Absolutely. At Sail Connections, we're here to make your Mediterranean sailing holiday seamless from the moment you get in touch. With years of experience and in-depth knowledge of the region, we can help tailor an itinerary that suits your crew's no doubt varied preferences, your sailing experience, travel dates and the type of holiday you’re after — whether it's relaxed cruising, island-hopping adventure or something in between.

We’ll talk to you about the best sailing regions to match your interests, from the historic coastlines of Greece and Croatia to the glamorous ports of Italy and the hidden gems of Turkey. Once you’ve chosen your destination, we’ll work with you to map out a realistic route, recommend overnight stops, and share insider tips on must-visit spots, local dining and what to expect on the water.

Planning a sailing itinerary involves more than just connecting the dots on a map. We'll help you consider wind patterns, distances, local regulations and your comfort to make sure each leg of the journey is enjoyable. And while no itinerary is ever set in stone due to weather and other variables, you can rely on our experience to help you make informed choices with plenty of flexibility built in.

Talk to us — we’re here to support you every step of the way.

Related FAQs

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?

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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?

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

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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...

What are the differences between catamaran and monohull for Mediterranean sailing?

The choice between chartering a catamaran or a monohull comes down to what kind of sailing experience you are looking for. Continue Reading...

Which Mediterranean destinations are most popular for charter sailing holidays?

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