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    All listings in Chesapeake Bay

    Awesome motor yacht charters in Chesapeake Bay, United States.

    4.9
    (1,223 Reviews)

    Page 5 of 5 • 119 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    36ft Sea Ray 320 Sundancer for Special Occasions & Cruises in the DMV Area
    Events in Washington · 6 guests

    36ft Sea Ray 320 Sundancer for Special Occasions & Cruises in the DMV Area

    New
    $250/hour
    Instant Book
    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
    Private Sail Up to 13 Guests | 44ft Leopard Catamaran
    Sailing in Saint Michaels · 13 guests

    Private Sail Up to 13 Guests | 44ft Leopard Catamaran

    New
    $580/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
    "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
    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
    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay
    Sailing in Annapolis · 12 guests

    Durfour 430 Sailing Yacht to Discover the Chesapeake Bay

    New
    $216+/hour
    Luxury Lagoon 42 Catamaran for 12 in Annapolis
    Sailing in Annapolis · 12 guests

    Luxury Lagoon 42 Catamaran for 12 in Annapolis

    New
    $344+/hour
    40ft Regal 400 Commodore Yacht Charter for Celebrations and Parties
    Events in Washington · 12 guests

    40ft Regal 400 Commodore Yacht Charter for Celebrations and Parties

    New
    $350/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
    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
    $904+/hour
    Yacht Cruise Potomac River Sea Ray 38'
    Events in Oxon Hill · 8 guests

    Yacht Cruise Potomac River Sea Ray 38'

    New
    $325/hour
    Limited Availability
    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
    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
    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
    Explore Washington Waters on a 28' Four Winns 278 Vista Yacht
    Powerboats in Washington · 8 guests

    Explore Washington Waters on a 28' Four Winns 278 Vista Yacht

    New
    $250/hour
    Exclusive Charter at the National Harbor with Sea Ray 330 Sundancer Yacht
    Events in Oxon Hill · 9 guests

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

    New
    $250/hour
    Luxury Yacht Experience aboard 32' Bayliner in Washington DC
    Events in Washington · 6 guests

    Luxury Yacht Experience aboard 32' Bayliner in Washington DC

    New
    $200/hour
    Escape the Ordinary: Discover the Beauty and History of the Potomac!
    Events in Washington · 6 guests

    Escape the Ordinary: Discover the Beauty and History of the Potomac!

    New
    $350+/hour
    Rent my Boat in DC- VIP Escape on the Potomac
    Powerboats in Washington · 6 guests

    Rent my Boat in DC- VIP Escape on the Potomac

    New
    $150/hour
    Beautiful 35ft Regal Cruiser with Swim pad
    Events in Washington · 12 guests

    Beautiful 35ft Regal Cruiser with Swim pad

    New
    $325+/hour
    Sea Ray Sundancer 55' Tours on the Potomac River
    Events in Woodbridge · 6 guests

    Sea Ray Sundancer 55' Tours on the Potomac River

    New
    $600/hour
    45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity
    Powerboats in Annapolis · 32 guests

    45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity

    New
    Snoozed - Active 25 Aug 2026

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