Join Watermark for an unforgettable holiday season! Annapolis becomes a winter wonderland, voted one of the “25 Best Christmas Towns in the U.S.” by Travel + Leisure. Watermark will share our charming city and this special time of year with visitors and residents alike. “Amidst the hustle and bustle of business, it’s important to pause and celebrate our cherished holiday traditions” said Jake Iversen, Watermark President. “These timeless customs remind us of what truly matters in our lives and in our work. We look forward to yet another wonderful holiday season!”
All aboard the Jolly Express! 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, and alcoholic beverages will be available for purchase. Private cruises aboard the Jolly Express are also available! This is the perfect opportunity to start a family tradition, switch up your office party, or gather your friends for the holidays. In the spirit of the season, a portion of proceeds will be donated to Historic Annapolis. Beginning November 24th, this event will take place Friday, Saturday, and Sunday evenings as well as Midnight Madness Thursdays. Tickets are $25/adult and $13/child. For reservations, please visit watermarkjourney.com/events/jolly-express-cruise.
Watermark’s traditional 90-minute Holiday Candlelight Stroll will lead you by lantern through the streets of Historic Annapolis. Stroll around Maryland’s historic State Capital trimmed in greenery, and walk with our period-attired guide, who will share holiday traditions of times past among colonial mansions, Victorian homes, and quaint shops. Bring home the holiday cheer with a goody bag of treats, including George Washington’s famed eggnog recipe! This event will take place Friday and Saturday evenings at 7:00 pm beginning November 24th. Tickets are $26/adult and $15/child. For reservations, please visit watermarkjourney.com/events/holiday-candlelight- stroll.
A hit in 2022, their Special Historic Holiday Tour with the Hammond-Harwood House will be available weekly this year! Hear the stories from the Holiday Candlelight Stroll, and step into the Hammond Harwood House as the final stop on your tour. There, enjoy authentic, colonial, holiday decorations provided by local garden clubs, and learn about early nineteenth-century holiday traditions. Cider will be served, and the Hammond Square Gift Shop will be open for holiday shopping at the end of the tour. This event will take place every Saturday from November 25th through December 30. Tickets are $29/adult and $15/child. For reservations, please visit watermarkjourney.com/events/special-historic holiday-tour.
Make your New Year’s Eve memorable with a special celebration on the water. Climb aboard for New Year’s Eve Yacht Parties in Annapolis and Baltimore. Enjoy a DJ, dancing, desserts, a complimentary glass of bubbly, and fireworks. Both cruises take place on Sunday, December 31st from 10:00 pm to 1:00 am. Tickets are $130/adult (21 and over only). For reservations in Annapolis, please visit https://watermarkjourney.com/events/new-years-eve-annapolis- fireworks-cruise. For reservations in Baltimore, please visit https://watermarkjourney.com/events/new-years-eve-charm-city-cruise.