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Browse Chesapeake Bay Boat Rentals.

Page 5 of 8189 listings

Ride on our 49 Passenger Navigator Boat!
Events in Washington · 49 guests

Ride on our 49 Passenger Navigator Boat!

5.0
Superowner
$800+/hour
Instant Book
36' Sea Ray Yacht - Navy Yard Waterfront - National Harbor - Wharf
Events in Washington · 6 guests

36' Sea Ray Yacht - Navy Yard Waterfront - National Harbor - Wharf

5.0
$250+/hour
"ZemZem" 40' Solaris
Events in Washington · 6 guests

"ZemZem" 40' Solaris

5.0
$790/hour
Azimut Yacht | 13 People | $1100hr
Events in Arlington · 13 guests

Azimut Yacht | 13 People | $1100hr

New
Superowner
Best of 2025
$1,100/hour
Instant Book
Self Driving Boat | 8ppl | $250HR
Powerboats in Washington · 8 guests

Self Driving Boat | 8ppl | $250HR

New
Superowner
Best of 2025
$250/hour
Instant Book
Self Driving Boat | 8 ppl | $300hr
Sailing in Washington · 8 guests

Self Driving Boat | 8 ppl | $300hr

New
Superowner
Best of 2025
$300/hour
Instant Book
Tubing & Wakeboarding | 8 ppl | all equipment included
Water Sports in Washington · 8 guests

Tubing & Wakeboarding | 8 ppl | all equipment included

New
Superowner
Best of 2025
$300/hour
Instant Book
Party Cruises & Fishing Trips in Virginia Beach
Fishing in Norfolk · 6 guests

Party Cruises & Fishing Trips in Virginia Beach

5.0
$170+/hour
Instant Book
$400hr | 13 People | Luxury Yacht
Events in Washington · 13 guests

$400hr | 13 People | Luxury Yacht

New
Superowner
Best of 2025
$400/hour
Instant Book
SLOWDOWN - DUFOUR 430
Sailing in Annapolis · 12 guests

SLOWDOWN - DUFOUR 430

New
$250+/hour
Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk
Powerboats in Virginia Beach · 6 guests

Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk

5.0
$188/hour
24ft Maxum Powerboat for rent in Alexandria
Powerboats in Alexandria · 6 guests

24ft Maxum Powerboat for rent in Alexandria

5.0
$150/hour
Fishing Charter in Pasadena, Maryland
Fishing in Riviera Beach · 6 guests

Fishing Charter in Pasadena, Maryland

5.0
$840/day
Instant Book
Welcraft 260 SE 30ft Yacht Charter in Washington
Events in Washington · 6 guests

Welcraft 260 SE 30ft Yacht Charter in Washington

5.0
$160/hour
New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland
Sailing in Annapolis · 13 guests

New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

5.0
$1,100/hour
Beautiful 33 Foot Sea Ray Sundancer, Mahogany!
Powerboats in Washington · 8 guests

Beautiful 33 Foot Sea Ray Sundancer, Mahogany!

5.0
$425/hour
12 Guests | Sport Boat | $350hr
Events in Washington · 12 guests

12 Guests | Sport Boat | $350hr

New
Superowner
Best of 2025
$350/hour
Instant Book
Enjoy your magical moments with a VIP experience
Events in Washington · 10 guests

Enjoy your magical moments with a VIP experience

New
Superowner
Best of 2025
$425/day
Inshore/Offshore Fishing Trip in Norfolk/VA Beach With Captain Lou
Fishing in Norfolk · 6 guests

Inshore/Offshore Fishing Trip in Norfolk/VA Beach With Captain Lou

5.0
$146+/hour
28 Sea Ray Sundancer ready to relax and cruise our Nation Capital Washington DC.
Events in Washington · 6 guests

28 Sea Ray Sundancer ready to relax and cruise our Nation Capital Washington DC.

5.0
$200/hour
Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail
Sailing in Saint Michaels · 6 guests

Relaxing historic sailing experience in St. Michaels, Maryland - Half Day Sail

5.0
$325/hour
43 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

43 foot Captained Catalina Sailing Yacht Located In Rock Hall, Maryland

5.0
$150+/hour
24' Custom South Jersey Tiki Cruiser Boat for 6 person in Wildwood, New Jersey
Powerboats in Wildwood · 6 guests

24' Custom South Jersey Tiki Cruiser Boat for 6 person in Wildwood, New Jersey

5.0
$200/hour
Bayliner Boat rental! Enjoy a ride with friends!
Events in Washington · 5 guests

Bayliner Boat rental! Enjoy a ride with friends!

New
$250/hour

Chesapeake Bay Reviews

  1. DC

    Donte

    New Yacht Charter Bali 5.4 Sailing Catamaran in Annapolis Maryland

    From start to finish, the entire experience was seamless and professional. There was zero chaos—everything ran like clockwork. The crew was exceptional: friendly, attentive, and incredibly knowledgeable about the Chesapeake Bay and Annapolis. The yacht itself was spotless and in pristine condition. From the moment we arrived, the crew went above and beyond—helping us load in, beautifully setting up our catering, keeping our group refreshed with drinks and snacks, and later packing up leftovers and loading them into our car. Every detail was handled with care. If you’re considering a yacht rental, don’t hesitate—this experience was truly top-notch. We’re already looking forward to booking again!

  2. JW

    Jamara

    36' Sea Ray Yacht - Navy Yard Waterfront - National Harbor - Wharf

    What a Wonderful Experience from start to finish… Captain M was very accommodating with a kind a pleasant attitude. Very Clean, Neat and well organized. We will be booking again for future events.

  3. LR

    Laquisha

    Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk

    Danny was an amazing captain! My friends and I had the time of our lives, we will most definitely book with him again!! If your looking to have a nice time while cruising the water I highly recommend booking with Danny, he will not disappoint you!! Look no further and book with Danny !!

  4. SL

    Sara

    Fishing Charter in Pasadena, Maryland

    David and Al were amazing! They were very patient with our group of 4 kids and 2 adults and helped us find the much sought after striped bass. They made the day super easy and relaxed for our family and even educated us on some of the local happenings on the water. Would and WILL definitely book again in the future!

  5. LW

    Lyndon

    Fishing Charter in Pasadena, Maryland

    Amazing Experience! Captain David was excellent, very accommodating and knowledgeable. He took us out and we caught fish. We had a great time and got back safe. Cant ask for a better experience. I will definitely repeat and recommend his service. Thank you again Captain David!

  6. GREGG

    GREGG

    Welcraft 260 SE 30ft Yacht Charter in Washington

    Danny was great. Great to communicate with. Met us on time and dropped us off right on time. Played great music and the whole family had a great time. mazing sunset taking off and returning to the Wharf. Would highly recommend and use again. Thanks so much - totally appreciate it.