Sailing Charter Destinations Worldwide

Choosing the Best Place to Go Charter Boat Sailing

Let us introduce you to all the top-rating sailing destinations the world has to offer: beautiful places where there's a wide choice of modern catamarans, monohull yachts, motor boats and traditional sailing vessels available for your bareboating or crewed boat charter. 

We travel extensively to research and review all the world's popular sailing destinations, as we inspect our charter boat fleets to ensure maintenance standards and design suitability. We collect the best local knowledge available on all the places we operate, recommending destinations that meet your budget, interests, level of sailing experience and group needs. We share our accumulated knowledge for you to make your informed choices, before you go sailing on the hoilday of a lifetime.   

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.

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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

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