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Holiday Events at Watermark

The month of December is a fun time at Watermark. We really get in the holiday spirit and are always thinking of new ways to celebrate the season in the special places of Annapolis and Baltimore. This year, our popular holiday events return for another season and we've added in New Year's Eve Fireworks Cruises to cap off a great year! 'Tis the season to start thinking about the holidays!

Holiday Candlelight Stroll
- Take a cheerful walk through historic Annapolis with a period dressed guide who'll lead by candlelight. Your guide will share the origins of holiday traditions From the significance of evergreens, yule logs and even Christmas trees to the song "sing a song of sixpence, pocketful of rye..." there is no better way to get into the holiday spirit than a glimpse into what made Christmas what it is today. After a 1-hour stroll through downtown Annapolis, guests will step inside the Hammond Harwood House for an interior tour of the home, decorated for the holidays by garden clubs around the region. Did you know the Hammond Harwood House is a museum of 18th century architecture. The home is widely regarded for its collection of John Shaw furniture and Charles Willson Peale paintings.

December 4, 5, 11, 18, 19, 7-8:30 p.m., $20/Adults, $12/Children under 12
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Jolly Express Cruises - A Spa Creek sleigh ride! Captain Santa and his elf welcome you onboard the Miss Anne, decked out in her finest reindeer attire. Warm up with a cup of hot cocoa as you board -- peppermint schnapps available for adults! -- and settle in for a festive 45-minute cruise. Holiday music plays as you journey around wintry Spa Creek. We recommend advanced reservations as capacity is limited to 21 passengers per cruise. Santa driving a boat...does it get any more Annapolis?
Fridays, Saturdays, Sundays in December (except Dec. 12) at 6, 7, 8 p.m. + December 24 & 31, $23/Adults, $13/Children under 12
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Lights Parade Dinner & Dessert Cruise - An Annapolis tradition! Every year on the second Saturday in December, the Eastport Yacht Club Lights Parade lights up the Annapolis Harbor with boats intricately decorated with holiday lights. Everyone has their favorite viewing spot for the Parade -- ours is Catherine Marie. We invite you to enjoy a gourmet dinner at the waterfront Severn Inn. After your meal, step aboard Catherine Mariefor an elegant dessert cruise. With desserts by Ken's Creative Kitchen, a champagne toast, full bar and the Lights Parade as the backdrop, there's no better way to mark the holiday season.
Saturday, December 12th, 4:45-8:00 p.m., $142/person all inclusive
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New Year's Eve Fireworks Cruises - New this year! Let Watermark plan the party this New Year's Eve. Happening in Annapolis, ring in the New Year from the water. The city hosts a memorable Fireworks display at midnight. We'll take you out for a great view. Hosted on the elegant Catherine Marie. Cruise will include DJ entertainment, dancing, light snacks, full cash bar, party favors and decor. Invite your friends...we'll take care of the rest!
Thursday, December 31, 10 p.m. - 1 a.m., $78/Adults over 21
Learn More - Early Bird Discounts Available!

Candlelight Stroll and Jolly Express photos by Sabrina Raymond.