If you’re dreaming of a day on the water in Santorini, this luxury sailing cruise might just tick all your boxes. This tour promises stunning views, relaxing stops, and a touch of indulgence with a gourmet lunch and open bar. From what I’ve seen and heard, it’s a favorite among visitors, especially those who want a mix of sightseeing, swimming, and some serious R&R.
What really stands out about this experience are two things: first, the breathtaking scenery you’ll get from the water, and second, the quality of the food and drinks onboard. The reviews highlight delicious Greek food paired with a lively atmosphere. On the flip side, one thing to consider is the group size, which is capped at 18, making it a fairly intimate outing, but that also means booking early is wise.
This cruise suits travelers who want a luxurious, all-inclusive day—perfect if you’re after comfort, great views, and a relaxed vibe. It’s especially good for those who enjoy good food and want to explore Santorini from a different angle, but it’s not necessarily tailored for adventure seekers looking for high-energy activities.
- Key Points
- An In-Depth Look at the Santorini Luxury Sailing Experience
- Starting Point and Transportation
- The Itinerary: What You’ll See and Do
- What’s Included and What to Expect
- Food and Drinks: A Standout Feature
- Price and Value
- Who Will Love This Tour?
- The Sum Up
- Luxury Santorini Sailing Cruise: Lunch, BBQ, Open Bar, Transfers
- FAQ
- More VIP Experiences in Santorini
- More Boat Tours & Cruises in Santorini
- More Tour Reviews in Santorini
- More Santorini experiences we've covered
Key Points

- Stunning vistas of the Caldera and volcano from the water
- Comfortable, small group size ensures a more personal experience
- Delicious Greek lunch and open bar add a luxurious touch
- Stops at popular spots like hot springs, beaches, and Thirasia
- Ideal for those seeking relaxation over fast-paced activities
- Booking early is recommended, with an average of 41 days in advance
An In-Depth Look at the Santorini Luxury Sailing Experience

When you think about what makes a great day in Santorini, being on the water with excellent company and a relaxed pace often hits the sweet spot. This luxury sailing cruise checks those boxes and more, offering a balanced itinerary that lets you see some of the island’s most iconic sights without feeling rushed.
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Starting Point and Transportation
The tour kicks off at Vlychada Port, located in the scenic southern part of Santorini. It’s convenient for those staying nearby or arriving via public transportation. The tour includes pickup options, which means your transfer to the port is taken care of, removing any logistical guesswork.
The trip is approximately 5 hours long, giving you enough time to enjoy each stop without feeling hurried. With a maximum of 18 travelers per boat, it remains intimate and personalized — a big plus if you prefer a quieter, more relaxed environment than the large cruise ships.
The Itinerary: What You’ll See and Do
First Stop: Mesa Pigadia Beach
This quiet stretch of sand in the island’s southern reaches offers clear waters perfect for swimming and snorkeling. The reviews praise the water’s quality; Elizabeth_J called it “some of the best I had in Greece,” highlighting how refreshing and enjoyable the swim was. Since this stop is free of admission fees, it’s a straightforward start to your aquatic adventures.
Next: Volcano and Hot Springs
Sailing into the caldera brings you close to the active volcano, and a visit to the hot springs offers a unique experience. The sulfur-rich waters have a reputation for being therapeutic. From a traveler’s perspective, this stop’s the highlight — the chance to soak in natural hot mineral waters while surrounded by volcanic scenery. We often hear that these moments are both relaxing and awe-inspiring.
Third Stop: Thirasia Island
An often overlooked gem, Thirasia is a peaceful island opposite Santorini. Here, you’ll have the opportunity to swim and explore. The onboard lunch is served after your water activities, with stunning views of the surrounding seascape, making for an incredibly picturesque meal. Based on reviews, the food quality consistently impresses; Christina_M mentions a “large delicious traditional Greek lunch,” which many find to be the perfect end to the waterday.
Returning to Vlychada
As your cruise winds down, the boat heads back towards the port, offering you spectacular views of the Caldera at sunset or dusk. It’s the perfect moment for photos and to take in the scenery—truly some of the most memorable sights in Santorini.
What’s Included and What to Expect
The tour’s all-inclusive nature is one of its biggest draws. You’ll enjoy lunch (including BBQ options), an open bar serving drinks throughout the journey, and transfers to and from your accommodation. The mobile ticket system simplifies the process, and confirmation happens at booking, so you can plan with confidence.
Group size maxes out at 18, which feels just right for a cozy experience, avoiding the chaos of larger tours. Expect friendly staff, as reviews repeatedly praise their helpfulness and good vibe. This adds to the feeling of being on a special, exclusive trip rather than just another tourist boat.
Food and Drinks: A Standout Feature
The onboard lunch isn’t just a quick snack — it’s a well-thought-out, hearty meal with Greek flavors and fresh ingredients. Elizabeth_J called the food “some of the best I had in Greece,” emphasizing its quality. The open bar is another highlight, offering drinks to match the relaxed atmosphere, making it easy to toast and enjoy the scenery.
Drawn to sailing? We've examined these other wind-powered adventures in Santorini
- Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer
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- Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)
- Santorini Gold Catamaran Cruise with BBQ, Drinks and Hotel Pickup
- Santorini Catamaran Cruise with Fresh Meal and Open Bar
- Sailing Catamaran Cruise in Santorini with BBQ, Drinks and Transfer
Price and Value
At around $137.57 per person, this tour represents a solid value considering everything included: transfers, lunch, drinks, and the scenic experience. It’s not the cheapest option, but the reviews support that the quality and exclusivity justify the price. If you’re after a luxurious, all-in-one day with minimal fuss, this cruise offers good bang for your buck.
Who Will Love This Tour?

This cruise is ideal for travelers who appreciate comfort and a relaxed pace. It’s perfect if you want to see key sights like the hot springs and beaches without the crowds or hustle of larger tours. Food and drink lovers will enjoy the gourmet lunch and open bar, and anyone seeking picture-perfect views will be pleased by the scenery from the boat.
It’s also well-suited for those who prefer small groups for a more intimate experience. While families might find it accommodating, it’s not specifically tailored for children, so check with the provider if traveling with very young kids.
The Sum Up
This luxury sailing cruise in Santorini delivers a memorable day combining stunning vistas, relaxing stops, and tasty food and drinks. With its small group size and all-inclusive approach, it’s a great way to enjoy the caldera and beyond without feeling overwhelmed. The tour strikes a good balance between sightseeing, relaxation, and indulgence, making it suitable for couples, friends, or anyone looking to enjoy Santorini from a different perspective.
If your ideal day involves leisurely swimming, scenic photography, and a gourmet meal on the water, this cruise could be just what you’re after. For travelers who prioritize comfort, good company, and quality, it’s definitely worth considering.
Luxury Santorini Sailing Cruise: Lunch, BBQ, Open Bar, Transfers
“Delicious food (some of the best I had in greece), good music, and relaxing time in general. Highly recommend!”
FAQ

Is transportation included?
Yes, transfers to and from your accommodation are included, making the start and end of your day hassle-free.
How long is the cruise?
The entire experience lasts about 5 hours, giving ample time for each stop and a comfortable pace.
Can I swim at the stops?
Absolutely. The stops at Mesa Pigadia Beach, the hot springs, and Thirasia are all designed for swimming and snorkeling.
What’s the food like?
Expect a hearty, traditional Greek lunch with fresh ingredients, praised by previous travelers for its quality and flavor.
Is there an open bar?
Yes, an open bar is included, offering drinks throughout the cruise for a relaxed, social atmosphere.
How many people are on the boat?
The boat can host up to 18 travelers, ensuring a more intimate experience.
What should I bring?
Swimwear, a towel, sun protection, and perhaps some cash for extras. The boat provides the essentials.
Are children allowed?
While the experience is suitable for most travelers, check directly with the provider if you’re bringing very young children.
What’s the best time to book?
Most travelers book about 41 days in advance, especially during peak season, to secure a spot.
What happens if the weather is bad?
The tour requires good weather; if canceled, you’ll be offered a different date or a full refund.
If you’re after a well-rounded, stress-free way to enjoy Santorini’s sights and flavors, this cruise offers a lovely slice of the island’s charm—just don’t forget to book early!
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