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Chesapeake Bay, US Boat Rentals

Page 3 of 8185 listings

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
26’ Pontoon Lounge on the Potomac
Powerboats in Washington · 6 guests

26’ Pontoon Lounge on the Potomac

5.0
Superowner
$200/hour
JetCar Bugatti in Washington DC for Luxury Experience!!
Powerboats in Washington · 5 guests

JetCar Bugatti in Washington DC for Luxury Experience!!

4.6
$300/hour
8 People | Monterey 340 Sport Yacht
Events in Washington · 8 guests

8 People | Monterey 340 Sport Yacht

5.0
Superowner
$275/hour
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
2021 Sea Fox 226 dual console
Events in Deltaville · 8 guests

2021 Sea Fox 226 dual console

5.0
$76+/hour
Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising
Events in Annapolis · 12 guests

Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising

New
$1,280/hour
Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!
Powerboats in Colonial Beach · 6 guests

Experience Colonial Beach in Style with SeaRay 220 Sundeck Bowrider Adventure!

5.0
$180/hour
$250 hr | 6 ppl | Grill and BBQ Family & Friends Boat
Powerboats in Washington · 8 guests

$250 hr | 6 ppl | Grill and BBQ Family & Friends Boat

5.0
Superowner
$250/hour
45' Sea Ray Luxury Yacht Stewardess, Crew and Captain Provided
Events in Washington · 10 guests

45' Sea Ray Luxury Yacht Stewardess, Crew and Captain Provided

5.0
Superowner
$600/hour
Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain
Powerboats in Annapolis · 6 guests

Yamaha SX210 Bowider w/Swim Platform 6 Passengers w/Captain

5.0
$115/hour
The Best Tiki/bar Cruise of the Summer in Dewey Beach
Powerboats in Dewey Beach · 18 guests

The Best Tiki/bar Cruise of the Summer in Dewey Beach

4.5
$450/hour
$350hr|11 people| Luxury Yacht
Events in Washington · 11 guests

$350hr|11 people| Luxury Yacht

5.0
Superowner
$350/hour
Charter 44' Orana Cruising Catamaran In Deale, Maryland
Sailing in Deale · 10 guests

Charter 44' Orana Cruising Catamaran In Deale, Maryland

5.0
$250+/hour
$275 HR | 8 people + Water Activities
Events in Washington · 9 guests

$275 HR | 8 people + Water Activities

5.0
Superowner
$275/hour
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
Wakeboarding & Tubing | $300hr | 8 PPL
Powerboats in Arlington · 8 guests

Wakeboarding & Tubing | $300hr | 8 PPL

5.0
Superowner
$300/hour
Brand New 25ft Crownline for Charter in Stone Harbor!
Powerboats in Stone Harbor · 6 guests

Brand New 25ft Crownline for Charter in Stone Harbor!

5.0
$200/hour
Enjoy the sights of Colonial Beach, VA ! Come boat with us!
Events in Colonial Beach · 6 guests

Enjoy the sights of Colonial Beach, VA ! Come boat with us!

5.0
$180/hour
$300 per hour | 8 PPl | Water Activity + Grill BBQ |
Events in Washington · 8 guests

$300 per hour | 8 PPl | Water Activity + Grill BBQ |

5.0
Superowner
$300/hour
 DMV’s 12 passenger Luxury Party Yacht Silverton Convertible
Events in Washington · 12 guests

DMV’s 12 passenger Luxury Party Yacht Silverton Convertible

5.0
$399/hour
Amazing SeaRay 260 Sundancer for Charter in DC
Powerboats in Washington · 6 guests

Amazing SeaRay 260 Sundancer for Charter in DC

5.0
$160/hour
The Big Kahuna 18 Passenger Tiki Boat
Powerboats in Cape May · 18 guests

The Big Kahuna 18 Passenger Tiki Boat

5.0
$250/hour
2022 Avalon Tritoon!
Powerboats in Virginia Beach · 10 guests

2022 Avalon Tritoon!

5.0
$199/hour

Chesapeake Bay Reviews

  1. 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.

  2. 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.

  3. NM

    Nancy

    JetCar Bugatti in Washington DC for Luxury Experience!!

    JetcarDC went above and beyond to make our Jetcar experience memorable as well as enjoyable. I've never received such great customer service. What an experience!! Super fun jetcar ride, We loved it, I highly recommend it if your in the DC area, Thanks again Mr Pulpo!

  4. K

    Ken

    8 People | Monterey 340 Sport Yacht

    On the Potomac you’ll find plenty of captains, but none like Abadi. From start to finish he flawlessly organized 68 guests, all boats from one dock, with kindness and precision. He turned my spouse’s birthday weekend into an unforgettable experience.”

  5. EM

    Erin

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

    Our trip was just perfect. We were looking for a true sailing experience, and Captain Russ gave us that. My husband was at the wheel almost the entire trip, talking all things sailing Capt Russ. Meanwhile I enjoyed the sun and sounds of the water against the boat and the wind in the sails from up front. It was a peaceful and enjoyable trip, despite the wind giving out on us towards the end. We'd book with Captain Russ again in a heartbeat!

  6. Thomas

    Thomas

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

    Captain Russ was just ideal for our half day on the bay! Super pleasant and communicative; completely adaptive to whatever we were up for. The Joie de Vie is ship-shape and the perfect vessel for the Chesapeake Bay. I’ll go ahead and credit him with steady 5-6k winds All day also- just a perfect day. No doubt we will be back for more- thanks again, Captain Russ!