Chesapeake Bay, US Boat Rentals & Yacht Charters

Chesapeake Bay Reviews

1. AK

   Amaryllis

   Rent this 300 Sea Ray Cuddy Cabin Cruiser in Washington, DC

   Had an amazing experience from start to finish! The booking process was incredibly smooth, and upon arrival, the captain was friendly, welcoming, and made us feel right at home. He took the time to go over safety features and provided a place to hold our belongings. The boat itself was clean and comfortable. We couldn’t have asked for a better day on the water. We will definitely be back.

2. 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.

3. hm

   hanna

   Cruise the Chesapeake on a Classic 46’ Deadrise – Up to 30 Guests

   Amazing communication and very fun boat. I recommend everyone to book with her!!

4. EM

   Erin

   Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

   Our trip was just perfect. We were looking for a true sailing experience, and Captain Russ gave us that. My husband was at the wheel almost the entire trip, talking all things sailing Capt Russ. Meanwhile I enjoyed the sun and sounds of the water against the boat and the wind in the sails from up front. It was a peaceful and enjoyable trip, despite the wind giving out on us towards the end. We'd book with Captain Russ again in a heartbeat!

5. 

   Thomas

   Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

   Captain Russ was just ideal for our half day on the bay! Super pleasant and communicative; completely adaptive to whatever we were up for. The Joie de Vie is ship-shape and the perfect vessel for the Chesapeake Bay. I’ll go ahead and credit him with steady 5-6k winds All day also- just a perfect day. No doubt we will be back for more- thanks again, Captain Russ!

6. MM

   Mathew

   Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

   William was great and we had a wonderful time on the boat. It ran flawlessly and handled the windy conditions we had that day really well. William was also very communicative and helpful with ensuring we had everything we needed. I would book with him again.