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. TM

   Thomas

   New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

   This is a great boat and we had an absolute blast. worth every penny!

3. DC

   Donte

   New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

   From start to finish, the entire experience was seamless and professional. There was zero chaos—everything ran like clockwork. The crew was exceptional: friendly, attentive, and incredibly knowledgeable about the Chesapeake Bay and Annapolis. The yacht itself was spotless and in pristine condition. From the moment we arrived, the crew went above and beyond—helping us load in, beautifully setting up our catering, keeping our group refreshed with drinks and snacks, and later packing up leftovers and loading them into our car. Every detail was handled with care. If you’re considering a yacht rental, don’t hesitate—this experience was truly top-notch. We’re already looking forward to booking again!

4. KB

   Kathy

   40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware

   We rented a boat with Captain Brian to scatter my sister and brother-in-law’s ashes. From the first message, Captain Brian always returned my messages as soon as possible and always answered my questions. On the boat, Captain Brian (Wes) was so kind! He explained everything to us and was very compassionate. I would use him again and will suggest him to my friends! Thank you Captain Brian (Wes)!

5. EB

   Ellie

   40' Robbins Deadrise Trawler Boat Rental in Rehoboth Beach, Delaware

   Wes is a pleasure to work with, he's responsive and communicative during the booking process and the excursion. The boat was very clean and well appointed. On board, he's a conscientious professional; the purpose of my trip was to scatter flowers in honor of my recently deceased mother - Wes made me feel very comfortable going through my own emotions. I highly recommend Wes and I would charter a boat from Wes again.

6. 

   Chisom

   50' Sea Ray 470 Luxury Sport Yacht for rent in Washington, DC

   Amazing experience for my husband, daughter, and I! I highly recommend the owner, captain, and mate. The pictures reflect the condition of the yacht, which is in top shape. I will be back whenever I visit DC. I also recommended the owner’s yacht to others. Thanks again for lending us your beautiful yacht!