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Experience a luxurious overnight sailing from Santorini to Ios on the Kymatia Sailboat, including meals, swimming stops, and island exploration for up to 6 people.

The Santorini: Ios Island Overnight Sailing Trip with Meals offers an immersive escape aboard the Kymatia Sailboat with a private group experience. Priced at $4,135 per group up to 6 people, this 2-day journey combines scenic sailing, delicious local cuisine, and free time on Ios Island. It’s an excellent choice for travelers seeking a luxurious, personalized adventure with a focus on stunning views and relaxed exploration.
This tour departs from Santorini, sailing through the South Aegean, and aims at providing a romantic, calm getaway with meals included, a refreshing swim at Magganari Beach, and ample time to explore Ios at your own pace. While it’s perfect for those comfortable with being on the water, it’s best suited for non-swimmers and people who aren’t prone to seasickness due to the nature of sailing.
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The tour kicks off with departure from Santorini aboard the Kymatia Sailboat, a vessel designed for comfort and style. The luxury sailboat features spacious decks and comfortable cabins, making the overnight cruise enjoyable and relaxing. The dedicated crew handles navigation and service, so guests can simply unwind as the sailboat glides through the Aegean waters.
Throughout the cruise, breathtaking views of volcanic cliffs and the setting sun enhance the journey’s visual appeal. The sails catch the wind gracefully, providing a sense of adventure combined with serenity. It’s a scenic voyage suitable for those who appreciate sea vistas paired with luxury touches.

Meals included on this trip are a highlight. Guests enjoy a delicious dinner and a leisurely breakfast aboard the sailboat. The curated local delicacies showcase Greek flavors, complemented by fine wine that enhances the relaxed atmosphere. The crew ensures that every detail is handled, from serving wines to attentive service.
This focus on quality food and drink makes the experience feel indulgent, without the need for additional planning. It’s ideal for those who want to enjoy authentic Greek cuisine in a beautiful setting, whether during sunset or sunrise.
Upon reaching Ios, guests visit Magganari Beach, renowned for its golden sands and turquoise waters. The calm, shallow waters make it perfect for a refreshing swim and relaxing on the beachfront. The setting provides a tranquil escape from busy tourist spots, allowing plenty of time to soak up the sun or take photos of the stunning scenery.
The beach stop is brief enough to leave plenty of time for exploring the island, yet ample for a peaceful dip and leisurely lunch by the sea.
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The approximately seven hours spent on Ios give travelers the freedom to explore at their own pace. The island offers a mix of serene beaches and vibrant town life. Visitors can stroll through Chora, with its whitewashed houses and cobblestone streets, or relax at beachside tavernas.
While the tour emphasizes relaxation, the flexibility to wander or simply unwind makes it a versatile experience. Whether enjoying beach lounging, picnicking, or vibrant nightlife, there’s plenty to discover.
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After a day of exploration, guests spend the evening aboard the Kymatia Sailboat. The peaceful deck setting offers an ideal spot for stargazing or simply enjoying quiet moments as the boat gently rocks in the sea. The personalized service ensures a calm and luxurious evening, with options to relax in the cabins or on deck.
The dinner served on board at sunset adds a romantic touch, while the breakfast at dawn signals the start of the return journey to Santorini.
With the breakfast finished, the sailboat begins its return to Santorini. The morning sail offers one last chance for spectacular views of the coastline and volcanic landscapes. The journey back is smooth, with opportunities to reflect on the experience, enjoy more wine, or take photos of the tranquil sea.
The 2-day trip wraps up with the sailboat docking back in Santorini, leaving guests with lasting memories of their luxurious sailing adventure.
This tour’s private group setting provides an intimate atmosphere that larger cruises can’t match. The luxury sailboat, combined with the dedicated crew and curated meals, creates a personalized experience packed with comfort and style.
The swimming stop at Magganari Beach and the free time on Ios are notable highlights, offering both relaxation and exploration. The meals, especially the local delicacies and fine wine, elevate the journey, making it feel like a special occasion.
The trip is priced for up to 6 guests, making it a premium experience suited for small groups or families. It requires guests to be comfortable with sailing and not prone to seasickness, as the journey involves open water navigation.
Guests should bring comfortable shoes, swimwear, sunscreen, and other essentials. Smoking is not allowed onboard, and non-swimmers might find the swimming stops less suitable.
This luxury sailing experience appeals best to travelers looking for an intimate, indulgent escape with personal service. It’s ideal for couples, small groups of friends, or families who want to combine sailing, gourmet dining, and island exploration.
Those seeking relaxed pacing and breathtaking scenery will find this trip offers a perfect balance of adventure and comfort. However, individuals sensitive to seasickness should consider taking preventative measures.
The Santorini: Ios Island Overnight Sailing Trip provides a calm, elegant way to experience two iconic Greek islands. The private sailboat, with its comfortable cabins and personal crew, ensures a high-quality, relaxed voyage. Meals, including local delicacies and fine wine, paired with beautiful scenery, make this an extraordinary journey.
While the price point reflects its luxury nature and small group size, the experience offers value for those who prioritize comfort, exclusivity, and personalized service. It’s especially suited for guests wanting an easy, luxurious escape that combines sailing, relaxation, and island discovery.
Is this tour suitable for non-swimmers?
No, the tour is not recommended for non-swimmers, as it includes a swimming stop at Magganari Beach, which requires comfort with water.
How many people can join this trip?
The trip is designed for a private group of up to 6 guests, ensuring an intimate experience.
What should I bring for the trip?
Guests should pack comfortable shoes, hat, swimwear, towel, camera, and sunscreen. Smoking is not permitted onboard.
Can I cancel this tour?
Yes, the tour offers free cancellation if canceled up to 24 hours in advance, with a full refund.
What kind of meals are included?
Guests enjoy curated local delicacies, along with fine wine, during dinner and breakfast on the boat.
Is there any additional cost for exploring Ios?
No, the approximately seven hours on Ios are included in the trip, offering free time to explore the beaches, town, or relax.
How long is the overall trip?
The entire experience lasts 2 days, starting from Santorini and returning the next morning.