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    Browse Chesapeake Bay Boat Rentals.

    5.0
    (1,754 Reviews)
    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated

    Most Popular Yachts in Chesapeake Bay

    View All
    • 43ft Cruiser Express Yacht for Daily Charter
      Events in Selby-on-the-Bay · 8 guests

      43ft Cruiser Express Yacht for Daily Charter

      5.0
      $400hour
    • 💎🛥Luxury Cruisers Sports Yacht‼️🍹☀️
      Events in Washington · 10 guests

      💎🛥Luxury Cruisers Sports Yacht‼️🍹☀️

      5.0
      Superowner
      Best of 2023
      $449hour
    • Charter 44' Orana Cruising Catamaran In Deale, Maryland
      Sailing in Deale · 10 guests

      Charter 44' Orana Cruising Catamaran In Deale, Maryland

      5.0
      $2,600day
    • 53' Luxury Yacht for Charter in Washington, District of Columbia
      Events in Washington · 10 guests

      53' Luxury Yacht for Charter in Washington, District of Columbia

      5.0
      Superowner
      $397hour
    • 38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!
      Events in Virginia Beach · 13 guests

      38' Mini-Yacht!! - Large "Ultra Luxury" Adventure Boat in Virginia Beach!

      5.0
      Superowner
      $199-$299hour
    • 50' Sea Ray 470 Luxury Sport Yacht for rent in Washington, DC
      Events in Washington · 10 guests

      50' Sea Ray 470 Luxury Sport Yacht for rent in Washington, DC

      5.0
      $550hour
    • Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways
      Events in Annapolis · 8 guests

      Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

      5.0
      $250hour
    • Come enjoy the DC view on the Potomac river aboard Sancha. $375HR to $450HR
      Events in Washington · 12 guests

      Come enjoy the DC view on the Potomac river aboard Sancha. $375HR to $450HR

      5.0
      $400hour

    All Chesapeake Bay Listings

    Page 1 of 8 • 179 listings

    $350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran
    Powerboats in Washington · 15 guests

    $350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran

    5.0
    Superowner
    $350hour
    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
    $175hour
    🛥️ Party Boat Rentals Virginia Beach Charter 4-Person Center Console Oceanfront
    Powerboats in Virginia Beach · 4 guests

    🛥️ Party Boat Rentals Virginia Beach Charter 4-Person Center Console Oceanfront

    5.0
    $50-$63hour
    Come enjoy the DC view on the Potomac river aboard Sancha. $375HR to $450HR
    Events in Washington · 12 guests

    Come enjoy the DC view on the Potomac river aboard Sancha. $375HR to $450HR

    5.0
    $400hour
    Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
    Events in Washington · 6 guests

    Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

    5.0
    $180-$200hour
    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
    Best of 2023
    $225hour
    Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia
    Sailing in Kilmarnock · 6 guests

    Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia

    5.0
    $73-$112hour
    ⚓️🛥️Premium Private Yachting Experience🍹☀️
    Events in Washington · 6 guests

    ⚓️🛥️Premium Private Yachting Experience🍹☀️

    4.9
    Superowner
    Best of 2023
    $299-$329hour
    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-$299hour
    Melges 24 - One Design Racing Experience Or Charter
    Sailing in Hampton · 8 guests

    Melges 24 - One Design Racing Experience Or Charter

    5.0
    Superowner
    $200hour
    44ft ''Four Winds'' Fishing Yacht in Hampton, Virginia
    Fishing in Hampton · 19 guests

    44ft ''Four Winds'' Fishing Yacht in Hampton, Virginia

    4.0
    $225hour
    23 Foot Grady White Gulfstream w/ twin Yamaha F150's
    Powerboats in Virginia Beach · 6 guests

    23 Foot Grady White Gulfstream w/ twin Yamaha F150's

    New
    Snoozed - Active 02 Sep 2024
    41' Lagoon Catamaran in Maryland
    Sailing in Annapolis · 12 guests

    41' Lagoon Catamaran in Maryland

    5.0
    Superowner
    Best of 2023
    $390hour
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland
    Sailing in Annapolis · 6 guests

    38' Hunter 376 Cruising Monohull in Annapolis, Maryland

    5.0
    Superowner
    Best of 2023
    $138-$150hour
    $150HR | 2-3 people | JetSki
    Water Sports in Alexandria · 2 guests

    $150HR | 2-3 people | JetSki

    5.0
    Superowner
    $150hour
    Brand New Sea Ray SLX 310 Cruiser
    Powerboats in Washington · 7 guests

    Brand New Sea Ray SLX 310 Cruiser

    5.0
    Superowner
    $300hour
    Luxury Yacht | 13 PPL | $2000 4hrs
    Events in Washington · 13 guests

    Luxury Yacht | 13 PPL | $2000 4hrs

    5.0
    Superowner
    $500hour
    Charter 29ft Crownline Bowrider In Wildwood, NJ / Cape May, NJ
    Powerboats in Wildwood · 6 guests

    Charter 29ft Crownline Bowrider In Wildwood, NJ / Cape May, NJ

    5.0
    $250hour
    Great Center Console for rent in Ocean City
    Powerboats in Ocean City · 6 guests

    Great Center Console for rent in Ocean City

    4.8
    $150hour
    🛥️ Party Boat Rentals Virginia Beach Charter 8-Person Pontoon Boat Oceanfront
    Powerboats in Virginia Beach · 8 guests

    🛥️ Party Boat Rentals Virginia Beach Charter 8-Person Pontoon Boat Oceanfront

    4.9
    $58-$88hour
    2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
    Powerboats in Severna Park · 4 guests

    2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

    5.0
    $120hour
    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
    $160hour
    22' Bennington Pontoon | Best prices in DC + Jetski Add Ons
    Powerboats in Washington · 6 guests

    22' Bennington Pontoon | Best prices in DC + Jetski Add Ons

    5.0
    Superowner
    Best of 2023
    $185hour
    Enjoy our World Class Service aboard Sea Ray 540 Sundancer
    Events in Washington · 10 guests

    Enjoy our World Class Service aboard Sea Ray 540 Sundancer

    4.9
    Superowner
    Best of 2023
    $400hour
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
    Sailing in Rock Hall · 6 guests

    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    5.0
    Superowner
    $150hour
    31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
    Powerboats in Selby-on-the-Bay · 12 guests

    31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD

    5.0
    $250hour
    Brand New 25ft Crownline for Charter in Stone Harbor!
    Powerboats in Stone Harbor · 6 guests

    Brand New 25ft Crownline for Charter in Stone Harbor!

    5.0
    Snoozed - Active 26 Apr 2024
    ⭐️ 5-Star ⭐️ Cozy Up In Our Heated Outdoor Cockpit in Washington DC🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺
    Events in Washington · 6 guests

    ⭐️ 5-Star ⭐️ Cozy Up In Our Heated Outdoor Cockpit in Washington DC🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺

    5.0
    Superowner
    $350hour

    Chesapeake Bay Reviews

    1. David

      David

      🛥️ Party Boat Rentals Virginia Beach Charter 4-Person Center Console Oceanfront

      There are a lot of places you could go to but if you asked me I would definitely recommend Ricky to anyone and everyone, now not everyone wants to own a boat but everyone wants to drive one and feel like they own one there self this is the place to go I will definitely be back again and again!!!!

    2. JA

      Jared

      Enjoy our World Class Service aboard Sea Ray 540 Sundancer

      I proposed to my girlfriend before the boat ride and we were running late. Captain Rod was extremely accommodating and added time to our boat ride so we had the full allotted time on the boat. When I book in the future I will book with Captain Rod again! It was perfect!

    3. RW

      Rex

      Enjoy our World Class Service aboard Sea Ray 540 Sundancer

      Captain Rod and his team are amazing! Great communication ahead of departure and the crew is incredibly attentive to their guests while on board. Thanks for a wonderful celebration!

    4. JM

      Jancarlo

      Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

      Captain Troy was very respectful and friendly from start to end. My party and I had a wonderful time and loved his boat. I recommend captain Troy and his boat.

    5. NC

      Nicki

      $350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran

      My friends and I had THE BEST time boating with AJ’s team. They were all so accommodating, friendly and eager to ensure we had a great time. The communication from booking to boating was seamless and thorough. AJ was so responsive and helpful. I would 100% recommend anyone to book with them, they will go above and beyond to make sure you have an amazing time!

    6. JD

      Josiah

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

      Didn't believe we still have such wonderful people. Captain Dash and his co-captain are amongst the very best. Good service, friendly, timely, and most importantly, people Centered. My wife, kids, and I enjoyed riding with this team and we will always wish to ride with them.

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