THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Set sail from Pollonia into the hidden gems of the Cyclades with Oscar Private Sailing. Discover uninhabited islands, snorkel turquoise waters, and savor fresh Greek cuisine—all in one unforgettable day.
Set sail from Pollonia into the hidden gems of the Cyclades with Oscar Private Sailing. Discover uninhabited islands, snorkel turquoise waters, and savor fresh Greek cuisine—all in one unforgettable day.
Book with Oscar Private Sailing
Verified experiences and guided adventures in the surrounding area.
Operated by Oscar Private Sailing · Pollonia
Situated in the heart of the Cyclades, the Kimolos & Polyaigos tour offers an immersive day on the Aegean Sea with Oscar Private Sailing. This 8-hour cruise departs from Pollonia, a seaside village known for its charming docks and crystal-clear waters. The boat glides past rugged coastlines, revealing blue-green waters that ripple softly against uninhabited islands. The journey features multiple swimming stops, where the azure depths invite swimmers and snorkelers to explore vibrant marine life and pristine underwater landscapes. Polyaigos, an uninhabited island famed for its stark natural beauty and limestone cliffs, provides a dramatic backdrop perfect for photography and quiet contemplation. Along the way, guests indulge in fresh Mediterranean cuisine onboard—think souvlaki, tzatziki, and locally caught seafood—paired with stunning sea views. The option to use an underwater GoPro captures reef life and the vivid scenery, creating lasting memories. This trip is particularly special because it combines seafaring adventure with untouched environments seldom seen by tourists. The crew’s local knowledge enhances the experience, pointing out hidden coves and geological features like the island’s unique limestone formations. Whether seeking solitude or a lively day out on the water, participants can enjoy a personalized journey through some of Greece’s most captivating marine landscapes. The tour’s intimate setting makes it ideal for quiet reflection or capturing perfect shots of the Cycladic horizon, sunsets, and marine fauna. It’s a standout option for adventure enthusiasts, family groups, or anyone eager to connect deeply with the Aegean’s natural beauty. As part of the Cyclades, the experience also highlights Greece’s commitment to preserving these fragile ecosystems, supporting sustainability while delivering an unforgettable adventure.
easy.
8 hours.
Suitable for most fitness levels; moderate stamina recommended for swimming and extended boat time.
Snorkeling gear can be rented onboard, but bringing your own mask and fins ensures a perfect fit.
Yes, the onboard cuisine can accommodate vegetarian and dietary restrictions with prior notice.
Full refunds are available with at least 24 hours' notice, subject to booking terms.
Yes, children of all ages can enjoy the cruise, but swimming ability may be required for certain stops.
Yes, the boat is equipped with clean, accessible restrooms.
Light clothing, swimwear, and sun protection are recommended since you'll be on deck most of the time.
The Cyclades islands have been inhabited since antiquity, with ancient maritime routes shaping local culture.
Efforts here focus on protecting marine biodiversity through sustainable tourism practices, including responsible anchoring and waste management.
Oscar Private Sailing is a private sailing operator based in Adamantas, Milos, Greece, offering curated small-group and private yacht experiences around Milos, Kimolos, and Polyaigos. The company organizes a range of trips from single-day 8-hour cruises to multi-day voyages that include overnight stays aboard a sailing yacht. Trips highlighted by Oscar Private Sailing include short highlights around Milos (including destinations such as Kleftiko and Sikia cave), an 8-hour Kimolos and round of Polyaigos cruise departing from Pollonia, a two-day option with an overnight stay, a three-day (56-hour) three-island itinerary, and a four-day tour that includes a day in Sifnos. Onboard offerings frequently feature homemade Mediterranean cuisine and opportunities to swim in clear waters; some trips provide an underwater GoPro for guest use during swimming stops. Oscar Private Sailing operates from Adamantas and focuses on delivering personalized sailing itineraries that emphasize coastal exploration, secluded beaches, and relaxed multi-day experiences under the stars. The business is featured on The Adventure Collective, and listings emphasize private charters, local culinary touches, and access to uninhabited or less-visited islands. Communication, clear itineraries, and safety on board are described in trip summaries and booking information. Guests looking for private sailing departures from Adamantas and nearby Milos ports can select from defined 8-hour cruises up to multi-night voyages offered in the trip lineup.
Book with Oscar Private Sailing