The Best Yacht Rentals Near Chester

42ft Party Yacht Best of Baltimore 2024-25 Winner!

Captain Brian was amazing! He was so helpful, professional, and made sure everything went smoothly for me and my guests. The weather was perfect, and he was very accommodating to make sure we had the best experience possible. We had so much fun out on the water! I truly appreciate how easy and enjoyable he made the whole trip. It was such a fun and memorable experience I’m definitely looking forward to booking again and would absolutely recommend anyone to book with him.

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!

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

Captain McCoy made us feel right at home from the start. He is incredibly friendly and welcoming, and he handled our large group of ladies very well! He is a host and a captain! The boat itself was even better than expected, and Captain McCoy helped us enjoy all the amazing amenities (the speaker, the mounted cameras for group pics, the giant beanbag chairs for lounging on the bow). We will book with him again!

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

This is everything you could want. Great boat and captain. McCoy has everything you need for a great trip. Plenty of space onboard for all your food and drink and all the toys you could want for a fun day on the water. We count thank him enough fro a such great experience and a great price! We will be booking again for sure!

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

We had a wonderful time at Captain McCoy’s boat. The boat is gorgeous, impeccably clean, and very spacious. The Captain played great music (we didn’t bring our own playlist). He found a great spot for our group to take a swim. It was a perfect balance of cruising and swimming and a perfect 2 hr cruise

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

Took my husband on a surprise boat ride for his birthday and he loved it!! McCoy was great at communication when I had questions. He took us on a 2 hour boat ride and made the trip so enjoyable and relaxing!! He played music for us and took us to see some beautiful sights. I will definitely be booking all my boat rides with McCoy in the future!