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The Best Fishing Charters in Chesapeake Bay

Browse, book, and get out onto the water with local fishing guides and boat owners.

    Our Favorite Fishing Charters in Chesapeake Bay

    4.9 (74 reviews)

    •

    • Luxurious Godfrey SweetWater Tritoon
      Powerboats in Fort Washington · 10 guests

      Luxurious Godfrey SweetWater Tritoon

      5.0
      $175/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
    • Enjoy the sights of Colonial Beach, VA! Come boat with us!
      Powerboats in Colonial Beach · 6 guests

      Enjoy the sights of Colonial Beach, VA! Come boat with us!

      5.0
      $160/hour
    • 38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia
      Fishing in Norfolk · 6 guests

      38' Dawson Sportfish Motor Yacht Charter in Norfolk, Virginia

      5.0
      $450/day
    • Custom Party Cruises & Fishing Trips in Virginia Beach
      Powerboats in Norfolk · 6 guests

      Custom Party Cruises & Fishing Trips in Virginia Beach

      5.0
      $175+/hour
    • Fishing Charter on 38' Dawson Sportfish Yacht in Norfolk, Virginia
      Fishing in Norfolk · 6 guests

      Fishing Charter on 38' Dawson Sportfish Yacht in Norfolk, Virginia

      5.0
      $94+/hour
    • Fishing Charter in Pasadena, Maryland
      Fishing in Riviera Beach · 6 guests

      Fishing Charter in Pasadena, Maryland

      5.0
      $840/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
    • Regal Bowrider 20ft Bay Fishing or Sightseeing in Fenwick Island!
      Powerboats in Fenwick Island · 5 guests

      Regal Bowrider 20ft Bay Fishing or Sightseeing in Fenwick Island!

      5.0
      $115/hour
    • 18' Center Console Pocket Rocket fishing boat.
      Fishing in Deltaville · 4 guests

      18' Center Console Pocket Rocket fishing boat.

      New
      $325/day
    • 44' Ocean Yacht Sportfisher in Ocean City, MD
      Fishing in Ocean City · 6 guests

      44' Ocean Yacht Sportfisher in Ocean City, MD

      5.0
      $250/hour
    • $150 hr | 7 ppl | Center Console Boat
      Powerboats in Washington · 7 guests

      $150 hr | 7 ppl | Center Console Boat

      New
      Superowner
      Best of 2025
      $150/hour
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    Suggested Searches

    This weekend$100-$300 trips2-4 peopleCaptained

    Types of Boats Popular in Chesapeake Bay

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    Most Popular Yacht Rentals in Chesapeake Bay

    • Charter the 34ft Sundancer Motor Yacht in Washington, DC
      Events in Washington · 8 guests

      Charter the 34ft Sundancer Motor Yacht in Washington, DC

      5.0
      $250/hour
    • Paint, party and yacht with us! Climb aboard the 45ft Sea Ray
      Events in Washington · 12 guests

      Paint, party and yacht with us! Climb aboard the 45ft Sea Ray

      4.7
      $330+/hour
      Instant Book
    • Party on a 42ft Power Catamaran in Washington, D.C. for up to 15 People
      Powerboats in Washington · 15 guests

      Party on a 42ft Power Catamaran in Washington, D.C. for up to 15 People

      5.0
      Superowner
      Best of 2025
      $350/hour
      Instant Book
    • Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise
      Sailing in Oxon Hill · 6 guests

      Sailing Catamaran, National Harbor Ready for Sunrise, Sunset or Any Time Cruise

      5.0
      $240/hour
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    Most Popular Sailboat Rentals in Chesapeake Bay

    • 50ft Catamaran Charter with Water Toys in St. Michaels, MD
      Sailing in Saint Michaels · 12 guests

      50ft Catamaran Charter with Water Toys in St. Michaels, MD

      New
      $525/hour
    • 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+/hour
      Instant Book
    • 38-ft Hunter 376 Sailing Adventure in Annapolis
      Sailing in Annapolis · 6 guests

      38-ft Hunter 376 Sailing Adventure in Annapolis

      5.0
      Superowner
      $138+/hour
      Instant Book
    • Melges 24 - One Design Racing Experience
      Sailing in Hampton · 8 guests

      Melges 24 - One Design Racing Experience

      5.0
      Superowner
      $100/hour
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    Most Popular Pontoon Rentals in Chesapeake Bay

    • Book this new, 6 person Suntracker Pontoon
      Powerboats in Virginia Beach · 6 guests

      Book this new, 6 person Suntracker Pontoon

      5.0
      $150/hour
    • 30' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 6 Guests Capacity
      Powerboats in Annapolis · 6 guests

      30' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 6 Guests Capacity

      New
      $260/hour
    • Sea Doo Switch - Sea Cruiser Pontoon in Pasadena MD
      Powerboats in Riviera Beach · 11 guests

      Sea Doo Switch - Sea Cruiser Pontoon in Pasadena MD

      New
      $150/hour
    • 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

      4.0
      $450/hour
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    Recent Reviews in Chesapeake Bay

    Top Fishing Charter Locations in the United States

    How To Book on Getmyboat

    4.9 out of 5! • 500,000+ reviews
    • Browse

      Browse

      Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.

    • Inquire & Book

      Inquire & Book

      Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.

    • Enjoy

      Enjoy

      Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

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