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Browse Chesapeake Bay Boat Rentals.

Page 4 of 9196 listings

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
$400HR | 7 PPL |Prestige Yacht
Powerboats in Washington · 7 guests

$400HR | 7 PPL |Prestige Yacht

New
Superowner
Best of 2025
$400/hour
Instant Book
The Big Kahuna 18 Passenger Tiki Boat
Powerboats in Cape May · 18 guests

The Big Kahuna 18 Passenger Tiki Boat

5.0
$250/hour
Charter the 34ft Sundancer Motor Yacht in Washington,  DC
Events in Washington · 8 guests

Charter the 34ft Sundancer Motor Yacht in Washington, DC

5.0
$250/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
Instant Book
South Jersey Tiki Boat Wildwood Crest, NJ
Powerboats in Wildwood Crest · 12 guests

South Jersey Tiki Boat Wildwood Crest, NJ

5.0
$199/hour
2022 Avalon Tritoon!
Powerboats in Virginia Beach · 10 guests

2022 Avalon Tritoon!

5.0
$199/hour
Largest Pontoon Boat in DC🛥️
Powerboats in Arlington · 12 guests

Largest Pontoon Boat in DC🛥️

New
$250/hour
Instant Book
JEHM of the SEA 2014 CATALINA 445 Sailboat for Amazing Day in Chesapeake Bay!
Sailing in Annapolis · 12 guests

JEHM of the SEA 2014 CATALINA 445 Sailboat for Amazing Day in Chesapeake Bay!

5.0
$250+/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
Best of 2025
$300/hour
Instant Book
18ft Bayliner - View the city from the water
Powerboats in Washington · 6 guests

18ft Bayliner - View the city from the water

4.5
$100/hour
Instant Book
A Romantic Vintage 1954 Wooden Boat Escape in the Heart of Washington, D.C.
Powerboats in Arlington · 2 guests

A Romantic Vintage 1954 Wooden Boat Escape in the Heart of Washington, D.C.

New
$150/hour
Largest Yacht in DC | $1200 HR | 65ft Viking Flybridge Yacht
Events in Washington · 13 guests

Largest Yacht in DC | $1200 HR | 65ft Viking Flybridge Yacht

New
Superowner
Best of 2025
$1,200/hour
Instant Book
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
Monumental Cruiser | 37ft Carver Luxury Private Yacht for 12 passengers
Events in Arlington · 12 guests

Monumental Cruiser | 37ft Carver Luxury Private Yacht for 12 passengers

5.0
$275+/hour
43ft Cruiser Express Yacht for Daily Charter
Events in Selby-on-the-Bay · 8 guests

43ft Cruiser Express Yacht for Daily Charter

5.0
$400/hour
River Runner 🚤 | Chaparral 260SSI – Cruise, Relax & Enjoy!
Powerboats in Arlington · 10 guests

River Runner 🚤 | Chaparral 260SSI – Cruise, Relax & Enjoy!

5.0
$200+/hour
Rent this 300 Sea Ray Cuddy Cabin Cruiser in Washington, DC
Powerboats in Washington · 8 guests

Rent this 300 Sea Ray Cuddy Cabin Cruiser in Washington, DC

5.0
$220/hour
$350 per hour | 12 PPl | Drone ✈️ footage + Grill+ water Toys
Events in Arlington · 12 guests

$350 per hour | 12 PPl | Drone ✈️ footage + Grill+ water Toys

New
Superowner
Best of 2025
$350/hour
Instant Book
COME CRUISE THE BEAUTIFUL CHESAPEAKE BAY!
Powerboats in Deale · 6 guests

COME CRUISE THE BEAUTIFUL CHESAPEAKE BAY!

5.0
$200/hour
Sunset Boat Rides in Va Beach
Powerboats in Virginia Beach · 6 guests

Sunset Boat Rides in Va Beach

5.0
$225/hour
"Pursuit of Hoppiness" Hospitality at Sea!
Tours in Stone Harbor · 6 guests

"Pursuit of Hoppiness" Hospitality at Sea!

5.0
$129+/hour
Sailing the DMV on a Welcraft. Offering professional service for all occasions.
Events in Washington · 12 guests

Sailing the DMV on a Welcraft. Offering professional service for all occasions.

5.0
$400/hour
Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!
Powerboats in Washington · 6 guests

Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!

5.0
$185/hour

Chesapeake Bay Reviews

  1. HR

    Hicham

    18ft Bayliner - View the city from the water

    The rent from Fernando was just epic. The boat was great, as described in the listing. The communication was very smooth and really appreciated Fernando’s flexibility. He accepted to shift by 30min the rent, and that was so helpful. Couldn’t have a better experience for a cruise of 3h on the Potomac and can’t recommend him enough.

  2. AF

    Adeoluwa

    Monumental Cruiser | 37ft Carver Luxury Private Yacht for 12 passengers

    Overall fantastic experience! Vessel is beautiful and great for celebrations or intimate events. From the kitchen to the bathroom to the seating, everything was nicely kept. Captains were incredibly kind and facilitated a wonderful experience. Great communication before, during, and after the rental. Highly suggest booking this boat, as it is now my go to for future events!

  3. LA

    Lashaia

    43ft Cruiser Express Yacht for Daily Charter

    Here’s a polished version of your review: --- We had an incredible time on our sunset cruise around Annapolis! Captain Rob was the perfect host—welcoming, accommodating, and thoroughly professional. The boat was immaculate and just right for our group, offering plenty of space and comfort. Rob made sure we caught the best views of the sunset and always prioritized our safety. It was a smooth, relaxing experience from start to finish. We would absolutely book again and highly recommend this tour to anyone looking for a scenic and memorable way to enjoy Annapolis from the water. It was absolutely perfect!

  4. MC

    Michele

    Amazing SeaRay 260 Sundancer for Charter in DC

    Captain Frank gets my five-star review ⭐⭐⭐⭐⭐ Easy to communicate with. Picked us up in a timely fashion. We had a wonderful boat ride on the Potomac River! Kudos again to you Captain Frank!!! We look forward to our next boat ride with you ☺️

  5. KD

    Kelly

    The Big Kahuna 18 Passenger Tiki Boat

    Justin and Tyler made our experience truly fantastic! From start to finish the communication, entire experience, and level of expertise was phenomenal. They made it their mission to show us a good time, and they delivered! We will definitely be booking again with them.

  6. ZF

    Zachary

    18ft Bayliner - View the city from the water

    Fernando is a joy to work with. He’s prompt on his responses extremely fair on pricing and he will be where he says he’s going to be When he says he’s gonna be there. Equipment in all working order, Clean and full of fuel!