Why book through us?
For over 20 years Sailing Directions has been a leading crewed yacht charter brokerage pairing customers with quality yachts and crews to create vacations of a lifetime in the Caribbean.
Our team attends the Tortola, St. Thomas and Antigua yacht shows annually to inspect the entire fleet and visit with crews. This allows us to maintain the direct relationships necessary to match customers with the best quality yachts and crews.
We are sailors at home and 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 entire process of your reservation until you return home after your vacation.
Family owned & Operated
As a family-owned and operated business, we are dedicated to providing each customer with the highest quality of service and care.
We love helping others achieve their dream vacation goals through this work.
Unbiased recommendations
Choosing the right charter yacht and crew is vital in ensuring that you get the most out of your vacation. When you use a charter agent that knows the yachts and their crews personally, you will receive accurate, unbiased information on all of the available options.
Our website works for you
Our website allows you to search current yacht availability for your preferred travel dates based on your budget and preferred on board amenities. We display current special offers and showcase customer testimonials from previous charter groups.
After placing a hold your favorite yacht for your preferred dates, you will have the opportunity to login to your Sailing Directions profile and view the full details of your charter in one place.
Ease of booking & payment
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!
Established excellence
Sailing Directions is an active member of CYBA (the Charter Yacht Brokers Association) and our brokerage adheres to the association’s operational guidelines.
We have been an A+ member of the highly regarded Better Business Bureau’s Online Reliability program since 2005, as well as the BVI Charter Yacht Society.
Booking your charter through Sailing Directions will give you peace of mind and confidence in the process because:
- Our information is up-to-date, accurate and unbiased. You can see in-depth information about the yachts and crews, and we are always available to answer questions.
- You have the protection of the CYBA charter agreement. Deposits are held in an independent escrow account until just a few days before your charter begins.
- We accept payment by Visa, MasterCard and Amex securely and conveniently through our website with no processing fees.
- We offer constant support, with the same broker assisting you throughout the process.
- Our website offers travel and trip preparation information.
- We offer experience and stability
- If, for any reason, the yacht has a problem and is unable to take your charter, we are here to assist you in finding the very best solution.
What our customers are saying
We could not have had a better week aboard the Salty Dog! We made memories that will last a lifetime. Gordon and Jenine made our family, spanning ages 6-64 feel extremely comfortable and pampered all week. The food was amazing, the service was amazing, the boat was amazing, the sights/excursions were amazing, and the company we shared was amazing. Gordon and Jenine quickly became extended family members which made saying goodbye more difficult. If you are on the fence about booking this trip, don’t be! You will not regret it!
Mike and Lizzy were welcoming and knowledgeable about the islands and history. They made it clear up front if we needed anything or had questions to just ask. Lizzy was an amazing chef! She made sure that individual dietary needs were addressed and carefully distributed the dishes so everyone got what they requested. We didn’t have any real plans which put extra burden on Mike. He had a clear plan each day and it worked for us!
The yacht exceeded our expectations. The additional covered space on the top deck was great! It allowed everyone to spread out and added a lot of space to relax.
We were very happy working with Sailing Directions. Communication with us and the crew was excellent.