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Browse Chesapeake Bay Boat Rentals.

4.9(Average of 1,642 reviews in this area)
Learn more about boating in Chesapeake Bay

All Chesapeake Bay Listings

Page 1 of 8 (189 listings)
Beautiful Chaparral 35ft Cruiser for rent in Washington, D.C.
Powerboats in Potomac River · 6 guests

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

5.0
$200hour
40ft Evans Fishing Charter Boat in Colonial Beach
Fishing in Potomac River · 6 guests

40ft Evans Fishing Charter Boat in Colonial Beach

New
$650day
Sweetwater Pontoon Boat for Rent in Virginia Beach 6 Adults FREE GAS
Powerboats in Chesapeake Bay · 6 guests

Sweetwater Pontoon Boat for Rent in Virginia Beach 6 Adults FREE GAS

4.9
$100hour
Maxum 2400 SE with captain in Washington DC ready to serve you!
Powerboats in Potomac River · 8 guests

Maxum 2400 SE with captain in Washington DC ready to serve you!

5.0
$200hour
Hurricane 23ft Deckboat for Private Charters in Ocean City
Powerboats in Chesapeake Bay · 6 guests

Hurricane 23ft Deckboat for Private Charters in Ocean City

5.0
$100person
2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland
Powerboats in Potomac River · 4 guests

2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

5.0
$120hour
Chaparral 21 H2O Sport Bowrider Rental in Virginia Beach, Virginia
Fishing in Chesapeake Bay · 8 guests

Chaparral 21 H2O Sport Bowrider Rental in Virginia Beach, Virginia

5.0
$100hour
Great Center Console for rent in Ocean City
Powerboats in Chesapeake Bay · 6 guests

Great Center Console for rent in Ocean City

4.8
$150hour
Rinker Captiva Bowrider Rental in Washington, District of Columbia
Powerboats in Potomac River · 6 guests

Rinker Captiva Bowrider Rental in Washington, District of Columbia

5.0
$150hour
24ft Maxum Powerboat for rent in Alexandria
Powerboats in Potomac River · 6 guests

24ft Maxum Powerboat for rent in Alexandria

5.0
$135hour
Power in Washington
Powerboats in Potomac River · 6 guests

Power in Washington

New
$225hour
22' Cape Craft 2200 DC Powerboat in Virginia Beach!
Powerboats in Chesapeake Bay · 6 guests

22' Cape Craft 2200 DC Powerboat in Virginia Beach!

5.0
$100hour
$150 HR | 8 people | Bayliner Deck Boat Rental in Washington, District of Columbia
Powerboats in Potomac River · 8 guests

$150 HR | 8 people | Bayliner Deck Boat Rental in Washington, District of Columbia

5.0
Superowner
Best of 2022
$150hour
Beneteau 41ft Sailing Charter in Annapolis, Maryland
Sailing in Potomac River · 8 guests

Beneteau 41ft Sailing Charter in Annapolis, Maryland

5.0
$200hour
41' Lagoon Cruising Catamaran in Maryland, United States
Sailing in Potomac River · 12 guests

41' Lagoon Cruising Catamaran in Maryland, United States

5.0
Superowner
Best of 2022
$349hour
Searay Sundancer 240 Cozy Cruiser in Washington DC
Powerboats in Potomac River · 4 guests

Searay Sundancer 240 Cozy Cruiser in Washington DC

5.0
$135hour
⚓️🛥️Instantly Book this Premium DC Waterfront Private Yachting Experience🍹☀️
Powerboats in Potomac River · 6 guests

⚓️🛥️Instantly Book this Premium DC Waterfront Private Yachting Experience🍹☀️

4.9
Superowner
Best of 2022
$250hour
Instant Book
Charter 29ft Crownline Bowrider In Wildwood, NJ / Cape May, NJ
Powerboats in Chesapeake Bay · 8 guests

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

5.0
$250hour
38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
Sailing in Potomac River · 6 guests

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

5.0
Superowner
Best of 2022
$150hour
2016 Regal 31' CruiseThe Inner Harbor, Annapolis, Hart Miller Island, discount weekday pricing
Powerboats in Potomac River · 8 guests

2016 Regal 31' CruiseThe Inner Harbor, Annapolis, Hart Miller Island, discount weekday pricing

4.9
Best of 2022
$225hour
Escape the Ordinary! 42' Sea Ray Sundancer
Events in Potomac River · 6 guests

Escape the Ordinary! 42' Sea Ray Sundancer

5.0
$350hour
BEST DAY EVER! CLEAN BOAT! HIGHLY EXPERIENCED CAPTAIN! $325/hr WEEKENDS $275 WEEKDAYS
Events in Potomac River · 6 guests

BEST DAY EVER! CLEAN BOAT! HIGHLY EXPERIENCED CAPTAIN! $325/hr WEEKENDS $275 WEEKDAYS

5.0
Superowner
Best of 2022
$325hour
🌊Double Jet Ski Rental🐟Twice the fun!!⚓A party on the water☀🌞☀
Water Sports in Chesapeake Bay · 3 guests

🌊Double Jet Ski Rental🐟Twice the fun!!⚓A party on the water☀🌞☀

5.0
$499day
2013 Bayliner 180 Bowrider 18' comfy and fun boat for rent in Washington District of Columbia
Powerboats in Potomac River · 6 guests

2013 Bayliner 180 Bowrider 18' comfy and fun boat for rent in Washington District of Columbia

5.0
$150hour

Chesapeake Bay Reviews

  1. AG
    Angela
    Chaparral 21 H2O Sport Bowrider Rental in Virginia Beach, Virginia

    The Owner was very responsive and prompt. Beautiful Boat! Great Experience!

  2. BN
    Brian
    2021 Tahoe T-16 Bowrider in Glen Burnie, Maryland

    Great to work with.

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

    I was hesitant booking a boat through this platform, until Troy instantly responded to any and all of my questions. Not only was the service prior to departure exceptional, the boat ride itself has left us wanting more. Every time we need a boat in DC we will be booking with Troy. He has my highest recommendation, he also went out of his way and provided cups, ice, and a bluetooth speaker. We will be back!

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

    Troy’s boat was clean, spacious, exactly as listed, and such good value! He was extremely accommodating, a great host, and made our experience worthwhile. We would absolutely choose Troy again in the future. If you’re on the fence about choosing a boat — pick this one! You won’t regret it.

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

    This has to be one of the best charters I have ever been on! Though the weather wasn’t the best (a little windy😫) … our captain did not skip a beat. He made us feel super comfortable and safe the entire time. Everything was very clean and organized. Definitely a vibe… chilled music… good food …and strong drinks 😂… we will be back!

  6. DW
    Danyel
    Sweetwater Pontoon Boat for Rent in Virginia Beach 6 Adults FREE GAS

    First off Captain Ricky is very kind and a gem in this world.We did a sunset cruise for our 1st wedding anniversary and it was nothing short of magical.He gave us a tour while we ate dinner onboard of gorgeous houses along the water with just enough background knowledge and little stories.He engaged us just enough as to not take away our intimate date. Then he let us play our wedding song through the boat speakers as we danced on the water.This continued as we passed restaurants and people cheered from decks and boats as we continued to dance into the sunset.It was a beautiful experience as all these people waved and acknowledged our special day!Upon returning from a brief ride on the ocean he slowed so that we could watch our wedding video and was very respectful of our once in a life time moment.We give Ricky a 100 out of 5 stars because he turned our cruise into a Disney movie that was crafted just for us. -Believer of True Love

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 has 189 listings for boating experiences in Chesapeake Bay with 1,642 reviews.

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