Follow your Yachting Holiday Dream

Covid-19 has severely impacted the yacht charter business. We are working through our commitment to assist clients and thank you for your patience. Sail Connections operates a remote office structure. So while we cannot send you sailing in the immediate future we are still open for business for when the crisis has passed. Feel free to contact us if you’d like to discuss a future sailing holiday, and in the meantime please stay safe. We'll all weather this storm together.  Kia kaha!

Sail Away on the Charter Boat that's Right for You

At Sail Connections, we are specialists in bareboating and fully crewed yacht charter vacations. Our team members have many years' international sailing experience and we are uniquely qualified to advise on every aspect of sailboat chartering. Take a look at our extensive charter boat portfolio, our catalogue of amazing places to go sailing, and the long list of testimonials provided by our satisfied clients. Then talk to us about setting sail in the very best of the world's charter boat holiday destinations.

  • 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 30+ years' experience
  • Doing more for you than just booking your boat!

We match any discount website offer on charter boat price, always with our customary quality service.

Planning your sailing holiday with Sail Connections saves you time and money while giving you total peace of mind. We help you create a sailing holiday itinerary that fits all your needs, including your budget. We have the largest portfolio of quality catamarans, yachts, traditional sailing vessels and motor cruisers available to choose from. Year after year satisfied clients from around the world return to charter their next bareboat or crewed sailboat vacation with us. Prepare to be amazed at the destinations on offer, places we are familiar with as well-travelled sailors ourselves. 

All at no extra charge to you! 

Trending Sailing Holiday Destinations

Top sailing holiday locations where people are looking right now for their next boat charter.

Recent Additions to the Charter Fleet

A sample of the fabulous new boats we've added to our portfolio lately.

Our 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 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.