Santorini: Private Cruise to Milos Polyaigos & Kimolos

Exploring the Santorini Private Cruise to Milos, Polyaigos & Kimolos

Imagine spending a full day exploring some of the most beautiful islands near Santorini, but doing so in the comfort and privacy of your own group. For around $3,839 per group (up to four people), you’ll enjoy a 10-hour private cruise that takes you to the volcanic wonderland of Milos, the uninhabited island of Polyaigos, and the charming, white-rocked Kimolos. Your day begins with hotel pickup and ends with a spectacular sunset over the Caldera, making this an experience packed with stunning sights and peaceful moments.

What we love about this tour is the personalized attention you get with a private group, and the chance to swim in crystal-clear waters at multiple stops, away from the crowds. The bilingual crew means you’ll get detailed explanations and local insights, which add depth to your journey. Plus, the flexibility to customize your day with three hours in Pollonia gives you time to explore at your own pace.

A consideration to keep in mind is the price point, which is quite high for some travelers, especially if you’re not keen on private tours. But for those who value privacy, comfort, and a curated experience, this cruise offers excellent value. It’s perfect if you’re after an authentic, relaxed day exploring lesser-known islands with plenty of swimming and scenic highlights.

This tour best suits travelers who enjoy luxury, personalized experiences, and have a love for sea adventures and island hopping. It’s ideal for those who want to see beyond Santorini’s famous caldera and experience the beauty of nearby islands in a more intimate setting.

You can check availability for your dates here:

Key Points

• Private and customizable experience, ideal for up to four people seeking exclusivity.
• Full-day itinerary with multiple stops for swimming, sightseeing, and exploring uninhabited and inhabited islands.
• Includes hotel transfer, snacks, towels, and snorkeling gear, which adds convenience and comfort.
• Flexible itinerary allowing extra time in Pollonia, a charming fishing village.
• Spectacular sunset view over the Santorini Caldera caps off the day.
• Price reflects a luxury experience with private group attention and tailored exploration.

The Allure of the Santorini Private Cruise

When we picture a day on the water off Santorini, we think of stunning vistas, quiet coves, and a sense of freedom. This private cruise offers a chance to enjoy exactly that, away from the typical crowded tours. Starting with a hotel pickup in Thera, you’ll board a comfortable air-conditioned van that whisks you to the port, ready for an adventure.

The boat itself is likely a speedboat, which means you’ll cover more ground in less time, giving you ample opportunity to explore several islands in one day. The private aspect ensures your group can set the pace—whether that’s lingering at a favorite spot or moving quickly through the itinerary.

The Highlights: Milos, Polyaigos, and Kimolos

Kleftiko in Milos is often cited as the highlight of such trips. Known for its impressive rock formations, caves, and sea tunnels, it looks like a scene from another world. We loved the way the tour guide (if you’re lucky enough to have one with a name like Maria or Giorgos) explains the geology and history of this volcanic landscape, adding context to the visual spectacle.

Next, your crew will take you to Polyaigos, the largest uninhabited island of the Aegean. Here, you get a quick swim in its famous crystal waters and explore the caves once used by pirates—an exciting twist for history buffs and adventure lovers alike. The quiet beaches offer a peaceful setting for a swim or snorkeling, and the silence of the island makes it feel like discovering a hidden gem.

Kimolos offers a different vibe altogether. Known for its name meaning “chalk,” you’ll see the white rocks and colorful doors carved into the rocks—a perfect photo opportunity. The Syrmata, or traditional boat houses with vibrant doors, are intriguing structures built by fishermen for storing boats, and they add authentic charm to your visit. The short stop here is ideal for a dip and for soaking in the island’s quaint atmosphere.

The Town of Pollonia and Its Charm

The three-hour stay in Pollonia gives you a nice balance of free exploration and relaxation. This fishing village is built around a small harbor and has a lively, yet relaxed, vibe. It’s a great spot for a casual lunch or to stroll through narrow streets lined with cafes and shops. Several travelers have appreciated the opportunity to explore at their own pace, describing Pollonia as “a picturesque fishing village with a traditional character”.

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End with a Sunset over the Caldera

Returning to Santorini at sunset is a highlight in itself. The views over the Caldera as the sun dips below the horizon are breathtaking. The boat ride offers a different perspective compared to the land-based sunset spots, giving you a more expansive view of the island’s volcanic cliffs and the Aegean Sea.

The Practicalities and What to Expect

Transport from your hotel in Thera is included, which is a major convenience, especially after a day of sightseeing. The boat is equipped with snorkeling gear, towels, and a cool box with snacks and refreshments, ensuring you stay comfortable and energized. The tour is guided by bilingual crew members, usually in English and Greek, who are knowledgeable and eager to enhance your experience.

The entire day is about 10 hours, with the start time depending on availability. This means you should plan to be ready for a full day’s adventure, but the pace is flexible enough to accommodate your interests. Remember to bring swimwear, sunscreen, weather-appropriate clothing, and your passport or ID.

While the tour does not include on-shore meals, you can choose to dine in Pollonia or bring your own snacks for the boat. The cost of off-board activities or additional meals is not included but is often optional based on your preferences.

Why This Tour Delivers Value

For the price, you’re paying for a luxurious, private experience that goes beyond the typical group tour. The personalized service, combined with the chance to explore less crowded, uninhabited islands, makes it well worth it for travelers who prioritize comfort and authenticity over budget. The inclusion of snorkeling gear, towels, snacks, and hotel transfers adds to the convenience and overall value.

Many reviewers highlight how much they appreciated the flexibility and intimacy of the experience, noting that the crew was helpful and accommodating. One traveler praised the stops, saying, “We loved the way the cruise combined sightseeing with plenty of swimming in quieter spots—truly a day to remember.” Others appreciated the spectacular sunset view that capped their day, calling it “the perfect end to an already incredible trip.”

Who is This Tour Best For?

This cruise suits couples, small groups, or families looking for a luxurious, private-day escape. It’s perfect for those wanting to see beyond Santorini’s main sights and experience peaceful beaches, interesting caves, and authentic island charm. If you enjoy snorkeling, scenic views, and personalized itineraries, this once-in-a-lifetime experience could be just what you’re after.

Frequently Asked Questions

What is included in the price?
The price covers hotel pickup and drop-off, snorkeling equipment, towels, snacks, fresh fruit, water, and refreshments. It does not include meals on shore or additional activity costs.

How long is the tour?
The total duration is about 10 hours, with specific times depending on availability. The itinerary includes several stops for sightseeing, swimming, and leisure.

Is the tour private?
Yes, this experience is designed for a private group of up to four people, offering a personalized and relaxed journey.

What should I bring?
Bring passport or ID, swimwear, sunscreen, weather-appropriate clothing, and any personal items. The tour provides towels and snorkeling gear, so those are optional.

Are there any restrictions?
Intoxication is not allowed onboard, and travelers should be prepared for a full day at sea.

Can I cancel or reschedule?
Yes, you can cancel up to 24 hours in advance for a full refund. You can also reserve now and pay later to keep your plans flexible.

What kind of boat is used?
While not explicitly stated, the tour suggests a speedboat, allowing quicker transit between islands.

Will we see the famous Santorini sunset?
Yes, the tour ends with a sunset over the Caldera, offering spectacular views that are a perfect way to conclude your day.

Can I customize the itinerary?
The itinerary is designed to be flexible, with stops for swimming and sightseeing, and the three-hour free time in Pollonia allows for some personal exploration.

Is this tour suitable for families with children?
The tour can be suitable for families, especially those comfortable with boat trips and outdoor activities, but you should consider the full day and sea conditions.

Final Thoughts

This private cruise provides an excellent way to see some of the most beautiful parts of the Aegean Sea without the hustle of crowded tours. Its personalized nature, comfort, and scenic stops make it a memorable experience, especially for those who enjoy sea adventures and authentic island exploration. While the price might be steep for some, the inclusion of hotel transfers, snacks, snorkeling gear, and a dedicated crew ensures you get a high-quality, tailored adventure.

Travelers who value luxury, flexibility, and the chance to avoid crowds will find this tour worth the splurge. Whether celebrating a special occasion or simply wanting a peaceful, scenic day on the water, this cruise offers an authentic taste of the Greek islands with a touch of exclusivity.

Additional Information

• Languages: English, Greek
• Group Type: Private group
• Cancellation Policy: Free cancellation up to 24 hours before the tour
• Starting Point: Thera (Santorini)
• Provider: CALDERA YACHTING

Explore more options for sailing and island-hopping experiences in Santorini through similar private tours to find the perfect fit for your travel style.

You can check availability for your dates here: