Sail the Mediterranean

Your Very Own Sailing Holiday Voyage of Discovery

Sailing over shimmering waters to destinations rich in history and natural beauty: what more could anyone want in a boating holiday? Famous sites from antiquity, white sand beaches painted on an azure ocean, quaint villages overflowing with cultural flavors, and culinary delights you will hunger for.

With its huge diversity of travel experiences, the Mediterranean has something to offer everyone who likes to go sailing. Italy, Greece and Croatia are the most popular cruising destinations, while there's much to enjoy about sailing in the Balearic Islands, Turkey and the South of France. All are covered in our comprehensive guide to Mediterranean yacht charters.

Taking the Work out of a Mediterranean Charter 

With all the great destinations on offer, choosing a charter boat in the Mediterranean can be complicated, even confusing. For smooth sailing, it is essential that you sail with an experienced and reputable boat operating company. During more than 20 years in the charter business, we have developed a network of only the best operators - people who we know can be relied on to take care of you, our client. We will match the right yacht from the best operator to your budget, comfort requirements and boat-handling experience.

Our team members have spent a lot of time sailing in the Mediterranean, checking out the boats on offer and the way they are managed. And of course that gives us first-hand experience of the destinations too, valuable knowldge that we want to share. 

In the Mediterranean, the suitably-able sailor finds bareboat sailing and boat handling quite straightforward. For extra leisure time, there's always the option of adding a skipper, who takes responsibility for the boat and getting you to where you want to go. 

Alternatively, charter fully-crewed, engaging a cook as well as skipper for the ulitimate in relaxation. Even experienced sailors often prefer to hire a crew, which we carefully select in consultation with our operators. Your hired crew not only take care of all the work, but are also willing local guides. They'll recommend the best places to see and best things to do en route, and get you up close to the culture and lifestyles in the places you will visit.

When enlisting our help to organise your charter in the Mediterranean -or anywhere else - you pay no more for our service.

Best Places in the Mediterranean for a Sailing Holiday

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter ...

Latest Blog Posts

  • Personal & Environmental Care on Charter: a Message and a Free Offer

    Personal & Environmental Care on Charter: a Message and a Free Offer

    Since my early boating days I’ve lamented over the chemicals put in the ocean. I'd think back to school, when a teacher poured a coloured chemical into water, then challenged us to remove it. That demonstration proved how easy it is to put unwanted additives in water, but how difficult to remove them.

  • The Virgin Islands: Who, What, Where?

    The Virgin Islands: Who, What, Where?

    Putting the Spanish Virgin islands, US Virgin Islands and British Virgin Islands in context for charter sailing. An extensive group of islands all attractive sailboat vacation options when chartering in the Caribbean. In fact very attractive, when considering the choice of beautiful places to visit and the ease of getting there.

  • 10 Ways to a Healthy Mind in a Healthy Body: It Starts with a Sailing Holiday

    10 Ways to a Healthy Mind in a Healthy Body: It Starts with a Sailing Holiday

    At Sail Connections we’re all about the personal approach, and we like to share our sailing adventures, and sometimes our deeper thoughts on chartering, having done it so often ourselves.

  • Five Alternative 2020 Mediterranean Sailing Holiday Destinations

    Five Alternative 2020 Mediterranean Sailing Holiday Destinations

    There’s more to the Mediterranean than the high-profile destinations. In 2020, why not expand your horizons, get a little off the beaten tourist path and discover some understated gems. Here are this year's five best lesser-known Mediterranean sailing holiday destinations, all well worth considering for your next voyage.

  • Benefits of Bareboat Sailing in Flotilla

    Benefits of Bareboat Sailing in Flotilla

    Ever considered a sailing holiday in flotilla? Meeting people through the common bond of sailing is a rewarding experience. It expands horizons and circles while leaving some of the best holiday memories to take home. And strength in numbers can bring peace of mind when sailing unfamiliar waters.

The Sail Connections Guarantee

One contact - every option - advice you can trust.


  • 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.

Get in Touch

The Essential Guide to Sailing Holiday Charters

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

Download Guide

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.