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    Captain

    Browse Annapolis Boat Rentals

    4.9
    (492 Reviews)

    Page 2 of 2 • 35 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Experience the Charm of St. Michaels Aboard the 41ft S/Y Selina II Sl - 2 Hours
    Sailing in Saint Michaels · 6 guests

    Experience the Charm of St. Michaels Aboard the 41ft S/Y Selina II Sl - 2 Hours

    New
    $350hour
    32' Center Console - up to 6 Guests from Stevensville, MD
    Powerboats in Stevensville · 6 guests

    32' Center Console - up to 6 Guests from Stevensville, MD

    5.0
    $375hour
    Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!
    Events in Annapolis · 6 guests

    Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!

    5.0
    Snoozed - Active 02 Jun 2024
    Enjoy a Day on the Bay and Cruise the South River
    Powerboats in Annapolis · 6 guests

    Enjoy a Day on the Bay and Cruise the South River

    New
    $135-$160hour
    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
    $400hour
    You don't have to own a boat to enjoy one.
    Powerboats in Annapolis · 7 guests

    You don't have to own a boat to enjoy one.

    New
    $35person
    VIKO S 35 Sailboat in Deale
    Sailing in Deale · 6 guests

    VIKO S 35 Sailboat in Deale

    New
    $298hour
    Pristine Hooligan Departs from a Private Pier with a Captain and Fuel INCLUDED
    Powerboats in Annapolis · 5 guests

    Pristine Hooligan Departs from a Private Pier with a Captain and Fuel INCLUDED

    New
    $200hour
    Luxurious 51’ Flybridge Yacht
    Annapolis · 10 guests

    Luxurious 51’ Flybridge Yacht

    New
    $650hour
    34ft Sailing Yacht in Annapolis, Maryland
    Sailing in Annapolis · 4 guests

    34ft Sailing Yacht in Annapolis, Maryland

    New
    $250hour
    Bentley 220 Cruise Pontoon for rent in Edgewater
    Powerboats in Edgewater · 10 guests

    Bentley 220 Cruise Pontoon for rent in Edgewater

    New
    $400hour

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    Annapolis Reviews

    1. IP

      Irene

      Historical Annapolis Private Boat Cruise onboard a beautiful Swift Trawler!

      Luis is customer service friendly business owner. He helped to make my birthday celebration with friends very special. He took pictures for us and with us. Highly recommend using his yacht for a cruise 🛳.

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