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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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.
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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.
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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.
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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.
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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?
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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