For over 19 years Sailing Directions has been a leading crewed yacht charter brokerage helping customers choose and reserve quality yachts and crews to create relaxing, fun vacations for families and groups of friends sailing the Caribbean.
Our team attends the Tortola, St Thomas and Antigua yacht shows annually to inspect the entire fleet and to keep in touch with crews and meet new crews to maintain regular, first-hand knowledge that helps us recommend the best quality yachts and friendly, service orientated crews that match up well with your party.
These direct relationships plus the high volume of charters we book along with our pre and post-booking online account enables you to receive the best pricing and an ease of booking. Our service comes at no cost to you.
We are sailors at home and also regularly sail in the beautiful Caribbean waters to keep in touch with the region. When you contact us you will work with one knowledgeable broker throughout the process of your reservation, right through until you return from your vacation.
Choosing the right charter yacht and crew is vital in ensuring that you get the most out of your charter vacation. When you use a charter agent that knows the yachts and their crews personally you can get accurate, un-biased information on all the options that are available to you.
Our website allows you to search for current yacht availability for your travel dates, lists any special offers available and features our own recent, quality photos of the yachts, giving you the most up-to-date information available.
When you ask us to hold your favorite yacht for your vacation dates you can login and view the full details of your charter including dates, times, locations, additional terms, deposit details and the charter agreement, all in one convenient place.
To confirm your reservation all we need is a signed charter agreement and deposit. We offer the convenience of deposit payment by Visa/MasterCard/Amex through our secure website and also accept wire transfers and checks. Pay all together or split payments between members of your group.
Once you confirm your charter vacation you will be able to login at any time and see all of the charter details including the preference sheet, crew contact information, transportation tips and preparation information customized to your sailing ports. Making this information accessible to you at any time, and having the option to share the login details with the other members of your group, makes your role as lead passenger easy!
Sailing Direction's President is an active member of CYBA (the Charter Yacht Brokers Association) and our brokerage adheres to the association's operational guidelines.
We are also an A+ member of the highly regarded Better Business Bureau's Online Reliability program and the BVI Charter Yacht Society.
When you book through Sailing Directions you receive a great deal of peace of mind - for example:
"I am extremely happy with Sailing Directions. John was certain to be sure our desires and budget matched perfectly with the yacht and crew. Sailing Directions' website made my selection much easier."
David K, aboard Catamaran Allende, sailing the British Virgin Islands
"We were so happy using your service. You were great at communication and we booked everything with such ease. I had full confidence that if we had had an issue with our trip, you would have done your best to help! Luckily, everything was perfect!"
Jacqueline G, aboard Catamaran Foxy Lady, sailing the Virgin Islands
"The entire group was very satisfied with Sailing Directions planning and commitment. This was our first sailing charter, we had many questions which John and the Sailing Directions website answered. Very impressed, we knew exactly what to expect from packing our lightweight luggage to water taxis to hotel recommendations prior and after the sail. We are discussing another charter for the end of next year."
Marcos T, aboard Catamaran Soterion, sailing the British Virgin Islands
Take a look at what our customers have been saying about Sailing Directions and our services on the yacht charter review page.
