If something is going to happen, it’s going to happen out there. – Captain Ron

Sailing Vacations

Houston Sailing offers crewed and bareboat charters around the world. We specialize in sailing vacations to the British Virgin Islands and can help plan and execute your dream sailing vacation


A couple of times a year we plan to go as a group to the islands. This is a great opportunity to experience chartering and possibly work your way into bareboat qualification. We open these flotillas up to the public and offer cabins on a large catamaran or monohull, depending on your preference. We always have instructors available so you can earn your certifications while basking in the beautiful Caribbean sun.

Bareboat Charters

If you have sufficient knowledge, experience, and certifications, then you are ready to go out on your own and enjoy the freedom of bareboat chartering. Houston Sailing works with all of the major charter companies and will shop the market for you to find the perfect boat for you and your guests. We are especially familiar with the BVI and can make recommendations on where to go and what to do to make it the best sailing vacation ever!

Crewed Charters

If you are not ready to take a big boat out on your own… yet, or you just want to relax and have everything taken care of for you, then we can set you up with a local captain and even a chef. This is also an excellent option if you are new to chartering and just need some extra help. We will find the right captain to let you do as much or as little sailing as you are comfortable with.