The Essental Yacht Charter Guide
The Essental Yacht Charter Guide: What to Know Before You Go

Yacht Charter FAQs

How far in advance should I book a charter boat in the Mediterranean?

To get the best selection of yachts and dates in the Mediterranean — particularly during the busy summer months — it’s best to book 6 to 12 months in advance. The most popular boats in top destinations like Greece, Croatia, Italy, and the French Riviera are often reserved well ahead of time.

If you are planning to sail in July or August, early booking is essential to get your choice of boat and preferred destination. Early booking discounts often apply, even for the busy season, so it's well worth good forward planning.. 

The Mediterranean has a relatively short sailing season—from May to October—and many of the newer, most desirable yachts are booked out well before summer even begins.

Booking early not only ensures more choice in boat type and layout, but also allows time to lock in flights, plan your itinerary, and take advantage of promotional deals—some of which can offer up to 15% off. This is especially true for popular destinations like Croatia, Greece, and Italy, which see strong demand during the peak months of June through August.

If you're chartering during the shoulder seasons of April/May and September/October, there's often better availability, but booking several months ahead is still a good idea to get access to the best options and pricing.

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?

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...

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...

Can you help plan my Mediterranean sailing holiday itinerary?

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, Continue Reading...

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  • Matching any competitive offer
  • Sourcing boats with discounts available
  • Personalising our proposal just for you
  • Qualifying the operator as well as the boat
  • Advising without bias based on 25+ years of experience
  • We do more than just book yachts!

We will match any discount website offer on charter boat price, and still provide our customary high level of service.

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The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

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