Discover the Americas
From Chesapeake Bay in the north to Costa Verde in the south, a wide range of American sailboat charter locations await. From ports of call as diverse as urban Annapolis, remote and spectacular desert island landscapes in the Gulf of Cortez, idylic western Caribbean cays along the world's second largest barrier reef, and the Atlantic rainforest of Serra da Bocaina National Park, there are plenty of safe, secure and reliable offerings for avid sailors to seek out adventure on bareboat and crewed charters in North, Central and South America.
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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.
Get in TouchLatest Blog Posts
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Sailing bareboat in the Ionian Islands once more, 30 years on
In 2017, after many enjoyable years in the charter business and experiencing other great sailing destinations, it was time to return to Greece. Back to where it the very idea of the Mediterranean charter boating began: a bareboat sailing holiday around the Ionian Islands.
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A Sailing Holiday in Croatia
In 2017 Sail Connections' Robert Cross took time out of the office for a two-week sailboat charter in Croatia. Here Robert reports on his sailing holiday adventure aboard a Dufour 350 travelling from Dubrovnik to Split return.
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Getting the Best from your Charter Sailing Holiday
Your sailing holiday is a big adventure for all concerned. An investment in time before setting sail will reap rewards on the water. Like any venture, good preparation is key to success in chartering a boat.
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Charter Boat Technology: Things you Need to Know
Today’s charter boats have all the electrical conveniences of modern living. On board however you are a long way from the grid. Before setting sail, it’s important to understand the limitations of the electrical power source and the tools it drives.
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Chartering a Sailboat with Crew Supplied
A sailboat charter that includes a paid crew means one of two things: crewed bareboat with your party joined by freelance skipper and sometimes cook; or full-service charter on a boat with permanent, professional crew attached.