2-Day Private Sailing Tour around Milos, Kimolos and Polyaigos

Exploring Milos, Kimolos, and Polyaigos by Sail: An Authentic 2-Day Private Experience

Imagine cruising along shimmering waters, your boat cutting through the Aegean’s gentle waves, with only your group onboard. That’s exactly what the 2-Day Private Sailing Tour around Milos, Kimolos, and Polyaigos offers. This tailored experience combines the joy of sailing with the thrill of discovering lesser-known Greek islands, away from tourist crowds. It’s ideal for those who crave a blend of adventure, comfort, and authentic scenery—all wrapped into two relaxing days.

What truly makes this trip stand out is the personalized touch—only your group will be on the boat, with a crew dedicated to ensuring your journey is smooth and memorable. The chance to stop at unspoiled beaches, explore caves, and wander through charming villages is what really captures our attention. Plus, the included meals and drinks add an extra layer of value, making it a streamlined, all-in-one escape.

A possible consideration is the weather—like any sea-based activity, the experience hinges on good conditions, and itineraries may shift accordingly. This is a small detail but one to keep in mind if you’re planning around specific dates. This tour is perfect for couples, friends, or small families who enjoy the idea of a flexible, intimate adventure on the water, combined with plenty of opportunities to relax and soak up the Greek sun.

Key Points

• Exclusive Private Experience: Only your group participates, enhancing comfort and personalized service.
• Stunning Island Scenery: From Milos’ iconic beaches to the secluded Pelagios Island, the views are breathtaking.
• Flexible Itinerary: Based on weather, but always includes highlights like caves and pristine beaches.
• Inclusive Meals & Drinks: Breakfast, lunch, and drinks are covered, making it convenient and good value.
• Authentic Village Stops: Explore Kimolos’ charming town and enjoy local cuisine.
• Uncrowded Beaches & Caves: Perfect for swimming, sunbathing, and exploration away from crowds.

An In-Depth Look at the 2-Day Sailing Tour

An Introduction to the Journey

This private sailing tour offers a comprehensive escape into the natural beauty and authentic charm of the Aegean Sea. You’ll start your adventure in Adamantas, Milos, at 10:00 am, with a crew ready to take your group on a voyage filled with stunning scenery and cultural interest. The experience is designed to be both relaxed and adventurous, with plenty of stops for swimming, exploration, and leisure.

Day 1: Milos and Kimolos Highlights

The first day begins with a gentle sail to Klima, a picture-perfect village characterized by traditional colorful houses and a small beach perfect for a refreshing swim. Reviewers love the charm of Klima, noting the crystal-clear waters and authentic vibe. One traveler mentioned that the village “feels like stepping back in time” with its quaint atmosphere.

Next, the boat heads to Sarakiniko Beach, famous for its dramatic lunar landscape. Its stark white volcanic formations attract thousands of visitors annually, but being on a boat gives you the chance to enjoy it at a more relaxed pace. The shallow waters and unusual rock formations make it an ideal spot for cliff-jumping and photography.

After soaking up the Milos landscape, you’ll stop for lunch at Goupa beach in Kimolos, affectionately called “the elephant beach” due to its unique rock formations. The water here is crystal clear, inviting for another swim, and the local tavernas serve up fresh Mediterranean dishes—perfect for a midday feast.

The day concludes with a visit to Kimolos town, a small, unspoiled village where narrow alleys, traditional homes, and friendly local cafes create an inviting atmosphere. The port of Psathi is your overnight stop, giving you easy access to the village and its eateries. Reviewers enjoy wandering around the village, with one describing it as “a genuine Cycladic gem” where you can unwind with a cocktail after dinner.

Day 2: Polyaigos and Kleftiko

The second day kicks off with a morning stop at Myrsini Bay on Polyaigos, an uninhabited island known for its untouched beauty. The bay’s calm, warm waters are perfect for swimming and sunbathing, providing a peaceful escape from busy tourist spots. One reviewer specifically appreciated that this island is accessible only by boat, offering a sense of exclusivity.

Next, you’ll visit a secluded sandy beach on Milos, reachable solely by boat, famed for its turquoise waters and golden sands. The onboard “mezze” (Greek tapas) adds a delightful local flavor to the experience, with many saying the food is fresh, flavorful, and well-portioned.

The highlight of the trip is Kleftiko Beach, a legendary spot with a history as a pirate hideout. Its striking caves and clear waters draw many visitors, but on a small boat, you’ll get the chance to explore caves in a dinghy or paddleboard, making the experience more intimate. One guest mentioned that exploring the caves was “a true highlight,” with the picturesque surroundings adding to the sense of adventure.

What’s Included & What’s Not

The tour covers breakfast, lunch, all boat expenses, fuel, taxes, and berth fees, which simplifies planning and provides excellent value. However, dinner isn’t included, so you might want to explore local tavernas in Kimolos or bring snacks for the evening. The flexibility to choose your own dining experience is a plus for those wanting a taste of authentic local cuisine.

How It Feels to Be on Board

The boat itself is a comfortable vessel suited for small groups—up to four people—ensuring personalized attention and space. The review mentions a crew that’s friendly and knowledgeable, making the experience smooth and informative. The journey is approximately two days long, with enough time allocated for swimming, exploring caves, relaxing on beaches, and enjoying meals without feeling rushed.

Why This Tour Is a Great Choice

The value here is substantial, considering the inclusions and the private nature of the experience. For approximately $2,810.69 per group, you’re paying for a tailored, intimate trip that includes meals, beverages, and all expenses. This is particularly appealing if you’re looking for a hassle-free, all-in-one escape that takes you off the beaten path.

The flexibility and small group size make it ideal for travelers who prioritize comfort, exclusivity, and authentic experiences over large tour groups. The combination of stunning scenery, charming villages, and the opportunity to explore caves and beaches only accessible by boat makes this a memorable adventure.

Who Should Consider This Tour?

This sailing trip suits those who are comfortable on the water and enjoy a personalized approach to island-hopping. It’s perfect for couples or small groups eager to explore less-visited spots in Greece without the crowds. If you love scenic sailing, swimming in crystal-clear waters, and authentic village visits, this tour offers that with a touch of luxury.

The experience’s flexibility and focus on natural beauty make it a good fit for travelers who enjoy a mix of adventure and relaxation. Just remember, weather can influence the itinerary, so a flexible mindset is essential.

Frequently Asked Questions

Is this tour suitable for children or non-swimmers?
While the tour is generally suitable for most travelers, swimming and water exploration are key components. Non-swimmers might want to bring flotation devices or confirm specific needs with the provider.

How many people are on the boat?
The tour is private for up to four people, ensuring an intimate experience without crowds.

What meals are included?
Breakfast and lunch are included, with fresh Mediterranean dishes served onboard. Drinks are also part of the package.

Can I cancel if the weather is bad?
Yes, the tour can be canceled or rescheduled due to poor weather, with a full refund or alternative date offered if notified at least three days in advance.

What is the start time?
The tour begins at 10:00 am from Adamantas, Milos, and ends back at the same meeting point.

Are there any additional costs?
No, all boat expenses, fuel, taxes, and berth fees are included. Dinner is not covered, so plan accordingly.

Is this activity accessible by public transportation?
Yes, the meeting point is near public transportation, making it easy to reach.

How long is each stop?
Stops vary from about 45 minutes at Sarakiniko Beach to around 2 hours at Goupa Beach for lunch, providing a good balance of sightseeing and relaxation.

What should I bring?
Bring swimwear, sun protection, a hat, and perhaps a light jacket for the evening. Comfortable clothes for exploring villages are recommended.

To sum it up, this private sailing tour around Milos, Kimolos, and Polyaigos offers a luxurious, authentic, and flexible way to explore some of Greece’s most captivating islands and coastlines. Its focus on personalized service, stunning scenery, and delicious meals makes it a standout experience for those wanting to enjoy the Aegean in style. Ideal for small groups seeking privacy, adventure, and a taste of local life, it’s a journey that promises both relaxation and discovery in equal measure.