Great sailboat rentals near Baltimore, Maryland.

Sailing Reviews in Baltimore

1. JR

   JoshSeptember, 2023

   38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

   Highly highly recommended! The boat is as advertised, but the real treat is spending time with Captain Alberto, and his wife Grace, who are such warm, loving, and knowledgeable people. They clearly know their boat inside and out, so you will never feel uncomfortable. But they also encourage guests to help running the boat and they have the knowledge to help everyone understand what is happening. Most importantly, they are simply fun to be around and a joy to talk to. I can't wait to sail with them again!

2. MS

   MoniqueSeptember, 2023

   46' Catamaran Charter with Water Toys - Annapolis, MD

   Deren & Kristal were excellent hosts! We had a lovely day sailing the Chesapeake. They were very communicative and timely with their responses and were flexible with our parties needs and wants. What an excellent experience! Would highly recommend their boat.

3. ZC

   ZeeSeptember, 2023

   30 ft sailboat with highly experienced Captain in Baltimore Inner Harbor

   Captain John gave our group a very memorable and relaxing evening on the water! He made us feel welcome and right at home, was very knowledgeable, and made sure we all truly enjoyed our outing. 10 out of 10 recommend!

4. LR

   LorettaSeptember, 2023

   Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

   What a gorgeous day on the water aboard Sol Searcher! Captain Joe was an awesome host for our day! Peaceful, serene and exactly what we were hoping for to bring the summer to a close. What a lovely world we have to enjoy when we step away from the hustle of life and take the opportunity to take in all that it has to offer. Thank you Capt’n Joe for a wonderful sailing experience. Until we meet again, Loretta and Greg

5. JW

   JulieAugust, 2023

   46' Catamaran Charter with Water Toys - Annapolis, MD

   Incredible! Deren and Krystal made our experience phenomenal. From start to finish they were fun and professional. The boat is a stunner! We felt like royalty. My son celebrated his 8th birthday in style with all the toys and had a blast. We will be using them again next year.

6. KL

   KatieAugust, 2023

   41' Lagoon Catamaran in Maryland, United States

   Jess was amazing! He arrived early and allowed us to board early. Provided great information upfront and communicated speedily with any questions we had. Made one stop during our 5 hour booking. We had a wonderful time and we highly recommend!!