Chesapeake Bay Yacht Charters
This page features a rundown on all the information needed when considering going on a yacht charter vacation in Chesapeake Bay. Here you can read about the yachting attractions and travel information in Chesapeake Bay and browse some of the yachts that are available for charter there. There is also boating news and links to similar or related destinations.
Charter Yachts in Chesapeake Bay
Client Testimonials
What our clients say about their charter experience.
An unforgettable week aboard Lady J: Our group spent seven incredible nights aboard Lady J, and the experience exceeded every expectation. The yacht is beautifully maintained, with stunning interiors, gorgeous woodwork, and spacious, comfortable staterooms. What truly set this trip apart was the crew. Captain Jarryd, Jeff, Matt, Ana, Katie, and Dominique, and Tyler, Karl, and Damien were outstanding. Their teamwork, professionalism, and genuine warmth created a relaxed and welcoming atmosphere throughout the week. The food was spectacular, with delicious and varied meals every day. The themed table settings added a special touch to each dinner, and the service was impeccable. The crew was always attentive without ever hovering, somehow appearing exactly when you needed something. There was never a dull moment, with fishing, snorkelling, beach days, and beach barbecues thoughtfully planned throughout the week. Captain Jarryd was especially engaging, always ensuring guests were having fun, well cared for, and making the most of every day. As first-time yacht charter guests, we were completely blown away. The entire crew made us feel comfortable, cared for, and thoroughly spoiled. I cannot recommend Lady J highly enough and would absolutely charter with this crew again.
LJ, I have just spoken with the client and his feedback was all very positive. He said this was their best charter in the Bahamas. Captain Chris and his team were brilliant and looked after them beautifully. He felt they saw places they have never seen before, experiences that they’d never had before and that Chris had really understood the brief and that his knowledge of the Bahamas was amazing. In short, they loved it and would like to come back. They have chartered extensively, and this was one of their favourite experiences and their little boy’s favourite yacht (apparently he cried when he left as he’d had such a great time).
This [yacht charter] was nothing less than spectacular !! Everything (schedule, services, food, diving support, water toys ...EVERYTHING exceeded our expectations !! There was not a single flaw / problem during the entire trip. We look forward to working with this yacht again. Lady J was immaculate, and very well maintained. Cabins were excellent. Every guests area of the yacht was comfortable and valuable to our enjoyment of the trip. Multiple options for sun, shade, open area, air conditioned spaces, etc. Diving in the USVI / BVI was amazing, and the Divemaster on the yacht was CRITICAL to our enjoyment. Services provided to the divers exceeded anything I have ever experienced, anywhere in the world. We used all the water toys, and they all were great. Anthony Horner (chef) provided the most outstanding culinary experience that I could ever imagine in my wildest dreams. There was actually so much food, of such variety, that we actually had to tell him to scale down the portions a bit !! He coordinated the menu with us ahead of the trip, and he made adjustments at our request. His attention to detail on the information we provided on preference sheets was amazing. They were not just a "crew" - their attitude, service, friendliness, knowledge of the area, and continual helpfulness - turned them into "9 new friends:" by the end of the trip. I find it hard to believe there is a better team anywhere. And I can’t believe there is a better leader than their Captain. I want to go back. You cant possibly know how what a great experience this has been for us. We look forward to cruising with them again. Mr B.N - Chartering Motor Yacht LADY J, in the US Virgin and British Virgin Islands, 19th December, 2022.
LJ, Leigh was the most hands-on Captain we have ever had. To think that she brought this young crew together (ages 23-28) within weeks of the charter and led them to success is a very special thing. We never once heard the word "no". The late-night crew Kenny and Caroline were excellent. Leigh always empowered her crew to take responsibility for their division and would ask "what do you need? How can I help? Who do you need to go with you?", and was so happy, professional, and positive throughout, despite the early mornings and late nights. Chef Ross was outstanding! The boat was fine, loved the master stateroom layout and closet space, and the sun deck.
Sally, the service was really good, the yacht well maintained and the crew also really good.
Amanda, Great to hear from you again. I really do not know how you do it, but the yacht and especially the crew, which you recommended, were nothing but SPECTACULAR. We truly enjoyed every single day aboard CHRISTINA TOO. The boat was in mint condition, everything worked to perfection under Captain Alex’s supervision. He is great! Marcelle´s culinary knowledge and Chad´s service / bartending made it a truly remarkable experience. The crew worked like a Swiss clock. All the charters along the past 5 years have been extraordinary, this one in particular has been exactly that and much more. Our only regret: we should have booked a 10 day charter. Thank you so much for your care, attention to detail and for making it the best holiday so far. Looking forward for the next adventure! Best regards, HD CHRISTINA TOO /Bonifacio, Corsica – Olbia, Sardinia / 19-26 July
