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

Taking a 2-day private sailing tour around Milos, Kimolos, and Polyaigos offers a unique way to explore these stunning Greek islands without the crowds. Priced at approximately $2,810.69 per group (up to 4 people), this experience provides an intimate, personalized way to discover the highlights reachable only by sea. The tour departs from Adamantas, Milos, at 10:00 am and includes pick-up service, breakfast, lunch, and drinks throughout the journey. With an average booking time of 70 days in advance, this tour is popular among travelers seeking a luxurious, flexible island-hopping experience with a strong focus on scenery, swimming, and cultural stops.

The expert crew leads you through a well-planned itinerary that balances sightseeing, relaxation, and exploration. Because it’s a private experience, only your group participates, ensuring a relaxed pace and personalized attention. While the itinerary is weather-dependent and may be adjusted, the core highlights promise an engaging adventure that impresses all who seek an authentic sailing escape.

Key Points

• Private sailing tour around Milos, Kimolos, and Polyaigos for up to 4 guests
• 2 days of cruising with stops for swimming, exploring caves, and sunbathing
• Includes complimentary breakfast, lunch, and drinks onboard
• Stops at iconic beaches like Sarakiniko and Kleftiko, plus visits to uninhabited Polyaigos
• Visit charming villages such as Klima and Kimolos, with authentic local atmosphere
• A flexible, weather-dependent itinerary ensures the best experience possible

Milos: A Stunning Starting Point for the Sailing Adventure

The tour begins from Adamantas, Milos, a bustling port town renowned for its colorful fishing villages and crystal-clear waters. The sailing kicks off at 10:00 am, with your crew ready to lead you on a two-day journey filled with scenic views and exclusive access to remote locations. This tour emphasizes a personalized experience, with the boat expenses, fuel, and berth fees all included in the price, leaving you free to relax and enjoy.

Milos itself offers plenty to admire, from its iconic Klima village with charming houses and a sandy beach, to the moon-like landscape of Sarakiniko Beach, which draws thousands of visitors annually. The boat allows for close-up views and quick access to these sights, especially perfect for cliff-jumping at Sarakiniko, which is a highlight for many.

Exploring Klima Village and Sarakiniko Beach by Sea

The first stop is the picturesque Klima village, characterized by brightly colored houses and a beautiful sandy beach. Here, a quick 10-minute stop allows guests to admire the charming scenery and take a swim in the crystal-clear waters. It’s an ideal spot to relax and soak in the local charm before moving on to the next highlights.

Next, the boat reaches Sarakiniko Beach, often called the “moon landscape beach” for its stark white volcanic rock formations. This site is a must-see for its unusual terrain and the chance to cliff-jump into the inviting waters. The 45-minute stop provides plenty of time for photos, swimming, and enjoying the views, with free admission making it a highlight of the day.

Kimolos: Authentic Village Life and a Beach Lunch

The sailing continues to Kimolos, where the boat docks at the port of Psathi for the overnight stay. This small, authentic village features a lovely beach, local restaurants, and patisseries worth exploring. The 17-hour stay at Kimolos offers ample opportunity to walk around and experience its Cycladic charm.

During the day, there is a lunch break at Goupa beach, known as “the elephant beach” because of its shape. This beautiful sandy beach provides a perfect spot for swimming in its clear waters and enjoying a Mediterranean meal onboard, often complemented by fresh local ingredients. The relaxed pace allows for soaking in the environment before heading back to the village for the evening.

Kimolos Village: An Authentic Cycladic Experience

The village of Kimolos is just a 15-minute walk from the port, and its narrow streets, traditional whitewashed houses, and local tavernas make it a favorite for visitors seeking an authentic Greek experience. The village’s charming atmosphere is perfect for a cocktail after a seafood dinner, with many frontline restaurants offering fresh catches and local wines.

The overnight at Kimolos provides a peaceful break from busy tourist spots, with the opportunity to explore at your own pace. The setting is ideal for those who appreciate authentic, less commercialized Greek island life.

Polyaigos: The Uninhabited Gem with Pristine Beaches

On the second day, the journey continues to the uninhabited island of Polyaigos, accessible only by boat. The first stop at Myrsini Bay offers a 1 hour 30-minute chance to swim and sunbathe in the tranquil, untouched environment. The blue waters and golden sands create a perfect backdrop for relaxing and soaking up the sun.

Next, the boat visits a sandy beach on Milos Island, accessible only by sea. This location features warm baths and crystal waters, ideal for a refreshing dip. The onboard “mezze”, a typical Greek aperitif, adds a delicious cultural touch to the experience, making this a true highlight of the trip.

Kleftiko: Pirate Hideout and Cave Exploration

The most famous stop of the tour is Kleftiko Beach, once a pirate hideout that now dazzles visitors with its breathtaking scenery. The dinghy or paddleboard rides through the cave systems around the bay allow for an adventurous exploration of the coast’s natural formations. The 1 hour 30-minute stop gives plenty of time for swimming, cave visits, and lunch onboard.

This site’s dramatic cliffs and hidden caves make it one of the most memorable moments of the tour, offering exceptional photo opportunities and a glimpse into the island’s rugged beauty.

Practical Details and Logistics

The tour starts at 10:00 am from Adamantas, with pickup offered in some cases. The group size is small, with only your private party on the boat, ensuring a personalized experience. The itinerary is flexible and may be adjusted based on weather conditions, highlighting the importance of good weather for optimal enjoyment.

Throughout the trip, the crew provides complimentary breakfast, lunch, and drinks, making the experience both convenient and indulgent. Since dinner is not included, guests can choose to dine at local restaurants in Kimolos or explore independently.

The Unique Charm of This Private Sailing Experience

This 2-day sailing around Milos, Kimolos, and Polyaigos offers a luxurious, relaxed pace with plenty of opportunities for swimming, exploring caves, and enjoying local flavors. The small group size and private nature of the tour make it ideal for intimate celebrations, romantic getaways, or anyone who wants a personalized, quiet escape from crowded islands.

The expert crew and well-curated stops ensure that every moment feels special. The scenic views, authentic villages, and uninhabited islands combine to create a memorable experience that balances adventure and relaxation perfectly.

Frequently Asked Questions

What is included in the tour price?
The price includes boat expenses, fuel, taxes, berth fees, breakfast, lunch, and drinks onboard.

How many people can join this tour?
The tour is designed for up to 4 guests, providing a private experience.

Is timing flexible?
The itinerary is subject to weather conditions, which may lead to adjustments. The start time is 10:00 am, and the tour ends back at the meeting point.

Can I cancel if the weather is bad?
Yes, cancellations are possible up to 3 days in advance for a full refund. If canceled due to poor weather, a full refund or reschedule is offered.

Are meals included?
Yes, breakfast and lunch are included, but dinner is not part of the package.

What stops are most recommended?
Sarakiniko Beach, Kleftiko, and the uninhabited Polyaigos stand out as the main highlights, offering memorable scenery and unique experiences.

Is this tour suitable for children?
While most travelers can participate, the tour’s physical activities and boat excursions might not be suitable for very young children or those with mobility issues.

How long are the stops?
Stops vary from 45 minutes at Sarakiniko to 17 hours overnight at Kimolos, giving plenty of time to enjoy each location.

What makes this tour different from others?
The private nature, personalized itinerary, and the opportunity to explore remote caves and beaches make this a standout choice for a tailored sailing experience.

Is the tour accessible for travelers with service animals?
Yes, service animals are allowed on this tour.

This 2-day private sailing trip around Milos, Kimolos, and Polyaigos truly combines scenic beauty, cultural charm, and exclusive access. Whether seeking a peaceful escape or a memorable adventure with friends or family, this experience offers a well-balanced mix of relaxation, exploration, and Greek island magic.