Browse Chesapeake Bay Boat Rentals.

Chesapeake Bay Reviews

1. RH

   Roger

   April, 2024

   Sailing Adventure in Chesapeake Bay with 28ft Tartan Sailing Yacht!

   Great vessel. Well maintained. Up to date equipment. Very relaxed.

2. CH

   Cyndi

   May, 2020

   Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

   My family of 5 had a wonderful day sailing with Bill to celebrate my husband's 40th birthday. Bill was very knowledgeable and excellent at explaining things to my children, even letting them each take the helm. We felt very at ease and safe our entire trip. I am already recommending him to friends.

3. LN

   Linda

   September, 2017

   Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

   Mom, Dad, & three GROWN children went out on a wonderful outing with Captain Bill. He was a gracious host & his beautiful sailboat was spectacular! Enjoyed the experience immensely & seriously considering sailing lessons next spring. His boat was not only in immaculate condition but very comfortable for all five adults (plus the amiable captain). We were thrilled to see dolphins and hear about the area's history. We sailed 14.9 memorable miles. I gave a 5 star rating because the ratings don't go to 10. Honestly, how does one rate a great memory that lasts a lifetime? We weren't sure if the weather was going to be a wash out for a few days out, but Captain Bill kept in contact via email with weather updates and was extremely accommodating to what would work best for us. The weather wasn't what one would call picture perfect but I thought it was awesome having so much of the water to ourselves. We only saw one other sailboat. This was an exhilarating experience with a knowledgeable captain and I can't recommend him enough!

4. JM

   Josh

   April, 2017

   Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

   I had my four children with me ages 5 to 12 the captain was very kind and understanding to them teaching them new things my son it was comfortable taking the helm and the captain enjoy teaching him the other kids not so much but that was okay however not to be prejudiced because they are my children but they are exceptionally good kids my youngest commented that she was upset she would not be seeing Captain bill the next day and on how much she liked him. we will be back to sail in August we learned about the wind the ocean and how to read it wheeler and practical knowledge and history of the area The boat was beautiful the captain was awesome it was a great day my kids will remember forever I am not one to give A+ review without truly meaning it

5. 

   Shay

   April, 2021

   💎🛥Luxury Cruisers Sports Yacht‼️🍹☀️

   Shane was an excellent captain and host. He is extremely knowledgeable about all of the monuments, memorials, and sights along the river, and makes wonderful suggestions for where to take photos (and takes great photos of the group). Furthermore, he interacted with our group like a family friend we’ve known for years. His boat is also immaculate, clean, and modern. I highly recommend Shane and his company, and cannot wait to book with him again!

6. AK

   Anston

   April, 2021

   💎🛥Luxury Cruisers Sports Yacht‼️🍹☀️

   Shane was amazing! The boat is beautiful and fit 11 people easily onboard. There’s a bathroom below deck even. We drove around the Potomac and had such a fun time. Shane and his crew were professional, hospitable, and made the best rum punch (need the recipe btw!). Thank you for making my boyfriend’s going away party rememberable. I also didn’t know their business is veteran owned and it means that much more that my money was going towards supporting a veteran owned business as I work for my family’s veteran owned business and my boyfriend is navy as well. Definitely book Shane on your next adventure!