Chester, Maryland Boat Rentals

Chester Reviews

1. ML

   Martha

   50ft Catamaran Charter with Water Toys - Annapolis, MD

   We intentionally booked a late afternoon cruise around the Chesapeake so we would return around sunset to get great views and photos. Kristal was super responsive in preparing us and Captain Wayne and his 'first mate' Mish were super helpful with capturing the perfect photos. We would definitely book again!

2. CR

   Chawin

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Captain Alberto and Grace are wonderful hosts and guides. They have a wealth of sailing and life experience to share during your trip. They were very flexible with us during a proposal event.

3. JA

   Joey

   Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht

   Booked a private yacht charter along the Island Princess for 3 hours and had a great experience! Captain Steve was kind, accommodating, and knowledgeable during our journey! Would 100% recommend! Thank you!

4. AP

   Andrea

   38-ft Hunter 376 Sailing Adventure in Annapolis

   This was our crew’s second trip with Capt Alberto and was a second great experience. Capt Alberto shares his passion for sailing and teaching sailing! Capt and Grace are incredibly kind and make a great day spent out on the bay!

5. 

   Lisa

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Thank you so much Captain Alberto & Grace. We had a fabulous time and enjoyed learning about sailing. Thanks for trusting us to help steer and tack the boat. We had so much fun. You are a great teacher. We wish we could have stayed out longer.

6. 

   Megan

   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!