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Experience Santorini’s stunning caldera on a private 5-hour sailing cruise, including stops at beaches, volcano springs, and a gourmet meal for up to 4 guests.
Santorini Caldera Private Sailing Boat Cruise is a highly praised, five-hour journey that offers an intimate way to explore Greece’s iconic island. Priced at $917.11 per group of up to four people, this tour is perfect for those who want a personalized experience with no crowds. The tour departs from Vlychada port, in the southern part of Santorini, and includes round-trip transportation from your hotel. The reviews highlight the knowledgeable crew, beautiful boat, and spectacular scenery, making it a favorite among travelers.
While the experience feels exclusive, it’s also flexible with morning or sunset departures. The tour includes lunch or dinner options, a full open bar with local wine and beer, and all snorkeling equipment. This makes it ideal for those who want to relax, enjoy good food, and swim at some of the most stunning spots on the island. However, it’s important to note that the tour is most suitable for groups of four and involves some time on the water, so comfort with boat travel is recommended.


This private sailing cruise begins and ends at Vlychada port, located in Santorini’s south. The tour includes pickup from your accommodation in Santorini via an air-conditioned van, simplifying logistics and allowing you to relax from the start. The small group size ensures a quiet, exclusive experience, with only your party on board.
The departure timings are flexible, with options for either morning or sunset. This flexibility allows guests to choose the best time to enjoy the stunning views or the calm waters. The full day on water is designed for comfort and ease, perfect for those seeking a laid-back yet scenic adventure.
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The cruise features two key beaches as stops for swimming and snorkeling. First, Red Beach impresses with its striking red volcanic rocks and clear waters. You get about 20 minutes to swim and take photos, with free admission. It’s an iconic spot that combines natural beauty with a sense of privacy.
Next, the boat heads to White Beach, accessible only by boat. Known for its crystal blue waters and white rocks, this beach offers a peaceful environment to relax or snorkel. Visitors typically spend about 20 minutes here, and the setting provides excellent photo opportunities. The seclusion of White Beach makes it a highlight for those wanting to escape the crowds.

One of the notable sights on this cruise is the Venetian Lighthouse at Akrotiri. Standing atop a high cliff, this lighthouse dates back to the 19th century and is considered one of the most beautiful in the Cyclades. The boat passes by this landmark, providing a fantastic view and photo opportunity, with no time allocated for disembarkation.
This lighthouse’s historic charm paired with its scenic location makes it a memorable part of the voyage. It’s one of the most photogenic features on the route, especially when sailing past at a leisurely pace.

The cruise continues past Mesa Pigadia Beach, a rugged coastline area characterized by rocky formations like Indian Rock and the Black Mountain. The boat sails past these natural features for about 20 minutes, giving you time to admire the unique volcanic terrain. While there’s no stop here for swimming, the views offer a striking contrast to the beaches.
Sailing past these volcanic landmarks highlights Santorini’s geological history and natural beauty. The landscape’s raw appeal makes this part of the cruise both educational and visually stunning.

A major highlight is the swimming and snorkeling stop at Nea Kameni, the volcanic island home to hot springs. Guests spend around 30 minutes in these warm sulphurous waters, which are renowned for their therapeutic properties. Free snorkeling equipment and towels are provided, making it easy to enjoy this naturally warm spring.
The waters tend to be richly inviting, and the volcanic setting adds a sense of adventure. This stop is perfect for those wanting to experience the island’s geothermal activity firsthand, all while relaxing in warm waters.
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The tour includes sailing past Palea Kameni, the smaller volcanic island adjacent to Nea Kameni, with about 20 minutes allocated for viewing from the boat. Then, the boat offers a full circumnavigation of the Santorini Volcano. While there’s no disembarkation here, the boat’s vantage point provides a comprehensive view of the caldera’s impressive volcanic structure.
This part of the cruise allows guests to appreciate the scale and power of Santorini’s volcanic past, with panoramic views that are both scenic and educational.

The final stop is Thirassia, a tranquil island with crystal-clear waters and a peaceful atmosphere. Guests enjoy about 20 minutes for swimming, snorkeling, or just soaking up the sun on the boat. Goggles are provided for underwater viewing, and the quiet environment offers a perfect ending to the cruise.
The island’s calm waters and scenic backdrop make it an excellent spot for a laid-back swim. It’s a chance to unwind and appreciate a less-touristy side of Santorini.

This tour stands out for its inclusive offerings. Guests enjoy lunch or dinner featuring BBQ, seafood, or vegetarian options, tailored to dietary preferences. An open bar serves local white wine, beer, and soft drinks, keeping everyone refreshed throughout the cruise.
Snorkeling equipment, towels, and swimming aids are also provided, ensuring safety and comfort. The crew offers informative commentary about Santorini’s sights, and special arrangements such as flowers, cake, or champagne are available upon request, adding a touch of celebration or romance.
Reviews repeatedly highlight the friendly, knowledgeable crew and the beautiful boat itself. Thakis and Nasia are praised for their professionalism, friendliness, and local expertise, ensuring a smooth and engaging experience. The food, drinks, and overall service receive consistent praise, with some describing the crew as “absolutely amazing people” and noting the excellent music selection.
Guests note that the crew’s attentiveness and effort to personalize the experience make this cruise a standout. The small group size guarantees attentive service and a relaxed atmosphere.
This private tour requires booking around 51 days in advance on average, reflecting its popularity. The full refund policy offers free cancellation up to 24 hours before the scheduled start, with flexibility to reschedule if weather conditions are poor.
Included pickup from your hotel makes the experience stress-free, and the tour is suitable for most travelers, including those with service animals. Since it’s a private activity, only your group participates, making it a perfect option for families, couples, or small groups seeking privacy.
This cruise offers a luxurious, intimate way to explore Santorini’s natural beauty and volcanic landmarks. The combination of scenic stops, swimming, snorkeling, and gourmet meals positions it as a memorable escape on the water. The high praise for guides, food, and scenery suggests this experience is well worth the price for those seeking a tailored, relaxing day in Santorini.
While it’s best suited for groups of four due to the price and size restrictions, those looking for a personalized, scenic, and well-catered sailing adventure will find this tour meets and exceeds expectations. Its focus on comfort, quality, and authentic Greek hospitality makes it a standout choice among Santorini’s many boat excursions.
“From start to finish the whole private experience was amazing, we couldnt rate it highly enough.”
Is there an age limit for this tour?
Most travelers can participate, and the tour is designed for comfort and safety for most ages, though specific age restrictions are not detailed.
Are vegetarian options available?
Yes, vegetarian menus are offered upon request, ensuring dietary preferences are accommodated.
What is included in the price?
The price covers hotel pickup and drop-off, lunch or dinner, snorkeling equipment, towels, an open bar with local drinks, and all the scheduled stops.
Can I cancel this tour?
Yes, there is a free cancellation policy available up to 24 hours before the start time for a full refund.
Is this tour suitable for those with mobility issues?
While specific accessibility details are not provided, the tour’s focus on swimming and boat stops suggests some physical activity is involved, so travelers with mobility challenges should inquire further.
What makes this tour stand out?
The personalized private experience, well-reviewed crew, and beautiful sailing route around Santorini’s caldera, volcano, and beaches make this cruise a top choice for travelers seeking comfort and exclusivity.
This Santorini Caldera Private Sailing Boat Cruise combines scenic beauty, cultural sights, and excellent service for a memorable day on the water. Perfect for small groups looking for an elegant and relaxing adventure, it promises a genuine taste of Santorini’s natural and maritime charm.