Virginia, US Boat Rentals & Yacht Charters

Virginia Reviews

1. LM

   Liz

   Welcome Aboard Optimystic! Create a beautiful memory on the water.

   Charles was an outstanding guide. Before the outing (which was a birthday gift for my fiancé) he even offered to pick up a cake so that it could be a surprise. He and his wife made us feel at home right away as if we were out just sailing with friends. It was a gorgeous late afternoon / sunset sail with the option of swimming and cooking on the boat. We didn't rush back. Riding on the bow was so relaxing. He took time explaining sailing tips to my fiancé and let him drive the boat for awhile. Communication was clear. We'd love to book again with Charles and Renee!

2. 

   Lauren

   Charter 42' Lagoon Catamaran in Annapolis, MD

   We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!

3. IZ

   Imran

   Ride on our 42 Passenger Navigator Boat! Full bar options!

   Great communication, exceptional service, beautiful vessel, amazing views!

4. 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!

5. AV

   Ali

   Ride on our 42 Passenger Navigator Boat! Full bar options!

   We scheduled a boat experience with Captain Q and her team. We had about 45+ guests and were celebrating our marriage. We brought our food and drinks, and their team helped make beautiful designs with the charcuterie board we brought. It was way better than whatever we originally had. They let us put on our music via Bluetooth, which was super easy. We also had some speeches, and they had a microphone that we could use, which made it easier than having to raise our voices. We scheduled a boat cruise originally, and though this wasn't able to happen due to a health issue, we still wanted to have this event on a boat, so we chose to stay dockside, which was still fun being in the marina and on a boat in the summertime. Their team is super professional and willing to work with you when possible, which I highly value.

6. 

   Elisabeth

   Welcome Aboard Optimystic! Create a beautiful memory on the water.

   Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️