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Maryland Reviews

1. 

   Elisabeth

   Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese

   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) ⚓️⚓️⚓️

2. AV

   Ali

   Ride on our 49 Passenger Navigator Boat!

   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.

3. AD

   Alexandra

   Cruise the Potomac On a Rinker 310

   Cindy is so sweet and patient. She answered all of my questions and planned everything accordingly.We had an amazing experience!

4. MH

   Marcus

   $300hr | 15 ppl | Luxury Yacht

   We had an amazing experience! We brought 15 people and everyone loved it! Clean boat, nice captain, and great speakers. Will definitely be booking again soon.

5. 

   Cindy

   Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese

   Our sailboat outing was absolutely perfect - peaceful, scenic and incredibly relaxing. The boat was pristine. Captain Charles and his wife were perfect hosts. Highly recommend!

6. 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!