In addition to our regular schedule of walking tours and Annapolis and Baltimore cruises, we also offer a wide selection of special event tours and cruises throughout the year. Our special events can coincide with the season, holidays, city festivals or our area partnerships. From music cruises to Blue Angels cruises to special Annapolis ghost tours, there's always something special happening with Watermark. Below, you'll find an overview of our current special events schedule.
Tip: Click on the red links to learn more about each event and book tickets.
Watermen’s Festival Cruise to St. Michaels
A special Day on the Bay to St. Michaels Cruise to attend the Annual Watermen’s Appreciation Day at the Chesapeake Bay Maritime Museum. Includes festival admission, donuts and non-alcoholic beverage on cruise over and sandwich and snack on the return cruise.
August 13, 9:30 a.m.-6:30 p.m.
$89/Adults, $38/Children 11 & under
Labor Day Weekend Music Cruises - Baltimore
Nice afternoon cruises aboard Raven featuring live acoustic music and a relaxing cruise. Pack a picnic and bring it on a 2-hour cruise or join us later in the afternoon for a 1-hour dessert cruise.
September 2 featuring The Days
September 4 featuring Bird River Band
Savor Summer Music Cruise
12:30 pm-2:30 pm
$35/Adults, $20/Children 3-11
Savor Summer Dessert Cruise
$27/Adults, $15/Children 3-11
Special Historic Hauntings
Take an Annapolis ghost tour with a costumed guide. Includes a tour inside spooky rooms in a historic house. In partnership with Historic Annapolis.
7:30 pm & 8:00 pm
October 6-28: Fridays & Saturdays
$22/Adults, $14/Children 3-11, Free 2 & Under
Depart from Museum Store, 99 Main Street, Annapolis
Oyster Festival Cruise to St. Michaels
A special late season Day on the Bay to St. Michaels to attend the Annual Oyster Festival at Chesapeake Bay Maritime Museum. Celebrate the Bay’s favorite bivalve and arrive by water! Includes festival admission. Complimentary non-alcoholic beverage and doughnut on morning cruise.
October 28, 9:15 a.m.-6:15 p.m.
$88/Adults, $40/Children 11 & under
Eastport Yacht Club Lights Parade Dinner & Dessert Cruise
An Annapolis Tradition. Enjoy dinner at Severn Inn followed by a dessert cruise aboard the luxurious Catherine Marie to watch the boats cruising, decorated with holiday lights in Spa Creek. Tickets coming soon.
December 9, 4:45-8:00 pm
$145 includes dinner & cruise
Begins and Ends at Severn Inn
Tickets Coming Soon
The Queen of All Food Drives
Support the Anne Arundel County Food Bank and watch the Eastport Yacht Club Lights Parade from Harbor Queen, docked at the end of City Dock. Queen is an excellent viewing platform for this fun tradition! With a donation to the Food Bank, you'll gain entry to the boat decked out in holiday lights and decor. Full cash bar on board.
December 9 5:30-8:30 pm
Donation of non-perishable food items, pet food items, or cash. Suggested donation value: $10/per person
Annapolis City Dock
Jolly Express Cruise
Take a holiday inspired cruise aboard Miss Anne, adorned with reindeer spirit. Enjoy for a 45 minute “sleigh ride” cruise.
Weekends in December + Christmas Day
$23/Adults / $13/Children 11 & under
Holiday Candlelight Stroll
Stroll through Annapolis with a festively attired guide and hear about holiday traditions. Includes tour in Hammond Harwood House for more seasonal spirit.
December 1, 2, 8, 15, 16, 7-8:30 p.m.
$21/Adults / $12/Children ages 3-11 (under 2 free)
Departs from Information Booth at City Dock
New Year’s Eve Fireworks Cruises
In Annapolis & Baltimore.
Elegant evening cruises on our finest yachts to enjoy the Fireworks and ring in 2018. Dancing, cocktails and light food. Offered on Raven in Baltimore and Catherine Marie in Annapolis. Tickets coming
African American Heritage Tour
Explore the history and culture of African-Americans including Thurgood Marshall Memorial and Alex Haley Memorial.
February 18, 1-3 pm
$18/Adults $10/Children 3-11 (2 & under free)
Gone but Not Forgotten Tour - Maryland Day Tour
Celebrate Maryland Day on this complimentary walking tour of Annapolis' historic district and the United States Naval Academy. Discover history that's gone but not forgotten. Led by lifelong Annapolitan and former Mayor of Annapolis Squire Richard Hillman.
Sunday, March 26 2:30-3:30 pm
Light City Baltimore Cruises
Light City Baltimore is a festival of light, music and innovation. Premiering in 2016, Light City Baltimore is the first large-scale, international light festival in the United States, homegrown right here in Baltimore. Take a fun 60-minute cruise around the Harbor to enjoy a different perspective of the light displays.
April 1 & 2, 7 & 8, 7 & 8:30 p.m.
$27/Adults, $12/Children 3-11, Free 2 & Under
Wine Fest Cruise to St. Michaels Cruise - Sold Out!
The best way to attend the Annual WineFest in St. Michaels! Cruise from Annapolis to St. Michaels on a yacht then attend the Festival. Includes a continental breakfast on cruise over, boxed meal on return cruise and admission to WineFest.
April 29 & 30, 10 am-7 pm
Mother's Day Cruise
Treat Mom to a beautiful Scenic Severn River Cruise on Cabaret II. Sweet treats for all guests onboard, Mom-inspired drink specials at the bar and a special place on the boat for the perfect photo op.
May 14, 1:30-3:00 pm & 3:30-5:00 pm
$37/Adults, $12/Children 3-11, Free 2 & Under
Acoustic Afternoon Lunch Cruise - Baltimore
$53/Adults, $30/Children 3-11
Rock the Harbor Cruise - Baltimore
Matt Davis of Charm City Radio is your host on this 3-hour cruise featuring Maryland's top original bands!
Thursday, June 1
Cruise to the St. Michaels BrewFest
Cruise over to St. Michaels from Annapolis and attend the St. Michaels BrewFest. The Beer Festival features over 100 beers, unlimited samples and live bands. Your ticket includes a commemorative pint glass.
10 am - 5:30 pm
WRNR Rock 'N River Cruise featuring Hippo Campus
The first of the 2017 season! Indie quartet Hippo Campus will rock the Harbor Queen.
7:30 -10:30 pm
Independence Day Fireworks Cruises - Annapolis
Enjoy the best seat in town aboard Harbor Queen for the spectacular fireworks aboard a Watermark yacht! Includes drink specials and light snacks for a bang up evening event.
July 3, 7:30-10:30 pm
$50/Adults $25/Children 11 & under
July 4, 7:30 - 10:30 pm
$54/Adults $30/Children 11 & under
Depart from Annapolis City Dock
Independence Day Fireworks Cruise – Baltimore
Watch the city of Baltimore’s annual 4th of July fireworks from the water. A fun way to spend the holiday!
July 4, 8-11 pm
$59/Adults, $39/Children 11 & under
Acoustic Afternoon Dessert Cruise - Baltimore
For July 4th weekend, enjoy a delicious BBQ lunch cruise onboard Raven. Local musicians will play acoustic tunes as you cruise the Harbor and enjoy your meal.
July 1 & 2 featuring The Days
$40/Adults, $23/Children 3-11, Free 2 & Under
WRNR Rock 'N River Cruise featuring Bay Ledges
The second live music cruise of the 2017 season! Bay Ledges will rock Harbor Queen. Skribe opens the show.
7:30 -10:30 pm