Sunset & Dinner Cruises in Chesapeake Bay
20 boats available
The best out of 20 deals in Chesapeake Bay - enter dates to check availability
Top Sunset & Dinner Cruises in Chesapeake Bay Destinations
Top Sunset & Dinner Cruises in Chesapeake Bay
Chesapeake Bay: 20 boats available
Reelblessed Sportfishing
Hampton • 27 ft • 6 persons
3 Hour – Sunset Cruise
3 hour trip • starts at 06:00 PM
Step aboard Reelblessed Sportfishing, a 27-foot Sportcraft 272 designed for fun, comfort, and unforgettable experiences on the water. 3 Hour – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $400
US $400
SUV of the Seas – Virginia Beach,VA
Virginia Beach • 38 ft • 13 persons
2 Hr – Boating Adventure
2 hour trip • starts at 08:00 AM
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. "What a treat. It was a beautiful evening. Nice ride over to Chicks for dinner and then a lovely boat ride to watch the gorgeous sunset." — Ashley, 2 Hr – Boating Adventure
Instant confirmation
2 adults • 0 children
US $699
US $699
Havoc Charters
Virginia Beach • 38 ft • 21 persons
2 Hour Trip – Sunset Cruise
2 hour trip • starts at 06:30 PM
Havoc Charters is a 2007 Evans 38 bay boat based out of Virginia Beach. 2 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $375
US $375
Backlash Outdoor Adventures
Pasadena • 25 ft • 6 persons
3 Hr – Sunset Over Baltimore Cruise
3 hour trip • starts at 05:30 PM
Experience an unforgettable adventure with Backlash Outdoor Adventures, a 2001 Parker 2520 Pilothouse, cruising out of beautiful Pasadena. 3 Hr – Sunset Over Baltimore Cruise
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2 adults • 0 children
US $75
US $75
SeaEO III – Hampton,VA
Hampton • 38 ft • 13 persons
2 Hr – Boating Adventure
2 hour trip • starts at 08:00 AM
Set sail on an unforgettable adventure aboard the luxurious 2021 Axopar 37 XC Motor Yacht – your ultimate getaway from Hampton, VA. 2 Hr – Boating Adventure
Instant confirmation
2 adults • 0 children
US $699
US $699
Chasin Dreams Boat Tours
Baltimore • 30 ft • 6 persons
3 Hour – Weekday Pleasure Cruise
3 hour trip • starts at 05:00 PM
Set sail on the Chasin Dreams Sportfishing, a stunning 1978 Ricky Scarborough Custom Carolina Sportfishing boat based out of Baltimore. 3 Hour – Weekday Pleasure Cruise
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2 adults • 0 children
US $300
US $300
Hot Pursuit Charter Fishing LLC
Edgewater • 46 ft • 28 persons
3 Hour – Scenic Cruise
3 hour trip • starts at 05:00 PM
Embark on an unforgettable maritime adventure with Hot Pursuit Charter Fishing LLC! 3 Hour – Scenic Cruise
Instant confirmation
2 adults • 0 children
US $450
US $450
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.
Instant confirmation
trips fromUS $375
Four Winds Chartering
Hampton • 44 ft • 19 persons
2 Hour Cruising Tour
2 hour trip • starts at 08:00 AM
Step aboard Four Winds Chartering for a memorable adventure on the waters of Hampton! 2 Hour Cruising Tour
Instant confirmation
2 adults • 0 children
US $550
US $550
Reel Release Sportfishing
Virginia Beach • 30 ft • 6 persons
2 Hour – Sunset Cruise
2 hour trip • starts at 05:30 PM
Step aboard Reel Release Sportfishing, a beautifully restored 1992 Privateer 30ph Pilothouse, freshly upgraded in 2024 and based in vibrant Virginia Beach! 2 Hour – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $450
US $450
Triple OT Charters
Seaford • 28 ft • 6 persons
2 Hour Trip – Sunset Cruise
2 hour trip • starts at 06:00 PM
Triple OT Charters operates a 28’ Mako center console based out of Seaford, VA. 2 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $350
US $350
Afishinadovb Fishing Charters
Virginia Beach • 31 ft • 6 persons
2 Hour Trip – Sunset Cruise
2 hour trip • starts at 05:00 PM
Set off on an unforgettable adventure with Afishinadovb Fishing Charters, a classic 1988 Ocean Master 31CC Center Console based in Virginia Beach. 2 Hour Trip – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $400
US $400
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