Sailing Boat Small Group Kleftiko and Sikia Cave West of Milos

Exploring Milos by Sea: A Detailed Look at the Small-Group Kleftiko and Sikia Cave Sailing Tour

Thinking about a day out on the water in Milos? This small-group sailing tour promises a full day of exploring the island’s incredible coastline, stopping at iconic spots like Kleftiko and Sikia Cave. It’s a popular choice—bookings tend to get snapped up about two weeks in advance—and with a stellar 5.0 rating from over a hundred reviews, it’s clear that many travelers leave genuinely satisfied.

What we love about this tour are two things: first, the way it offers up-close views of Milos’ striking volcanic formations that you really can’t get from land; second, the ample swimming and snorkeling stops that let you enjoy the crystal-clear waters in a relaxed setting. The fact that food and drinks are included adds to the ease—no need to worry about packing a picnic or rushing to find a café mid-boat.

One thing to keep in mind is that this tour is not a sailing-focused experience in the traditional sense—many reviews mention that the boat’s sails aren’t raised and that the motor is used throughout. If you’re hoping for a “true sailing” adventure, this might be a slight disappointment. But if your goal is to see Milos from the water and relax with good food and scenery, this trip is well worth considering.

This experience is especially suited for those who love scenic views, good company, and a laid-back day on the water. It’s flexible enough for couples, groups, or solo travelers who want to soak in Milos’ natural beauty without the fuss of organizing individual activities.

Key Points

• Ideal for scenic lovers seeking views only accessible from the sea
• Includes food and drinks, making it a hassle-free day out
• Multiple swimming stops cater to water lovers and snorkelers
• Group size limited to 18, ensuring a personal experience
• Not a sailing-focused trip—motor is used throughout for convenience
• Excellent reviews highlight friendly crew, beautiful landscapes, and tasty meals

An Honest Look at the Milos Sailing Experience

If you’re contemplating this tour, it’s worth understanding what it entails and what makes it special. It’s a full-day adventure lasting around 9 hours, departing from the Adamas port early in the morning at 8:45 am. The small group of up to 18 travelers makes it easier to relax and connect, avoiding the chaos of larger tours.

The Itinerary Breakdown

The day kicks off at the historic fishing village of Klima, one of the earliest settlements on Milos. It’s a charming spot with colorful, cave-like houses built from soft limestone, giving you a glimpse into the island’s traditional architecture. The reviews note that this village has been inhabited since prehistoric times, and the houses are painted in a variety of colors, making for lovely photos.

Next, you’ll stop at Milos Bay, where the syrmatas—the multi-colored fishermen’s houses—are located. These houses were initially painted different colors for easy recognition, and they still enchant visitors today. Passing by Fourkovouni hill, you’ll hear tales about pirates—the classic legend associated with this part of Milos—adding a dash of local lore to your journey.

One of the most striking sights is Cape Vani, with its multicolored rock formations—reds, yellows, oranges, greens, and grays—created by old manganese mining activities. This spot is perfect for photos and taking in Milos’ volcanic topography.

Water Stops and Highlights

The tour’s three swim stops are the main attractions, and each holds its own charm:

Kalogries Beach offers a remote, peaceful spot with crystal-clear waters. It’s ideal for swimming and relaxing after a morning of sightseeing. Reviewers describe this as a calm start, with everyone starting to unwind here.

Kleftiko Beach is the star of the day—known as the “Pirates’ Shelter,” it’s where legends of pirates lurking in hidden caves add a sense of adventure. Here, you’ll have around two hours to swim, snorkel, and explore. One reviewer called it a “highlight,” emphasizing the opportunity to learn about the island’s pirate history, which adds a fun dimension to the experience.

Agios Dimitrios Beach caps off the day with a visit to a lovely chapel accessible by swimming. It’s a short stop, but many find the combination of water and scenic views delightful. Swimming to the chapel and hitting the bell feels almost like a little ritual—something memorable for sure.

Food, Drinks, and Onboard Comfort

This trip does away with the usual hassle of bringing your own food by providing breakfast, lunch, snacks, and drinks. The onboard lunch, cooked right there, is appreciated by many—some reviews specifically mention how delicious the food was, with fresh ingredients and good portions. The drinks flow freely, with beer, wine, soda, and bottled water included, making the whole day feel more relaxed and festive.

Snorkeling and Water Activities

Snorkeling gear is provided, and reviews highlight how much fun it was to explore the waters around Milos. Multiple reviewers mention swimming in crystal-clear waters at different stops, with some even quoting how excellent the swimming conditions were. The opportunity to snorkel in various coves adds an adventurous element—if you enjoy being in the water, you’ll love these stops.

Things to Keep in Mind

While many reviews praise the experience, a few points are worth noting:

• No sails raised: Several reviews mention that the boat doesn’t sail much, as the motor is used throughout the day. If you’re expecting a traditional sailing experience, you might find this a bit of a letdown. It’s more of a boat tour with a focus on sightseeing and swimming.

• Weather dependency: Since the trip involves being on open water, poor weather or rough seas can affect the experience. The tour provider offers free cancellations if weather conditions are unsuitable, which is reassuring.

• No towels, sunscreen, or hats included: You’ll need to bring your own sun protection gear and towels to comfortably enjoy your stops.

• Group size and safety: With a maximum of 18 travelers, the experience feels personal and relaxed. The crew, often praised for friendliness and professionalism, makes guests feel safe and well cared for.

The Value Proposition

At $150 per person, the tour offers a full day of sightseeing, swimming, and food. Considering that all meals and drinks are included, plus snorkeling gear and guided commentary, many would say it’s fair value for a comprehensive Milos experience. The reviews consistently mention how well-organized and enjoyable the day was, with many calling it their favorite part of the trip.

Who Is This Tour Best Suited For?

This sailing trip is ideal if you’re after beautiful scenery, relaxing swims, and good company. It’s perfect for travelers who want a hassle-free way to explore the island’s coast without the need to rent a boat or plan multiple stops. Water lovers and those interested in Milos’ volcanic landscapes will find it especially rewarding. Keep in mind that if you’re looking for a sailing-only experience or want to raise the sails yourself, this tour might not meet those expectations.

The Sum Up

If you’re visiting Milos and want a full day of scenic views, delicious food, and water-based fun, this small-group sailing tour ticks all those boxes. The stops at Kleftiko and Sikia Cave provide a mix of adventure, history, and natural beauty. The onboard meals and drinks make it a relaxing and enjoyable outing—no need to worry about packing a picnic or sourcing food during the day.

While it isn’t a traditional sailing trip, it’s a well-organized, friendly experience that offers plenty of opportunities to swim, snorkel, and take in Milos’ rugged coastline. The limited group size ensures a more intimate feel, and the knowledgeable crew adds value with their storytelling and friendly service.

This tour is best suited for adventurous travelers who love water activities, scenic landscapes, and good food. It’s also a great choice for those who prefer a more relaxed, social atmosphere rather than a rigorous sailing expedition. If you’re up for a day of exploration, fun, and beautiful views, this trip could be just what you need.

Frequently Asked Questions

How long is the tour?
It lasts approximately 9 hours, starting at 8:45 am and returning to Adamas port.

What’s included in the price?
All meals (breakfast, lunch cooked onboard, snacks), drinks (beer, wine, soda, water), and snorkeling equipment are included. Towels, sunscreen, and hats are not.

Is this a sailing-only experience?
Not exactly. The boat’s sails aren’t raised during the trip, and the motor is used throughout, so it’s more of a boat tour with scenic stops.

Are there water activities?
Yes, you’ll have opportunities to swim and snorkel at several stops like Kalogries Beach, Kleftiko, and Agios Dimitrios.

Can I cancel if the weather is bad?
Yes, the provider offers free cancellation if bad weather causes cancellation—safety is the priority.

How many people are on this tour?
The group is limited to a maximum of 18 travelers, making it a more intimate experience.

Do I need to bring anything?
Bring sunscreen, towels, hats, and anything else to stay comfortable during swimming and lounging.

Is this suitable for families or solo travelers?
While not specifically marketed as family-friendly, the relaxed pace and scenic stops can appeal to most travelers, including solo explorers.

If you’re dreaming of a relaxed day on the water, soaking in Milos’ stunning rocky coastlines and enjoying fantastic food, this tour offers a memorable way to do just that. It’s the kind of experience that leaves you with great stories, beautiful photos, and a feeling of genuine connection to the island’s natural beauty.