Great sailboat rentals near Baltimore, Maryland.

Sailing Reviews in Baltimore

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. 

   Kasie

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Wonderful Captain and wonderful boat! Plenty of shade above and below deck if the August heat becomes too much. We did the three hour tour, and it was a great half day length. We received a tour of downtown Annapolis and then Captain Alberto opened up the sails and we went on a beautiful ride down the river. It was fun and unique - even for those who have motor boat experience. Sailing is quintessential Annapolis and Captain Alberto was a great host.

4. 

   Bobby

   38-ft Hunter 376 Sailing Adventure in Annapolis

   We went out for an afternoon sail with Capt Alberto and had an amazing time. We were blessed with a beautiful sunny day with perfect wind. Capt Alberto shared interesting stories and taught us a good bit about sailing along the way. Highly recommend!

5. LP

   Laura

   38-ft Hunter 376 Sailing Adventure in Annapolis

   Captain Alberto and his wife are absolute jewels! We sailed with them a couple of years ago and were excited to have this time with them today. They are friendly, professional and just such a joy to be around. Will be seeing them again soon, for sure!

6. 

   Jordan

   50ft Catamaran Charter with Water Toys - Annapolis, MD

   Captain Deren and the crew were amazing — they made my birthday so special. They were super accommodating the entire day for everyone! They were even kind enough to put up some birthday decorations for our group. I’m definitely going to be booking with Captain Deren again!