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Experience a private 5-hour sailing tour in Santorini with meals, drinks, and transfers included. Enjoy stunning views, swimming, and personalized service.
Sailing through Santorini’s caldera on a private daytime cruise offers an intimate way to enjoy this iconic island. Priced at $616.76 per person, this 5-hour tour is perfect for those seeking a relaxed yet immersive experience. Led by Captain George, a seasoned merchant mariner with 15 years of ocean duty, the tour emphasizes personalized service, small group intimacy, and a family-owned touch. The 44 ft sailing yacht accommodates up to 10 passengers, making it ideal for those who want to share the experience without crowds.
The tour includes hotel pickup and drop-off, meals, unlimited drinks, and customizable options. With many bookings made 19 days in advance, it’s clear this experience appeals to those planning ahead. While the price may seem high, it reflects the exclusive nature, personalized attention, and the quality of the local food and drinks provided on board. This tour suits visitors who value authentic, private experiences and are willing to invest in a memorable day on the sea.


Angel Sailing is a family-owned business founded by Captain George, who brings 15 years of experience from oceangoing ships to his private cruises in Santorini. The small 44 ft yacht allows for a more relaxed and intimate experience, with space for up to 10 guests. This setup ensures that every guest receives personalized attention, whether it’s through customizable schedules or informative commentary from the onboard guide.
Guests often praise George for his hospitality and knowledge, making the journey both informative and friendly. The family atmosphere is evident, creating a sense of belonging and warmth that many appreciate. This tour is perfect for those who want to connect with the sea and local culture while enjoying a private, tailored experience.
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The cruise departs from Vlychada, offering a scenic start to the day. After leaving the port, the boat makes a brief stop for photos at the Red Beach and White Beach. These beaches are famous for their vivid red cliffs and white sands, making for stunning photo opportunities. The free admission makes this stop an effortless way to enjoy unique geological sights.
Next, you cross between the volcanoes, giving guests a chance to marvel at Caldera’s volcanic landscape. The route takes you past the Capes lighthouse and Hot Springs, offering views that are both dramatic and memorable. The calm waters and gentle sailing make it an ideal way to enjoy Santorini’s natural beauty without rushing.

One of the tour’s highlights is the stop for swimming in the bay of Thirasia, on the west side of the Caldera. Here, you can enjoy a refreshing dip in the clear waters, surrounded by volcanic scenery. The one-hour stop provides ample time for swimming, relaxing on the boat, or simply soaking in the views.
Onboard, a homemade meal is served, prepared with ingredients mostly produced in Santorini. Guests report that the lunch is delicious, with local flavors and fresh ingredients adding to the experience. The food is served on deck, allowing diners to enjoy the sea breeze and panoramic views while eating.

After lunch, the yacht passes the Crocodile of Thirasia, a notable volcanic formation that resembles a crocodile. The route continues past Aspronisi, a small uninhabited island, before returning to Vlychada. This scenic passage offers excellent photo opportunities and a chance to see Santorini’s volcanic landscape from the water.
The entire route emphasizes viewing the caldera from an eastward perspective, showcasing Santorini’s breathtaking geology and the unique connection between land and sea.

The tour begins at 9:00 am, with hotel pickup and drop-off included for ease. The private tour setup means only your group participates, allowing for a more relaxed and customizable experience. Passengers are encouraged to provide details about their ship if arriving on a cruise, ensuring smooth coordination.
The tour also caters to dietary preferences, with a vegetarian option available if advised during booking. The sailing adventure is suitable for most travelers, with most participants able to join comfortably. Children must be accompanied by an adult.
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Guests appreciate the unlimited beer, wine, soft drinks, and bottled water onboard, keeping everyone refreshed throughout the cruise. The meals are a significant part of the experience, with the onboard lunch described as delicious, featuring local ingredients and cooked fresh. The homemade style adds a personal touch that many find appealing.
The beverages and meals are all included, providing excellent value for those seeking a stress-free day without additional costs. This setup allows guests to relax and focus on enjoying the scenery and company.

With a maximum of 10 guests, the yacht ensures a quiet, intimate atmosphere that larger tours cannot match. This setting is perfect for personalized service, easy conversations, and a tailored experience. The family-owned nature of Angel Sailing means a warm, welcoming environment that feels more like a day with friends than a typical boat tour.
Guests often mention George’s hospitality as a standout feature, with his ability to customize the experience and share local insights enriching the day.

The tour is dependent on good weather to ensure safety and comfort. If canceled due to poor weather, guests are offered a reschedule or full refund. Cancellations made at least 24 hours in advance are fully refundable, providing peace of mind for planning.
Since the tour has free cancellation policy, it offers flexibility for travelers who want to secure their spot without risk.
This private sailing tour in Santorini offers a relaxed, personalized alternative to larger group excursions. The expert guidance from Captain George and the small yacht environment make it particularly appealing for those seeking intimacy, comfort, and authentic local experiences. The combination of scenic stops, delicious local cuisine, and unlimited drinks creates a well-rounded day on the water.
While the price reflects the exclusive nature and customization options, it is justified by the quality of service and the stunning views. This tour is especially suitable for those who appreciate a calm, private experience and want to explore Santorini’s volcanic landscape from the water.
“I took a solo sailing trip with George at Angel Sailing and it was an incredible experience! Not only did he show me some of the amazing sights, is…”
Is this tour suitable for children?
Yes, children are welcome but must be accompanied by an adult.
What is included in the price?
The price includes hotel pickup and drop-off, meals, unlimited beer, wine, soft drinks, and bottled water.
Can I customize the schedule?
Yes, the private nature of the tour allows for customization, and Captain George is willing to adapt the experience.
What stops are part of the itinerary?
Stops include Red Beach, White Beach, Thirasia Bay for swimming, and scenic passages near Capes lighthouse, Hot Springs, and the crocodile-shaped volcano.
Is vegetarian meal option available?
Yes, vegetarian options can be arranged if advised during booking.
How long in advance should I book?
Most bookings are made about 19 days in advance; early booking is recommended for securing a spot.
What is the maximum group size?
The yacht accommodates up to 10 guests, providing an intimate experience.
What happens if the weather is unfavorable?
The tour is dependent on good weather. If canceled due to poor conditions, you will be offered a full refund or rescheduling.
Can I join if I arrive on a cruise ship?
Yes, but you’ll need to provide your ship’s name, docking, and disembarking times during booking.
Is there any additional cost I should prepare for?
No, all meals and drinks are included, and there are no hidden fees.