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.

Browse Chesapeake Bay Boat Rentals.

Page 3 of 9210 listings

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
Take your Sailing Dream on Chesapeake Bay.  Rates reduced to for that dream!!
Sailing in Mayo · 6 guests

Take your Sailing Dream on Chesapeake Bay. Rates reduced to for that dream!!

5.0
$150+/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
$285 HR | 10 people | Sea Ray 330 Sundancer Yacht
Events in Washington · 10 guests

$285 HR | 10 people | Sea Ray 330 Sundancer Yacht

5.0
Superowner
Best of 2025
$285/hour
Instant Book
Meridian Yachts 408 Motoryacht Luxury DC Yacht Charter
Events in Washington · 12 guests

Meridian Yachts 408 Motoryacht Luxury DC Yacht Charter

5.0
$500/hour
Chaparral 350 Signature Motor Yacht Rental in Washington, District of Columbia
Events in Washington · 9 guests

Chaparral 350 Signature Motor Yacht Rental in Washington, District of Columbia

5.0
$300/hour
DMV’s Cleanest 6 passenger Party Deck Boat
Powerboats in Washington · 6 guests

DMV’s Cleanest 6 passenger Party Deck Boat

5.0
$175/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
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
41' Meridian Yacht for Charter in Washington, D.C.
Events in Washington · 13 guests

41' Meridian Yacht for Charter in Washington, D.C.

5.0
$288+/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
Sanpan 2500 RE Pontoon in Washington, Living room comfort on the water!
Powerboats in Washington · 10 guests

Sanpan 2500 RE Pontoon in Washington, Living room comfort on the water!

5.0
$225/hour
8 People | Monterey 340 Sport Yacht
Events in Oxon Hill · 8 guests

8 People | Monterey 340 Sport Yacht

5.0
Superowner
Best of 2025
$275/hour
Instant Book
Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
Powerboats in Annapolis · 6 guests

Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

4.8
$95+/hour
Instant Book
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Sailing in Rock Hall · 4 guests

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

4.6
$275+/night
$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
Best of 2025
$250/hour
Instant Book
Escape the Ordinary! 42' Sea Ray Sundancer
Events in Washington · 6 guests

Escape the Ordinary! 42' Sea Ray Sundancer

4.9
$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
Best of 2025
$600/hour
Cruise The Potomac River From Fort Washington to National Harbor and surrounding
Powerboats in Fort Washington · 11 guests

Cruise The Potomac River From Fort Washington to National Harbor and surrounding

5.0
$169/hour
Instant Book
Sunseeker Yacht 74ft | 13 Guests | $1200/hr
Events in Washington · 13 guests

Sunseeker Yacht 74ft | 13 Guests | $1200/hr

5.0
Superowner
Best of 2025
$1,300/hour
Instant Book
Wakeboarding & Tubing | $300hr | 8 PPL
Powerboats in Arlington · 8 guests

Wakeboarding & Tubing | $300hr | 8 PPL

5.0
Superowner
Best of 2025
$300/hour
Instant Book
$350hr|11 people| Luxury Yacht
Events in Washington · 11 guests

$350hr|11 people| Luxury Yacht

5.0
Superowner
Best of 2025
$350/hour
Instant Book
$275 HR | 8 people + Water Activities
Events in Washington · 9 guests

$275 HR | 8 people + Water Activities

5.0
Superowner
Best of 2025
$275/hour
Instant Book
440 Express Bridge Custom Yacht With Amenities
Events in Washington · 12 guests

440 Express Bridge Custom Yacht With Amenities

5.0
$350/hour

Chesapeake Bay Reviews

  1. 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.”

  2. JP

    Jacques

    Sunseeker Yacht 74ft | 13 Guests | $1200/hr

    Best charter I've ever done in the DC area. Boat is new and modern and features all of the necessary amenities for an unforgettable daytime charter. Will definitely be back again!

  3. John

    John

    Wakeboarding & Tubing | $300hr | 8 PPL

    AJ is fantastic! He worked at finding us the perfect match for a boat and driver. We had a great day with Ryan wakeboarding, wake surfing and tubbing. AJ was prompt, accurate and pleasant, it’s clear he likes people and working hard! Thank you AJ and Ryan! We will book again!

  4. KC

    Kassidy

    Wakeboarding & Tubing | $300hr | 8 PPL

    AJ was quick to communicate and make the trip happen for us. Had a blast wake surfing on the Potomac with the monuments behind us. Quite a way to celebrate the 4th! The captain and first mate were kind and hospitable as well. Overall a great experience.

  5. BC

    Brenda

    8 People | Monterey 340 Sport Yacht

    Don't hesitate to book. Any concerns you may have AJ will answer them and accommodate you as much as he possibly can.

  6. VC

    Veronica

    $285 HR | 10 people | Sea Ray 330 Sundancer Yacht

    5 stars! We had an amazing time on the boat with our group of friends! The crew was super friendly and made sure everything ran smoothly from start to finish. The boat was clean, spacious, and had everything we needed to relax and enjoy the day. We danced and enjoyed beautiful views — definitely one of the highlights of our summer. Highly recommend for anyone looking to have a great time on the water!