Great sailboat rentals near Annapolis, Maryland.

Sailing Reviews in Annapolis

1. CB

   Caprice

   June, 2024

   41' Lagoon Catamaran in Maryland

   This was one of the best rides I’ve had in a while. Captain Jess is communicative, helpful and kind. We went out for 4 hours and had great weather. The boat is clean, he had 2 fridges for our food and drinks, it was nice and spacious, and there were floaties to get out on the water. It was a very enjoyable day.

2. DB

   Dan

   May, 2024

   38' Hunter 376 Cruising Monohull in Annapolis, Maryland

   Capt Alberto and Grace were wonderful hosts. They were very flexible regarding the weather, great teachers of sailing, and were very hospitable and welcoming with their boat. We had an amazing time. Capt Alberto truly loves the sea.

3. bb

   brent

   May, 2024

   41' Lagoon Catamaran in Maryland

   Captain J was excellent. So nice and accommodating to our requests. It is our second time with him and will book with him again next time we want to have a great day on the water

4. AL

   Aubrey

   June, 2024

   38' Hunter 376 Cruising Monohull in Annapolis, Maryland

   Such a fun guy, storyteller, and enjoyable host! He is a wealth of knowledge and was eager to teach us how to sail. We sailed the whole time!

5. PG

   Polina

   June, 2024

   38' Hunter 376 Cruising Monohull in Annapolis, Maryland

   Thanks to captain Alberto and Grace my birthday became unforgettable! Completely met all our expectations.!

6. KC

   Kevin

   April, 2024

   Charter 42' Lagoon Catamaran in Annapolis, MD

   Adam Yearwood is a fantastic captain! His boat is beautiful and he is well organized. We did a team outing sailing around the Chesapeake and had an awesome time - I highly recommend working with Adam!