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The Best Pontoon Rentals in Chesapeake Bay

Browse, book, and get out onto the water with local captains and boat owners.

Our Favorite Pontoon Rentals in Chesapeake Bay

4.9 (108 reviews)

•

Powerboats in Fort Washington · 10 guests
Luxurious Godfrey SweetWater Tritoon
4.9
$175/hour
Powerboats in Virginia Beach · 8 guests
Party Boat Rental Virginia Beach Charter 8 Seat Pontoon Boat Oceanfront FREE GAS
5.0
$75+/hour
Powerboats in Dewey Beach · 18 guests
The Best Tiki/bar Cruise of the Summer in Dewey Beach
4.0
$450/hour
Powerboats in Washington · 12 guests
Amazing 22' Pontoon in Washington D.C.
5.0
$150+/hour
Powerboats in Wildwood Crest · 12 guests
South Jersey Tiki Boat Wildwood Crest, NJ
5.0
$199/hour
Powerboats in Cape May · 18 guests
The Big Kahuna 18 Passenger Tiki Boat
5.0
$250/hour
Powerboats in Annapolis · 12 guests
26′ BENNINGTON PONTOON | Adventure Awaits | Seats 12
5.0
$194+/hour
Powerboats in Virginia Beach · 10 guests
2022 Avalon Tritoon!
5.0
$199/hour
Powerboats in Washington · 6 guests
Come Experience the ambient waters of the Potomac on the Sylvan MIRAGE Pontoon!
5.0
$185/hour
Powerboats in Virginia Beach · 10 guests
Sandbridge Pontoon Boat Rentals
5.0
$150/hour
Powerboats in Virginia Beach · 6 guests
Luxury Pontoon tours Serving Broad Bay Va Beach and Waterside Norfolk
5.0
$188/hour
Powerboats in Wildwood · 6 guests
24' Custom South Jersey Tiki Cruiser Boat for 6 person in Wildwood, New Jersey
5.0
$200/hour

Suggested Searches

This weekend $100-$300 trips 2-4 people Captained

Types of Boats Popular in Chesapeake Bay

Most Popular Yacht Rentals in Chesapeake Bay

Events in Washington · 8 guests
$300 per hour | 8 PPl | Water Activity + Grill BBQ | Monterey 322 Cruiser
5.0
Superowner
Best of 2025
$300/hour
Events in Washington · 8 guests
36' Carver Yacht on the Washington, DC waterfront
5.0
$300/hour
Events in Washington · 10 guests
45' Sea Ray Luxury Yacht Stewardess, Crew and Captain Provided
5.0
Superowner
Best of 2025
$600/hour
Events in Arlington · 6 guests
Bayliner Cruising Boat for 6 People in Washington, DC
5.0
$200/hour

Most Popular Sailboat Rentals in Chesapeake Bay

Sailing in Annapolis · 12 guests
JEHM of the SEA 2014 CATALINA 445 Sailboat for Amazing Day in Chesapeake Bay!
5.0
$250+/hour
Sailing in Annapolis · 12 guests
SLOWDOWN - DUFOUR 430
New
$250+/hour
Events in Washington · 13 guests
SEARAY SLX400 | $800hr | 13 People
5.0
Superowner
Best of 2025
$800/hour
Instant Book
Sailing in Annapolis · 10 guests
DOS MILAGROS Beneteau Oceanis 45 Sailing Yacht in Chesapeake Bay!
New
$232+/hour

Recent Reviews in Chesapeake Bay

Top Pontoon Rental Locations in the United States

How To Book on Getmyboat

4.9 out of 5! • 500,000+ reviews

Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

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