Choosing the Best Place to go Charter Boat Sailing
Let us introduce you to all the top-rating sailing destinations the world has to offer: beautiful places where there's a wide choice of modern catamarans, monohull yachts, motor boats and traditional sailing vessels available for your bareboating or crewed boat charter.
We travel extensively to research and review all the world's popular sailing destinations, inspecting our charter boat fleets to ensure maintenance standards and design suitability. We collect the best local knowledge available on all the places we operate, recommending destinations that meet your budget, interests, level of sailing experience and group needs. We share our accumulated knowledge for you to make your informed choices, before you go sailing on the holiday of a lifetime.
Sail Connections can place you on a bareboat or crewed charter in just about any sailing destination world-wide.
On the one hand the major sailing hubs offer permanently-located boats with good operators and the perfect packages for destinations that they know intimately: the Greek Islands, Croatia and the whole northern Med., Tahiti, Thailand and the Caribbean hotspots.
On the other hand, there are the smaller companies who excel in their flexibility, alternating between the seasons in different locations. This is particularly the case with the trans-Atlantic shuffle: boats domiciled in the Mediterranean that move to the Caribbean when the seasons change, working the Americas according to booking demand. These are the companies we go to with enquiries for less renowned but equally appealing charter destinations. Places such as the Canary Islands, Aruba, Bonaire, Curacao-San Blas, Bocas del Toro and the Grenadines.
If you have the time and the budget we can make it happen: in the most iconic sailing locations on the planet, and in places less travelled.
The World's Top Sailing Holiday Destinations
For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter ...
Latest Blog Posts
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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.
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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.
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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.
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A Sailing Charter vs a Resort Stay: Comparing the Costs
Mixing vacation nights between resort stay and yacht charter is a frequent discussion point among our travellers. So we decided to do an exercise on the cost implications of both options. To us at Sail Connections, the benefits of a sailing charter speak for themselves.
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Making the Most of a Remarkable Sailing Destination: The Society Islands
What truly defines a great sailing holiday experience is how well the charter is planned and structured around what you want from your time on the water.Nowhere is this more evident than in the Society Islands of French Polynesia, a sailing holiday destination we at Sail Connections know so well.
The Sail Connections Guarantee
One contact - every option - advice you can trust.
- Matching any competitive offer like for like
- 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 like-for-like discount website offer on charter boat price, while maintaining our customary high level of service.
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