Chesapeake Bay Boat Rentals & Tours
14 boats available
The best out of 14 boat tours & rentals in Chesapeake Bay - enter dates to check availability
Top Chesapeake Bay Destinations
Top Boat Rentals in Chesapeake Bay
Chesapeake Bay: 14 boats available
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.
Instant confirmation
trips fromUS $300
Richmond • 24 ft • 7 persons
Goober Time Guide Service is a 2020 Angler Quest 824 Striper Pontoon based out of Richmond.
Instant confirmation
trips fromUS $300
Virginia Beach • 38 ft • 21 persons
Havoc Charters is a 2007 Evans 38 bay boat based out of Virginia Beach.
Instant confirmation
trips fromUS $350
Baltimore • 40 ft • 6 persons
Set sail on Vista Lady Fish, a 40' Robbins Bay boat built for both comfort and performance. "I’ve been on 3 trips aboard Vista Lady and all were a great experience!" — BoatBooker Member,
Instant confirmation
trips fromUS $450
Seaford • 28 ft • 6 persons
Triple OT Charters operates a 28’ Mako center console based out of Seaford, VA.
Instant confirmation
trips fromUS $350
Hampton • 38 ft • 13 persons
Set sail on an unforgettable adventure aboard the luxurious 2021 Axopar 37 XC Motor Yacht – your ultimate getaway from Hampton, VA.
Instant confirmation
trips fromUS $699
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.
Instant confirmation
trips fromUS $699
Hampton • 44 ft • 16 persons
Step aboard Four Winds Chartering for a memorable adventure on the waters of Hampton!
Instant confirmation
trips fromUS $550
Virginia Beach • 31 ft • 6 persons
Set off on an unforgettable adventure with Afishinadovb Fishing Charters, a classic 1988 Ocean Master 31CC Center Console based in Virginia Beach.
Instant confirmation
trips fromUS $400
Edgewater • 46 ft • 28 persons
Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC!
Instant confirmation
trips fromUS $450
View all boating charters
See all 14 boats in Chesapeake Bay