Watermark is once again bringing holiday cheer to Spa Creek with its popular Jolly Express cruises, offering a festive 45-minute boat ride aboard the Miss Anne in Annapolis.
These seasonal cruises feature holiday music, hot cocoa, and a chance to see the city’s waterfront from the water during the winter season.
### Holiday Cruises On Miss Anne
Each year, Watermark decorates the Miss Anne with reindeer-themed décor to create an intimate “sleigh ride” experience on Spa Creek. Captain Santa or Mrs. Claus takes the helm, adding a charming seasonal twist for families and visitors alike.
Blankets are provided to help guests stay warm, and alcoholic beverages are available for purchase for those who want to relax with a festive drink on board.
The Jolly Express has become a holiday tradition for many returning guests, and Watermark invites residents and visitors to make it part of their own seasonal celebrations. The cruise is designed to be family-friendly while still appealing to adults looking for a unique way to enjoy the holidays on the water.
### Schedule And Ticket Information
Jolly Express cruises are open to the public starting Saturday, November 22, and will operate on Fridays, Saturdays, and Sundays through the new year. Additional sailings are scheduled for Monday, December 22, Tuesday, December 23, and Wednesday, December 24.
Tickets are priced at $28 for adults and $15 for children. In the spirit of the season, a portion of the proceeds from the Jolly Express cruises will be donated to Historic Annapolis.
For reservations and more information, visit [watermarkjourney.com/events/jolly-express-cruise](http://watermarkjourney.com/events/jolly-express-cruise).
### Private Jolly Express Charters
Private Jolly Express cruises are also available for groups. Families, office teams, and friends can reserve the Miss Anne for holiday outings, office parties, or small celebrations on the water.
Private charters include the same festive décor and cruise experience, with the flexibility to tailor the event to your group’s needs.
Celebrate the season with a memorable holiday cruise on Spa Creek aboard the Miss Anne!
https://www.eyeonannapolis.net/2025/11/jolly-express-holiday-cruises-return-to-spa-creek-in-annapolis/