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    Browse Chesapeake Bay Boat Rentals.

    5.0
    (1,891 Reviews)

    Page 7 of 9 • 196 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Enjoy the best views of Annapolis, MD aboard the Island Princess
    Events in Annapolis · 128 guests

    Enjoy the best views of Annapolis, MD aboard the Island Princess

    New
    $480+/hour
    Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!
    Fishing in Norfolk · 6 guests

    Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!

    New
    $170/hour
    32' Center Console - up to 6 Guests from Stevensville, MD
    Powerboats in Stevensville · 6 guests

    32' Center Console - up to 6 Guests from Stevensville, MD

    5.0
    $375/hour
    Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht
    Events in Annapolis · 6 guests

    Relaxing Excitement of the Chesapeake Bay and tributaries on our Yacht

    New
    $300/hour
    DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!
    Sailing in Annapolis · 10 guests

    DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!

    New
    $232+/hour
    Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland
    Events in North Beach · 8 guests

    Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

    5.0
    $400/hour
    Experience the Charm of St. Michaels Aboard the 41ft Sail Selina 2hr Boat Tour
    Sailing in Saint Michaels · 6 guests

    Experience the Charm of St. Michaels Aboard the 41ft Sail Selina 2hr Boat Tour

    New
    $350/hour
    Gone Fishin’ Sport Fishing Charters - Cape May
    Fishing in Cape May · 6 guests

    Gone Fishin’ Sport Fishing Charters - Cape May

    5.0
    $113+/hour
    Come take a cruise on the Annapolis Jet Boat
    Powerboats in Kent Narrows · 11 guests

    Come take a cruise on the Annapolis Jet Boat

    New
    $360/hour
    Luxury Pontoon Cruise
    Powerboats in Washington · 12 guests

    Luxury Pontoon Cruise

    New
    $150/hour
    19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake
    Powerboats in Annapolis · 6 guests

    19' Hurricane (S) | Seats 6 | Ready For Adventure On The Chesapeake

    New
    $125+/hour
    Exclusive Charter at the National Harbor with Sea Ray 330 Sundancer Yacht
    Events in Oxon Hill · 10 guests

    Exclusive Charter at the National Harbor with Sea Ray 330 Sundancer Yacht

    New
    $220/hour
    Sail in Style Aboard the 2024 Seawind 1160 Lite – Your Perfect Charter Escape
    Sailing in Annapolis · 13 guests

    Sail in Style Aboard the 2024 Seawind 1160 Lite – Your Perfect Charter Escape

    New
    $350+/hour
    24ft Bayliner Cierra Express Cruiser in DC
    Powerboats in Arlington · 6 guests

    24ft Bayliner Cierra Express Cruiser in DC

    New
    $250/hour
    Great for water sports "tubing/ski" and cruising the bay for romantic outings!
    Powerboats in Virginia Beach · 7 guests

    Great for water sports "tubing/ski" and cruising the bay for romantic outings!

    New
    $225/hour
    "Stress Free" Four Winns Vista 348
    Events in Virginia · 8 guests

    "Stress Free" Four Winns Vista 348

    New
    $599/hour
    Maxum 30ft Yacht! Escape for a day on the Chesapeake
    Events in Selby-on-the-Bay · 6 guests

    Maxum 30ft Yacht! Escape for a day on the Chesapeake

    New
    $280/hour
    Lux Sea Ray Fuel Included | Parties/ Datenight/ Sightseeing/ Cruising
    Powerboats in Washington · 6 guests

    Lux Sea Ray Fuel Included | Parties/ Datenight/ Sightseeing/ Cruising

    New
    $250/day
    44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia
    Events in Hampton · 19 guests

    44ft ''Four Winds'' Yacht for Fishing/Cruising/Sightseeing in Hampton, Virginia

    4.0
    $275/hour
    Sea Ray 36ft Motor Yacht Rental in Washington, District of Columbia
    Events in Washington · 10 guests

    Sea Ray 36ft Motor Yacht Rental in Washington, District of Columbia

    New
    $300/hour
    Instant Book
    Sailing Adventures on the Choptank River
    Sailing in Cambridge · 6 guests

    Sailing Adventures on the Choptank River

    New
    $100/hour
    35' Monterey Luxury Sports Yacht | Entertainment Galore for up to 12 People!
    Events in Washington · 12 guests

    35' Monterey Luxury Sports Yacht | Entertainment Galore for up to 12 People!

    New
    $350/hour
    Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours
    Sailing in Saint Michaels · 6 guests

    Romantic Sunset Champagne Cruise on the Chesapeake Bay - 2 Hours

    New
    $400/hour
    Experience luxury, comfort, and versatility with Interlude and CruiseVB
    Events in Virginia Beach · 12 guests

    Experience luxury, comfort, and versatility with Interlude and CruiseVB

    New
    $350/hour

    Top Destinations Nearby

    Chesapeake Bay Reviews

    1. GM

      Gabe

      Gone Fishin’ Sport Fishing Charters - Cape May

      We were early, and they were ready. On fish all trip. The 10 ur

    2. Teresa

      Teresa

      Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

      We loved it, had a great time. Will definitely go again!

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