Charter Sailing Holiday Tips

  • Charter catamarans for modest sailing holiday budgets

    Charter catamarans for modest sailing holiday budgets

    Here we highlight some smaller catamarans finding favour with our charterers in the Mediterranean and elsewhere. Robert is our expert evaluator when it comes to helping you select the right boat for your sailing charter, and the following is his personal take on recent introductions to the charter boat market.

  • The popular Bali Catamaran in all its variations

    The popular Bali Catamaran in all its variations

    The Bali catamaran, designed and built specifically with chartering in mind, has become so popular that it’s been hard to keep up with all the new models, hard to spot which one has just the right size and amenities to perfectly fit your group's sailing holiday charter needs. We can help you there.

  • Barcelona gets ready for the America’s Cup

    Barcelona gets ready for the America’s Cup

    As well as the competition for the Auld Mug itself, the 37th America’s Cup in Barcelona will incorporate the first ever Women’s and Youth America’s Cup regattas. Chartering Barcelona 2024 will be in demand!

  • Charter Sailing in Greece: It’s not just about the Islands

    Charter Sailing in Greece: It’s not just about the Islands

    Charter sailing tourism started in Greece. It’s still the place where first-time charterers want to go sailing, the place seasoned sailors return to year after year. And there’s plenty of Greece to go around

  • How long should our sailing holiday be for? Seven days, or longer?

    How long should our sailing holiday be for? Seven days, or longer?

    As a lifelong sailing holiday enthusiast, Robert Cross understands the finer points of making sure all aboard enjoy a successful cruise. Read Robert’s views on what’s involved in deciding the most suitable charter duration for you

  • Bareboating in the Mediterranean: do you have an International Sailing Certificate?

    Bareboating in the Mediterranean: do you have an International Sailing Certificate?

    A Mediterranean sailing charter is the ultimate yachting adventure for weekend sailors. An experience that’s very accessible, but keep in mind that in Europe there’s also a formal requirement for chartering bareboat.

  • After bareboat chartering in the Gulf of Naples, a client reports back

    After bareboat chartering in the Gulf of Naples, a client reports back

    At Sail Connections we are always pleased to get client debriefs. We are especially delighted to receive positive reports, and here's one we must share. If considering the Gulf Of Naples/Amalfi Coast as a charter destination, this report is well worth a read. 

  • Welcome Back to the World of Charter Sailing

    Welcome Back to the World of Charter Sailing

    Covid-19 vaccinations are rolling out, and countries dependent on the tourist dollar are now well-equipped to manage their borders. So while the pandemic is impacting communities still, there's no question that your next sailboat vacation is getting closer every day.

  • Personal Care on Charter Part II: Evading Insects & Sunburn

    Personal Care on Charter Part II: Evading Insects & Sunburn

    Some more advice on protecting your body while on your sailing holiday charter. using products that are good for the natural environment too. Also explaining our free Charter Pack offer available on every charter sailing holiday booked with Sail Connections.

  • Personal Care on Charter Part I: a Message and a Free Offer

    Personal Care on Charter Part I: a Message and a Free Offer

    Some advice on protecting your body from environmental factors while on your sailing holiday charter. Recommendations that are good for the oceans and the planet too. And a free offer to demonstrate our case, available on every Sail Connections boat charter booked.

  • 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.

  • 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.

  • Charter a Gulet: Luxury Cruising in Classical Style

    Charter a Gulet: Luxury Cruising in Classical Style

    For your next sailing holiday, particularly in the eastern Mediterranean but in some other surprising places as well, consider chartering a gulet. Today's gulet is now a modern charter boat built for a unique vacation experience enjoyed in complete passenger comfort and luxury living aboard.

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.

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