Incredible cruising monohull rentals near Chesapeake, Virginia.

Average of 10 reviews in this area.
2 listings

Explore Chesapeake, Virginia in style onboard a cruising monohull rental.

Looking for a fun boating experience on your next trip in Chesapeake, Virginia? Cruising monohulls are sailing boats with a single hull, and they perfect to learn with a sailing lesson or enjoy a ride with a captain. A cruising monohull rental or charter is the perfect choice for a special event or during a vacation and for touring a new area. Cruising monohull boats are the perfect style of boat to explore Chesapeake, Virginia in comfort.

Using GetMyBoat to rent your next cruising monohull.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

Top destinations nearby

GetMyBoat customer reviews for Cruising Monohull in Chesapeake.

  1. LB
    Lolita
    Let's Go Sail in Gloucester Point, Virginia

    I would definitely book again, Capt. Bill made sailing an adventure for my Birthday and we really enjoyed out cruise. Very professional, safe and relaxing.

  2. CH
    Cyndi
    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
    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
    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. RS
    Rachel
    Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

    Bill made the trip so enjoyable! He's knowledgeable, professional and got everyone involved in the experience. He was great with our 7 year old son. I highly recommend him.

  6. CA
    Chris
    Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

    Bill captains a great sail, highly recommended!