Adventure Collective
Sailing Adventure at Oscar Private Sailing in Milos Islands - Athens

Sailing Adventure at Oscar Private Sailing in Milos Islands

Adamantaseasy

Difficulty

easy

Duration

56 hours total

Fitness Level

Suitable for most fitness levels; no technical skills required

Overview

Set sail through the Greek Cyclades on a three-day adventure with Oscar Private Sailing. Discover secluded beaches, pristine waters, and timeless island charm—perfect for a memorable maritime escape.

Larisa,

Three days, three islands!

For all ages! • 3 Days • Up to 4 people • Best seller!

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About This Adventure

Embark on a memorable 56-hour sailing adventure through the stunning islands of Milos, Kimolos, and Polyaigos. Enjoy two nights onboard under the stars, savor homemade Mediterranean cuisine, and explore secluded beaches. Ideal for families and couples, this cruise promises relaxation, crystal-clear waters, and unforgettable experiences.

This cruise is by far our best seller, a safe bet that allows passengers to enjoy their time while keeping it simple.

Duration:

56 Hours (3 Days & 2 Nights)

About

The itinerary is mostly protected from north winds and the distances between one stop to another are short. This itinerary is the best choice for people that want to rid themselves of the inherent stress of modern-day life and take their time to discover and explore from the most secluded and private beaches to the hottest spots of Milos, Kimolos and Polyaigos. By choosing this option, you will enjoy three days sailing around the three islands and two nights onboard – one at the bay of Polonia and the other in the village of Kimolos. Ideal for families and couples.

Highlights

♦ Enjoy three full days of sailing adventures. ♦ Experience two nights onboard a sailing yacht under the stars. ♦ Taste fresh homemade mediterranean cuisine and wine. ♦ Swim in crystal clear waters.

Includes

  • Half-board formula:
  • Breakfast, snacks & lunch included (dinner remains at your expenses and its is a great opportunity to taste the local tavernas).
  • Drinks & beverages (Greek beers and bottled wine, water & refreshments)
  • Skipper & hostess/cook
  • Snorkelling gear
  • Stand-up paddle board
  • Underwater go-pro® camera
  • Dinghy with outboard engine
  • Bath towels & bed linen.
  • Cleaning service
  • USB stick with the photos of the day
  • All boat expenses
  • VAT & other taxes.

Important to Know

In case of bad weather, the company keeps the right to change the scheduled route or to cancel the trip. In case of cancellation from the side of the company, the total amount will be refunded. Note that we will keep you informed in any case one the day preceding the cruise.

Adventure Tips

Plan for shaded and sunny spots

Bring sun protection and comfortable clothing for variable weather during sailing days.

Book early for peak season

Secure your spot in summer months early as this trip is highly popular.

Bring underwater gear

Snorkels and masks enhance your experience exploring marine life.

Stay flexible with the itinerary

Weather conditions might adjust the route for optimal safety and experience.

Local Insights

Wildlife

  • Sea turtles
  • Dolphins

History

The Milos area has a long volcanic history, with the island of Milos hosting the famous statue of the Aphrodite of Milos (Venus de Milo).

Conservation

The sailing trips emphasize eco-friendly practices, including waste management and respecting marine habitats to preserve the area’s natural beauty.

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Adventure Hotspots in Athens

Frequently Asked Questions

Recommended Gear

Swimwear

Essential

Light and quick-drying to enjoy swimming and water activities.

summer specific

Sun protection

Essential

Sunscreen, hats, and sunglasses to stay protected under the sun.

summer specific

Light layers

Essential

Layered clothing for comfort during variable weather.

spring; summer; fall specific

Waterproof camera

Capture underwater moments and scenic views.

summer specific