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.
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
Blue Angels Demonstration Cruises - Annapolis - Sold Out!
Our Blue Angels Cruises are sold out. You may join our wait list and be notified if additional tickets are released. The Navy’s Blue Angels perform aerial demonstrations over the Severn River as a part of Commissioning Week for USNA. Watch the show from the water on a Watermark yacht.
Practice Day: May 23, 1-3 pm
Air Show: May 24, 1-3 pm
$53/Adults $27 Children under 12
Wednesday Night Races Cruises
Wednesday Night Sailboat Races are an Annapolis staple. Watch the races onboard Harbor Queen and nosh on happy hour appetizers. The River Run Bar is open too!
May 31, June 21, July 19, August 9
$32/Adults, 18/Children 3-11, Free 2 & Under
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
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 under 12
July 4, 7:30 - 10:30 pm
$54/Adults $30/Children under 12
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 under 12
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, a continental breakfast 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 under 12
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 under 12
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
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 under 12
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 soon.
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
Tip: We will add more special events throughout the year like WRNR Rock 'N River Cruises and a Dog Days of Summer Cruise to benefit the SPCA of Anne Arundel County. For updates, join our mailing list by filling in your name and email address in the "Stay Connected" box below.