We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

Getmyboat Logo

    Browse Chesapeake Bay Boat Rentals.

    5.0
    (1,723 Reviews)

    Page 6 of 8 • 178 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Charter 41ft S/Y Selina II Sloop in St. Michaels, Maryland
    Sailing in Saint Michaels · 6 guests

    Charter 41ft S/Y Selina II Sloop in St. Michaels, Maryland

    5.0
    $250-$349hour
    SeaDoo Switch Cruiser for Charter in Washington
    Powerboats in Washington · 6 guests

    SeaDoo Switch Cruiser for Charter in Washington

    New
    Superowner
    Best of 2023
    $200hour
    Family Yacht Sea Ray 340 in Virginia Beach area. Poquoson Va
    Events in Poquoson · 9 guests

    Family Yacht Sea Ray 340 in Virginia Beach area. Poquoson Va

    5.0
    $110hour
    30ft Bowrider! Enjoy a day on the water around the Chesapeake Bay in Maryland!
    Powerboats in Annapolis · 8 guests

    30ft Bowrider! Enjoy a day on the water around the Chesapeake Bay in Maryland!

    3.7
    Snoozed - Active 02 Jan 2025
    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
    $400hour
    Charter 42' Lagoon Catamaran in Annapolis, MD
    Sailing in Edgewater · 12 guests

    Charter 42' Lagoon Catamaran in Annapolis, MD

    New
    $400hour
    Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD
    Sailing in Rock Hall · 4 guests

    Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD

    5.0
    $150hour
    Wakeboarding $150 - 6 PPL
    Powerboats in Washington · 6 guests

    Wakeboarding $150 - 6 PPL

    New
    Superowner
    $150hour
    $275 HR | 8 People | Monterey 340 Sport Yacht
    Events in Oxon Hill · 8 guests

    $275 HR | 8 People | Monterey 340 Sport Yacht

    New
    Superowner
    $275hour
    Proline 23ft Center Console Fishing Boat for Charter in Suffolk
    Fishing in Hampton · 6 guests

    Proline 23ft Center Console Fishing Boat for Charter in Suffolk

    5.0
    Snoozed - Active 02 Jan 2025
    Canadian Electric Boat Company Fantail 217
    Powerboats in Norfolk · 10 guests

    Canadian Electric Boat Company Fantail 217

    New
    $90-$120hour
    Your Aquatic Escape: Bayliner 180 Bowrider Rental
    Powerboats in Arlington · 7 guests

    Your Aquatic Escape: Bayliner 180 Bowrider Rental

    5.0
    $125-$150hour
    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
    Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA
    Sailing in Norfolk · 6 guests

    Fish On! Rent Your 38ft Dawson Sportfish in Norfolk, VA

    New
    $725day
    Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!
    Fishing in Norfolk · 6 guests

    Fisherman’s Dream: 38ft Dawson Sportfish in Norfolk, VA!

    New
    $170hour
    Sail the Sea on the Pintita
    Sailing in Annapolis · 20 guests

    Sail the Sea on the Pintita

    New
    $500-$750hour
    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
    Water Cabana and Water Toys
    Adventures in Washington · 8 guests

    Water Cabana and Water Toys

    New
    Snoozed - Active 26 May 2024
    Gone Fishin’ Sport Fishing Charters - Cape May
    Fishing in Cape May · 6 guests

    Gone Fishin’ Sport Fishing Charters - Cape May

    5.0
    $113-$163hour
    44ft ''Four Winds'' Fishing Yacht in Hampton, Virginia
    Fishing in Hampton · 19 guests

    44ft ''Four Winds'' Fishing Yacht in Hampton, Virginia

    4.0
    $225hour
    2024 Brand New Pink Bentley Pontoon for Daily Charters in Washington DC
    Powerboats in Washington · 6 guests

    2024 Brand New Pink Bentley Pontoon for Daily Charters in Washington DC

    New
    $200hour
    EXCELSIOR - WASHINGTON, DC! CRUISE THE POTOMAC IN 5 STAR EXCELLENCE!!
    Events in Washington · 12 guests

    EXCELSIOR - WASHINGTON, DC! CRUISE THE POTOMAC IN 5 STAR EXCELLENCE!!

    New
    $400hour
    Instant Book
    Pontoon Boat for Rent in Washington
    Powerboats in Washington · 6 guests

    Pontoon Boat for Rent in Washington

    New
    $225hour
    Luxury cruise on the Potomac - Leave your stress in the wake!
    Events in Washington · 12 guests

    Luxury cruise on the Potomac - Leave your stress in the wake!

    New
    $475hour

    Chesapeake Bay Reviews

    1. Pamela

      Pamela

      Charter 41ft S/Y Selina II Sloop in St. Michaels, Maryland

      We booked this experience for my husbands birthday and it was PERFECT! The Selina II IS STUNNING, and Captain Iris and her crew were absolutely wonderful. Captain Matt was fantastic! He took such good care of us while we sailed across the Chesapeake Bay and celebrated with a couple of glasses of delicious champagne! Look no further and book the Selina II, you won’t regret it, it’s absolutely worth it !!

    2. BA

      Brittney

      Proline 23ft Center Console Fishing Boat for Charter in Suffolk

      My first time on a boat and it was absolutely amazing. He made sure we were comfortable. During the trip I began to get a little motion sick but he took care of me. Our trip couldn't have been better. Thank you so much making my birthday so fun and memorable.

    3. AM

      Alonna

      Family Yacht Sea Ray 340 in Virginia Beach area. Poquoson Va

      Bradford was wonderful!! He was friendly, personable and so pleasant! He made our trip thee very best and even took time to learn our names. We felt like we new him and he made us feel oh so safe! We will book again!!!

    4. 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 🛳.

    5. Jorge

      Jorge

      Your Aquatic Escape: Bayliner 180 Bowrider Rental

      Boat was exactly as shown. Orlando did great communicating. He accommodated reasonable changes and offered to re-schedule due to poor weather conditions.

    6. MP

      Mohan

      Fully Crewed Sailing Cruises Aboard 41' Sailboat in Rock Hall, MD

      Captain Rob made the trip memorable with the beautiful views of the Chesapeake sunset and anecdotes of the area and his marine career.

    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. Contact Us

    Learn More

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

    Experiences

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

    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! 385,000+ reviews

    • Download on the App Store
    • Get it on Google Play
    © Getmyboat 2024
    TermsPrivacy