Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience Santorini’s caldera on a private power catamaran cruise with meals, drinks, snorkeling, and swimming at hot springs and beaches—book ahead for the best times.
A Private Caldera Cruise with Power Catamaran ENJOY offers an elegant way to explore Santorini’s famous volcanic landscape. Priced at $367.33 per person, this 3 to 5-hour tour provides a flexible and personalized experience with options for both sunshine and sunset sailings. With high ratings of 5.0 from 65 reviews and a 98% recommendation rate, it stands out as a top choice for travelers seeking a private, comfortable journey across the caldera. The tour departs from Ammoudi Bay, includes private transportation, meals, drinks, and water activities, and is suitable for most travelers, thanks to its accommodating design and private setting.
While this tour is praised for its knowledgeable crew, beautiful scenery, and delicious food, it is best suited for those who value privacy, personalized service, and a leisurely pace. Travelers should note that longer cruises feature onboard barbecue entrees, which add to the culinary experience. The tour can be booked 57 days in advance, emphasizing its popularity and the need for early planning. This cruise promises a blend of relaxation, sightseeing, and indulgence, perfect for a special day in Santorini.


This private tour is designed for those who want the exclusivity of a sailing adventure in Santorini’s caldera, away from large crowds. The Power Catamaran ENJOY is a beautiful vessel equipped for comfort and fun, with the flexibility to tailor the cruise duration to either three or five hours. The starting price of $367.33 per person includes not just the boat ride but also meals, drinks, Wi-Fi, snorkeling gear, and paddleboarding equipment.
The departure point at Ammoudi Bay makes for a scenic beginning, with a private pickup service to set the tone for a seamless experience. This tour scores consistently high among previous participants, who rave about the knowledgeable crew, delicious onboard food, and stunning views. The service is notably attentive, with captain and crew members who are praised for their hospitality and helpfulness, ensuring a comfortable journey.
This cruise offers a perfect blend of sightseeing, swimming, and relaxing with food and drinks on hand. For those unsure about timing, the sunset option creates an unforgettable end to your day, with the chance to enjoy Santorini’s iconic twilight from the water.
Prefer personalized experiences? Here are other private options we've covered in Santorini

The itinerary begins at the picturesque Ammoudi Bay, a charming fishing port known for its seafood tavernas and scenic views. The first stop at the Santorini Volcano features a swim at the Hot Springs, where the mineral-rich waters provide a warm, therapeutic dip. The admission is free, and the stop lasts approximately 30 minutes.
Next, the boat cruises by the shores of the volcanic island and the White Beach, where travelers can enjoy some swimming and sunbathing. The White Beach stop lasts about one hour, offering ample time to relax and take in the vivid white cliffs and crystal waters. The Red Beach is also included, with a brief 10-minute stop to view its striking red cliffs and enjoy a quick swim.
Each stop is designed for a leisurely experience, balancing sightseeing with opportunities for cooling off and taking photos. The stops at Hot Springs, White Beach, and Red Beach showcase Santorini’s volcanic majesty and unique geological features. These locations are popular for their spectacular scenery and swimming opportunities, though the brief time at Red Beach may leave some wishing for more time.

One of the main highlights of this cruise is the quality of onboard meals and drinks. The shorter 3-hour cruise includes appetizers, fresh fruit, dessert, and a welcome drink, plus an open bar featuring Santorini wine, Greek beer, Ouzo, and soft drinks.
For longer voyages, the meals are expanded to include a barbecue main course. Guests can choose between chicken fillet, pork chops, or kebab skewers, with vegetarian and vegan options available upon request. The onboard gourmet meal is prepared directly on the vessel, adding to the sense of a luxurious, personalized experience.
The beverage selection is praised for its variety and quality, with the local open bar serving refreshing drinks throughout the cruise. The seasonal fresh fruit platter and traditional dessert round out the culinary offerings, making the entire experience feel like a celebration at sea.

This cruise offers a range of water-based activities that enhance the experience of exploring Santorini’s caldera. Snorkeling equipment is included, allowing guests to discover the underwater world of the volcanic waters.
Plus, standup paddleboarding (SUP) is available for those who wish to try their hand at balancing on the gentle waves. Both activities are easy to access and are suitable for most ages and skill levels, providing a relaxed way to enjoy the crystal-clear waters before or after swimming stops.
These water activities are complimentary, giving travelers the chance to get closer to Santorini’s marine environment without additional charges. They serve as a nice complement to the sightseeing, offering a fun and active dimension to the cruise.

The tour features a stop at the historic and photogenic town of Oia, famous for its whitewashed buildings and breathtaking sunsets. While the cruise itself does not include a city tour, the view of Oia from the water is a highlight, offering plenty of opportunity for photo-taking.
The cruise’s main attractions are the volcanic island, the hot springs, and the beaches—notably White Beach and Red Beach. At each location, the clear waters invite swimming, while the scenery provides an excellent backdrop for relaxing and taking in the natural beauty of the caldera.
The time allocated at each stop is designed for leisure, but some travelers may find the short durations limiting if they want more extensive exploration of each site.
Enjoy being on the water? Here are other boat experiences we've looked into in Santorini

According to reviews, the crew members, including the captain and first mates, stand out for their knowledge and friendliness. Names like Captain Adam, Phillip, and Kostas are mentioned as welcoming hosts who help make the cruise special.
Guests appreciate how crew members are attentive to needs, informative about the sights, and engaging without being intrusive. The service level is consistently praised, with many noting that the crew’s hospitality greatly enhances the trip’s enjoyment.
The guides’ storytelling and local insights add a layer of depth to the experience, helping travelers feel connected to the landscape and history of Santorini.

The tour offers the choice of sunshine or sunset departures—a decision that influences the overall atmosphere of the cruise. The sunset sail is particularly praised for its breathtaking views as the sky turns shades of orange and pink over the caldera.
Travelers describe the sunset cruise as magical, perfect for romantic moments or simply soaking in the beauty of Santorini’s landscape. The calm waters and soft light create an unforgettable ambiance that is hard to match on land.
The sunshine option provides a more lively, daytime experience, with bright vistas and clearer views of the volcanic islands and beaches.

This private caldera cruise is generally booked 57 days in advance, emphasizing its popularity. The tour includes pickup, making logistics easier, and features free Wi-Fi onboard.
Guests should advise about dietary requirements at booking, especially if vegetarian or vegan meals are needed. The cruise is suitable for most travelers, including those with service animals, and most can participate comfortably.
Cancellation is free up to 24 hours before the tour, providing flexibility in case of weather concerns or changing plans. Since the tour depends on good weather, a cancellation due to poor weather results in either a reschedule or full refund.
Travelers consistently praise this private caldera cruise for its excellent service, beautiful scenery, and quality food and drinks. The ability to customize the cruise duration and itinerary makes it appealing for various schedules.
The onboard meals, especially the barbecue options, are a highlight, and the water activities add extra fun. The private setting ensures a personalized experience away from crowded boat tours, making it ideal for families, couples, or small groups seeking a relaxed yet memorable day.
While some may wish for longer stops at each site, the overall value and quality make this cruise a top recommendation for anyone wanting to see Santorini from the water in style.
“My family of 6 had a fantastic time on this trip! The boat was beautiful and very well taken care of. The captain and first mate were knowledgeable…”
How long does the cruise last?
The cruise duration ranges from 3 to 5 hours, with the option to choose based on your preference for a shorter or longer experience.
What meals are included?
All cruises include appetizers, fruit, dessert, and a welcome drink. Longer cruises feature a barbecue main course with options like chicken, pork, or kebabs. Vegetarian and vegan options are available.
Are drinks included?
Yes, the open bar offers Santorini wine, Greek beer, Ouzo, soft drinks, juice, water, and seasonal refreshments.
Can I swim at the stops?
Absolutely. The stops at Hot Springs, White Beach, and Red Beach are designed for swimming and relaxing in the water.
Is snorkeling equipment provided?
Yes, snorkeling gear is included for guests who want to explore beneath the surface.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the tour for a full refund. Cancellations less than 24 hours before are non-refundable.
Can I customize the itinerary?
Yes, the tour offers flexibility to design your adventure, especially for the longer cruises with onboard meals.
What is the ideal time of day for this cruise?
Both sunshine and sunset options are available, with the sunset cruise being particularly popular for its spectacular views.
Is this tour suitable for children?
Most travelers can participate, and water activities like swimming and paddleboarding are generally safe, making it suitable for families.
How do I book this tour?
Booking is recommended 57 days in advance, and you can secure your spot through the provided link or directly via the tour operator.
This private caldera cruise with Power Catamaran ENJOY offers a blend of luxury, scenic beauty, and water fun in Santorini. It’s ideal for those seeking a personalized and relaxed experience with excellent service, delicious Greek cuisine, and stunning views of the volcanic landscape.