Follow your Sailing Holiday Dream, with the Charter Boat that's Right for You 

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

  • The Sun Loft 47 Monocat: a Game Changer for Yacht Chartering

    The Sun Loft 47 Monocat: a Game Changer for Yacht Chartering

    A peak season cabin-share sailing holiday with skipper in glorious Croatia in August. Chartering a 2020-model 47 foot sailboat for just 175€ per person per day! This is the reality aboard the Sun Loft Monocat 47: a whole new concept in group charter with friends or extended family.

  • Bareboat Luxury at an Affordable Price: Crunching the Numbers

    Bareboat Luxury at an Affordable Price: Crunching the Numbers

    In 2019 the Bali 5.4 catamaran entered charter fleets with the bareboat option added. Until now such a large boat was only available with paid skipper and crew. This is a significant development in yacht chartering: it continues a recent trend towards larger boats progressively coming into charter on a self-skipper basis.

  • Whale Watching on Charter in New Caledonia

    Whale Watching on Charter in New Caledonia

    Winter is the season for spotting humpback whales in New Caledonia’s southern lagoon. The calves are starting to learn the ways of the ocean while still safely under mother’s watchful eye. The lagoon offers the perfect location for observation, whale watching a highlight of any New Caledonia boat charter

  • Going Charter Sailing? Why you should use a Broker

    Going Charter Sailing? Why you should use a Broker

    Bareboat and crewed boat sailing holidays are growing in popularity the world over. Every year new destinations open up and more of the latest designs in catamarans, monohull yachts, powered and motorsailer craft come into service for charter. With this growth come more ways to arrange your charter sailing holiday.

  • Sailing in the Marquesas Islands: the Ultimate Escape

    Sailing in the Marquesas Islands: the Ultimate Escape

    The Marquesas Islands group is the sort of place dreams of a tropical island escape are made for. Dreams are one thing, but getting there and experiencing these remote and unspoiled volcanic islands is another. The Marquesas lie some three hours’ flying north from Tahiti.

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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