Chesapeake Bay, US Boat Rentals & Yacht Charters

Chesapeake Bay Reviews

1. RC

   Ray

   Monumental Cruiser | 37ft Carver Luxury Private Yacht for 12 passengers

   Had a great experience with Orlando. He’s very professional, knowledgeable, and easy to work with. He made the whole experience comfortable and engaging, and you can tell he really knows what he’s doing when it comes to handling the boat. What stood out the most is how well he explains things and builds confidence on the water. He creates a great environment whether you’re just looking to enjoy the experience or want to be more involved and learn along the way. Highly recommend booking with him.

2. KG

   Katerina

   43ft Cruiser Express Yacht for Daily Charter

   We went on a boat ride with Captain Rob for my boyfriend's birthday and it was an amazing experience. We were able to bring our own drinks and Captain Rob had a cooler to store them in and keep them cold so we did not have to carry much. The initial boat that we booked was not available on the day of our ride so Captain Rob upgraded our boat to a much larger yacht without charging us anything additional. He was very kind and knowledgeable and answered all of our questions without making us feel inexperienced. Everything was on time and the experience was flawless and exactly as I had hoped it would be. We will absolutely be back this summer for longer trips and with more people. Highly recommend Captain Rob!

3. LA

   Lashaia

   43ft Cruiser Express Yacht for Daily Charter

   Here’s a polished version of your review: --- We had an incredible time on our sunset cruise around Annapolis! Captain Rob was the perfect host—welcoming, accommodating, and thoroughly professional. The boat was immaculate and just right for our group, offering plenty of space and comfort. Rob made sure we caught the best views of the sunset and always prioritized our safety. It was a smooth, relaxing experience from start to finish. We would absolutely book again and highly recommend this tour to anyone looking for a scenic and memorable way to enjoy Annapolis from the water. It was absolutely perfect!

4. 

   Alex

   43ft Cruiser Express Yacht for Daily Charter

   Captain Rob was flexible with our departure time to work around bad weather, which was awesome! His boat was beautiful and clean. He showed us some truly private quiet spots where we could swim and cool off. On the way back the winds and waves picked up, but Capt. Rob was able to “jake” this huge boat into the parking spot under pressure like a true boss. We will be back!!

5. AF

   Adeoluwa

   Monumental Cruiser | 37ft Carver Luxury Private Yacht for 12 passengers

   Overall fantastic experience! Vessel is beautiful and great for celebrations or intimate events. From the kitchen to the bathroom to the seating, everything was nicely kept. Captains were incredibly kind and facilitated a wonderful experience. Great communication before, during, and after the rental. Highly suggest booking this boat, as it is now my go to for future events!

6. AC

   Ana

   Spacious Luxury Carver 37' in Washington D.C.

   I enjoyed an afternoon on Richard's boat touring Washington DC on my birthday. It was a lot of fun and the captain was very attentive and the service was very good. I would definitely do it again and I recommend it 100%. Thank you for everything, Richard.