Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

Experience the Best of Milos with a Small-Group Sailing Adventure

Imagine spending a full day exploring Milos’ dramatic volcanic coastline, gliding past colorful fishing villages, and swimming in crystal-clear waters—all from a comfortable, intimate boat. For $150 per person, this 9-hour sailing tour offers an up-close look at some of the most iconic sights around Milos, Greece, guided by friendly crew members who know their stuff.

What we love most about this experience is the opportunity to see Milos from the water, where the island’s unique geological formations and vibrant villages truly shine. Plus, the expertly prepared onboard meals and drinks turn this into a relaxing culinary journey as well. However, if you’re hoping for a pure sailing experience with the sails raised, you might find that the boat primarily uses its engine, which is a small caveat for sailing purists.

This tour suits travelers looking for a combination of sightseeing, swimming, and local flavor—perfect for those who enjoy authentic, relaxed adventures rather than high-energy or crowded excursions. Small groups (max 18) ensure a more personal touch, and the variety of stops makes it suitable for families, couples, or solo explorers seeking a memorable day at sea.

Key Points

• Intimate Small Group: With a maximum of 18 travelers, expect personalized attention and a friendly atmosphere.
• Comprehensive Experience: Visit multiple scenic spots including Kleftiko, Klima, Sikia Cave, and Kalogries Beach.
• All-Inclusive Food & Drinks: Breakfast, lunch, snacks, beer, wine, and soft drinks are provided, making it a hassle-free day.
• Multiple Swim & Snorkel Stops: Enjoy at least three designated swimming spots with gear included, perfect for cooling off and exploring marine life.
• Scenic Views & Photo Opportunities: From red and yellow rock formations to caves, you’ll get plenty of chances to capture stunning images.
• Weather-Dependent Sailing: The boat primarily relies on motor power, so the sails may stay down, especially in calm conditions.

Exploring Milos: An In-Depth Look at the Sailing Tour

Starting Point & Duration

Your adventure begins at Odyssey A. Cruises in Adamas port at 8:45 in the morning. The full-day tour lasts approximately nine hours, giving you ample time to relax, explore, and savor the surroundings without feeling rushed. The group size is capped at 18, which means you’ll experience a cozy, friendly atmosphere—ideal for connecting with fellow travelers or enjoying a quiet day on the water.

First Stops: Colorful Fishing Villages & Pirate Lore

The journey kicks off with visits to some of Milos’ most picturesque fishing villages. The first stop is a site with prehistoric roots, where you’ll see traditional cave houses carved from soft limestone—an authentic glimpse into local history. Then, you’ll pass along a strip of multi-colored fishermen’s houses in Klima, painted in cheerful hues that once helped fishermen distinguish their homes from the sea.

One of the highlights here is the hill called Fourkovouni, near Adamas Bay, where stories of pirates hang in the air. Historically, this was where pirates would hang out—literally—adding a touch of adventure to the day. The tour guide often shares engaging stories, making history feel alive and personal.

Spectacular Geological Formations & Cape Vani

Next, you’ll encounter Cape Vani, famous for its multicolored rock formations of red, yellow, orange, green, and gray. This is a particularly striking spot, especially for photography enthusiasts. The old manganese mining sites also add a layer of industrial history to the landscape, offering visitors a chance to appreciate Milos’ diverse geology.

Swim & Snorkel Breaks

The tour offers three main swimming stops, designed to give you a chance to cool off and explore marine life in clear waters:

• Kalogries Beach: A remote, peaceful spot where you can relax and swim in calm, transparent waters. Reviewers have described this as the perfect place to unwind after the morning’s sightseeing. Expect a 30-minute stop with free admission, giving you plenty of time to dip your toes or float around.

• Kleftiko Beach: The star of the day, often called Pirates’ Shelter in Greek—Kleftiko is renowned for its dramatic caves and history of pirate hideouts. Expect approximately two hours here to explore, snorkel, and soak in the scenery. The rugged cliffs and tunnels make for fantastic photos, and the stories of pirates add a fun, adventurous vibe.

• Kalimies Beach & Agios Dimitrios: The last swim spot offers a chance to dive into the inviting waters and even swim to the tiny chapel of Saint Dimitrios, where you can ring the bell for a memorable experience. This 30-minute stop provides a relaxing conclusion to your water activities.

Food & Drinks: A Culinary Highlight

One of the most frequently praised aspects of this tour is the quality and variety of onboard meals. You’ll start with a local snack after the first stop, enjoy a lunch cooked onboard at Kleftiko, and finish with a seasonal fruit snack in the afternoon. The crew also keeps drinks flowing with beer, wine, bottled water, and sodas, enhancing the laid-back, social atmosphere.

Guests consistently rave about the delicious food, with one reviewer noting that the lunch was “absolutely fantastic,” and others mentioning how well they were looked after during the day. This all-inclusive aspect makes the experience excellent value, especially considering the variety of stops and activities.

Caveats & Considerations

While most reviews are glowing, a few travelers have noted that the boat does not raise sails and relies on engine power throughout, which might disappoint sailing enthusiasts hoping for a traditional sail-in-the-wind experience. Also, since weather conditions influence whether the boat can stop at certain caves, some may find the itinerary adjusted or the stops slightly different from what’s advertised.

Plus, travelers should bring towels, sunscreen, and hats—these aren’t provided—and be prepared for a day that involves swimming and some walking around rocky spots.

Why This Tour Stands Out

The small-group size ensures a more relaxed and personalized experience, where the crew can cater to your needs and share stories that bring each stop to life. The variety of stops, from vibrant villages to secluded beaches, makes this a well-rounded way to see Milos beyond just the land.

The all-inclusive food and drinks elevate the experience, transforming it from a sightseeing trip into a true escape—perfect for unwinding with good food, refreshing drinks, and scenic views. Many guests have described it as “the highlight of their holiday,” emphasizing how the combination of stunning scenery and comfortable onboard amenities creates a memorable, stress-free day.

Who Will Love This Tour?

This sailing adventure is perfect if you’re looking for an authentic, scenic, and relaxing day at sea. It’s especially suitable for those who enjoy snorkeling and swimming, want to see Milos’ geological wonders from the water, or simply prefer a small-group, intimate experience over crowded tours. Families, couples, and solo travelers alike will find it a delightful way to explore the island’s coast with knowledgeable guides and fellow travelers.

The Sum Up

This small-group sailing tour of Milos offers a wonderful blend of scenic beauty, cultural stories, and relaxing water activities. With delicious onboard food, plenty of swimming opportunities, and stunning vistas, it provides excellent value for those wanting to experience Milos beyond the typical land-based excursions. The relaxed pace and personal attention make it particularly appealing for travelers seeking a more intimate and immersive day on the Aegean.

While it might not satisfy sailing purists expecting sails to be hoisted, it makes up for it with its comfortable, well-organized approach and unforgettable stops. If you love boat trips that combine natural beauty with good food and engaging stories, this is a trip you’ll remember fondly.

Ultimately, it’s a solid choice for anyone wanting a laid-back, scenic, and fun day exploring Milos from the water—especially if you value small groups, delicious local cuisine, and authentic experiences.

FAQs

What is the meeting point for the tour?
The tour begins at Odyssey A. Cruises in Adamas port, Milos, Greece, at 8:45 am.

How long does the tour last?
The experience lasts approximately 9 hours, giving plenty of time for sightseeing, swimming, and relaxing onboard.

What is included in the price?
All meals and drinks are included, such as breakfast, onboard cooked lunch, snacks, beer, wine, soda, and bottled water. Snorkeling gear is also provided.

Are there any additional costs?
Towels, sunscreen, and hats are not included. You may want to bring these for comfort and sun protection.

Is this tour suitable for children or families?
Most travelers can participate, and the small-group nature makes it family-friendly. However, consider the swimming stops and weather conditions when planning for young children.

Can I expect to sail with the sails up?
No. According to reviews, the boat primarily uses its engine throughout the tour, so sailing with sails up might not happen unless conditions are extremely windy.

What’s the best thing about this tour?
Guests frequently praise the stunning scenery, delicious onboard meals, and the intimate, friendly atmosphere created by the small group and knowledgeable crew.

What if the weather is poor?
The experience is weather-dependent; if canceled for safety reasons, you’ll be offered a different date or a full refund.

Is there a chance to snorkel at Sikia Cave?
Sometimes, depending on weather and safety conditions, the boat may not stop at Sikia Cave if it’s deemed unsafe, as noted by some reviews.

This sailing tour around Milos promises a perfect blend of adventure, relaxation, and authentic Greek scenery—an experience worth adding to your Greek island itinerary.