Chesapeake Bay, US Boat Rentals & Yacht Charters

Chesapeake Bay Reviews

1. R

   Rebecca

   Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

   We had the greatest time with Captain Tim and Chill Time cruises! From day one, Capt. Tim has been very responsive, communicative, and friendly! On the day of our charter, everything was amazing! From the onboard mimosas to the beautiful charcuterie plate, and the greatest inflatable float ever! We have zero complaints and we look forward to coming back again! Thank you for everything!!

2. 

   Matt

   Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

   We had the best day on the water with Troy. His boat was spacious, clean and exactly as advertised. He also chartered the perfect 3 hour excursion for us over to Georgetown, the wharf and back. We will book again and you should too.

3. RM

   Richard

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Capt. Alberto and his wife were awesome hosts! They were totally flexible about our schedule and it was great to hear about his prior sailing experiences. It was great to be with such an experienced host! We will definitely book with them in the future!!

4. MD

   Marco

   22ft Bennington Pontoon Rental National Harbor for 6 Guests

   We highly recommend Captain Bobby! From start to finish, the experience was relaxed, fun, and completely stress-free. Bobby is friendly, laid-back, and incredibly accommodating, making sure everyone had a great time on the water. If you're in the Washington, DC area and looking to rent a pontoon boat with a captain, don't hesitate to book with Captain Bobby. He truly made the entire experience a 10/10, and we'll definitely be booking with him again!

5. LS

   Laura

   2021 Sea Fox 226 dual console

   We had a great experience renting the boat! It was clean, well-maintained and everything worked as expected. Cori and Chris were very friendly and easy to communicate with. Although the boat was delivered a little later than planned, they made up for it by letting us keep it a little longer, which we really appreciated. We filled the tank all the way up on the way back as a special thank you for their kindness and to help prepare for their next guests. Overall, it was a fantastic experience, and we'd definitely rent from them again!

6. MB

   Maya

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Capt Alberto and his wife were SO AMAZING!! They taught us how to sail and we sailed across the Chesapeake. Their boat is beautiful and their company is great. I highly recommend everyone book if they are looking to sail in the Annapolis area for a few hours, learn about sailing, and have a relaxing time.