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    Edgewater, Maryland Boat Rentals

    Page 1 of 1 • 24 listings

    Charter 42' Lagoon Catamaran in Annapolis, MD
    Sailing in Edgewater · 12 guests

    Charter 42' Lagoon Catamaran in Annapolis, MD

    5.0
    $425/hour
    Discover the Spirit of the Chesapeake Bay with our Nautical-Themed Photography
    Events in Annapolis · 6 guests

    Discover the Spirit of the Chesapeake Bay with our Nautical-Themed Photography

    New
    $255/hour
    Cruise on the Shannon Brendan
    Fishing in Annapolis · 6 guests

    Cruise on the Shannon Brendan

    New
    $350/hour
    Parker Southwestern | Seats 6 | 23'
    Powerboats in Annapolis · 6 guests

    Parker Southwestern | Seats 6 | 23'

    New
    $125+/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
    26′ BENNINGTON PONTOON | Adventure Awaits | Seats 12
    Powerboats in Annapolis · 12 guests

    26′ BENNINGTON PONTOON | Adventure Awaits | Seats 12

    5.0
    $194+/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
    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
    26’ CREST TRITOON | Excellent Pontoon | Seats 12
    Powerboats in Annapolis · 12 guests

    26’ CREST TRITOON | Excellent Pontoon | Seats 12

    New
    $194+/hour
    50′ VIKING - Your Chartered Experience Awaits!
    Events in Annapolis · 12 guests

    50′ VIKING - Your Chartered Experience Awaits!

    New
    $841+/hour
    21′ KENCRAFT | Center Console | Located On The South River
    Powerboats in Annapolis · 6 guests

    21′ KENCRAFT | Center Console | Located On The South River

    New
    $125+/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
    2022 Sea Ray SDX Boat with Captain Included!
    Powerboats in Edgewater · 6 guests

    2022 Sea Ray SDX Boat with Captain Included!

    New
    Snoozed - Active 02 Aug 2025
    Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!
    Powerboats in Edgewater · 6 guests

    Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!

    5.0
    $225/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
    Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.
    Sailing in Mayo · 6 guests

    Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

    5.0
    $175+/hour
    Private Yacht Charter: On 40ft Regal Commodore
    Events in Selby-on-the-Bay · 10 guests

    Private Yacht Charter: On 40ft Regal Commodore

    5.0
    $350/hour
    Instant Book
    31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
    Powerboats in Selby-on-the-Bay · 10 guests

    31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD

    5.0
    $275/hour
    43ft Cruiser Express Yacht for Daily Charter
    Events in Selby-on-the-Bay · 8 guests

    43ft Cruiser Express Yacht for Daily Charter

    5.0
    $400/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
    $350/hour
    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
    $600+/hour
    50ft Catamaran Charter with Water Toys - Annapolis, MD
    Sailing in Annapolis · 12 guests

    50ft Catamaran Charter with Water Toys - Annapolis, MD

    5.0
    $325/hour
    Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis
    Powerboats in Annapolis · 6 guests

    Just Repowered Cuddy Cabin/Walk Around bareboat fishing charter in Annapolis

    4.8
    $95+/hour
    Instant Book
    SLOWDOWN - DUFOUR 430
    Sailing in Annapolis · 12 guests

    SLOWDOWN - DUFOUR 430

    New
    $250+/hour

    Top Destinations Nearby

    Edgewater Reviews

    1. CB

      Caroline

      Private Yacht Charter: On 40ft Regal Commodore

      Captain Dennis is absolutely fantastic. Great communication, fabulous boat and amenities, and a wonderful captain. Would highly recommend!

    2. stephan

      stephan

      Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!

      Tyler was an awesome host! His boat was great and he was very flexible and accommodating! We will definitely be using his services again!

    3. AJ

      Ari

      Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!

      We had the BEST time and can't recommend highly enough! You will love it!

    4. hg

      hunter

      Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

      we did our engagement pictures on the boat & everything was great! Bill was super cooperative & made sure we got all of the best spots for pictures! highly recommend!

    5. JH

      Jeff

      Chaparral SSX 27ft - Captained Private Charter - Watersports Included!!

      Great boat, everything as advertised. And the boat captain (Nate) was wonderful.

    6. WB

      Winnie

      Captain Bill invites you to find your Sailing Dream on Chesapeake Bay.

      Capt. Bill was so accommodating and great with his communication. We had an emergency and he was very understanding. He gave my nine year old great information about the boat and the waters. He and Jonathan were very kind during our charter. It was a great first sail for our family!

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