Holiday Events

Annapolis & Baltimore

candelight tour

Celebrate the holidays with Watermark®! We have so many wonderful holiday events to share with you in both Annapolis and Baltimore. Check them all out below.

Holiday Candlelight Stroll

Welcome the holidays with an evening walking tour of Annapolis. Glowing lanterns will light your way as you stroll around Maryland’s state capital, trimmed in greenery. Our period-attired guide will share holiday traditions of times past as you walk by colonial mansions, Victorian homes, and quaint shops. Bring home the holiday cheer with a goody bag of treats and George Washington’s famed eggnog recipe! Additionally, the tour is a wonderful way to share this charming city with your holiday guests.

We are also offering two ways to enjoy this tour virtually!

  1. A live virtual tour with our guide, including an interactive Q&A session. We have openings on December 7, 14, 16, 20, 21, 22, and 23.
  2. A prerecorded virtual tour that can be viewed at your leisure.

Contact us to schedule a virtual tour.

 

Captain Santas's Cruise

Jolly Express Cruise

Annapolis’ favorite holiday activity makes its return for the 2021 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. Bring your own cozy blanket to keep you warm. 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.

Make a night of it! Climb aboard for a 5:00pm Jolly Express Cruise, then grab a quick dinner at one of the many local restaurants in Annapolis. After that, stretch your legs with our Holiday Candlelight Stroll at 7:00pm.

Queen of All Food Drives

Queen of All Food Drives

Join us aboard Harbor Queen all decked out for the holidays to enjoy festive music, caroling by the Chesapeake Revelers, a beverage from our cash bar, and a front-row seat to the Lights Parade. Bring non-perishable food items, pet food, and/or a suggested monetary donation of $10 per person to this open house. All proceeds benefit the Anne Arundel County Food Bank. Thank you to the Annapolis and Anne Arundel County Chamber of Commerce for co-sponsoring this event!

Lights Parade

Lights Parade Holiday Package: Severn Inn Dinner & Catherine Marie Dessert Cruise

Gather your loved ones to dine at the Severn Inn. Then enjoy a spectacular dessert cruise aboard our luxury yacht, Catherine Marie, to watch the 2021 Eastport Yacht Club Lights Parade. Tickets include one complimentary glass of champagne for guests 21 and over as well as dinner and the cruise.

New Year’s Eve Cruises

Make your New Year’s Eve memorable with this special celebration on the water. Enjoy dancing, desserts, a live DJ, and a complimentary glass of champagne. Join us to ring in the New Year on an exclusive and fun cruise aboard a luxury yacht in Annapolis and Baltimore. This event is 21 and over.

We hope you will join us with your family and friends this winter to enjoy our festive holiday events!