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Discover Santorini’s caldera on this 5-hour traditional sailboat cruise with stops at Red Beach, hot springs, and optional visit to Oia, including lunch & drinks.

This 5-hour cruise around Santorini’s caldera offers a perfect blend of scenic beauty, refreshing swims, and delicious local food. Priced at $92.19 per person, the tour is led by Caldera Yachting Santorini and promises a memorable day aboard a traditional caique sailboat. The tour departs from Vlychada Port at 10:30 am and includes hotel, airport, or port pickup and drop-off, making logistics straightforward.
This experience shines for its expert crew, stunning stops, and the opportunity to swim in hot springs or at famous beaches like Red Beach. The lunch on board, with unlimited drinks, consistently earns praise, and an optional visit to Oia at sunset adds a romantic touch. While the tour doesn’t include volcano hikes, it offers a relaxed, scenic way to experience Santorini from sea level.

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The tour centers on sailing around Santorini’s caldera aboard a classic caique, a wooden sailboat known for its charm and tradition. Over about 5 hours, the boat allows ample time to admire the island’s famous sheer cliffs, white towns, and sparkling beaches from sea level. The crew is recognized as gracious, helpful, and informative, with reviews praising their knowledge and friendliness.
This cruise offers a more intimate alternative to larger group tours, with a maximum of 10 travelers. The small group size enhances the experience, allowing for personalized attention and a relaxed atmosphere. The pickup service makes meeting easy, whether from a hotel, the airport, or the port.
The first stop on the itinerary is Red Beach, one of Santorini’s most famous beaches, celebrated for its vibrant mineral-rich cliffs. Here, swimming is encouraged, and photos capture the beach’s fiery colors. The admission ticket is included, and the 20-minute stop balances relaxation with sightseeing.
Next, the boat passes by White Beach, which remains private and accessible only by boat. Its crystal waters and white rocks offer a peaceful setting for snorkeling and swimming. The free admission makes this a special, less-crowded stop in the tour.

Sailing past Akrotiri, the cruise reaches the Venetian Lighthouse perched on a high cliff. Built in the 19th century, it is considered one of the most beautiful and oldest lighthouses in Greece, providing a picturesque backdrop as you cruise along the coast.

The boat then glides past Mesa Pigadia Beach, where the scenery includes Black Mountain and Indian Rock. The 20-minute stop here is free of charge and offers a chance to observe the rugged volcanic landscape. It’s a peaceful pause amid the broader itinerary of swimming and sightseeing.
A highlight of the cruise is circling Santorini’s volcano, an activity that takes around 30 minutes. This part of the tour is free, allowing guests to appreciate the island’s volcanic origins and dramatic landscape from the water. While no volcano hiking is included, viewing the crater from the boat gives a good sense of the island’s geological history.
An hour-long stop at Tirassia, a fishermen’s island near Oia, offers the chance to swim or snorkel in its clear waters. The boat’s delicious onboard lunch is served here, featuring Greek dips, stuffed vine leaves, fresh salad, fruits, and chicken fillet. The fresh and generous meal is often highlighted as a major positive of the experience.

The cruise concludes with a 20-minute visit to Amoudi Bay, one of the most charming spots in Oia. This picturesque harbor offers views of the clifftop town and a chance for final photos before disembarking. Many choose to stay for Oia’s famous sunset if they opt to visit the village afterward.
The tour package includes transportation in an air-conditioned minibus or van, making pickup and drop-off easy. Onboard, guests enjoy white local wine and soft beverages alongside their Greek lunch, which features chicken, dips, beans, vine leaves, salad, and fruits. Snorkeling equipment is provided for those wishing to explore beneath the surface.
While the cruise does not include hiking on the volcano, the focus remains on relaxation, sightseeing, and swimming.
The start time is 10:30 am, with the tour designed for up to 10 travelers. This small group setting, combined with personalized service, is a consistent highlight in reviews, creating an informal and friendly atmosphere. The pickup service is flexible, with options for hotel, airport, or port.
The tour operates most days, but good weather is essential. If canceled due to poor weather, guests are offered a different date or a full refund. Cancellations made more than 24 hours in advance are fully refundable, providing peace of mind.
The combination of scenic stops, delicious Greek cuisine, and warm, knowledgeable crew makes this cruise an excellent choice for those seeking a relaxed, scenic day on Santorini. The optional visit to Oia for sunset is a perfect way to cap the day, especially for romantics or sunset enthusiasts.
The small group size and intimate boat create an experience that many reviews describe as personal and enjoyable. Guests repeatedly note the quality of the lunch and drinks, as well as the beauty of the swimming spots, making it a well-rounded day of leisure and sightseeing.
This tour suits families, couples, and small groups looking for a comfortable, scenic experience. It is ideal for those who want to see key sights from the water without intense physical activity like volcano hikes. The inclusive amenities and small-group setting are perfect for travelers who prefer a personalized, relaxed atmosphere.
However, those seeking a more active adventure might find the lack of volcano hiking or longer excursions a limitation. Also, travelers hoping for a large, lively party boat may prefer other options.
For $92.19, this 5-hour caldera cruise offers an authentic and relaxing way to experience Santorini’s stunning coastlines and beaches. Its small-group size, delicious meal, and variety of stops make it a compelling choice for anyone seeking a combination of sightseeing, swimming, and good food.
While it doesn’t include hiking or extensive land excursions, the scenic sailing and hot springs bathing make it a worthwhile day trip. The high ratings and positive reviews underline its reputation as a well-organized, enjoyable experience.
“The two member crew were gracious and helpful. Swimming in the sea was beautiful. Highlight of our trip. Would highly recommend.”
Does the tour include a visit to the volcano crater?
No, the tour sails around the volcano but does not include hiking on the volcano itself.
What’s included in the lunch on board?
Guests enjoy Greek dips, stuffed vine leaves, Greek salad, fruits, and chicken fillet, served as part of the included meal.
Can I visit Oia after the cruise?
Yes, many guests choose to go to Oia afterward to see the famous sunset, as the cruise ends in Amoudi Bay in Oia.
What drinks are available during the cruise?
The tour offers unlimited beer, wine, and soft beverages to accompany the meal.
Is this tour suitable for children?
Yes, most travelers can participate, but children must be accompanied by an adult.
How do I cancel this tour?
Cancellations are free if made more than 24 hours before the start. Weather cancellations are handled with alternative dates or refunds.