Sail the Americas

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. 

Receive a personalized proposal with boat, cost and extra options as applicable.

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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Latest Blog Posts

  • A Fleeting Sailboat Tour in Corsica and Sardinia

    A Fleeting Sailboat Tour in Corsica and Sardinia

    After an uneventful passage from Villefranche-sur-Mer to Corsica, a 95 nautical mile passage to the port of Calvi, we had nine days to deliver our boat to its Ajaccio base. Just enough time to explore Corsica’s west coast and visit northern Sardinia, as long as we kept moving

  • A Week of Sailing the French Riviera

    A Week of Sailing the French Riviera

    A sailing charter in the South of France suggests a cruise among the super yachts along the Côte d'Azur, the glitz and glamour of the Riviera. There's more to the French Mediterranean coast; westward lies another charter experience, where the coastline is dotted with seaside towns and quiet bays.

  • Lefkas to Athens: Boat Delivery on a Busman’s Holiday

    Lefkas to Athens: Boat Delivery on a Busman’s Holiday

    The Ionian Islands lie off the west coast of Greece. Reaching them is a little more complicated than getting to Greece's Aegean sailing holiday destinations that are accessible by ferry or charter directly out of Athens. The Ionians are worth the effort however, with the bonus Gulf of Corinth experience if time allows.

  • Sailing Bareboat in the Ionian Islands, 30 Years on

    Sailing Bareboat in the Ionian Islands, 30 Years on

    After many enjoyable years in the charter business and experiencing other great sailing destinations, it was time in 2017 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.

  • A Sailing Holiday in Croatia

    A Sailing Holiday in Croatia

    In August 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.

The Essential Guide to Sailing Holiday Charters

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