Find The Best Boat Rentals in Chesapeake, Virginia.

Average of 33 reviews in this area.
1 - 18 of 22 listings
22 results

Find top rated boat rentals in Chesapeake, Virginia.

Chesapeake, Virginia is a great place to rent a boat. You can rent or charter a small motorboat, sailboat, houseboat, or even a yacht. Take in the beautiful scenery and spend quality time with your friends and family while having the perfect day on the water. From birthday celebrations and bachelor or bachelorette parties to family vacations, Chesapeake, Virginia is the perfect boat rental destination.

Using GetMyBoat to rent your next boat.

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.

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GetMyBoat customer reviews for boat rentals in Chesapeake.

  1. DR
    Dana
    🌊Double Jet Ski Rental🐟Twice the fun!!⚓A party on the water☀🌞☀

    What an amazing experience with Mike and his Jet skis. My 12 and 14-year-old boys and I spent a few hours out on the water with Mike, his Jet skis and tube and had a blast together! Lots of laughter, waves and flips on the tube made for a fun outing! Mike was incredibly easy to get along with and we can’t say enough good things about the experience. He knew where to take us on the River and was very safety conscientious while allowing the boys to do their thing and have a blast! My kids were grinning from ear to ear from the moment we put the jet skis! I would highly recommend any type of excursion with Mike and know you would be well taken care of and have a fantastic time.

  2. RN
    Raymond
    Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

    Capt. Bill was amazing. He took great care of our family and everyone got a chance to work on the boat. Capt. Bill is very knowledgeable about the history of the area and sailing. Thanks

  3. JB
    Jim
    Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

    A great first time sailing experience for all involved. All three of us got to contribute to the operating of his sailboat. He gave us a great introduction to the art of sailing.

  4. OM
    Omar
    🌊Double Jet Ski Rental🐟Twice the fun!!⚓A party on the water☀🌞☀

    Mike was great and the jet skis were a lot of fun. The pickup went smoothly and he took his time showing us how to operate and launch the skis. Throughout the day he checked on us to see if we were having any issues and to make sure we were having a good time. This was first time using GetMyBoat and this experience was better than expected and well worth it. I highly recommend Mike.

  5. 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.

  6. 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!