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    All listings in Chesapeake Bay

    Awesome motor yacht charters in Chesapeake Bay, United States.

    5.0
    (1,116 Reviews)

    Page 4 of 5 • 102 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    SLOWDOWN - DUFOUR 430
    Sailing in Annapolis · 12 guests

    SLOWDOWN - DUFOUR 430

    New
    $250+/hour
    Azimut Yacht | 13 People | $1100hr
    Events in Arlington · 13 guests

    Azimut Yacht | 13 People | $1100hr

    New
    Superowner
    Best of 2025
    $1,100/hour
    Instant Book
    Luxury Italian Vibe | 10 PPL | $600 HR
    Events in Washington · 10 guests

    Luxury Italian Vibe | 10 PPL | $600 HR

    New
    Superowner
    Best of 2025
    $600/hour
    Instant Book
    Best Bachelorette party on the water in Dewey Beach!
    Tours in Dewey Beach · 18 guests

    Best Bachelorette party on the water in Dewey Beach!

    New
    $500/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
    Adventure for 8 Monterey 322 Cruiser with Water Activities $300/hr
    Events in Washington · 8 guests

    Adventure for 8 Monterey 322 Cruiser with Water Activities $300/hr

    New
    $300/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
    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
    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
    50′ VIKING - Your Chartered Experience Awaits!
    Events in Annapolis · 12 guests

    50′ VIKING - Your Chartered Experience Awaits!

    New
    $841+/hour
    Yacht Cruise Potomac River Sea Ray 36'
    Events in Maryland · 8 guests

    Yacht Cruise Potomac River Sea Ray 36'

    New
    $175/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
    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
    "Stress Free" Four Winns Vista 348
    Events in Virginia · 8 guests

    "Stress Free" Four Winns Vista 348

    New
    $599/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
    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
    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
    Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht
    Events in Annapolis · 128 guests

    Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht

    5.0
    $480+/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
    46′ CARMEN | Take Everybody With You! | Captain Included
    Events in Annapolis · 30 guests

    46′ CARMEN | Take Everybody With You! | Captain Included

    New
    $670+/hour
    31ft Cruiser Yacht Charter – Private Luxury on the Potomac!
    Powerboats in Washington · 10 guests

    31ft Cruiser Yacht Charter – Private Luxury on the Potomac!

    New
    $275/hour
    Instant Book
    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
    68ft Viking Princess Flybridge Motor Yacht
    Events in Washington · 45 guests

    68ft Viking Princess Flybridge Motor Yacht

    New
    $1,100/hour

    Top Destinations Nearby

    Motor Yacht Reviews in Chesapeake Bay

    1. JA

      Joey

      Enjoy the best views of Annapolis, MD aboard this beautiful Lydia dinner yacht

      Booked a private yacht charter along the Island Princess for 3 hours and had a great experience! Captain Steve was kind, accommodating, and knowledgeable during our journey! Would 100% recommend! Thank you!

    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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