Artistic rendering โ Event may differ
Jolly Express Cruise
Embark on Annapolis' beloved holiday tradition, the Jolly Express Cruise. This delightful 45-minute voyage on Spa Creek offers a magical 'sleigh ride' experience complete with holiday music and warm hot cocoa. Captain Santa or Mrs. Claus will guide the festively adorned Miss Anne, creating cherished memories for all aboard. It's an ideal way to kick off the holiday season and create lasting family traditions, with a portion of proceeds supporting Historic Annapolis.
What to Expect
Festive holiday cruise with Santa and hot cocoa.
Know Before You Go
- Tickets: $$ โ Get tickets
- Parking: Parking information is available on their customer service page.
- Accessibility: Most boats are handicap and wheelchair accessible, with the exception of Miss Anne and the Water Taxis. Not all bathrooms are wheelchair accessible. Contact 410-268-7601 x100 for specific needs.
- Pets: No pets allowed
Other Christmas Events Near Annapolis
Local Insight & Ratings
Family Friendly
Best For
Families, couples, holiday enthusiasts
Vibe
Festive, cozy, cheerful
Energy Level
Low
Budget
$$
Photo Friendly
Weather Sensitivity
Low
Special Events & Promotions
- Portion of proceeds donated to Historic Annapolis
Location
Event Details
Duration
45 minutes
Ages
All ages
Neighborhood
Annapolis City Dock
Timed Entry
Yes
Organizer
Watermark
Food & Drink
Hot cocoa included with ticket; snacks and beverages available for purchase on most cruises.
Quick Actions
Tips & Advice
- Book tickets online in advance, as walk-up availability is limited.
- Consider leaving large strollers in your car due to limited space on board.
- Children's tickets are for ages 11 and under.
- Private tours are available for up to 21 passengers if you wish to book the entire boat.
- A portion of the proceeds from ticket sales is donated to Historic Annapolis.
Frequently Asked Questions
Can I bring my own food and beverages?
Guests are welcome to bring snacks or sandwiches, but beverages are not permitted. Light snacks, beverages, and cocktails can be purchased at the River Run Bar on most cruises.
What is the weather policy?
Cruises operate rain or shine. If Watermark cancels due to severe weather, guests will be notified and refunded in full.
Are the boats safe?
All vessels are U.S. Coast Guard inspected and certified, equipped with emergency life jackets.
Can I bring my dog?
Dogs are not permitted on special event cruises like the Jolly Express Cruise.
Are strollers allowed?
Yes, strollers are welcome aboard the tour boats and the cruises are very family-friendly.
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.