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    Chesapeake Bay, US Boat Rentals & Yacht Charters

    5.0
    (2,232 Reviews)

    Page 8 of 10 • 221 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Gone Fishin’ Sport Fishing Charters - Cape May
    Fishing in Cape May · 6 guests

    Gone Fishin’ Sport Fishing Charters - Cape May

    5.0
    $113+/hour
    Limited Availability
    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
    2022 Catspace 38 Sailing Catamaran in Chesapeake Bay
    Sailing in Annapolis · 12 guests

    2022 Catspace 38 Sailing Catamaran in Chesapeake Bay

    New
    $334+/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
    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
    DC Private Sea Ray Sundancer Yacht for Celebrations & Sunset Cruises
    Events in Washington · 11 guests

    DC Private Sea Ray Sundancer Yacht for Celebrations & Sunset Cruises

    New
    $285/hour
    Luxury Lagoon 42 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury Lagoon 42 Catamaran for 12 in Annapolis

    New
    $335+/hour
    2024 Luxury Avalon Pontoon 25' Quad Lounger, Spacious & Premium Experience
    Powerboats in Washington · 12 guests

    2024 Luxury Avalon Pontoon 25' Quad Lounger, Spacious & Premium Experience

    5.0
    $185/hour
    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay
    Sailing in Annapolis · 12 guests

    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay

    New
    $210+/hour
    "S.S. South Down" Yacht Charter in D.C.
    Events in Oxon Hill · 11 guests

    "S.S. South Down" Yacht Charter in D.C.

    New
    $428/hour
    Experience the Thrill of the Water on our Double Seadoo Jet Skis!
    Water Sports in Fort Washington · 2 guests

    Experience the Thrill of the Water on our Double Seadoo Jet Skis!

    New
    $200/hour
    Iconic 36' Double Decker Riverboat for Private DC Events and Large Groups
    Events in Washington · 40 guests

    Iconic 36' Double Decker Riverboat for Private DC Events and Large Groups

    New
    $937/hour
    Quick Private Annapolis Harbor Boat Ride - Oceanus 12 VST Inflatable
    Powerboats in Annapolis · 6 guests

    Quick Private Annapolis Harbor Boat Ride - Oceanus 12 VST Inflatable

    New
    $125/hour
    20' Bayliner XR7 Pontoon with a Captain in Kinsale, VA
    Powerboats in Kinsale · 10 guests

    20' Bayliner XR7 Pontoon with a Captain in Kinsale, VA

    New
    $90/hour
    12 Passenger Double Decker Slide Boat Available in Wildwood and Cape May
    Powerboats in Cape May · 12 guests

    12 Passenger Double Decker Slide Boat Available in Wildwood and Cape May

    New
    $350/hour
    A Romantic Vintage 1954 Wooden Boat Escape in the Heart of Washington, D.C.
    Powerboats in Arlington · 2 guests

    A Romantic Vintage 1954 Wooden Boat Escape in the Heart of Washington, D.C.

    New
    $150/hour
    Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising
    Events in Annapolis · 12 guests

    Meridian 541 Sedan Motor Yacht Ideal For Chesapeake Bay Cruising

    New
    $1,280/hour
    Yacht Cruise Potomac River Sea Ray 38'
    Events in Oxon Hill · 8 guests

    Yacht Cruise Potomac River Sea Ray 38'

    New
    $325/hour
    Private Historic 1935 Ketch Sail | 13 People | Gratuity & Tax Included
    Sailing in Saint Michaels · 13 guests

    Private Historic 1935 Ketch Sail | 13 People | Gratuity & Tax Included

    New
    $645/hour
    23ft Parker Center Console | Seats 6 | Edgewater, Maryland
    Powerboats in Annapolis · 6 guests

    23ft Parker Center Console | Seats 6 | Edgewater, Maryland

    New
    $125+/hour
    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 , DC
    Events in Washington · 10 guests

    Sea Ray 36ft Motor Yacht Rental in Washington , DC

    New
    $300/hour
    Quest Sportsman 12 Jon Boat: Perfect for rivers and lakes in Baltimore Highlands
    Fishing in Baltimore · 2 guests

    Quest Sportsman 12 Jon Boat: Perfect for rivers and lakes in Baltimore Highlands

    New
    $50/hour
    Charter a Regal 400 Commodore Express Cruiser in Hampton for Up to 6 Guests
    Powerboats in Hampton · 6 guests

    Charter a Regal 400 Commodore Express Cruiser in Hampton for Up to 6 Guests

    New
    $250/hour

    Top Destinations Nearby

    Chesapeake Bay Reviews

    1. GG

      Gregory

      2024 Luxury Avalon Pontoon 25' Quad Lounger, Spacious & Premium Experience

      Very organized and thorough in the deal. Timely and upfront and communication is excellent. Equipment was in excellent shape, clean and in everything was operable.

    2. GM

      Gabe

      Gone Fishin’ Sport Fishing Charters - Cape May

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

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