The Best Boat Rentals Near North East

43ft Cruiser Express Yacht for Daily Charter

We went on a boat ride with Captain Rob for my boyfriend's birthday and it was an amazing experience. We were able to bring our own drinks and Captain Rob had a cooler to store them in and keep them cold so we did not have to carry much. The initial boat that we booked was not available on the day of our ride so Captain Rob upgraded our boat to a much larger yacht without charging us anything additional. He was very kind and knowledgeable and answered all of our questions without making us feel inexperienced. Everything was on time and the experience was flawless and exactly as I had hoped it would be. We will absolutely be back this summer for longer trips and with more people. Highly recommend Captain Rob!

38-ft Hunter 376 Sailing Adventure in Annapolis

This was our 2nd sail with Capt Alberto. He is super friendly and easy to talk with. And he invites his guests to take an active role in sailing, or to just kick back and relax if they prefer. Great experiences for our family.

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.

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) ⚓️⚓️⚓️

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

We simply loved our three days sailing excursion of the Chesapeake bay. The boat Icarus is very comfortable to maneuver and to live in for a family of four. The bay has numerous nice coves and spots were to stay for the night. Mr James help has been crucial for maximizing our time and energies on these limited days. Thank you Jiim!

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

One of the best sailing weekends we have ever experienced! The boat is manageable and in great shape! James is a great host, he explained everything when we got there, suggested an amazing route and was there when we got back to make sure everything went well. 100% recommended, we’ll definitely rent it again!