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    Browse Chesapeake Bay Boat Rentals.

    Average of 1,304 reviews in this area.
    1 - 18 of 174 listings
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
    hour$150
    Super Owner6 guests

    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    ⭐️ 5-Star Luxury Motor Yacht in Washington, District of Columbia
    hour$350
    Super Owner6 guests

    ⭐️ 5-Star Luxury Motor Yacht in Washington, District of Columbia

    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
    hour$150
    Super Owner6 guests

    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    💎🛥1️⃣of a Kind Luxury Cruisers Sports Yacht‼️🍹☀️
    hour$500
    Super Owner6 guests

    💎🛥1️⃣of a Kind Luxury Cruisers Sports Yacht‼️🍹☀️

    Charter 29ft Crownline Bowrider In Wildwood, NJ / Cape May, NJ
    hour$250
    Super Owner8 guests

    Charter 29ft Crownline Bowrider In Wildwood, NJ / Cape May, NJ

    $400hr Weekdays / $450hr Weekends Private Luxury Yachting
    hour$400
    Super Owner12 guests

    $400hr Weekdays / $450hr Weekends Private Luxury Yachting

    SeaRay $275/hour - 8 people
    hour$275
    Super Owner8 guests

    SeaRay $275/hour - 8 people

    SeaRay $250/hr - 9 people
    hour$250
    Super Owner9 guests

    SeaRay $250/hr - 9 people

    "3 BuOYS" Regal 38 SAV
    hour$575
    Super Owner10 guests

    "3 BuOYS" Regal 38 SAV

    "No Regrets" Regal Sport Coupe
    hour$562
    Super Owner6 guests

    "No Regrets" Regal Sport Coupe

    "Imi Ola" Seawind 1260
    hour$716
    Super Owner12 guests

    "Imi Ola" Seawind 1260

    Sport Yacht - $320 Hour - 8 People
    hour$320
    Super Owner7 guests

    Sport Yacht - $320 Hour - 8 People

    "Keeping it Reel" Carver 350 Mariner
    hour$509
    Super Owner12 guests

    "Keeping it Reel" Carver 350 Mariner

    "Arabella" Meridian 341
    hour$671
    Super Owner6 guests

    "Arabella" Meridian 341

    "1001 Nites" Mainship Sedan Bridge
    hour$533
    Super Owner12 guests

    "1001 Nites" Mainship Sedan Bridge

    100+ results

    Boating Guide - Chesapeake Bay

    Chesapeake Bay Boat Rentals

    One of the best experiences you can have on the east coast of the United States is a boat rental on the Chesapeake Bay. Book a sailboat charter for an all-encompassing tour of the bay and see the stunning shoreline from the water. Boat tours and fishing on the Chesapeake Bay are not only great for tourists but are also fabulous experiences for life-long locals to enjoy in the summer. There are many water tours and types of boating experiences you can have on the Chesapeake Bay. Choose from pontoon rentals, sailboat rentals, bareboat rentals, yacht charters and even houseboat rentals.

    GetMyBoat customer reviews for boat rentals in Chesapeake Bay.

    1. Bo
      Bo
      ☀️🚤Party Bowrider $100hr Weekdays / $200hr Weekends Private Charter🍹🏝

      Captain Shane surprised us with his beautiful boat. We had two groups of guests, from early afternoon till night time, every one had a blast on his boat, the Experience with Captain Shane and his service are beyond our expectations- highly recommend to anyone who wants to tour DC on the water with a beautiful memory.

    2. JW
      Jerome
      ☀️🚤Party Bowrider $100hr Weekdays / $200hr Weekends Private Charter🍹🏝

      I really enjoyed my ride on the Potomac. The boat was in very good condition and Captain Shane was very professional and hospitable. The Cpt. had good vibes and was down to earth. I was able to sit back, relax and enjoy the ride. It's good to view the city from another perspective w/o the city traffic. Captain Shane was able to provide brief facts and history on the sites and structures you'll see along the river. I took this charter alone but I'm definitely looking forward to it again. Next time I'm definitely bringing friends and drinks to enjoy this social and relaxing experience.

    3. TN
      Tanvir
      $400hr Weekdays / $450hr Weekends Private Luxury Yachting

      We had one of our most memorable party on this boat. The owner, captain and the crew member were super nice. A huge thanks to them to make our party memorable!!! We highly recommend them. We will definitely choose them for our future parties too.

    4. Janelle
      Janelle
      $400hr Weekdays / $450hr Weekends Private Luxury Yachting

      This boat was perfect for a 14 people farewell party! The crew was attentive and cared about our safety while making sure we had a good time. Their communication was outstanding, with only one issue regarding the boat facilities. Thank you for everything! Definitely recommend

    5. JW
      Jinli
      38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

      Captain Albert and Grace gave us a very enjoyable and fulfilled sailing trip around Annapolis and the Chesapeake bay. Thanks for their hospitality, and we all appreciate the guided “hands-on” sailing experience.

    6. AA
      Amber
      Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

      Captain Joe was awesome and accommodating! Highly recommended and we'll look to him whenever we'd like to go sailing again, thank you!!

    GetMyBoat has 174 listings for boating experiences in Chesapeake Bay with 1,304 reviews.

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