The Essental Yacht Charter Guide
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Charter Sailing Holiday Destination Guides

  • A Naples Double Header Next Summer: Italy by Sail and America’s Cup 2027

    A Naples Double Header Next Summer: Italy by Sail and America’s Cup 2027

    Naples is gearing up for one of the most spectacular sporting events in the world — the 38th America’s Cup culminating in July 2027. For sporting enthusiasts the event presents a rare opportunity to combine the excitement of elite yacht racing with a classic Mediterranean sailing holiday through one of Italy’s most beautiful cruising regions.

  • A Personal Pledge of Support for New Caledonia 

    A Personal Pledge of Support for New Caledonia 

    New Caledonia has always had great appeal for our New Zealand and Australian clients, most of whom are just a 3-hour flight from being on a boat in the tropics and escaping winter. Unfortunately, due to the ongoing political situation there, the longstanding yacht charter base will be closing at the end of 2026. It will be sadly missed.

  • The Ultimate Way to Experience America’s Cup 2027: on an Italian Sailing Holiday

    The Ultimate Way to Experience America’s Cup 2027: on an Italian Sailing Holiday

    Discover the best way to experience the America’s Cup 2027 in Naples. Combine world-class racing with sailing Capri, Amalfi & beyond, with expert personal advice from Sail Connections.

  • The Gulf of Thailand: Warm-Water Chartering from Koh Samui & Koh Chang

    The Gulf of Thailand: Warm-Water Chartering from Koh Samui & Koh Chang

    Get away on a bareboat yacht charter in Thailand’s Gulf. Sail from Koh Chang (October–April) or Koh Samui (May–August).

  • Experience the 2027 America’s Cup by Yacht Charter

    Experience the 2027 America’s Cup by Yacht Charter

    Be part of the 2027 America's Cup preliminary regattas and the final in Naples. Discover how a Mediterranean yacht charter lets you experience this iconic sailing event up close.

  • Sailing Between US VI, British VI and Spanish VI

    Sailing Between US VI, British VI and Spanish VI

    Step-by-step guide to current regulations for sailing between the British Virgin Islands and US Virgin Islands, and the US Virgin Islands and Spanish Virgin Islands.

  • Getting to Vava'u, Tonga for your Sailing Holiday (2025)

    Getting to Vava'u, Tonga for your Sailing Holiday (2025)

    Your 2025 guide to getting to Tonga—international flights, Fiji to Vava‘u direct service, domestic Saab 340B airlink from Tongatapu and ferry option via Haʻapai.

  • The value of after-charter destination and boat reviews

    The value of after-charter destination and boat reviews

    At Sail Connections we offer a personal service based on long experience in the business and close attention to what's happening in the destinations we offer. We have also sailed a large number of those places, and can often speak from personal experience.  But we can't be everywhere.

  • Chartering in Turkiye: feedback we just have to share

    Chartering in Turkiye: feedback we just have to share

    Turkey is one of those charter destinations that doesn't fail to pleasantly surprise. We're always delighted when we receive such good reports as we did recently from a New Zealand client.

  • 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

  • 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.

  • 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.

  • 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.

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The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is 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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