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Chesapeake Bay, US Boat Rentals & Yacht Charters

Page 2 of 10221 listings

Amazing 22' Pontoon in Washington D.C.
Powerboats in Washington · 12 guests

Amazing 22' Pontoon in Washington D.C.

5.0
$250+/hour
Sunseeker Yacht 74ft | 13 Guests | $1200/hr
Events in Washington · 13 guests

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

5.0
Superowner
$1,200/hour
18ft Bayliner - View the city from the water
Powerboats in Arlington · 6 guests

18ft Bayliner - View the city from the water

4.8
$100/hour
26' Godfrey in Washington D.C.
Powerboats in Washington · 12 guests

26' Godfrey in Washington D.C.

5.0
Superowner
$318/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
2023 Yamaha AR190 - Perfect Day on the Water!
Powerboats in Virginia Beach · 7 guests

2023 Yamaha AR190 - Perfect Day on the Water!

5.0
$200/hour
Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island
Powerboats in Solomons · 6 guests

Cruise in Comfort Aboard "Chill Time" – 31ft Cabin Cruiser in Solomons Island

5.0
$200/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
$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
$285/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
Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay
Sailing in Mayo · 6 guests

Hunter 42' Sailboat - Take a Charter or your Sailing Lessons on Chesapeake Bay

5.0
$150+/hour
Bayliner Small boat | 6 ppl | $150hr
Events in Washington · 6 guests

Bayliner Small boat | 6 ppl | $150hr

5.0
Superowner
$175/hour
Your Aquatic Escape: Bayliner 180 | Fast, Fun & Ready to Cruise!
Powerboats in Arlington · 6 guests

Your Aquatic Escape: Bayliner 180 | Fast, Fun & Ready to Cruise!

5.0
$100+/hour
Limited Availability
Private Yacht Charter: On 40ft Regal Commodore
Events in Selby-on-the-Bay · 10 guests

Private Yacht Charter: On 40ft Regal Commodore

5.0
$400/hour
Limited Availability
2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
Powerboats in Annapolis · 8 guests

2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

4.9
$225/hour
Great Center Console for rent in Ocean City
Powerboats in Ocean City · 6 guests

Great Center Console for rent in Ocean City

4.8
$150/hour
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
41' Meridian Sedan Yacht for Charter in Washington, D.C.
Events in Washington · 13 guests

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

5.0
$288+/hour
2022 Chaparral 23' SSI  - Get up to 6 captained up and down the Potomac River
Powerboats in Fort Washington · 6 guests

2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

5.0
$150+/hour
$350hr|11 people| Luxury Yacht
Events in Washington · 11 guests

$350hr|11 people| Luxury Yacht

5.0
Superowner
$350/hour
Sea Ray Sundancer 285 Yacht | Self Driving Boat | 8 ppl
Events in Washington · 8 guests

Sea Ray Sundancer 285 Yacht | Self Driving Boat | 8 ppl

5.0
Superowner
$300/hour
12 Guests | Sport Boat | $350hr
Events in Washington · 12 guests

12 Guests | Sport Boat | $350hr

5.0
Superowner
$350/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
Limited Availability
45' Sea Ray Captain included, Amazing sound, Air conditioning
Events in Washington · 10 guests

45' Sea Ray Captain included, Amazing sound, Air conditioning

5.0
Superowner
$500/hour

Chesapeake Bay Reviews

  1. RK

    Richard

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

    Our group of four had a great three days onboard the Icarus. The boat was easy to sail and operate. No problems motoring around in the marinas, steers easy in reverse too. Jim was a great host, very responsive and knowledgeable. Highly recommend his boat to sail the Chesapeake!

  2. hN

    hornella

    2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

    It was a good choice i’m really glad i booked with them. we had a good day on my birthday, Very fun and enjoyable, The captain was good and kind. Thank you so very much!

  3. Ellen

    Ellen

    Private Yacht Charter: On 40ft Regal Commodore

    Dennis and David provided our friends and company with an amazing day. From the initial contact to meeting us in the parking area and taking us to the best location to watch the Blue Angels. We cannot say enough good things about our time with Dennis. The boat was beautiful and very clean. We thank you for providing coolers with water and some other drinks. The kitchen was well stocked to help us set up and serve the food we bought. We can't wait to join Dennis again soon on another adventure!

  4. Tracey

    Tracey

    DMV’s Cleanest 6 passenger Party Deck Boat

    This boating experience was smooth, well-communicated, and professional. Great value on the experience, and the captain was super warm and fun (great with kids). We will definitely be back for more fun soon!

  5. Tiffany

    Tiffany

    2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

    Our sunset cruise allowed us the perfect view of the Potomac, an amazing sunset and a bonus fireworks show….just beautiful!!!

  6. PW

    Perry

    Amazing 22' Pontoon in Washington D.C.

    My friends and I celebrated July 4th with RJ and crew and had THE BEST time imaginable! Looking forward to doing it again!