Santorini: Private Diamond 36 Motor Yacht Caldera Cruise

Imagine cruising around Santorini’s iconic caldera aboard a sleek, newly built motor yacht. For around $779 per person, you get a 3 to 5-hour private adventure that hits all the highlights—swimming in crystal waters, soaking in volcanic energy, and savoring authentic Greek food and wine. Whether you opt for a daytime, sunset, or midday cruise, this experience offers a flexible, personalized way to explore the caldera on your own terms.

Two things we particularly love about this cruise: first, the opportunity to craft your own itinerary, choosing stops and scenic moments that suit your interests; second, the quality of the onboard meal, which is freshly prepared and paired with local wines, elevating the entire experience. Of course, a potential consideration is the price, which might seem steep for some travelers, but the exclusivity, customization, and comfort generally justify this premium.

This cruise is ideal if you’re seeking a private, relaxed day on the water—perfect for couples, small groups, or families who value intimacy and flexibility. If you love stunning scenery, authentic Greek cuisine, and the chance to swim in volcanic hot springs, this adventure will likely be a highlight of your Santorini trip.

Key Points

• Personalized itinerary: You can choose the duration and stops, from swimming in hot springs to exploring small islets.
• Authentic Greek cuisine: Onboard meals include fresh BBQ, traditional appetizers, and local wine, offering a true taste of Greece.
• Flexible timing: Options for day, sunset, or mid-day cruises allow you to match your plans.
• Exclusive experience: Private group bookings mean no crowds, just your own crew and guides.
• Stunning scenery: Pass by iconic sites like Red Beach, White Beach, and Venetian Lighthouse, with plenty of photo opportunities.
• Value for money: The premium price reflects the personalized service, quality food, and private setting.

The Diamond 36 motor yacht is a modern vessel designed for comfort and intimacy. We found that the private nature of the cruise makes it stand out from larger tour boats, which can be crowded and noisy. Here, you’re treated to a tailored experience, where the crew—like Captain Phillip and George—are attentive and eager to share their knowledge of the islands and volcanic terrain. Their friendliness and professionalism shine through, making the experience feel both special and genuine.

You can check availability for your dates here:

Itinerary Breakdown

One of the biggest draws is the ability to customize your route. The cruise typically starts from the picturesque Ammoudi Bay, a charming spot famous for its seafood taverns and views of the cliffside villages. From there, the boat heads toward Thirassia, a small fishing island that remains largely untouched by mass tourism. We loved the way the crew gave some background about Thirassia, highlighting its traditional charm and tranquil atmosphere—perfect for a swim or just relaxing in the crystalline waters.

Next, the cruise takes you near the volcano to experience its raw energy and the rejuvenating hot springs. Swimming in these natural thermal waters is a highlight, as reviewed by travelers who describe it as “the energy of the volcano” and a “rejuvenating” experience. It’s a unique chance to feel the island’s fiery past firsthand.

The route also includes stops at small islets like Aspronisi and passing by the Venetian Lighthouse, offering cinematic views—ideal for photography. The scenic coastline, including spots like White Beach, Mesa Pigadia, and Red Beach, is visible en route, with a dedicated stop for about 30 minutes allowing for swimming, snorkeling, or simply soaking up the sun.

The Onboard Experience

The meals onboard are a real treat. Freshly grilled seafood or vegetarian options are available, paired with local wine and Greek appetizers like tzatziki, dolmadakia, and Greek salad. Travelers consistently rave about the quality of the food, with one reviewer noting, “the BBQ was delicious and the setting perfect for enjoying the meal.” The welcome snacks and dessert add to the warm, hospitable vibe.

Comfort and Convenience

The pickup and drop-off are included, making logistics hassle-free. The shuttle service ensures you’re collected from your hotel or accommodation, making this a seamless way to start and end your day. The Wi-Fi onboard allows you to share your stunning photos or just stay connected during the cruise—an underrated perk for many travelers.

Why It’s Worth the Cost

At $779 per person, this cruise isn’t cheap, but the value largely depends on what you’re seeking. For those wanting privacy, tailored stops, and an intimate look at Santorini’s volcanic landscape, the price reflects the exclusivity and quality. Several reviewers mention that everything ran smoothly—from pickup to the timing of stops—which adds peace of mind.

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Who Will Love This Tour?

If you’re a traveler who appreciates personalized experiences and authentic settings, this cruise is ideal. It’s perfect for small groups or couples wanting a romantic, private day on the water. Food lovers will enjoy the fresh, homemade meals paired with local wines. Those seeking photo opportunities will find plenty of cinematic landscapes and scenic stops.

What To Expect: A Detailed Look at the Day

The cruise begins with a pickup from your accommodation, usually arranged within 45 minutes of your start time. The shuttle is comfortable and convenient, especially if you prefer to avoid the hassle of organizing transfers yourself. Once onboard the Diamond 36, the vessel feels spacious and modern, with plenty of deck space for sunbathing or relaxing with snacks.

Your first stop is Ammoudi Bay, with its colorful boats and lively tavernas. From there, the boat heads toward Thirassia, a quiet island with a genuine Greek vibe and clear waters perfect for swimming. As one traveler said, “It’s an island where time seems to have stopped,” which makes it an ideal spot for a peaceful swim or just lounging.

Next, you’ll cruise towards the volcano, feeling its fiery energy as you approach the hot springs. Swimming here is often described as rejuvenating, thanks to the mineral-rich waters. Be prepared for a short swim, usually about 30 minutes, which offers a refreshing break from sunbathing.

The route then takes you past Aspronisi and the Venetian Lighthouse, locations famous for their striking views and photography potential. The scenery here is often described as “cinematic,” perfect for capturing memorable photos.

Finally, the boat stops near White Beach, Mesa Pigadia, and Red Beach—each offering unique landscapes and snorkeling opportunities. The stop here lasts around 30 minutes, giving you plenty of time to dive in or just relax.

The Meal

One of the highlights, according to many reviews, is the onboard BBQ meal. You might find yourself enjoying pork chops, chicken, kebabs, or vegetarian dishes, all prepared fresh on the boat. The meal is paired with local wine, ouzo, and soft drinks, creating a genuine Greek island dining experience. Travelers rave about how the food feels homemade and flavorful, elevating the entire day.

Sunset Magic

If you choose the sunset cruise, you’ll get a front-row seat to the famous Santorini sunset. Watching the sun dip into the Aegean while floating on the water is often described as “breathtaking” and “unforgettable.” The sunset cruise creates a romantic and peaceful atmosphere, perfect for couples or anyone wanting a memorable end to their day.

This private yacht cruise offers a highly personalized, luxurious way to see Santorini’s caldera. It balances scenic beauty, cultural authenticity, and comfort—all without the crowds that larger tour boats attract. If you value private space, authentic local food, and flexible itineraries, this cruise is a superb choice.

While the price may seem steep, the quality of the experience, including the delicious meals, attentive guides, and stunning scenery, justifies the cost for many travelers. It’s especially suitable for those celebrating special occasions or those who want a unique, intimate way to explore the island.

This tour is best for small groups, couples, or families who prioritize comfort and personalized service over budget. If you’re after a relaxing, scenic, and gourmet adventure on the water, this private cruise will likely be a highlight of your Santorini stay.

FAQ

How long does the cruise last?
The cruise options range from 3 to 5 hours, allowing you to pick a duration that fits your schedule and interests.

What is included in the price?
The price covers hotel pickup and drop-off, snorkeling gear, Wi-Fi, welcome snacks, Greek appetizers, a BBQ meal (with vegetarian options), open bar with wine, beers, ouzo, soft drinks, and water, as well as a traditional dessert.

Can I customize my route?
Yes, the cruise is private and customizable, so you can choose stops like hot springs, small islets, or scenic viewpoints.

Is there a sunset option?
Absolutely. The cruise can be booked as a sunset cruise, offering the incredible view of the sun setting into the Aegean.

What should I bring?
Bring sunglasses, sun hat, swimwear, sunscreen, and a light jacket. Don’t forget your passport or ID, and leave pets and large bags at home.

Are there any dietary restrictions accommodated?
Yes, vegetarian and vegan options are available. Be sure to advise dietary requirements when booking.

What about transportation?
The activity includes pickup and drop-off from your hotel or accommodation, making the experience seamless.

Is this suitable for children?
The tour is private and flexible, making it suitable for families, but always check with the provider about specific age restrictions or needs.

To sum it up, the Santorini Private Diamond 36 Motor Yacht Caldera Cruise offers a luxurious, flexible, and authentic way to experience the beauty of Santorini’s caldera. It’s perfect for travelers seeking a personalized adventure, scenic beauty, and delicious Greek food—a memorable way to see the island’s volcanic heart in style.

You can check availability for your dates here: