The difference between a bareboat charter and a skippered bareboat charter lies in the level of responsibility and service provided onboard.

A bareboat charter is ideal for experienced sailors, where at least one person in your party must hold a valid skipper’s licence, and a second crew member must be competent enough to assist with sailing duties. You are entirely responsible for navigating, anchoring, mooring, and managing the yacht, as well as provisioning, route planning, and handling any onboard issues. This option offers the greatest sense of independence and is best suited to confident, qualified sailors.

In a skippered bareboat charter, the yacht is the same, but a professional, licensed skipper is provided by the charter company or arranged through your broker. The skipper takes full responsibility for the safe operation and navigation of the yacht, including mooring, route advice, and weather decisions. This allows you and your crew to relax, enjoy the experience, and explore the destination without the pressure of skippering—while still having the option to learn from the skipper if you're looking to build your sailing skills.

While day-to-day tasks like provisioning, cooking, and cleaning typically remain the responsibility of the guests, the presence of a skipper brings peace of mind, especially in areas with more challenging conditions like the Greek Cyclades Islands. The skipper may also share local knowledge on hidden anchorages, tavernas, and must-see sights you wouldn’t find in a guidebook.

Occasionally, we can offer a charter on a yacht with a permanent crew of one — the skipper. There is no additional crew onboard. We'll discuss in advance the scope of the skipper’s duties aboard, but the key distinction is this: unlike a skippered bareboat charter where the charterer holds overall responsibility for the vessel and its operation, here the permanent skipper assumes that role. You are welcomed as their guests aboard, and the skipper remains in charge throughout the journey.

At Sail Connections, we can match you with a trusted and personable skipper, ensuring a smooth, supported, and enjoyable sailing holiday—whether you’re learning the ropes or just looking to unwind.

Related FAQs

Can I do a one-way charter in the Caribbean?

Yes, one-way charters are particularly popular in the Caribbean, where they open up possibilities a round trip of the same duration may not. Continue Reading...

Which Caribbean destinations are best for yacht charters?

The Caribbean offers a wide range of charter environments, each with its own character: Continue Reading...

What’s the best time of year to charter a yacht in the Caribbean?

The Caribbean enjoys reliable trade winds and a warm climate year-round, making it one of the most consistent sailing destinations on the planet. Continue Reading...

Do I need a sailing qualifications to bareboat charter in the Caribbean?

In most of the Caribbean, you do not need a formal sailing qualification such as an ICC (International Certificate of Competence) or RYA certificate in order to take a bareboat charter. What you do need is to demonstrate sufficient sailing experience and practical knowledge to the charter operator Continue Reading...

Are one-way sailing charters a good option in the Mediterranean?

One-way sailing charters can be a fantastic option in the Mediterranean, especially if looking to experience a greater variety of coastlines and cultures without retracing your route. By starting in one port and finishing in another, you avoid the need to sail back to your original base Continue Reading...

Can Sail Connections match prices I see on other charter websites for the Mediterranean?

Yes, Sail Connections can usually match and often improve on prices listed on large charter booking websites. We access the same global databases and work directly with all major operators across the Mediterranean or any destination. Continue Reading...

Should I choose a bareboat, skippered, or fully crewed charter in the Mediterranean?

Choosing between a bareboat, skippered, or fully crewed charter in the Mediterranean depends on your sailing qualifications, group preferences, and the type of holiday you want. Continue Reading...

How do I book a yacht charter?

Booking a yacht charter with Sail Connections is a simple yet personalised process. Our aim is to match you with the perfect sailing experience for your group of holidaymakers. Continue Reading...

What happens if there’s a problem with the boat during our trip?

Problems on a charter are rare, but should something go wrong, rest assured you're not on your own. At Sail Connections, we only work with established, reputable operators who maintain their fleets to high standards. Continue Reading...

What are some less well known Mediterranean sailing destinations worth exploring?

Beyond the well-patronised waters of Greece, Italy, and Croatia, the Mediterranean offers a host of hidden gems ideal for those seeking a more off-the-beaten-path yacht charter. Continue Reading...