Cruises on the Chester River, with historic views of Chestertown, Maryland (Kent and Queen Anne’s Counties)

Reservations/Questions: 410-635-0321

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calendar-icon-1    Visit our Calendar for additional dates and information


Due to the earlier setting sun, “Casual Cuisine”
dinner cruises now run from 6:00 – 8:00 pm


Girls’ Night Out!
Thursday, September 26, 2019
with Guest Bartender, Dinky Harris

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available
$3 Specialty Drink – TBA


Friday, September 27, 2019

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Unavailable to the public September 28 – October 3


Friday, October 4, 2019

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Saturday, October 5, 2019

River Tour: 1:00 – 2:30 pm
Board: @12:45 pm (High St. Dock)
$20: 90-minute cruise
Cash Bar available

– – – – – – – – – – – – – – – – – – – –
Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Sunday, October 6, 2019
Special Brunch Cruise
to explore the Lower Chester River

Brunch Cruise: 12:30 – 3:00 pm
Board: @12:15 pm (Quaker Neck Landing)
$40: 2.5-hour cruise (brunch included)
Cash Bar available

Quaker Neck Landing Directions
GPS Address: 5500 Quaker Neck Landing Rd, Chestertown, MD 21620
Take MD-289 S./ Cross St. (turns into Quaker Neck Rd.;
pass the Country Club & Pomona Store)
Turn left onto Quaker Neck Landing Rd.
Continue to the end – arrive at Landing


Thursday, October 10, 2019

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Saturday, October 12, 2019

River Tour: 1:00 – 2:30 pm
Board: @12:45 pm (High St. Dock)
$20: 90-minute cruise
Cash Bar available

– – – – – – – – – – – – – – – – – – – –
Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Sunday, October 13, 2019

Brunch Cruise: 12:30 – 3:00 pm
Board: @12:15 pm (High St. Dock)
$40: 2.5-hour cruise (brunch included)
Cash Bar available


Girls’ Night Out!
Thursday, October 17, 2019 

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available
$3 Specialty Drink – TBA


Saturday, October 19, 2019

River Tour: 1:00 – 2:30 pm
Board: @12:45 pm (High St. Dock)
$20: 90-minute cruise
Cash Bar available


Saturday, October 19, 2019
Oyster Cruise

Oyster Cruise: 5:00 – 7:00 pm
Board: @4:45 pm (High St. Dock)
$40: 2-hour cruise (buffet meal included)
Cash Bar available


Sunday, October 20, 2019
Special Brunch Cruise
to explore the Lower Chester River

Brunch Cruise: 12:30 – 3:00 pm
Board: @12:15 pm (Quaker Neck Landing)
$40: 2.5-hour cruise (brunch included)
Cash Bar available

Quaker Neck Landing Directions
GPS Address: 5500 Quaker Neck Landing Rd, Chestertown, MD 21620
Take MD-289 S./ Cross St. (turns into Quaker Neck Rd.;
pass the Country Club & Pomona Store)
Turn left onto Quaker Neck Landing Rd.
Continue to the end – arrive at Landing


Thursday, October 24, 2019

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Friday, October 25, 2019

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Saturday, October 26, 2019

River Tour: 1:00 – 2:30 pm
Board: @12:45 pm (High St. Dock)
$20: 90-minute cruise
Cash Bar available

– – – – – – – – – – – – – – – – – – – –
Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available


Sunday, October 27, 2019
Special Brunch Cruise
to explore the Lower Chester River

Brunch Cruise: 12:30 – 3:00 pm
Board: @12:15 pm (Quaker Neck Landing)
$40: 2.5-hour cruise (brunch included)
Cash Bar available

Quaker Neck Landing Directions
GPS Address: 5500 Quaker Neck Landing Rd, Chestertown, MD 21620
Take MD-289 S./ Cross St. (turns into Quaker Neck Rd.;
pass the Country Club & Pomona Store)
Turn left onto Quaker Neck Landing Rd.
Continue to the end – arrive at Landing


Thursday, October 31, 2019

Casual Cuisine: 6:00 – 8:00 pm
Board: @5:45 pm (High St. Dock)
$35: 2-hour cruise (buffet meal included)
Cash Bar available



Downrigging View the Fleet Cruise
Friday, November 1, 2019

Cruise: 6:00 – 8:00 pm
Boarding: 5:45 pm @High Street Town Dock
$40/person (includes 2-hr cruise & buffet meal)
Cash Bar available


Downrigging Fireworks Cruise
Saturday, November 2, 2019

This cruise is now SOLD OUT


Downrigging Brunch Cruise
Sunday, November 3, 2019

This cruise is FULL – reservations CLOSED


Downrigging Supper Cruise
Sunday, November 3, 2019

Cruise: 4:00 – 6:00 pm
Boarding: 3:45 pm @High Street Town Dock
$30/person (includes 2-hr cruise & buffet meal)
Cash Bar available


Visit our CALENDAR for more available dates

calendar iconReservations are necessary on all cruises
Call 410-635-0321 or email us today!