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; saving time, covering more ground and potentially more often sailing downwind, which is more comfortable and enjoyable.

This type of charter is especially rewarding in regions like:

• Croatia: Sail from Split to Dubrovnik (or vice versa) to explore more of the Dalmatian Coast, including islands like Hvar, Korčula, and Mljet, without backtracking.
• Italy: Routes along the Amalfi Coast or through the Aeolian Islands can work well one-way, offering a mix of iconic towns and less-visited anchorages.
• Greece: Aegean itineraries, such as from Athens to the Cyclades or from the Ionian Islands southward, can offer more downwind sailing and varied scenery.

However, one-way charters do come with some logistical considerations. The biggest is the need to reach your final destination by a set time. This can sometimes put pressure on your itinerary, especially if the weather doesn’t cooperate or your crew wants to linger longer in a favourite bay. Unlike round-trip charters where you can adjust more quiickly, one-way routes can force a more rigid schedule to meet the handover deadline.

At Sail Connections, we’ll discuss the pros and cons with you based on your group’s desired pace, sailing experience and recreational preferences. In many cases, the benefits of a broader journey outweigh the limitations, especially when planned with flexibility and local knowledge in mind.

One-way charters are best suited to those with a sense of adventure and the understanding that the route may need adjusting along the way. If that sounds like your kind of holiday, we’ll help you craft a plan that maximises your time on the water in some great places.

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...

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...

Is the Mediterranean suitable for families taking their first sailing holiday?

Yes, for the most part he Mediterranean is one of the best places in the world for a family-friendly sailing holiday — especially if it’s your first time. Continue Reading...