Sunset & Dinner Cruises in Maryland

15 boats available

The best out of 15 boat rental deals in Maryland - enter dates to check availability

Top Sunset & Dinner Cruises in Maryland Destinations

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Top Sunset & Dinner Cruises in Maryland

Maryland: 15 boats available

A Dare Inshore
A Dare Inshore
A Dare Inshore

A Dare Inshore

Ocean City • 22 ft • 4 persons

2 Hr – Sunset Cruise
2 hour trip • starts at 06:00 PM
Experience the ultimate adventure on the water aboard the 2017 Bulls Bay Bay Boat, fully restored in 2025 and based out of Ocean City.
2 Hr – Sunset Cruise
Instant confirmation
2 adults • 0 children
US $400
Backlash Outdoor Adventures
Backlash Outdoor Adventures
Backlash Outdoor Adventures

Backlash Outdoor Adventures

Pasadena • 25 ft • 6 persons

3 Hr – Sunset Over Baltimore Cruise
3 hour trip • starts at 05:00 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
Instant confirmation
2 adults • 0 children
US $50
Chasin Dreams Boat Tours
Chasin Dreams Boat Tours
Chasin Dreams Boat Tours

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
Instant confirmation
2 adults • 0 children
US $300
Day on the Bay Charters
Day on the Bay Charters
Day on the Bay Charters

Day on the Bay Charters

Ocean City • 30 ft • 6 persons

2 Hour Trip – Happy Hour
2 hour trip • starts at 04:00 PM
Join us for an unforgettable day on the water, where every moment is designed to create lasting memories.
2 Hour Trip – Happy Hour
Instant confirmation
2 adults • 0 children
US $275
Hot Pursuit Charter Fishing LLC
Hot Pursuit Charter Fishing LLC
Hot Pursuit Charter Fishing LLC

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
Ditch Hag Sportfishing Charters
Ditch Hag Sportfishing Charters
Ditch Hag Sportfishing Charters

Ditch Hag Sportfishing Charters

Baltimore • 41 ft • 6 persons

7 Hour – Bay Cruise
7 hour trip • starts at 02:00 PM
Set sail aboard the Ditch Hag, a beautifully restored 1980 Gene Travers 41ft Chesapeake Deadrise Downeast, based out of Baltimore.
7 Hour – Bay Cruise
Instant confirmation
2 adults • 0 children
US $700
Vista Lady Fish
Vista Lady Fish
Vista Lady Fish

Vista Lady Fish

Baltimore • 40 ft • 6 persons

3 Hr – Baltimore History & Sunset
3 hour trip • starts at 06:00 PM
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,
3 Hr – Baltimore History & Sunset
Instant confirmation
2 adults • 0 children
US $450
Coastal Guide Service LLC Bay Cruising
Coastal Guide Service LLC Bay Cruising
Coastal Guide Service LLC Bay Cruising

Coastal Guide Service LLC Bay Cruising

Ocean City • 28 ft • 6 persons

2 Hour – 4th Of July Fireworks
2 hour trip • starts at 08:30 PM
Set sail on a memorable adventure aboard the Coastal Guide Service LLC Bay Cruising, a 2001 Dusky 28 Center Console based out of Ocean City.
2 Hour – 4th Of July Fireworks
Instant confirmation
2 adults • 0 children
US $450
Saltwater Adventures Ocean City - Maryland
Saltwater Adventures Ocean City - Maryland
Saltwater Adventures Ocean City - Maryland

Saltwater Adventures Ocean City - Maryland

Ocean City • 25 ft • 6 persons

2 Hour Trip - Scenic Cruise (PM)
2 hour trip • starts at 02:30 PM
Discover the ultimate Ocean City adventure aboard the Saltwater Adventures custom-built ESB 251 Center Console.
2 Hour Trip - Scenic Cruise (PM)
Instant confirmation
2 adults • 0 children
US $295
ESCAPE on a Luxury Catamaran
ESCAPE on a Luxury Catamaran
ESCAPE on a Luxury Catamaran

ESCAPE on a Luxury Catamaran

Galesville • 43 ft • 6 persons

Sail Escape, LLC is a 2006 Robertson and Caine Leopard 43 Catamaran based out of Galesville.
Instant confirmation
trips fromUS $320
Running Tide Charters
Running Tide Charters
Running Tide Charters

Running Tide Charters

Ocean City • 25 ft • 6 persons

2 Hour Cruise - Explore The Bay
2 hour trip • starts at 04:00 PM
Step aboard Running Tide Charters and experience Ocean City like never before!
2 Hour Cruise - Explore The Bay
Instant confirmation
2 adults • 0 children
US $225
Fin N' Feather Chesapeake Bay
Fin N' Feather Chesapeake Bay
Fin N' Feather Chesapeake Bay

Fin N' Feather Chesapeake Bay

Baltimore • 34 ft • 6 persons

1 Hr – Personalized Trip
1 hour trip • starts at 04:00 PM
Step aboard Fin N’ Feather Chesapeake Bay, a beautifully restored 1998 Webbers Cove Custom Bay boat, and embark on an unforgettable maritime adventure!
1 Hr – Personalized Trip
2 adults • 0 children
US $125
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What boaters said about Sunset & Dinner Cruises in Maryland

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