Adamantas is a small port town on Milos that acts as a hub for exploring the island’s stunning coastline. Unlike larger tourist spots, Adamantas offers intimate and scenic boat tours that let you experience Milos from the water—whether it’s swimming in crystal-clear bays or exploring sea caves. We particularly like tours that combine good storytelling with authentic local flavor, like the full-day sail to Kleftiko, which offers a mix of adventure and history. If you’re after a more exclusive experience, a private sailing trip can be tailored to your wishes, making for a memorable two days at sea. These options highlight the diverse ways to enjoy Milos from the water, all centered around the town’s natural beauty and maritime charm.
In this list, we cover two main types of boat experiences: a full-day group sailing tour that explores Milos’s most iconic spots, and a private 2-day sailing adventure for those who prefer exclusivity and flexibility. Both tours offer the chance to swim, snorkel, and enjoy local food onboard, but each caters to different preferences and budgets. If you want a well-organized day trip with plenty of stops, the full-day tour is perfect. For personalized luxury and longer relaxation, the private trip takes the cake. Now, let’s look at each in detail.
1. Milos: Full-Day Kleftiko Poliegos Sailboat Tour with Lunch

At number 1, the Full-Day Kleftiko Poliegos Sailboat Tour offers a classic Milos experience. For just $184 per person, you get nine hours of sailing along the island’s rugged coast, passing fishing villages, and marveling at unique rock formations. This tour is highly rated (4.8/5 from 110 reviews) and includes stops at some of the most photogenic bays, like Gerakas and Poliegos. One of the tour’s biggest draws is exploring the caves of Kleftiko, where pirates once hid their ships—today, it’s a stunning spot for swimming and snorkeling. Guests rave about the balanced mix of adventure and relaxation with plenty of time for sunbathing and splashing around.
What makes this tour stand out is the onboard lunch featuring traditional Greek dishes, along with optional paddleboarding. The route includes stops at charming fishing villages and beaches like Agathia and Thiorichia, making it a scenic and cultural journey. Tour guides are knowledgeable, sharing stories of Milos’s maritime past, which makes the caves’ pirate history even more engaging. Price-wise, it offers excellent value considering the full day of activities and the inclusiveness of food and drinks. This trip is best suited for active travelers who want a comprehensive taste of Milos’s coast with some history thrown in. The only potential downside is it’s a full day, so it requires a good walking and swimming level.
Bottom Line: If you want a well-rounded, lively day on the water with good food and plenty of swimming, this tour delivers.
2. Milos: 2-Day Private Sailing Trip Milos-Kimolos-Polyegos

For those seeking exclusivity and a tailored experience, the 2-Day Private Sailing Trip stands out. This trip is perfect for groups or couples who want to enjoy Milos and nearby islands at their own pace, sailing through the Cyclades with their own skipper and hostess. Priced without a fixed rate listed here, it’s an investment in a personalized experience—think of it as your own private yacht for two days.
The itinerary includes swimming and snorkeling in the famously clear waters of Kleftiko and Polyaigos, with the flexibility to customize stops. You’ll enjoy onboard meals and drinks, with no hidden costs, and spend the night under the stars in Kimolos, which adds a romantic touch. The guide is attentive and experienced, making sure you get the most out of your time on the water. This trip is ideal for seasoned travelers or honeymooners who want to enjoy Milos’s beauty away from the crowds, with total privacy and flexibility.
Bottom Line: If privacy, personalized service, and a relaxed pace top your list, this private sailing trip offers a unique, luxurious way to experience Milos and nearby islands.
How to Choose
When deciding between these two great options, consider your budget, pace preference, and how much time you want on the water. The full-day group tour is more affordable and perfect if you want a guided, social outing with plenty of activity. If you prefer a more exclusive, leisurely experience tailored to your wishes, the private 2-day trip is worth the extra cost for ultimate flexibility.
Think about your physical fitness—both tours involve swimming and some walking, so be prepared accordingly. Also, check the weather forecast, especially for the longer private trip, as sailing conditions can vary. Booking early is wise, especially in peak summer months, as these tours tend to fill up quickly. And if you’re planning to include this in a wider trip, consider combining it with other Milos highlights such as exploring the island’s beaches or visiting its charming villages.
Final Thoughts
Both tours highlight the best of what Milos offers from the water: stunning scenery, crystal waters, and authentic Greek experiences. The full-day sail is a great choice for travelers wanting a balanced mix of sightseeing, activity, and local flavor without breaking the bank. Meanwhile, the private sailing trip is ideal for those seeking a more intimate, customizable adventure, perfect for celebrating a special occasion or simply indulging in privacy.
Whether you choose a lively group outing or a peaceful private voyage, these boat experiences are sure to deepen your appreciation of Milos’s maritime beauty. Remember to book early, pack your swimsuit and sun protection, and get ready for a memorable day or two on the water. Your Greek island adventure is just a boat ride away.


