jolly-express-cruise-watermark-2023 jolly-express-cruise-watermark-2023

Jolly Express Cruise

Dates Available

See highlighted dates below.

$25/Adult $13/Child (11 and under)



Upcoming Dates

No bookings available at this time.


Annapolis' favorite holiday activity makes its return for the 2023 holiday season. Miss Anne will be adorned with reindeer spirit for an intimate 45-minute "sleigh ride" including hot cocoa, holiday music, and good cheer. Captain Santa is at the helm during this festive evening cruise on Spa Creek. Blankets will be available to stay warm and cozy. This is the perfect opportunity to start a family holiday tradition. In the spirit of the season, a portion of proceeds will be donated to Historic Annapolis.

Tickets may be available for walk-up purchases.

Want the boat to yourself? Contact our office for private cruise options! 410-268-7601 x 100 or

Please leave large strollers in your car if possible, as there is limited room aboard the boat.