Why Skipper On Board (Skippered Vacations)

So why are so many guests or season sailors ask “Why skipper on board “

Sailing the Greek Islands is an incredible experience, and the Cyclades offer some of the most beautiful destinations to explore. From the stunning beaches and crystal-clear waters to the charming villages and vibrant nightlife, you will always find a memory to bring back to your home.

But sailing in the Greek Islands can also be challenging, and it’s crucial to have an experienced skipper onboard to ensure a safe and enjoyable trip. In this article, we’ll explore why having a skipper on a sailing yacht is essential, particularly when exploring secret coves and navigating unpredictable weather conditions.

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Expertise and Duties of a Skipper

A skipper is a trained and experienced sailor responsible for the yacht’s safe navigation and its passengers’ well-being. They are typically certified by a national or international sailing organization and have the expertise to handle the boat in various conditions.

The skipper’s duties include planning the itinerary, checking weather reports, monitoring the vessel’s systems, and making decisions regarding safety and navigation. They are also responsible for ensuring all passengers understand and follow safety procedures, such as wearing life jackets and avoiding potential hazards.

Navigating Secret Coves

One of the highlights of sailing in the Greek Islands is discovering secluded coves and hidden beaches that only a boat can reach. However, navigating these areas can be tricky, and it’s essential to have an experienced skipper who knows the waters well.

A skipper will have local knowledge of the area and can guide the yacht safely through narrow channels and shallow waters. They can advise on the best anchorages and ensure the boat’s mooring, even in challenging conditions.

Weather Conditions

The weather in the Greek Islands can be unpredictable, particularly during the summer when strong winds and sudden storms can arise. A skipper will have the expertise to monitor weather reports and adjust the itinerary accordingly to avoid potential hazards.

In unexpected weather conditions, a skipper can take the necessary actions to keep the yacht and its passengers safe. For example, they may need to change course or find a sheltered anchorage until the weather improves.

Learn to Sail

Sailing in the Greek Islands is a fantastic way to explore the beautiful coastline and discover hidden coves and beaches. And with an experienced skipper on board, you can also learn the ropes of sailing. While the skipper is responsible for navigation and safety, anyone on the yacht can occasionally help, especially when mooring at marinas. If a hostess is also on board, additional help may be unnecessary. However, taking the opportunity to learn from an expert can be a great experience. Your skipper will happily teach you some of their navy skills, such as handling ropes and sailing the yacht. So, not only will you get to enjoy the stunning scenery, but you’ll also leave with new knowledge and skills that can last a lifetime.

 Skipper at work

Your Island Guide

When it comes to sailing in the Greek Islands, having a skipper who is a knowledgeable guide can make all the difference. With their local knowledge and fluency in English (and often a second foreign language), they can provide invaluable tips and recommendations for exploring the islands. From the best historical sightseeing spots to the top restaurants and activities, your skipper can help you maximize your vacation. So, let your skipper be your guide and discover the beauty and charm of the Greek Islands from an insider’s perspective.


Sailing in the Greek Islands is an unforgettable experience, but having a skilled and experienced skipper onboard is essential to ensure a safe and enjoyable trip.

With their expertise in navigation and local knowledge of the area, a skipper can guide the yacht through narrow channels, discover secluded coves, and keep the vessel and its passengers safe in unpredictable weather conditions.

Regardless of your sailing expertise or experience, hiring a skipper for your sailing trip to the Cyclades is a smart choice to ensure a memorable and stress-free experience.

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