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Find The Best Boat Rentals in Chesapeake, Virginia.

Page 2 of 227 listings

Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509
Sailing in Deltaville · 8 guests

Sail the Chesapeake Bay, Atlantic Coast or the Caribbean Islands in style! Charter this Jeanneau Sun Odyssey 509

New
$524+/day
MasterCraft Wakeboarding boat for rent in the hampton roads area of Virginia
Water Sports in Newport News · 8 guests

MasterCraft Wakeboarding boat for rent in the hampton roads area of Virginia

New
$150/hour
Book this new, 6 person Suntracker Pontoon
Powerboats in Virginia Beach · 6 guests

Book this new, 6 person Suntracker Pontoon

5.0
Snoozed - Active 02 Jan 2026

Chesapeake Reviews

  1. Todd

    Todd

    Book this new, 6 person Suntracker Pontoon

    Great communication, great boat, set us up for a wonderful time in the Bay!