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    Captain

    Browse Chesapeake Bay Boat Rentals.

    5.0
    (1,645 Reviews)

    Page 1 of 8 • 173 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    25' Starcraft w/ 300hp in Stone Harbor. Comfortable ride .
    Powerboats in Stone Harbor · 8 guests

    25' Starcraft w/ 300hp in Stone Harbor. Comfortable ride .

    5.0
    $125hour
    $350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran
    Powerboats in Washington · 15 guests

    $350 hr weekdays | $450 hr weekends | 15 ppl | Catamaran

    5.0
    Superowner
    $350hour
    2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River
    Powerboats in Fort Washington · 6 guests

    2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

    5.0
    $150-$190hour
    $150HR | 2-3 people | JetSki
    Water Sports in Alexandria · 2 guests

    $150HR | 2-3 people | JetSki

    5.0
    Superowner
    $150hour
    ⚓️🛥️Premium Private Yachting Experience🍹☀️
    Events in Washington · 6 guests

    ⚓️🛥️Premium Private Yachting Experience🍹☀️

    4.9
    Superowner
    Best of 2023
    $299-$329hour
    Bugatti JetBoat For Rent in Washington, District of Columbia - $350Hr
    Powerboats in Washington · 4 guests

    Bugatti JetBoat For Rent in Washington, District of Columbia - $350Hr

    5.0
    Superowner
    $350hour
    Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia
    Sailing in Kilmarnock · 6 guests

    Chesapeake Bay Sailing Charter - 33' Cape Dory sailing from Kilmarnock, Virginia

    5.0
    $73-$112hour
    2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island
    Powerboats in Annapolis · 8 guests

    2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

    4.9
    Best of 2023
    $225hour
    41' Lagoon Catamaran in Maryland
    Sailing in Annapolis · 12 guests

    41' Lagoon Catamaran in Maryland

    5.0
    Superowner
    Best of 2023
    $390hour
    38' Hunter 376 Cruising Monohull in Annapolis, Maryland
    Sailing in Annapolis · 6 guests

    38' Hunter 376 Cruising Monohull in Annapolis, Maryland

    5.0
    Superowner
    Best of 2023
    $138-$150hour
    Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
    Events in Washington · 6 guests

    Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.

    5.0
    $220-$235hour
    Brand New Sea Ray SLX 310 Cruiser
    Powerboats in Washington · 7 guests

    Brand New Sea Ray SLX 310 Cruiser

    5.0
    Superowner
    $300hour
    Charter 29ft Crownline Bowrider In Wildwood, NJ / Cape May, NJ
    Powerboats in Wildwood · 6 guests

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

    5.0
    $250hour
    Experience the Serenity of Sailing SV Magic
    Sailing in Mayo · 6 guests

    Experience the Serenity of Sailing SV Magic

    4.8
    $125hour
    Great Center Console for rent in Ocean City
    Powerboats in Ocean City · 6 guests

    Great Center Console for rent in Ocean City

    4.8
    $150hour
    Luxury Yacht | 13 PPL | $2000 4hrs
    Events in Washington · 13 guests

    Luxury Yacht | 13 PPL | $2000 4hrs

    5.0
    Superowner
    $500hour
    22' Bennington Pontoon | Best prices in DC + Jetski Add Ons
    Powerboats in Washington · 6 guests

    22' Bennington Pontoon | Best prices in DC + Jetski Add Ons

    5.0
    Superowner
    Best of 2023
    $185hour
    Enjoy our World Class Service aboard Sea Ray 540 Sundancer
    Events in Washington · 10 guests

    Enjoy our World Class Service aboard Sea Ray 540 Sundancer

    4.9
    Superowner
    Best of 2023
    $400hour
    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
    Sailing in Rock Hall · 6 guests

    Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

    5.0
    Superowner
    $150hour
    Enjoy the sights of Colonial Beach, VA ! Come boat with us!
    Events in Colonial Beach · 6 guests

    Enjoy the sights of Colonial Beach, VA ! Come boat with us!

    5.0
    $160hour
    ⭐️ 5-Star ⭐️ Enjoy Washington DC scenery 🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺
    Events in Washington · 6 guests

    ⭐️ 5-Star ⭐️ Enjoy Washington DC scenery 🔺ℕ𝕠 𝔸𝕕𝕕𝕚𝕥𝕚𝕠𝕟𝕒𝕝 𝔽𝕖𝕖𝕤🔺

    5.0
    Superowner
    $350hour
    Brand New 25ft Crownline for Charter in Stone Harbor!
    Powerboats in Stone Harbor · 6 guests

    Brand New 25ft Crownline for Charter in Stone Harbor!

    5.0
    $200hour
    Rent and Ride this 45' Sea Ray Sundancer Yacht in Washington, D.C.
    Events in Washington · 13 guests

    Rent and Ride this 45' Sea Ray Sundancer Yacht in Washington, D.C.

    5.0
    $300hour
    31' Chaparral 307 SSX Luxury Bowrider Rental in Edgewater, MD
    Powerboats in Selby-on-the-Bay · 12 guests

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

    5.0
    $250hour

    Chesapeake Bay Reviews

    1. JT

      James

      25' Starcraft w/ 300hp in Stone Harbor. Comfortable ride .

      John is fantastic and his boat was perfect. Very fun experience start to finish, with an accurate description of the boat itself (great ride), clear, friendly communication, incredibly convenient pick-up/drop-off, and attention to detail (safety guide on board, phone chargers, etc.). John’s boat is meticulously clean and clearly maintained very well. Overall perfect boat rental experience.

    2. Andrew

      Andrew

      25' Starcraft w/ 300hp in Stone Harbor. Comfortable ride .

      We had a great time out on the water and John’s boat ran perfectly. It was fully stocked with anything you’d need and had fresh water to wash your hands after hopping in and out of the water! Would definitely recommend.

    3. JA

      Jared

      Enjoy our World Class Service aboard Sea Ray 540 Sundancer

      I proposed to my girlfriend before the boat ride and we were running late. Captain Rod was extremely accommodating and added time to our boat ride so we had the full allotted time on the boat. When I book in the future I will book with Captain Rod again! It was perfect!

    4. RW

      Rex

      Enjoy our World Class Service aboard Sea Ray 540 Sundancer

      Captain Rod and his team are amazing! Great communication ahead of departure and the crew is incredibly attentive to their guests while on board. Thanks for a wonderful celebration!

    5. Ashraya

      Ashraya

      Bugatti JetBoat For Rent in Washington, District of Columbia - $350Hr

      Absolutely AMAZING time with Gerson and Abadi. Thank you!

    6. EF

      Ed

      2016 Regal 31' Cruise The Inner Harbor, Annapolis, Hart Miller Island

      Captain Evans is a seasoned professional. Safe,Informative. ETM

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