Milos: 2-Day Private Sailing Trip Milos-Kimolos-Polyegos

Milos: 2-Day Private Sailing Trip Milos-Kimolos-Polyegos

If you’re dreaming of cruising through Greece’s iconic islands, this 2-day private sailing trip from Milos might just be what you’re looking for. We haven’t done it ourselves, but based on reviews and detailed itineraries, it promises a blend of stunning views, personalized service, and relaxing days on the water.

What really catches our eye? First, the chance to sail in total privacy—no crowded groups here—and the opportunity to customize the experience to your liking. Second is the combination of swimming in crystal-clear waters and enjoying delicious onboard meals with no hidden costs.

One thing to keep in mind: this tour isn’t suitable for non-swimmers or folks prone to seasickness, so it’s best for those comfortable on the water and eager to swim. Overall, if you’re after an intimate, scenic escape with a touch of adventure, this trip is likely to fit the bill.

Key Points
– Private experience: A yacht just for your group, offering flexibility and comfort.
– Stunning stops: Kleftiko, Polyaigos, and Kimolos provide picture-perfect scenery and crystal waters.
– Personalized itinerary: The crew adapts the day’s plans based on your preferences.
– All-inclusive meals: Enjoy onboard food and drinks without extra charges, adding to the relaxed vibe.
– Natural beauty: Expect clear waters, sea caves, and starry nights.
– Limited suitability: Not for non-swimmers or seasick-prone travelers.

An Honest Look at the 2-Day Private Sailing Adventure

This sailing trip is designed for those who want to experience the Cyclades from a different angle—on a private yacht, rather than a crowded tour boat. Starting from Adamas port in Milos, your journey is all about enjoying the natural beauty, tailored to your group’s pace and interests.

The Itinerary Breakdown

The first day kicks off with a warm welcome at Puerto Café, where a hostess wearing the company’s badge greets you and helps you settle in. From there, your boat departs for some of the most picturesque spots in Milos. The stops at Gerakas and Tsigrado are more than just scenic—they’re prime spots for floating in turquoise waters and snorkeling in caves.

But the star of the day is Kleftiko, one of the most iconic sights in the Cyclades. It’s a massive highlight—not just because of its reputation, but because of what you get to experience there. You’ll have plenty of time to snorkel inside its caves, explore the surrounding cliffs, and take photos of the rugged coastline. The reviews mention how stunning and special it feels to be swimming into these caves, with the impressive rock formations overhead.

In the afternoon, the sailing continues toward Kimolos, a quieter, less touristy island that’s perfect for a relaxed stroll or a dinner ashore. Spending the night on the boat under a sky full of stars offers an authentic, peaceful experience many travelers cherish.

Second Day: Polyaigos and More

The second morning begins with a leisurely breakfast onboard. Then, the boat heads toward Polyaigos, one of the most unspoiled destinations in the Cyclades. Known for its crystal-clear turquoise waters, it’s a feast for the eyes and ideal for more swimming and snorkeling. The reviews highlight its “exotic” and pristine qualities, making it a perfect spot for nature lovers.

As the day progresses, the crew remains flexible, tailoring stops and activities based on your preferences. Some guests mention how the crew is attentive and eager to ensure everyone gets the most out of the experience, whether that’s more swimming, relaxing on deck, or just soaking in the scenery.

Finally, after a relaxing day at sea, the boat heads back to Milos, with the chance to reflect on two days filled with natural beauty, comfort, and quiet charm.

You can check availability for your dates here:

What Makes This Tour Stand Out

Personalized Service and Flexibility

Unlike large group tours, this trip feels more like a private retreat. The dedicated skipper and hostess are there to take care of every detail, allowing you to focus on enjoying your time. According to reviews, the itinerary can be adapted, so if you’re keen on spending extra time at certain spots or skipping others, it’s totally doable.

Stunning Swimming and Snorkeling Spots

The caves at Kleftiko are among the trip’s biggest draws, with many reviewers mentioning how spectacular it is to swim inside these natural formations. Polyaigos’s clear waters offer another level of visual delight, making all the swimming worthwhile. Keep in mind, non-swimmers or those prone to seasickness should be cautious, as the trip involves quite a bit of time on the water.

Delicious Onboard Meals

Food is often a highlight in reviews—guests appreciate the quality and variety of onboard meals. Without hidden costs, you can indulge in fresh, tasty fare while enjoying the sea views. The onboard atmosphere is relaxed, and many mention how nice it is not to worry about extra bills during the trip.

Comfort and Convenience

The boat itself is described as comfortable, and the process of boarding is straightforward. Arriving 20 minutes early makes the start smooth. The entire experience is geared towards making you feel pampered and relaxed, with the crew handling all logistics.

Practical Considerations

Since this is a private tour, it’s naturally more expensive than group options, but many feel the value justifies the cost, especially considering the personalized service and exclusive access to beautiful locations. However, be prepared for the fact that the trip involves quite a bit of time on a boat—sometimes up to several hours in a day—so it’s not ideal if you’re uncomfortable on water or not confident swimmers.

Also, the itinerary can be tailored, which adds to flexibility but requires communicating your preferences beforehand. The tour is designed for English speakers, and the group remains private, so it’s perfect for those who value intimacy over crowds.

How It Compares to Similar Experiences

Looking at other options, this trip seems to stand out because of its focus on exclusivity and customization. Many other tours might be similar in destinations but less personalized, or they could be longer or shorter. Reviews suggest you’ll be getting good value for your money, especially since meals are included and the crew is attentive to your needs.

Final Thoughts

If you’re after a relaxing, scenic, and private way to explore Milos, Kimolos, and Polyaigos, this trip offers a wonderful combination of stunning scenery, great service, and comfortable sailing. It’s best suited for those who enjoy swimming, snorkeling, and quiet time on the water, and who prefer a tailored experience over a crowded tour.

While it may not be ideal if you’re non-swimmer or prone to seasickness, travelers who love being on the water and discovering lesser-crowded spots will find this trip worth every penny. Plus, spending a night under the stars in Kimolos adds a layer of serenity and authenticity that many travelers cherish deeply.

FAQ

Is this tour suitable for non-swimmers?
Not really. This trip involves swimming and snorkeling in caves and open waters, so non-swimmers might find it challenging.

What should I bring?
Bring a passport or ID, hat, swimwear, and sunscreen. All other essentials, like drinks and meals, are covered onboard.

Can the itinerary be customized?
Yes, the crew can adapt the stops and schedule based on your preferences, making for a personalized experience.

How long is the sailing each day?
Exact times depend on availability, but expect several hours on the water each day with stops at key locations.

Is the trip family-friendly?
This experience isn’t specifically designed for children or non-swimmers, so it’s best suited for adults comfortable on boats and in water.

Are meals included?
Yes, onboard meals and drinks are included with no hidden costs, which is a nice touch, ensuring you don’t need to worry about extra bills.

What’s the best part of this trip?
Many guests rave about swimming inside Kleftiko caves and the peaceful nights spent under the stars in Kimolos.

How many people are on the boat?
The tour is private, so just your group will be on board, making it intimate and exclusive.

What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, offering some flexibility in case your plans change.

This private sailing trip from Milos to Kimolos and Polyaigos offers a beautifully relaxed way to explore the Cyclades’ natural beauty. It’s perfect for travelers craving privacy, personalized service, and the chance to swim in some of Greece’s most iconic waters. If you’re comfortable on boats and love quiet, scenic adventures, this could be a highlight of your Greek getaway.

You can check availability for your dates here: