Chesapeake Bay Boat Rentals & Tours
25 boats available
The best out of 25 boat tours & rentals in Chesapeake Bay - enter dates to check availability
Top Chesapeake Bay Destinations
Top Boat Rentals in Chesapeake Bay
Chesapeake Bay: 25 boats available
AM Services
Hampton • 35 ft • 6 persons
Experience the charm and comfort of the 1978 Ericson 34T Sailing Yacht "AM Services," expertly restored in 2018 for a modern and smooth sailing experience.
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trips fromUS $375
Hampton Roads Boat Company
Virginia Beach • 30 ft • 12 persons
Step aboard Hampton Roads Boat Company, a spacious 2016 Solidcraft Decker Pontoon perfect for unforgettable adventures on the waters of Virginia Beach.
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trips fromUS $555
Chasin Dreams Boat Tours
Baltimore • 30 ft • 6 persons
Set sail on the Chasin Dreams Sportfishing, a stunning 1978 Ricky Scarborough Custom Carolina Sportfishing boat based out of Baltimore.
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trips fromUS $300
Reel Release Sportfishing
Virginia Beach • 30 ft • 6 persons
Reel Release Sportfishing is a 1992 Privateer 30ph Pilothouse (restored in 2024), based out of Virginia Beach.
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trips fromUS $450
Havoc Charters
Virginia Beach • 38 ft • 21 persons
Havoc Charters is a 2007 Evans 38 bay boat based out of Virginia Beach. "Our Captain, Brandon, was excellent. I would book another trip with him and his mate." — Muriel,
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trips fromUS $350
Backlash Outdoor Adventures
Pasadena • 25 ft • 6 persons
Experience an unforgettable adventure with Backlash Outdoor Adventures, a 2001 Parker 2520 Pilothouse, cruising out of beautiful Pasadena.
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trips fromUS $100
Bay Hunter Charters
Shady Side • 45 ft • 38 persons
Experience an unforgettable adventure aboard Bay Hunter Charters, a spacious and well-equipped 45ft Downeast vessel based in Shady Side.
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trips fromUS $900
Hallocks Grace Charters
Shady Side • 42 ft • 6 persons
Set sail with Hallocks Grace Charters aboard the stunning 2002 Provincial 42 Downeast, docked in Shady Side, and experience the perfect blend of luxury, comfort, and adventure.
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trips fromUS $700
SUV of the Seas – Virginia Beach,VA
Virginia Beach • 38 ft • 13 persons
Experience luxury and adventure on the SUV of the Seas! This stunning 2021 Axopar 37 XC, located in Virginia Beach, VA, is the perfect vessel for a memorable day on the water. "We had a great boat tour of Norfolk and Norfolk Naval with Captain Hunter on the Brabus 31’." — James,
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trips fromUS $699
Triple OT Charters
Seaford • 28 ft • 6 persons
Triple OT Charters operates a 28’ Mako center console based out of Seaford, VA.
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trips fromUS $350
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