Adamantas, the lively port village on Milos, is a perfect jumping-off point for sailing adventures. The calm waters, stunning coastline, and small island coves make it ideal for both relaxed day trips and extended private charters. Whether you’re eager to swim in crystal-clear bays or explore secret sea caves, the sailing options here are tailored for a variety of tastes.
One standout for many travelers is the full-day Kleftiko Poliegos sail. It’s a popular choice because it combines scenic cruising, swimming, and a taste of Greek cuisine—all within approximately nine hours. For those wanting a more personalized and luxurious experience, the 2-day private sailing trip offers a chance to enjoy Milos and its neighboring islands with your own crew. Both tours highlight the region’s spectacular sea caves, beaches, and fishing villages, but each offers a different kind of sailing adventure.
Below, I’ll walk you through each experience, sharing what makes them special and helping you decide which best fits your style.
1. Milos: Full-Day Kleftiko Poliegos Sailboat Tour with Lunch
This full-day sail packs a lot into about 9 hours. Starting from either Adamas or Pollonia, you’ll sail along Milos’s rugged coastline, passing charming fishing villages and iconic rock formations. The highlight is definitely exploring Kleftiko’s sea caves, once used by pirates, and swimming in some of the region’s most beautiful bays. The crew also takes you to Poliegos, the larger uninhabited island known for its pristine beaches and excellent snorkeling.
What makes this tour stand out is the combination of adventure and comfort—you’ll snorkel, paddleboard, and relax in a variety of swimming spots, all with plenty of time to soak up the sun. The onboard lunch is homemade Greek fare, featuring traditional local dishes that are served with a view. You can enjoy a cold drink as you cruise the coast, with stops at Glaronesia, Arkoudes, and Klima.
Reviewers love the balance of activity and relaxation, often mentioning how the guide’s knowledge about the caves’ pirate history adds a fun layer of storytelling. The 4.8-star rating from 110 reviews reflects consistent satisfaction, especially with the quality of food and overall experience.
Bottom line: This full-day tour is perfect for travelers who want a comprehensive, laid-back day on the water with plenty of swimming and sightseeing, at a reasonable price for such an extensive experience.
2. Milos: 2-Day Private Sailing Trip Milos-Kimolos-Polyegos
For those seeking exclusivity and flexibility, the 2-day private sailing trip is an unparalleled choice. This custom tour is designed around your preferences, with a dedicated skipper and hostess aboard a private yacht. The itinerary includes sailing to Kimolos—a quiet island with charming streets and a relaxed vibe—and snorkeling in the clear waters of Polyaigos, known for its unspoiled beaches and marine life.
This trip is ideal if you’re looking for a slower pace that allows you to explore less crowded spots and enjoy personalized service. You’ll be able to swim, snorkel, and relax at your own pace, with onboard meals included—delicious, fresh, and prepared to your liking. Spending the night on the boat under the stars adds a magical element most travelers cherish.
Guests who have booked this trip praise the professionalism of the crew and the intimate nature of the experience. It’s perfect for couples, small groups, or families who want a tailored, luxurious escape. While it’s more expensive than the day trip, the exclusivity and flexibility add significant value.
Bottom line: If privacy, customization, and a leisurely pace are your priorities, this private sailing adventure offers an unforgettable experience that’s worth every euro.
How to Choose Between These Two Sailing Experiences
When deciding between a full-day group tour and a private multi-day trip, consider your budget, schedule, and what kind of experience you’re after. The full-day tour is great for those who want a structured, budget-friendly day full of activities. Conversely, the private trip suits travelers craving a more tailored, relaxed adventure with overnight stays.
If you’re pressed for time, the day trip offers a thorough taste of Milos’s coastal beauty. For a special occasion or a more intimate experience, the 2-day private charter delivers unmatched flexibility and comfort. Both tours are best booked early, especially during high season (June-September), to secure your preferred dates.
Final Thoughts
Adamantas offers some of the most scenic sailing in Greece, whether you want a full day of exploration or an exclusive, personalized journey. The full-day Kleftiko and Poliegos sail is perfect for active travelers who want a taste of everything, while the private 2-day trip is ideal for those seeking privacy and customized comfort.
If you’re planning a trip, consider what fits your style—are you after a shared adventure with fellow travelers, or a private escape under the stars? Both options promise incredible scenery, delicious food, and unforgettable memories. Be sure to book early, as these experiences fill up fast, especially in the summer months.
Enjoy your sailing adventure in Milos, and let the sea be your guide to one of Greece’s most striking coastlines.
