Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

Gloucester Point, Virginia Boat Rentals

Starting at $50 HR | 16ft Center Console | York River | Fishing license included
Powerboats in Gloucester Point · 4 guests

Starting at $50 HR | 16ft Center Console | York River | Fishing license included

5.0
$50+/hour
Instant Book
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$117+/hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Sailing in Gloucester Point · 6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125/hour
MasterCraft Wakeboarding boat for rent in the hampton roads area of Virginia
Water Sports in Newport News · 8 guests

MasterCraft Wakeboarding boat for rent in the hampton roads area of Virginia

New
$150/hour
Very Nice Sea Ray 185 Sport in Newport News, Virginia
Powerboats in Newport News · 7 guests

Very Nice Sea Ray 185 Sport in Newport News, Virginia

5.0
$100/hour
44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia
Events in Hampton · 19 guests

44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia

4.0
$275/hour
Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509
Sailing in Deltaville · 8 guests

Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509

New
$524+/day
38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Hampton, Virginia!
Events in Hampton · 13 guests

38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Hampton, Virginia!

5.0
Superowner
$199+/hour
Melges 24 - One Design Racing Experience
Sailing in Hampton · 5 guests

Melges 24 - One Design Racing Experience

5.0
Superowner
$100/hour
Instant Book
Proline 23ft Center Console Fishing Boat for Charter in Suffolk
Fishing in Hampton · 6 guests

Proline 23ft Center Console Fishing Boat for Charter in Suffolk

5.0
$250/hour
18' Center Console Pocket Rocket fishing boat.
Fishing in Deltaville · 4 guests

18' Center Console Pocket Rocket fishing boat.

New
$325/day
Instant Book
2021 Sea Fox 226 dual console
Events in Deltaville · 8 guests

2021 Sea Fox 226 dual console

New
$76+/hour
Party Cruises & Fishing Trips in Virginia Beach
Fishing in Norfolk · 6 guests

Party Cruises & Fishing Trips in Virginia Beach

5.0
$170+/hour
Instant Book
38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia
Fishing in Norfolk · 6 guests

38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia

5.0
$450/day
Fishing Charter on 38' Dawson Sportfish Yacht in Norfolk, Virginia
Fishing in Norfolk · 6 guests

Fishing Charter on 38' Dawson Sportfish Yacht in Norfolk, Virginia

5.0
$94+/hour
Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!
Fishing in Norfolk · 6 guests

Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!

New
$170/hour
Inshore/Offshore Fishing Trip in Norfolk/VA Beach With Captain Lou
Fishing in Norfolk · 6 guests

Inshore/Offshore Fishing Trip in Norfolk/VA Beach With Captain Lou

5.0
$146+/hour
Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA
Sailing in Norfolk · 6 guests

Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

New
$725/day
Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia
Sailing in Kilmarnock · 4 guests

Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

5.0
$15+/hour
Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk
Powerboats in Virginia Beach · 6 guests

Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk

5.0
$188/hour
38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!
Events in Virginia Beach · 13 guests

38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!

5.0
Superowner
$199+/hour
Most Comfortable Tiki Boat in Virginia Beach! Enjoy a day with us on the water!
Powerboats in Virginia Beach · 6 guests

Most Comfortable Tiki Boat in Virginia Beach! Enjoy a day with us on the water!

5.0
$185/hour
Party Cruises, Chesapeake Bay Tours, and more!
Powerboats in Virginia Beach · 6 guests

Party Cruises, Chesapeake Bay Tours, and more!

New
$175/hour
2023 Yamaha AR190 - Perfect Day on the Water!
Powerboats in Virginia Beach · 7 guests

2023 Yamaha AR190 - Perfect Day on the Water!

5.0
$200/hour

Gloucester Point Reviews

  1. JS

    Jamis

    Most Comfortable Tiki Boat in Virginia Beach! Enjoy a day with us on the water!

    This was a great trip. The boat is wonderful and the Captain is incredibly knowledgeable. Hey gave us a few options for our itinerary based on time and everything went smoothly. Highly recommend and will use this rental in the future.

  2. JP

    John

    Let's Go Sail in Gloucester Point, Virginia

    Captain Bill was a fantastic host for our inaugural sailing adventure in the York River out of Gloucester Point, VA. We booked him for a Saturday afternoon in June for a 2:30 to 5:30 cruise and it was everything we could have asked for and more. He explained the region's waters and relation to the Chesapeake Bay as well as the naval and nautical history of the area in addition to teaching us about his boat and how to sail it properly. We wanted to be immersed in the experience and he let us be very hands on, giving direction for assisting with deploying the sails, commanding the helm, reading the wind and performing the tacking maneuvers while being at the helm. We also had a chance to relax on the forward section of the deck as Bill took over, he passed our libations to us and helped us enjoy the experience of sailing while soft music played that even invited an interaction with one of the regions local dolphin who accompanied and entertained us for well over a half an hour on our return up the river. What an awesome way to spend an afternoon.

  3. DH

    Dan

    Let's Go Sail in Gloucester Point, Virginia

    Bill was awesome. Very communicative leading up to the sail with weather, directions, and other logistical specifics. The trip left and returned on time, Bill was very knowledgeable about the boat and the area, let my wife and I take the helm several times and the boat was in great condition. Would totally sail with Cpt Bill again.

  4. 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.

  5. 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!

  6. 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