Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Chester, Virginia Boat Rentals

Page 1 of 124 listings

2022 Stingray 231DC, Richmond, Va
Powerboats in Richmond · 6 guests

2022 Stingray 231DC, Richmond, Va

New
$185/hour
2023 Edgewater Dual Console family fun and fishing boat.
Powerboats in Richmond · 10 guests

2023 Edgewater Dual Console family fun and fishing boat.

5.0
$175/hour
Nautique G23 one Lake Anna with Boathouse Experience
Powerboats in Richmond · 12 guests

Nautique G23 one Lake Anna with Boathouse Experience

5.0
$165/hour
18' Center Console Pocket Rocket fishing boat.
Fishing in Deltaville · 4 guests

18' Center Console Pocket Rocket fishing boat.

New
$325/day
2017 South Bay Pontoon Boat for 12 passengers at Dukes Creek Marina
Powerboats in Richmond · 12 guests

2017 South Bay Pontoon Boat for 12 passengers at Dukes Creek Marina

5.0
$70/hour
22’ SunTracker Party Barge on Lake Anna
Powerboats in Richmond · 10 guests

22’ SunTracker Party Barge on Lake Anna

5.0
$80+/hour
24’ Godfrey Sweetwater Pontoon on Lake Anna
Powerboats in Richmond · 12 guests

24’ Godfrey Sweetwater Pontoon on Lake Anna

5.0
$80/hour
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
2021 Centurion Ri265 World Class Surf Boat with Awesome Sound System
Powerboats in Richmond · 18 guests

2021 Centurion Ri265 World Class Surf Boat with Awesome Sound System

5.0
$160/hour
23' Malibu Wakesetter LSV in Mineral, Virginia
Powerboats in Richmond · 10 guests

23' Malibu Wakesetter LSV in Mineral, Virginia

5.0
$150/hour
Yamaha Jet Boat – 10 Seater Adventure on the Water
Powerboats in Richmond · 10 guests

Yamaha Jet Boat – 10 Seater Adventure on the Water

5.0
$100/hour
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
2018 Regal 2300 rental for YOU and YOUR FAMILY with great sound system
Powerboats in Richmond · 12 guests

2018 Regal 2300 rental for YOU and YOUR FAMILY with great sound system

5.0
$150/hour
24ft Carolina Skiff - Water Fun w/ Captain Gina on Lake Anna, Va
Powerboats in Richmond · 6 guests

24ft Carolina Skiff - Water Fun w/ Captain Gina on Lake Anna, Va

New
$160/hour
Water Fun with the Swan (Lake Anna, Va)
Fishing in Richmond · 10 guests

Water Fun with the Swan (Lake Anna, Va)

New
$165/hour
2023 Sea-Doo GTI 170: Ride the Wave of Adventure!
Water Sports in Richmond · 3 guests

2023 Sea-Doo GTI 170: Ride the Wave of Adventure!

5.0
$150/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
2021 Sea Fox 226 dual console
Events in Deltaville · 8 guests

2021 Sea Fox 226 dual console

5.0
$76+/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
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
Melges 24 - One Design Racing Experience
Sailing in Hampton · 5 guests

Melges 24 - One Design Racing Experience

5.0
Superowner
$100/hour
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
Powerful, Luxury Tritoon w/ 150HP & All the Toys at Beautiful Lake Gaston!
Powerboats in North Carolina · 13 guests

Powerful, Luxury Tritoon w/ 150HP & All the Toys at Beautiful Lake Gaston!

5.0
$64/hour

Chester Reviews

  1. EH

    Elizabeth

    22’ SunTracker Party Barge on Lake Anna

    Our experience with Joe and his boat could not have been better. From the beginning, Joe's professionalism and communication were excellent. Joe instilled the utmost confidence and followed through flawlessly, which made the entire experience stress free. The boat itself was in fantastic condition and ran like a dream. We were able to tube off the back and anchor at swim spots no problem. Delivery and pick up were quick and painless due to Joe's expert trailering skills. I'd highly recommend renting from Joe and hope to do so again in the future.

  2. JO

    Jennifer

    2021 Centurion Ri265 World Class Surf Boat with Awesome Sound System

    Antonio is simply the BEST!!! He made our experience so fun and enjoyable. Antonio is beyond patience with the kids and taught them the ropes in no time. There is NO DOUBT I would hire Antonio again. And for future travelers, make sure you don't book my week :) LOL

  3. RA

    Ross

    2021 Centurion Ri265 World Class Surf Boat with Awesome Sound System

    We had an unforgettable day on Lake Anna with Captain Brandon! His warm, friendly demeanor made everyone feel at ease, from our the youngest child (5) to our octogenarian parents. Captain Brandon’s expertise with watersports (tubing, skiing, wakeboarding) and knowledge of the area were impressive, but it was his exceptional ability to engage with all ages that truly stood out. He patiently answered our questions and made sure our parents were comfortable and cared for throughout the trip. The boat was immaculate, and Brandon’s attention to safety was reassuring. We enjoyed beautiful views, fun facts about the Lake, saw some eagles and had seaplane take off right over the boat! This chartered boat ride was a perfect family outing, and we highly recommend Antonio and his driver Brandon for a memorable and delightful experience. Remove the stress of renting a boat yourself and book Antonio with confidence. One of the most fun experiences our family has ever had, we are already finding dates to do it again.

  4. AB

    Alexandra

    23' Malibu Wakesetter LSV in Mineral, Virginia

    If you are looking for a great time on the water in a bad ass boat, Antonio is the guy for you! So easy to communicate with, knew all the hostpots on the lake, and had a beautiful boat. We all will remember this trip for a lifetime. Definitely recommend!

  5. Matthew

    Matthew

    Yamaha Jet Boat – 10 Seater Adventure on the Water

    First off, the owner is extremely great at communicating. And it made the experience very easy. To review the experience, We recently rented a Yamaha jet boat for a family outing, and it was absolutely fantastic! From start to finish, the experience exceeded our expectations. The boat was sleek, powerful, and incredibly easy to drive—even for someone without much boating experience. One of the highlights of our day was tubing—what a thrill! The boat had more than enough speed to keep things exciting, and the smooth handling made it easy to navigate even with kids in tow. We also anchored for a swim, and the swim platform made getting in and out of the water a breeze. The onboard audio system was a huge bonus. Crisp, clear sound with plenty of volume made it feel like we had our own floating party. Whether we were cruising or relaxing, the music added so much to the vibe. Overall, this Yamaha jet boat delivered on every level—performance, comfort, and fun. Highly recommend for families or groups looking to make amazing memories on the water!

  6. 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.