, the flexibility of visiting islands that are often crowded and hard to reach without a boat makes this trip stand out.

Who Is This Tour Best For?

This cruise suits travelers who seek a mix of adventure, relaxation, and authentic Greek island life. Its small size and private nature appeal to couples, families, or friends who want a personalized experience. If you love scenic views, swimming in clear waters, and exploring islands on your own terms, this charter offers a compelling way to see the Cyclades in style.

Final Thoughts

This 5-day yacht cruise delivers a taste of Greece’s most famous islands without the hassle of planning every detail. The combination of stunning scenery, comfortable accommodations, and a friendly crew makes it an attractive option for those who value quality and authenticity over sheer budget savings.

While the price tag might give some pause, the inclusions—meals, transportation, and private overnight stays—help justify the expense. It’s a fantastic way to enjoy the Cyclades at a relaxed pace, with opportunities to swim, explore, and simply soak up the Mediterranean sun.

In all, this experience is a smart choice for anyone wanting to combine adventure with comfort, and a love for Greece’s iconic island scenery. Prepare to make memories in one of Europe’s most photogenic settings, with a crew that’s dedicated to making your trip special.

FAQ

Is transportation from my hotel included?
Yes, a private transfer from your specified location in Thera is included, making the start of your journey smooth and stress-free.

How many people can stay on the yacht?
The vessel accommodates up to six guests across three cabins, ideal for small groups or intimate getaways.

What meals are included?
Guests receive daily breakfast and one additional meal—either lunch or dinner—prepared by the crew. Off-board meals or extra food are not included.

Are there opportunities to explore islands on land?
Yes, overnight stays give you time to explore the islands at your leisure during the trip.

What is the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering flexibility if your plans change.

Is there a security deposit?
Yes, a €1,000 security deposit is required before embarkation, refundable if no damage occurs during the trip.

Can I bring my own drinks or snacks?
While not explicitly stated, most yacht cruises allow guests to bring personal beverages. Check with the operator if you have specific needs.

What if I want to do extra activities?
Additional off-board activities are not included and would need to be paid for separately.

How is the weather handled?
The captain may modify or cancel the route due to bad weather for safety reasons but will do their best to ensure a smooth experience.

Is this experience suitable for children?
While not specified, small groups and a focus on relaxation suggest it could work for families, though it’s best to confirm with the provider.

Whether you’re craving scenic sailing, island exploring, or just a luxurious escape, this 5-day Cyclades cruise offers a memorable way to see Greece from the water—comfortably and authentically.