Spend a private day sailing Milos’ dramatic coastline: snorkel in Kleftiko’s caves, float inside Sikia’s volcanic bay, and swim at Kalogries — all from a 13m sailing boat with lunch and drinks included. Ideal for those who want secluded coastal access and a relaxed, all-day sea escape.
Spend a private day sailing Milos’ dramatic coastline: snorkel in Kleftiko’s caves, float inside Sikia’s volcanic bay, and swim at Kalogries — all from a 13m sailing boat with lunch and drinks included. Ideal for those who want secluded coastal access and a relaxed, all-day sea escape.
You step onto the 13m sailing boat in Adamas as the harbor hums and the Aegean opens ahead; the bow parts small wakes while wind and sun set the day's rhythm.
Verified experiences and guided adventures in the surrounding area.
Operated by Oscar Private Sailing · Adamas, South Aegean
You step onto the 13m sailing boat in Adamas as the harbor hums and the Aegean opens ahead; the bow parts small wakes while wind and sun set the day's rhythm.
The route threads along Milos’s volcanic flanks — white pumice cliffs dropping into blue — and the crew eases into coves unreachable from land. Kleftiko, once a pirates’ refuge, reveals sea arches and caverns where sunlight cuts through water and invites snorkelers into cool clarity. Sikia’s narrow volcanic bay slides the boat into a grotto; here the rock leans inward and the water glitters like a secret pool. The colorful fishermen’s façades at Klima provide a quick cultural pause: painted boathouses, low steps, and a history of maritime livelihoods.
Geologically, Milos is shaped by ancient volcanism; the shoreline is a study in collapsed lava chimneys and tuff cliffs. Culturally, the island’s mining past and fishing traditions still surface in villages and menus: expect fresh octopus or grilled fish at lunch, which is included aboard along with snacks and drinks.
Practical notes: the full-day cruise is about eight hours, leaving from the port of Adamas. Access to Sikia and Kalogries depends on wind direction — strong northerlies can close some coves. Swimmers and light paddlers will get the most out of stops; the crew provides paddleboards and snorkel space, but bring your own mask if you prefer.
Plan for sun protection, a light wind layer for open-water stretches, and a flexible schedule — the sea sets its own pace, daring you to follow.
The meeting point is next to the ferries in the port of Adamas (Adamantas); boarding time is provided at booking and you should arrive 15 minutes early.
Yes — lunch, snacks, bottled water, soft drinks and alcoholic beverages are included aboard as listed in the tour inclusions.
Yes — stops at Kleftiko, Sikia and Kalogries include time for swimming, snorkeling and paddleboarding when sea conditions allow.
The operator may cancel or change the itinerary for safety; the cancellation policy allows a full refund if canceled at least 24 hours beforehand and trips may be altered in strong winds.
Oscar Private Sailing operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You step onto the 13m sailing boat in Adamas as the harbor hums and the Aegean opens ahead; the bow parts small wakes while wind and sun set the day's rhythm.
You step onto the 13m sailing boat in Adamas as the harbor hums and the Aegean opens ahead; the bow parts small wakes while wind and sun set the day's rhythm.
The route threads along Milos’s volcanic flanks — white pumice cliffs dropping into blue — and the crew eases into coves unreachable from land. Kleftiko, once a pirates’ refuge, reveals sea arches and caverns where sunlight cuts through water and invites snorkelers into cool clarity. Sikia’s narrow volcanic bay slides the boat into a grotto; here the rock leans inward and the water glitters like a secret pool. The colorful fishermen’s façades at Klima provide a quick cultural pause: painted boathouses, low steps, and a history of maritime livelihoods.
Geologically, Milos is shaped by ancient volcanism; the shoreline is a study in collapsed lava chimneys and tuff cliffs. Culturally, the island’s mining past and fishing traditions still surface in villages and menus: expect fresh octopus or grilled fish at lunch, which is included aboard along with snacks and drinks.
Practical notes: the full-day cruise is about eight hours, leaving from the port of Adamas. Access to Sikia and Kalogries depends on wind direction — strong northerlies can close some coves. Swimmers and light paddlers will get the most out of stops; the crew provides paddleboards and snorkel space, but bring your own mask if you prefer.
Plan for sun protection, a light wind layer for open-water stretches, and a flexible schedule — the sea sets its own pace, daring you to follow.