We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Browse Chesapeake Bay Boat Rentals.

4.9(Average of 1,641 reviews in this area)
Get set to boat with the GetMyBoat Guide to Chesapeake Bay
1 - 24 of 189 listings
BEST DAY EVER! CLEAN BOAT! HIGHLY EXPERIENCED CAPTAIN! $325/hr WEEKENDS $275 WEEKDAYSEvents in Potomac River6 guests

BEST DAY EVER! CLEAN BOAT! HIGHLY EXPERIENCED CAPTAIN! $325/hr WEEKENDS $275 WEEKDAYS

5.0
Superowner
Best of 2021
$325hour
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USASailing in Potomac River6 guests

38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

5.0
Superowner
$150hour
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, MarylandSailing in Chesapeake Bay6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
Superowner
$150hour
⭐️ 5-Star ⭐️ Luxury Motor Yacht in Washington, District of Columbia  🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺Events in Potomac River6 guests

⭐️ 5-Star ⭐️ Luxury Motor Yacht in Washington, District of Columbia 🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺

5.0
Superowner
Best of 2021
$350hour
$150 HR | 8 people |Powerboats in Potomac River8 guests

$150 HR | 8 people |

5.0
Superowner
$150hour
41' Lagoon Cruising Catamaran in Maryland, United StatesSailing in Potomac River12 guests

41' Lagoon Cruising Catamaran in Maryland, United States

5.0
Superowner
$349hour
Enjoy the scenic routes of Washington DC on the Upper Potomac on this luxurious yacht with Captain Rod PattersonEvents in Potomac River10 guests

Enjoy the scenic routes of Washington DC on the Upper Potomac on this luxurious yacht with Captain Rod Patterson

4.9
Superowner
Best of 2021
$350hour
☀️🛥🔺No Extra Fees🔺$225hr Weekdays / $300hr Weekends Premium Private Yachting🍹🏝Powerboats in Potomac River6 guests

☀️🛥🔺No Extra Fees🔺$225hr Weekdays / $300hr Weekends Premium Private Yachting🍹🏝

4.9
Superowner
Best of 2021
$225hour
Instant Book
💎🛥1️⃣of a Kind Luxury Cruisers Sports Yacht‼️🍹☀️Events in Potomac River6 guests

💎🛥1️⃣of a Kind Luxury Cruisers Sports Yacht‼️🍹☀️

5.0
Superowner
Best of 2021
$500hour
$275 HR | 8 people + Water ActivitiesPowerboats in Potomac River8 guests

$275 HR | 8 people + Water Activities

5.0
Superowner
$275hour
$ 375 | 10 people | Luxury YachtEvents in Potomac River16 guests

$ 375 | 10 people | Luxury Yacht

5.0
Superowner
$375hour
Yacht | $275 HR | 8 peoplePowerboats in Potomac River8 guests

Yacht | $275 HR | 8 people

5.0
Superowner
$275hour
Cruiser Boat | 8 people | $250 HRPowerboats in Potomac River8 guests

Cruiser Boat | 8 people | $250 HR

5.0
Superowner
$250hour
2021 Brabus Shadow 500 Cabin Luxury Adventure in Virginia Beach!Powerboats in Chesapeake Bay12 guests

2021 Brabus Shadow 500 Cabin Luxury Adventure in Virginia Beach!

5.0
Superowner
$237hour
"3 BuOYS" Regal 38 SAVPowerboats in Potomac River10 guests

"3 BuOYS" Regal 38 SAV

5.0
Superowner
$575hour
"Imi Ola" Seawind 1260Events in Potomac River12 guests

"Imi Ola" Seawind 1260

5.0
Superowner
$716hour
Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Hampton, Virginia!Powerboats in Chesapeake Bay12 guests

Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Hampton, Virginia!

5.0
Superowner
$237hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point VirginiaSailing in Chesapeake Bay6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125hour
"ADDIS" Wellcraft 260 SEPowerboats in Potomac River6 guests

"ADDIS" Wellcraft 260 SE

New
Superowner
$278hour
"Allon-Z" Jeanneau MC11Events in Chesapeake Bay8 guests

"Allon-Z" Jeanneau MC11

New
Superowner
$398hour
"Stress Free" Four Winns Vista 348Events in Potomac River8 guests

"Stress Free" Four Winns Vista 348

New
Superowner
$599hour
"Arabella" Meridian 341Events in Potomac River6 guests

"Arabella" Meridian 341

New
Superowner
$671hour
Luxury Yacht - $200 hr - 2 PeopleEvents in Potomac River7 guests

Luxury Yacht - $200 hr - 2 People

New
Superowner
$200hour
Wakeboarding | Cruising $150hr - 8 PPLPowerboats in Potomac River7 guests

Wakeboarding | Cruising $150hr - 8 PPL

New
Superowner
$150hour

Chesapeake Bay Reviews

  1. JM
    Jasmine
    ☀️🛥🔺No Extra Fees🔺$225hr Weekdays / $300hr Weekends Premium Private Yachting🍹🏝

    Shane was a great captain and host. He made sure to make me and my date feel comfortable. He was great and prompt with communication and rescheduling my appointment time. He took great pictures and it was such a beautiful and relaxing time. I really enjoyed myself and would highly recommend you to book with him. Shane exceeded my expectations & I have no complaints 😎.

  2. AW
    Alan
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    Perfect for a few hours or the whole day. The captain made it easy as he knew all the trick of the area so we just needed to sit back and enjoy or man the helm to steer Down wind is the perfect time for light fair and another beverage. We will keep Capt Albert on our short list if we want to get away for an after noon Thanks Alberto

  3. VF
    Vanessa
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    We loved our day with Alberto and Grace! A great boat, and such a fun outing on the water. Even with lighter wind today, we had an amazing time. Alberto was helpful and responsive in our initial communications and planning. We would absolutely head back out with Captain Alberto again. Thank you!

  4. Elke
    Elke
    Enjoy the scenic routes of Washington DC on the Upper Potomac on this luxurious yacht with Captain Rod Patterson

    I can’t Thank Captain and his team enough for making my event special and a great success. Everyone had an amazing Time. The Birthday Girl is still over the moon. The Girls have amazing pictures thanks to first mate Myra, who is incredible attentive. The Gentleman enjoyed their Cigars and have nothing but compliments about this day! Captain was clear on rules and regulations so we felt 100 In good hands, and the yacht was amazing. Thank you

  5. AC
    Angel
    $150 HR | 8 people |

    Majo Novao was one of the previous boat owners that I rented a boat for back in July 2022 she took my money and she knew she had problems with her boat it wasn't until I tried to reach out to her on Friday September 2nd 2022 where she finally told me she had boat problems literally 8 hours after I contacted her so when I asked her what was her plan b she never responded it wasn't until the next day which was the day of my event she canceled my boat ride at 8:30 in the morning I was so disappointed wasn't offering to compensate me on anything. It was such a hassle to try to find someone at the very minute to accommodate my event to go on that day due to the fact that everyone had purchased all they needed to purchase and made accommodations for the boat ride even get my boat wasn't that helpful it wasn't until Abadi stepped in and reached out to me still being able to accommodate my event along with the time frame for reasonable price which was even less that I paid for and I thank God for him Tally was his captain she was very awesome they experience was great overall I would definitely recommend and I pray that he keeps up with his customer service he's very effective with his communication that helps a bunch

  6. Desmond
    Desmond
    $ 375 | 10 people | Luxury Yacht

    The captain was a lot of fun. Very easy going. The captain accommodated us and responded to all inquires in a timely manner. The boat was clean and was large enough for our party to dance and have a good time. I wouldn't book with anyone else! This was our best charter yet

Boating Guide - Chesapeake Bay

Chesapeake Bay Boat Rentals

One of the best experiences you can have on the east coast of the United States is a boat rental on the Chesapeake Bay. Book a sailboat charter for an all-encompassing tour of the bay and see the stunning shoreline from the water. Boat tours and fishing on the Chesapeake Bay are not only great for tourists but are also fabulous experiences for life-long locals to enjoy in the summer. There are many water tours and types of boating experiences you can have on the Chesapeake Bay. Choose from pontoon rentals, sailboat rentals, bareboat rentals, yacht charters and even houseboat rentals.

GetMyBoat has 189 listings for boating experiences in Chesapeake Bay with 1,641 reviews.

Search Chesapeake Bay