The Essental Yacht Charter Guide
The Essental Yacht Charter Guide: What to Know Before You Go

Yacht Charter Blog

  • 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.

  • A Short History of Chartering in Bay of Islands, NZ

    A Short History of Chartering in Bay of Islands, NZ

    Once home to over 40 bareboat charter yachts, the Bay of Islands stood proudly among the world’s sailing destinations. Kiwis and visitors alike could explore this subtropical paradise aboard locally managed fleets. Times have changed.

  • 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.

  • Why a Lot of Itinerary Advice Misses the Mark for Sailing Holidays

    Why a Lot of Itinerary Advice Misses the Mark for Sailing Holidays

    Learn why many bareboat sailing itineraries found online can be misleading, and how first-hand advice makes all the difference.

  • Modern Consumer Tech on Sailing Charter: do we really need it?

    Modern Consumer Tech on Sailing Charter: do we really need it?

    When thinking about a sailing holiday, it’s natural to wonder whether to bring our modern gadgets along for the ride - or leave them behind entirely. Technology is so deeply woven into the fabric of our daily routines. So should we pack our tablets and smartphones or is a sailing charter the perfect opportunity to fully disconnect and reset?

  • Gulet vs. Catamaran: which is the Best Charter Boat for you?

    Gulet vs. Catamaran: which is the Best Charter Boat for you?

    Planning a sailing holiday in the Mediterranean is a dream come true for many, with its crystal-clear waters, historic ports, and sun-soaked islands. Once you’ve chosen your destination, there’s still a crucial decision to make: should you charter a classic Turkish gulet or opt for a modern catamaran?

  • Chartering with a Crew: the Options and all the Advantages

    Chartering with a Crew: the Options and all the Advantages

    A sailboat charter that includes a paid crew can mean different things: a crewed bareboat with your party joined by freelance skipper and sometimes cook; a boat that must have a skipper included, and the full-service charter with permanent, professional crew attached.

  • Sailing charter versus resort stay: comparing the costs

    Sailing charter versus resort stay: comparing the costs

    A sailing holiday frequently combines with a land-based resort stay. How many nights aboard charter boat and how many nights onshore, or foregoing one or the other due to cost, is often a discussion point. So we did an exercise on the price comparisons between boat and resort. The cost benefits of a sailing holiday are clear

  • 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.

  • 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

  • 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

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 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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