Santorini: Private Cruise to Milos Polyaigos & Kimolos

A private cruise from Santorini offers an unforgettable day exploring some of the most captivating islands in the Aegean Sea. For $3,839 per group up to 4, this 10-hour journey combines stunning scenery, crystal-clear waters, and authentic Greek charm. Led by a bilingual crew, the tour includes hotel transfers, snorkeling equipment, and refreshments, making it a seamless and personalized experience. While the price may seem high, the exclusivity and tailored itinerary make it ideal for those seeking a special day on the water. This tour is perfect for small groups or intimate celebrations, offering both adventure and relaxation.

Despite the long day, the carefully curated stops and scenic highlights promise a memorable outing. Keep in mind that onshore meals are not included, so travelers may choose to bring snacks or plan for a meal in Pollonia. This cruise provides a balanced mix of sightseeing, swimming, and leisure, all wrapped in a private setting.

Key Points

• Private group experience with up to 4 people, offering personalized service
• 10-hour cruise starting from Santorini with hotel pickup and drop-off
• Visit Milos’ Kleftiko, explore Polyaigos’ caves and beaches, and walk through Kimolos’ colorful doors
• Includes snorkeling gear, refreshments, and towels
• Flexible booking with free cancellation up to 24 hours in advance

You can check availability for your dates here:

Departure and Transfers from Thera

The tour begins with a convenient hotel pickup in Thera, allowing travelers to start their day with ease. The transportation is by an air-conditioned A/C bus, ensuring comfort during transfers. After the cruise, there is a 30-minute return transfer back to Thera, making the logistics straightforward and stress-free.

Exploring Milos at Kleftiko

The first stop highlights the famous Kleftiko, known for its dramatic rock formations and vibrant sea colors. This site is celebrated for its unique landscape and is a favorite for photography and sightseeing. The scenic views on the way add to the anticipation, making it a highlight of the day.

Swimming and Cave Exploration at Polyaigos

The largest uninhabited island of the Aegean Sea, Polyaigos, offers a 30-minute window for swimming and snorkeling in its clear waters. Travelers can explore pirate caves and quiet beaches, with the opportunity to witness nature’s unspoiled beauty. The magical caves and pristine beachfronts are perfect for those who enjoy water activities and natural scenery.

Discovering Kimolos’ White Rocks and Colorful Doors

Next, the tour visits Kimolos, famed for its white chalk rocks and the colorful doors carved into the rocks, called Syrmata. These constructions, originally built by fishermen to house their boats, are a charming sight. The 30-minute stop here also allows for swimming and snorkeling, making it a relaxing break amid impressive scenery.

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Free Time in Pollonia

After the island hopping, the group spends 3 hours in Pollonia, a picturesque fishing village built around a small harbor. This area combines traditional charm with modern development, offering a chance to soak in the local atmosphere, enjoy scenic views, or explore on your own. This generous amount of free time makes it possible to relax, walk along the waterfront, or simply enjoy the village’s ambiance.

Scenic Return to Santorini and Sunset Viewing

As the day concludes, the cruise returns to Santorini’s Caldera, with the opportunity to witness the idyllic sunset. This peaceful moment caps off the trip, providing a perfect backdrop to reflect on the day’s adventures.

Practical Details: What’s Included and What’s Not

The tour includes hotel pickup and drop-off, snacks, fresh fruit, water, refreshments, snorkeling equipment, and towels. However, onshore meals and off-board activity costs are not included, allowing flexibility for travelers to bring their own food or purchase locally.

Activity Logistics and Group Size

This is a private group experience, hosted by CALDERA YACHTING, with services available in English and Greek. The small group size ensures personalized attention and a more intimate atmosphere, ideal for couples, families, or friends seeking a tailored day on the water.

What to Bring and Important Tips

Travelers should bring passport or ID, swimwear, sunscreen, and weather-appropriate clothing. The tour advises against intoxication for safety reasons. Since the tour can be booked and paid later, travelers retain flexibility in planning.

Comparing with Similar Experiences

While there are other private boat tours around Santorini, this cruise stands out for its focus on Milos, Polyaigos, and Kimolos, offering a combination of scenery, swimming, and cultural sights. The inclusion of hotel transfers and a bilingual crew enhances convenience and comfort.

The Experience Provider: CALDERA YACHTING

CALDERA YACHTING manages this tour, known for their professional service and attention to detail. Their ships and crew aim to deliver a smooth, relaxing, and memorable experience on the water.

Final Thoughts on the Private Santorini Island-Hopping Cruise

This 10-hour private cruise offers a comprehensive look at some of the most visually striking parts of the Aegean Sea. The tour balances adventure with relaxation, with plenty of swim stops and scenic walks. Its private nature ensures a personalized experience, perfect for small groups or special occasions.

The price reflects the exclusivity and comfort, making it an ideal choice for those who want a customized day away from crowds. While it may not include meals, it provides enough flexibility for travelers to enjoy local cuisine on their own. For water lovers, photography enthusiasts, or anyone wanting a peaceful escape, this cruise offers a memorable way to explore Greece’s beautiful islands.

Frequently Asked Questions

Is hotel pickup included in the tour?
Yes, the tour includes transportation from and to your hotel in Thera via an air-conditioned bus.

What activities are available during the stops?
You can swim and snorkel at each stop, including Milos’ Kleftiko, Polyaigos, and Kimolos. Equipment is provided, and the tour emphasizes natural exploration.

Are meals included in the tour price?
No, onshore meals are not included. Travelers may bring their own snacks or plan to dine in Pollonia.

How flexible is the booking?
You can reserve now and pay later, with free cancellation available up to 24 hours before the tour.

What should I bring for the trip?
Bring passport or ID, swimwear, sunscreen, and weather-appropriate clothing. No alcohol or intoxication is allowed during the tour.

Is this tour suitable for families or small groups?
Absolutely. It is designed for private groups up to 4 people, offering exclusivity and personalized service.

How long is the free time in Pollonia?
The group has 3 hours to explore, relax, or enjoy the scenery in this charming fishing village.

What is the main highlight of the cruise?
The tour’s standout features are Kleftiko’s rock formations, Polyaigos’ caves and beaches, and Kimolos’ colorful doors, offering a mix of natural beauty and unique architecture.

You can check availability for your dates here: More Great Tours Nearby