Santorini: Ios Island Overnight Sailing Trip with Meals

Santorini: Ios Island Overnight Sailing Trip with Meals — A Deep Dive

When it comes to exploring the Greek islands, there’s a lot to choose from, but sailing from Santorini to Ios on a private yacht is a standout experience for those craving a blend of luxury, adventure, and beautiful scenery. While we haven’t personally set sail on this particular trip, the shared details paint a vivid picture of what travelers can expect.

What really catches our eye? First, the stunning views of volcanic cliffs and the shimmering Aegean Sea during the cruise. Second, the delicious local cuisine and fine wines included aboard the boat make this a truly indulgent escape. On the flip side, it’s worth considering that this experience is best suited for those comfortable with being on the water and not prone to seasickness, as it involves some time at sea.

This tour is ideal for travelers who appreciate a mix of comfort and adventure, and who want to see Greece from a unique perspective—aboard a well-appointed sailboat with a dedicated crew. If you’re seeking a quieter, more intimate way to visit Ios, and enjoy fantastic scenery paired with good food, this might just be your perfect getaway.

Key Points

• Luxury sailing experience with a dedicated crew and comfortable cabins
• Delicious curated local delicacies and fine wine included in the package
• Relaxing day on Magganari Beach with opportunities for swimming and sunbathing
• Flexible exploration time on Ios for beaches, town, and local culture
• Overnight comfort on the boat, with a peaceful night under the stars
• Ideal for travelers comfortable with sea travel and looking for a personalized, private experience

You can check availability for your dates here:

What Makes This Tour Special?

This sailing trip offers a chance to see the iconic Aegean coastline from the deck of the Kymatia Sailboat. It’s a combination of scenic cruising, fine dining, and relaxed exploration—something that truly captures the slower, more intimate side of Greek island life.

The journey starts with setting sail from the stunning coast of Santorini, where the volcanic cliffs and whitewashed buildings form a dramatic backdrop. The boat, described as luxury, provides spacious decks to lounge on, with ample space for sunbathing, sipping wine, or just soaking in the views. The crew is dedicated, ensuring you’re well looked after with personalized service, curated local delicacies, and fine wine, creating a sense of indulgence right from the start.

The Sailing Itinerary

The cruise moves smoothly through the calm, clear waters of the Aegean, with the highlight being the view of the sunset over the horizon. The sailing route allows you to witness the natural beauty of the islands, volcanic formations, and shimmering blue waters. If you’re a fan of photography, you’ll find plenty of opportunities for stunning shots, especially during the golden hours.

Arriving at Ios

Once you reach Ios, the focus shifts to leisure. The highlight here is Magganari Beach, renowned for its golden sands and tranquil turquoise waters. According to reviews, this beach offers a calm, shallow environment perfect for swimming or just relaxing with a good book. The quiet, peaceful atmosphere makes it a lovely spot to unwind after a morning of sailing.

You’ll have around seven hours to explore the island at your own pace. Many travelers enjoy wandering through the charming streets of Chora, with its whitewashed houses and cobblestone alleys, or simply lounging on the beach with a cocktail in hand. For those interested in local culture, Ios has a surprisingly lively nightlife, although this tour leans more towards relaxation than party scenes.

Dining and Drinks

One of the standout features is the included curated local delicacies and fine wine. We love the idea of enjoying a glass of wine as you watch the sunset, combined with tapas-style bites that showcase regional flavors. Several reviews emphasize the quality of the food, making this a true culinary experience at sea and onshore.

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Overnight on the Boat

The boat’s cabins are described as comfortable, offering a peaceful retreat after a day of exploring. Sleeping on the water under the stars is a highlight for many, with the gentle rocking of the boat creating a calming environment. Breakfast the next morning is leisurely and includes a variety of options, providing a perfect start to the day before sailing back to Santorini.

Is the Price Justified?

At $4,135 for a group of up to six people, this experience is on the premium side. When you consider what’s included—luxury accommodations, curated local food, fine wine, and a private, personalized service—the value is quite high, especially if you’re looking for a special, memorable trip rather than a budget option.

Keep in mind, this isn’t just transportation; it’s a curated experience designed for comfort, relaxation, and unique views. If you’re traveling with a small group or a couple looking for a luxurious escape, the cost can feel justified by the exclusivity and quality of the experience.

Practicalities and Tips

• What to bring: Comfortable shoes for exploring Ios, a hat, swimwear, towel, camera, and sunscreen are essential. Since it’s a sailing trip, packing light and comfortable makes sense.
• Not suitable for: Non-swimmers or those prone to seasickness might find this less enjoyable. The tour recommends bringing motion sickness prevention if needed.
• Group size: Private tours mean a more personalized experience, with the option to tailor activities somewhat.
• Duration: The 2-day schedule offers a compact yet immersive taste of Santorini and Ios, perfect for travelers with limited time but who want an in-depth experience.

What Travelers Are Saying

Reviewers highlight the breathtaking views and the excellent wine selection as major positives, often describing the experience as relaxing and scenic. One reviewer praised the “delicious local delicacies” and the “peaceful atmosphere,” emphasizing how it felt like a luxurious escape.

Some mention that the boat’s comfort levels are good, though a few note that the experience depends heavily on weather conditions—so good weather makes a big difference. As with any sea trip, motion sickness can be a concern, so preparation is key if you’re prone.

Who Is This Tour Best For?

This experience suits those wanting a luxurious, intimate voyage with a small group or private setting, and who value scenic beauty combined with good food and wine. It’s perfect for couples or small groups celebrating a special occasion, or anyone craving a different perspective on the Greek islands.

It’s less suited for travelers who prefer active adventures or those with little interest in sailing or being on the water for extended periods. Also, if you’re uncomfortable with seasickness, this might not be the best fit unless you’re prepared with remedies.

The Sum Up

If you’re after a relaxing, scenic, and indulgent way to experience Greece’s iconic islands, this sailboat trip offers a lovely blend of comfort, natural beauty, and local flavors. The chance to cruise through the Aegean, enjoy a quiet beach on Ios, and spend a night under the stars makes it a memorable escape for those who appreciate finer details in their travel.

While the price may seem high compared to standard day tours, the personalized service, luxurious cabins, and curated dining make it a worthwhile splurge for a special occasion or an indulgent getaway. It’s particularly well-suited for small groups or couples looking for privacy and a more intimate vibe.

This trip promises a peaceful, scenic, and gastronomic adventure that captures the essence of Greek island life from a cozy, sea-breezy perspective.

FAQ

Is this tour suitable for non-swimmers?
It’s not recommended for non-swimmers, as the tour involves swimming at Magganari Beach and being comfortable in the water is part of the experience.

How many people can join this tour?
The experience is tailored for private groups of up to six people, ensuring a more personalized and comfortable setting.

What’s included in the price?
The cost covers an overnight stay in comfortable cabins, fine wine, curated local delicacies, a leisurely breakfast, and personalized service from the crew.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, making it a flexible option for travelers’ changing plans.

What should I pack for this trip?
Bring comfortable shoes, a hat, swimwear, towel, camera, and sunscreen. Pack light for ease on the boat and during your exploration on Ios.

Is the weather a concern?
Yes, the weather can affect the experience, so check forecasts beforehand. Dress appropriately, and consider bringing layers to stay comfortable on the water and during the evening.

If this sounds like your kind of Greek adventure—a mix of sea, sun, and good food—then it’s definitely worth considering. Just be sure to prep for the sea, and enjoy the stunning views and tranquil moments aboard this beautiful sailing trip.

You can check availability for your dates here: