Lots of thoughts and opinions out there regarding new, slightly new and older boats and the charter company themselves. One of the wonderful aspects of the Virgin Islands is that both before and after Irma, there's options for every sailing budget. Weekly rates can vary from around $3500 to $120000. Ye,s there are some nice large cats equipped with generators, water makes and ice makers, electric wenches and on and on. On the other end of the scales there are simple small monos for charter. Sailing is not a one size fits all. And it's great there are choices out there for those willing to spend top dollar and others that don't. One NEW major consideration now is that Irma did a serious job of leveling the playing field on the conditions of the majority of the boats that survived Irma. With such a disaster, replacement parts were both hard if not impossible to find. Many boats now have replacement Frankenstein parts thanks to other boats now on dry dock being used for replacement parts. That has put most of the BVI fleet into a more even playing field in regarding overall condition. Now, its more important than ever for the charter companies to provide 5 star maintenance. That said, an example of an older boat and in really new boat condition, is my Leopard 42, Island Fun, chartered in Captain's Compass. Brent had his fleet securely tied down for Irma. Island Fun only moved a foot during Irma. AS such, all we lost was our mast. Other than that, our boat survived nicely. For the 2019 sailing season, Brent secured new (not used) masts for all his cats. We also lost our wind gens but those are replaced with solar panels and work wonderfully. Fresh varnish, minor cosmetic work and she looks, feel and sails like a new boat but at a lower charter fee than the new larger cats. We do have air conditioning dock side, but in the 8 years we've been sailing the BVI, we have never needed or wanted air conditionings at night. Only reason I'd ever consider adding a water maker and ice machine would be if I decided to live full time on her. No big deal dealing with water jugs and our freezer keeps ice frozen so no issues there either. Captain's Compass may not have "new" boats but every last one of them is in the best of shape. I'd guess the vast majority of the sailors I meet are very content with older boats. The proof to that is the fact that Brent's boats were constantly out on charter last year while the many of other company fleets remained at dock week after week unused.. My advice is don't over look the smaller companies. There's much more value there than some people see. All with a great sailing experience. I love owning an older boat in the BVI. With Captain's Compass she stays in top condition and is enjoyed by many other sailors.