Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Getmyboat Logo

    Browse Annapolis Boat Rentals

    5.0
    (586 Reviews)

    Page 2 of 2 • 45 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Parker Southwestern | Seats 6 | 23'
    Powerboats in Annapolis · 6 guests

    Parker Southwestern | Seats 6 | 23'

    New
    $125+/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
    Come take a cruise on the Annapolis Jet Boat
    Powerboats in Kent Narrows · 11 guests

    Come take a cruise on the Annapolis Jet Boat

    New
    $360/hour
    Half Day Private Sail on 44ft Leopard Catamaran | 4.5 Hours
    Sailing in Saint Michaels · 13 guests

    Half Day Private Sail on 44ft Leopard Catamaran | 4.5 Hours

    New
    $76/hour
    Chesapeake Bay Champagne Sunset Cruise | 62ft Ketch
    Sailing in Saint Michaels · 13 guests

    Chesapeake Bay Champagne Sunset Cruise | 62ft Ketch

    New
    $58/hour
    Chesapeake Bay Champagne Sunset Sail | 2 Hour Tour
    Sailing in Saint Michaels · 6 guests

    Chesapeake Bay Champagne Sunset Sail | 2 Hour Tour

    New
    $98/hour
    Experience the Charm of St. Michaels Aboard the 1935 Lady Patty 2hr Boat Tour
    Sailing in Saint Michaels · 13 guests

    Experience the Charm of St. Michaels Aboard the 1935 Lady Patty 2hr Boat Tour

    New
    $58/hour
    50′ VIKING - Your Chartered Experience Awaits!
    Events in Annapolis · 12 guests

    50′ VIKING - Your Chartered Experience Awaits!

    New
    $841+/hour
    26’ CREST TRITOON | Excellent Pontoon | Seats 12
    Powerboats in Annapolis · 12 guests

    26’ CREST TRITOON | Excellent Pontoon | Seats 12

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

    VIKO S 35 Sailboat in Deale

    New
    $298/hour
    VIKO 30 Premium Sailing Yacht In Deale, MD
    Sailing in Deale · 5 guests

    VIKO 30 Premium Sailing Yacht In Deale, MD

    New
    $925/day
    34ft Sailing Yacht in Annapolis, Maryland
    Sailing in Annapolis · 4 guests

    34ft Sailing Yacht in Annapolis, Maryland

    New
    $250/hour
    30' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 6 Guests Capacity
    Powerboats in Annapolis · 6 guests

    30' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 6 Guests Capacity

    New
    Snoozed - Active 25 Aug 2026
    45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity
    Powerboats in Annapolis · 32 guests

    45' Catamaran Tour Boat in Annapolis - BYOB Private Cruise - 32 Guests Capacity

    New
    Snoozed - Active 25 Aug 2026

    Top Destinations Nearby

    Annapolis Reviews

    1. Teresa

      Teresa

      Enjoy a Luxurious Boat Cruise on the Chesapeake Bay, Maryland

      We loved it, had a great time. Will definitely go again!

    About

    1. About Getmyboat
    2. Careers
    3. Media Inquiries
    4. Terms of Use
    5. Privacy Policy
    6. Cookies Policy
    7. Accessibility Statement
    8. Member Interface Agreement
    9. Sitemap
    10. Contact Us

    Learn More

    1. How It Works
    2. For Owners
    3. Mobile Apps
    4. Safety

    Experiences

    1. Boat Rentals
    2. Jet Ski Rental
    3. Fishing Charters
    4. Houseboat Rental
    5. Pontoon Rental
    6. Yacht Rental
    7. Sailboat Rental
    8. Bachelorette Party Boat Rental
    9. Party Boat Rentals

    Journal

    1. Company News
    2. Lifestyle
    3. Experiences Guide
    4. Destinations
    5. Tips for Renters and Owners

    Popular Destinations

    1. Miami
    2. Lake Lanier
    3. Lake Tahoe
    4. San Diego
    5. Lake Travis
    6. Newport Beach
    7. Chicago
    8. Lake Norman
    9. Key Largo
    10. Destin
    11. Marathon

    24/7 Live Support

    1. Help & FAQs
    2. +1 818 927 2148
    3. support@getmyboat.com

    Real reviews from happy Getmyboaters.

    4.9 out of 5! 500,000+ reviews

    • Download on the App Store
    • Get it on Google Play
    © Getmyboat 2026
    TermsPrivacy