Santorini Private Sunset Sailing Tour with Dinner, Drinks & Transfer included offers a refined way to take in one of Greece’s most iconic sights — the sunset over Santorini. While we haven’t personally been on this exact tour, the consistently glowing reviews and detailed descriptions give us a pretty clear picture of what travelers can expect. This experience combines the charm of private sailing with the comfort of good food, drinks, and a knowledgeable crew to guide you along the way.
What really shines about this tour is its private setting. We love how it transforms a standard sightseeing trip into a personalized adventure, especially with a small group of up to 10 people. The inclusion of hotel transfers simplifies logistics, making it a seamless treat. A potential consideration, however, is the price: at around $625 per person, it’s not your budget-friendly option. But for those looking to indulge in a special, romantic, or memorable experience, it seems well worth the splurge.
This tour is best suited for couples, small groups, or anyone who craves a more intimate take on Santorini’s sunset and natural beauty. If you’re after a relaxed, elegant outing with great food, drinks, and scenic views, this might be just what you need.
Key Points

- Private, intimate experience on a family-owned yacht with only your group.
- Stunning views of Santorini’s famous caldera, including Red Beach, White Beach, and Palea Kameni.
- All-inclusive package with unlimited beer, wine, soft drinks, and a full dinner.
- Convenient transfer service from your hotel adds to the ease of planning.
- Comfortable yacht with plenty of space and friendly crew who offer local insights.
- Ideal for those seeking a romantic or special celebration in a relaxed setting.
The Experience: What to Expect from the Tour
Starting around 3:30 pm, the tour kicks off with pickup from your hotel, easing the hassle of organizing transport. Once onboard this 44-foot yacht, you’ll quickly get a sense of the relaxed, personalized vibe. The boat is designed to host up to 10 travelers, but the intimate scale means fewer crowds and more space to relax. The crew, often praised for their friendliness and knowledge, are eager to share insights about the island and its volcanic features.
Prefer personalized experiences? Here are other private options we've covered in Santorini
The Itinerary Breakdown
The cruise’s route is carefully curated to showcase Santorini’s natural beauty and volcanic history. The first stop is near the marina, where you’ll see the unique pumice beach right next to the docking area. From there, the boat glides past the island’s most popular beaches, giving you a chance to admire the iconic coastline.
Next, you’ll pass by the White Beach, accessible only by boat, and marvel at its dazzling, volcanic formations. The tour then moves between the two volcanic islands — Palea Kameni and Nea Kameni — where sulfuric warm waters invite a quick dip, depending on the weather and your preferences. These stops are not just for sightseeing but also for experiencing the geological marvels of Santorini’s volcanic activity.
The Highlight: Thirassia Island & Sunset Dinner
The final touch is the stop at Thirassia Island, a calm, less-crowded spot where you can swim in crystal-clear waters. Here, you’ll enjoy a carefully prepared meal cooked onboard, with options including vegetarian choices if needed. This is also where you’ll witness the sunset in all its glory, a moment many reviews describe as unforgettable.
What the Reviews Say
Reviewers consistently praise the crew, especially Captain George, for his knowledge and warmth. William S. calls the experience “the best day ever” and highlights the home-cooked Greek dinner as one of the highlights. Donna H mentions how the trip felt like an outing with friends and appreciated the crew’s attentiveness and storytelling.
Many reviewers appreciate the scenic swim stops, often commenting on the impressive clarity of the waters and the abundance of fish, which add a playful element to the trip. The open bar, featuring unlimited beer, wine, and soft drinks, receives special mention, adding to the relaxed, festive atmosphere.
Practical Details & Considerations
At approximately five hours long, this tour strikes a good balance between sightseeing, relaxing, and enjoying food and drinks. The price — about $625 per person — covers the yacht, meals, drinks, and transfers, so you’re paying for a hassle-free, all-in-one experience. Given the reviews’ consistency and the high ratings, many travelers feel they received excellent value, especially considering the personalized service and stunning scenery.
The tour operates in good weather conditions, and the cancellation policy is flexible — you can cancel up to 24 hours in advance for a full refund, which is reassuring if you’re planning around uncertain weather.
Enjoy being on the water? Here are other boat experiences we've looked into in Santorini
- Half-Day Exclusive Catamaran Cruise in Santorini with Meal and Open Bar
- Santorini Classic Catamaran Cruise with BBQ, Drinks and Transfers
- Half Day Premium Catamaran Cruise in Santorini including Oia
- Luxury Small-Group Catamaran Cruise with BBQ, Open bar & Transfer
- Santorini All-inclusive Catamaran Cruise with Thirassia Stop
- Santorini Small-Group Catamaran Sailing Trip(BBQ,drinks, transfer)
What’s Not So Perfect

While the experience seems well-loved, it’s worth noting that it’s priced at a premium. If you’re on a tight budget, there are more affordable ways to see Santorini, but perhaps without the same exclusivity and comfort. Also, the tour is primarily suited for adults or older children; younger kids might find the sailing and swimming stops less engaging, although there’s flexibility depending on individual preferences.
Who Should Book This Tour?

This sailing trip is really best suited for travelers looking for a special, memorable way to experience Santorini. Couples celebrating an anniversary or proposing might find it particularly romantic. Small groups or friends who want a private, comfortable outing will also appreciate the intimacy and flexibility of this tour. If you prefer a lively, large-group experience, this might not be the right fit — but if you’re after calm, scenic beauty paired with good food and drinks, it’s a winner.
Final Thoughts

If you’re dreaming of watching Santorini’s sunset from a peaceful, private yacht while enjoying a home-cooked Greek dinner and unlimited drinks, this tour ticks all those boxes. The small-group setting, knowledgeable crew, and stunning coastal views make it a standout option for those wanting something a little more luxurious and personal.
However, be aware of the cost, and consider whether a more budget-friendly option fits your travel style better. For couples, romantic celebrations, or anyone wanting to indulge a bit, this sailing tour could very well be a highlight of your trip.
Santorini Private Sunset Sailing Tour with Dinner, Drinks &Transfer included
“Best day EVER here on our trip to Santorini, Greece! George and Elias gave us the VERY BEST sailing experience. It was a dream come true and a da…”
FAQ

Is hotel pickup included in the tour?
Yes, hotel pickup and drop-off are included, making it very convenient to start and end the day without extra hassle.
How long does the tour last?
The experience lasts approximately 5 hours, starting around 3:30 pm. It’s a well-paced trip that balances sightseeing, swimming, and dining.
What’s included in the price?
The price covers the private yacht, all meals as per the itinerary, unlimited beer, wine, soft drinks, bottled water, and two-way transfer from your hotel.
Can I customize the meal preferences?
Vegetarian options are available; you should advise at the time of booking if you have specific dietary needs.
Is this trip suitable for children?
Children must be accompanied by an adult. The tour is generally suitable for most travelers, but very young children may find sailing or swimming less engaging.
What happens if the weather is bad?
The experience requires good weather. If canceled due to poor weather, you’ll be offered a different date or a full refund.
This private sunset sailing tour in Santorini offers a wonderful blend of scenic beauty, comfort, and personalized service. Whether celebrating a special moment or simply wanting to treat yourself, it’s a meaningful way to enjoy the island’s magic from the water.
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- Santorini All-inclusive Private Catamaran Cruise
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