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. Here's how it works:

1. Share Your Sailing Plans

Start by telling us your intended travel dates, the number of people in your group, your sailing experience, and whether you prefer a bareboat charter, crewed bareboat, or fully crewed yacht. There's no need to have every detail figured out t this stage. Just paint a picture of your ideal  sailing holiday. Our Enquiry form makes this part of the process easy.

2. We Search Global Databases

Using our multi-database system, we search for every quality charter boat available in your prefferd location(s). We then recommend the best options based on your group size, comfort needs, itinerary ideas and budget: all with unbiased advice and at no extra cost to you.

3. Receive and Review Tailored Options

You will get a curated list of suitable yachts including pricing, layouts, and operator details. We explain any extras, such as skippers, cooks, or additional services to ensure transparency.

4. Secure the Best Boat

Once you've chosen your yacht, we assist with all the booking paperwork, operator communications and any required qualifications (such as an ICC or VHF license for bareboat chartering. 

5. Plan Your Itinerary

We help you prepare an itinerary through your chosen region factoring in local conditions, travel times and must-see spots. Whether it's one-way trips or round voyages, we will recommend routes that maximise enjoyment and minimise stress.

6. Prepare with Confidence

Before your departure we ensure you are fully briefed and ready. From provisioning and transfers to understanding local sailing regulations, we’re here every step of the way.

Let us tailor your dream sailing itinerary — get in touch and start planning with your trusted charter specialists.

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...

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...

Which Mediterranean destinations are most popular for charter sailing holidays?

The Mediterranean is a dream sailing destination that offers a diverse mix of cultures, coastlines and cruising experiences. At Sail Connections, we help clients explore the most iconic and rewarding charter sailing areas Continue Reading...