Chesapeake Bay, US Boat Rentals & Yacht Charters

Chesapeake Bay Reviews

1. 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!

2. 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!

3. 

   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!!

4. HS

   Halle

   Cruise DC and turn heads aboard the vintage 1985 Chris Craft, American Pie

   Highly recommend American Pie with Weston and crew! The boat is spacious, clean, and beautiful — the perfect way to take in the DC views along the Potomac. Anna was our captain, and she was absolutely awesome. We even took our engagement photos onboard and had the best time!

5. 

   Liz

   Cruise the Chesapeake Bay!

   Captain Steve was incredible. He made our two hour boat outing experience unforgettable. We stopped around monuments to snap some scenic photos and even when we got caught in some rain, we all were fully covered in the inside of the boat. We will certainly book again soon!!

6. SR

   Shannon

   Melges 24 - One Design Racing Experience

   The boat was in perfect condition, ready for anything we could ask for. Doug sails and races on a weekly basis, often in this particular boat, so his feel for the boat, the wind, and the waters we sailed in are well honed. The boat is forgiving, and Doug was unflappable. An encouraging beginner experience, and very fast under experienced guidance. I did not hope for as good an experience, and cannot offer a higher endorsement. Top marks.