Santorini: Sunset Sailing Cruise, with Dinner and Drinks

Planning a trip to Santorini often means dreaming of breathtaking sunsets, crystal-clear waters, and memorable experiences that blend relaxation with adventure. This Sunset Sailing Cruise with Dinner and Drinks offers exactly that—plus a chance to explore the island’s iconic coastline on a small-group catamaran. While we haven’t personally attended, reviews and detailed descriptions paint a picture of a well-rounded, value-packed experience that’s perfect for travelers craving scenic beauty, excellent food, and a touch of luxury.

What excites us most about this cruise? First, the opportunity to see Santorini from the water, with views of the caldera that are hard to beat. Second, the chance to swim in volcanic hot springs—a unique experience that many won’t forget. Third, the delicious Greek buffet and BBQ onboard, which promise authentic flavors combined with a relaxed, open bar vibe. On the flip side, potential travelers should consider that the tour involves several stops, so those prone to seasickness might want to prepare accordingly.

This cruise works best for couples, families, or groups seeking a luxurious yet laid-back way to enjoy Santorini’s natural beauty. It’s ideal if you love scenic sailing, good food, and a sunset that’s truly iconic. Now, let’s explore what makes this experience stand out—and how it might fit with your travel plans.

• Stunning Aegean views of Santorini’s caldera from the catamaran are front and center.
• Swim stops at volcanic hot springs and Red Beach add adventurous flair.
• All-inclusive amenities—dinner, BBQ, open bar, towels, Wi-Fi—provide great value.
• Pickup and drop-off from six locations around Santorini make logistics simple.
• Flexible cancellation policy allows booking with confidence.
• Small group size enhances the intimacy and personalized service.

This cruise offers a thoughtfully planned route that balances sightseeing, swimming, and relaxing. Starting from Vlychada Port—an area known for its striking lunar landscapes—the journey kicks off with a scenic cruise along the coast, giving travelers a fresh perspective of Santorini’s dramatic cliffs and iconic landmarks.

First Stop: Red Beach
This spot is a favorite among visitors for its distinctive red volcanic cliffs and pebble-lined shoreline. Here, you’ll have the chance to swim in the clear waters, as one reviewer, Sylvie, noted, “We cruised to two spots for a swim, then back towards the port to see the perfect sunset.” The swim here is invigorating, with the striking backdrop adding to the sense of adventure.

Second Stop: White Beach and Indian Rocks
Cruising past these natural formations, you’ll get plenty of photo opportunities. The White Beach’s name hints at its shimmering white cliffs, offering a stark contrast to the volcanic reds. While there’s no official swimming here, it’s an excellent spot for photos and taking in the scenery.

Third Stop: Nea Kameni Hot Springs
Arguably the highlight for many—these hot springs are famed for their sulfur-rich waters. As one guest raved, “The hot springs are a must-see, and the iron and sulphur can stain light clothing, so darker swimsuits are recommended.” Expect a rejuvenating dip that’s both fun and uniquely volcanic.

Final Stop: Mesa Pigadia Beach
Here, guests can snorkel and swim in calmer, crystalline waters. The tour includes snorkeling gear and towels, so you’ll be ready to splash around. Many reviewers appreciated the opportunity to unwind at this quiet spot after the more energetic stops.

Throughout the cruise, the guide provides commentary—likely in English—highlighting key landmarks like the Venetian Akrotiri Lighthouse and Indian Rocks. The boat itself is equipped with restrooms, Wi-Fi, life jackets, and shaded areas, ensuring comfort during the 5-hour journey.

One of the most praised aspects of this tour is the Greek buffet and BBQ onboard. Guests typically enjoy a variety of local dishes, with Sylvie mentioning, “The homemade Greek moussaka and other goodies were delicious.” The food is served aboard the boat, providing a relaxed dining experience with views of the sunset.

The open bar is another highlight—offering white wine, soft drinks, beer, and bottled water—adding a celebratory touch to the cruise. Many reviews emphasize how the combination of good food, drinks, and the stunning scenery makes for a memorable evening.

As the cruise nears its end, the boat slows down to allow everyone to watch the world-famous Santorini sunset. Guests often comment that the view of the sun dipping behind the volcano and caldera is unforgettable. It’s a perfect moment to unwind with a drink in hand, soaking in the vibrant colors reflected over the water.

The cruise concludes back at Vlychada Port, with hotel transfers included—saving you the hassle of organizing transport. Transfers from six different locations across the island, including Oia, Thera, and Kamari, help make the experience accessible, especially after a long day of sightseeing.

The tour is priced at $147 per person, which seems reasonable given the inclusions—dinner, drinks, transfers, and snorkeling gear. Considering what’s provided, it offers excellent value, especially if you factor in the cost of similar private or semi-private experiences.

Trips run for about 5 hours, with optional starting times depending on availability. The small-group setup (though the exact number isn’t specified) likely ensures a more intimate atmosphere, and the guides reportedly enhance the experience with informative commentary.

Guests are advised to bring a hat, swimwear, towel, camera, and sunscreen. For those planning to swim in the sulphur springs, darker swimsuits are recommended to avoid staining. If visiting during spring or autumn, packing a light jacket is wise for comfort.

The booking process is flexible—cancellations are free up to 24 hours in advance, and you can reserve now and pay later, providing peace of mind in uncertain travel times.

Sylvie’s review sums up the experience well: “This was a wonderful cruise! The homemade Greek moussaka and other goodies were delicious. We cruised to two spots for a swim, then back towards the port to see the perfect sunset.” Her words highlight the quality of the onboard food and the varied stops, emphasizing how the tour delivers both scenic beauty and culinary delights.

Another reviewer appreciated the small group size, which made the trip feel more personal, rather than crowded or commercial. The inclusion of Wi-Fi and towels adds extra convenience, making the cruise comfortable and practical.

This sunset cruise ticks many boxes for travelers wanting to combine relaxation, sightseeing, and fine food. It’s especially suited for couples or small groups eager to experience Santorini’s iconic views from the water. The inclusive nature—hot springs, swimming, dining, drinks, and transfers—means you won’t feel rushed, and the 5-hour duration offers a satisfying taste of the island’s coastal beauty.

If you’re seeking a romantic sunset experience with added adventure, this cruise is hard to beat. Families or friends looking to enjoy a relaxed evening in scenic surroundings will also find it appealing. However, if seasickness is a concern, consider whether the boat’s movement might be an issue.

Overall, at $147, the tour offers great value for a well-organized, picturesque, and tastefully curated experience. The reviews suggest it delivers on its promises—delicious food, beautiful views, and memorable swimming spots—making it a top choice for anyone visiting Santorini.

What is included in the price of the cruise?
The $147 fee covers hotel pickup and drop-off, a Greek buffet and BBQ, open bar with wine, beer, and soft drinks, towels, snorkeling gear, Wi-Fi, life jackets, restrooms, and all taxes and insurance.

How long does the cruise last?
The experience lasts approximately 5 hours, with starting times varying based on availability. Be sure to check your specific departure time when booking.

Are transfers offered?
Yes, free transfers are included from six different locations around Santorini, including Oia, Thera, Kamari, Perissa, Imerovigli, and Akrotiri. Guests should arrive 30 minutes early if coming directly to Vlychada Port.

What should I bring?
Bring a hat, swimwear, towel, camera, sunscreen, and comfortable clothes. Dark-colored swimsuits are recommended for swimming in the sulphur springs to avoid staining.

Is this experience suitable for people prone to seasickness?
It might not be ideal, as the tour involves sailing on open water, which can be choppy. If seasickness is a concern, plan accordingly.

Can I cancel this tour?
Yes, you can cancel up to 24 hours in advance for a full refund, giving flexibility in your travel plans.

What kind of food is served?
A Greek buffet with homemade dishes, including moussaka and other local specialties, is served onboard. Many reviewers mention the high quality and delicious flavors.

What is the best time to take this cruise?
Check availability for your preferred date; sunset views are best enjoyed during good weather, typically from late spring to early autumn.

Is this cruise good for families?
Most likely, yes. The experience is relaxed and scenic, suitable for families with children who enjoy swimming and outdoor activities. Just consider the boat’s movement if anyone is sensitive to seasickness.

This sailing cruise offers a well-rounded mix of scenic beauty, authentic cuisine, and relaxing moments—perfect for anyone wanting to experience Santorini from a unique vantage point. Whether you’re celebrating a special occasion or just want a memorable evening, you’ll find this tour provides a beautiful, enjoyable escape into the island’s famed sunset.