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Special Events at Watermark in 2018

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.


Special Events Cruises and Tours in Annapolis & Baltimore Maryland



Light City Baltimore Cruises
Light City Baltimore is a festival of light, music and innovation. Now in its third year, Light City Baltimore is the only large-scale, international light festival in the United States, homegrown right here in Baltimore. Take a fun 60-minute light themed cruise around the Harbor to enjoy a different perspective of the festival.
April 14, 20, 21, 7 & 8:30 p.m.
$27/Adults, $12/Children 3-11, Free 2 & Under
Port: Baltimore


Light City Fireworks Cruises
Light City is capped off with a dazzling Fireworks show! Step aboard our yacht and watch from the water. A DJ will spin top hits and light bites will be served. Dancing, lights and a cruise...it's lit!
April 21, 10:30 p.m.-1:30 a.m.
$48/Adults 21 & Older
Port: Baltimore


Wine Fest Cruise to St. Michaels Cruise
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 28 & 29, 10 am-7 pm
$162/person Saturday - Sold Out!
$149/person Sunday - Almost sold out!
Port: Annapolis


Mother's Day Cruise - Annapolis
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 13, 1:30-3:00 pm & 3:30-5:00 pm

$37/Adults, $12/Children 3-11, Free 2 & Under
Port: Baltimore


Mother's Day Cruise - Baltimore
Your mom deserves a yacht! Meet her in the middle with a Mother's Day Cruise on an elegant yacht around the Baltimore Harbor. Includes a dessert buffet, special photo op area and drink specials.
May 13, 1:30-3:00 pm & 3:30-5:00 pm

$37/Adults, $12/Children 3-11, Free 2 & Under
Port: Baltimore


Blue Angels Demonstration Cruises - Sold Out!
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. Sold out but we do have a Wait List! Click the cruise name to sign up.
Practice Day: May 22, 1-3 pm
Air Show: May 23, 1-3 pm
$58/Adults $33 Children 11 & under
Port: Annapolis


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
$55/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


African American Heritage Tour
Explore the history and culture of African-Americans including Thurgood Marshall Memorial and Alex Haley Memorial. Part of the Frederick Douglass Bicentennial Celebration.
February 7, July 7, August 4, 1-3 pm
$20/Adults $10/Children 3-11 (2 & under free)
Port: Annapolis


6th Annual Dog Days of Summer Cruise
To benefit the SPCA of Anne Arundel County! Bring your four legged friends for a cruise with the SPCA and Watermark's crew. We'll have special treats for people and pets onboard.
July 19, 6-7:30 pm
$30/Adults, $15/Children 3-11, Free 2 & Under
Port: Annapolis


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 12, 9:30 a.m.-6:30 p.m.
$89/Adults, $40/Children 11 & under
Port: Annapolis


Thunderbirds Cruises
The United States Air Force Thunderbirds perform an impressive aerial show over the skies of Baltimore. The best view is from the Inner Harbor! Join us for a cruise and excellent viewing.
October 5, 6, 7
Adults $56, Children 11 & under $35 (Practice Day)
Adults $58, Children 11 & Under $35 (Demonstration Day) Port: Baltimore


Special Historic Hauntings
Take an Annapolis ghost tour with a period dressed guide. Includes a visit inside spooky rooms in a historic house. In partnership with Historic Annapolis.
7:30 pm & 8:00 pm
October 5 - 27: Fridays & Saturdays
$23/Adults, $13/Children 3-11, Free 2 & Under
Depart from Museum Store, 99 Main Street, Annapolis
Port: Annapolis


Great Chesapeake Bay Schooner Race
Watch the start of the Great Chesapeake Bay Schooner Race from one of our yachts! A seasoned sailor will join us and provide live narration of this annual event.
October 11, 12-3 pm
$55/Adults, $27/Children 11 & under
Depart from Annapolis Landing Marina (special parking instructions)
Port: 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 27, 9:15 a.m.-6:15 p.m.
$96/Adults, $40/Children 11 & under
Port: Annapolis


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.
December 8, 4:45-8:00 pm
$149 includes dinner & cruise
Begins and Ends at Severn Inn
Port: Annapolis


The Queen of All Food Drives
Support the Anne Arundel County Food Bank and watch the Eastport Yacht Club Lights Parade from one of our boats, docked at the end of City Dock. The boat 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 8, 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
Port: Annapolis


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, 7, 14, 15, 21, 22, 7-8:30 p.m.
$21/Adults / $12/Children ages 3-11 (under 2 free)
Departs from Information Booth at City Dock
Port: Annapolis


Jolly Express Cruise
Take a holiday inspired cruise aboard Miss Anne, adorned with reindeer spirit. Enjoy for a 45 minute “sleigh ride” cruise.
Fridays, Saturdays & Sundays in December
$23/Adults / $13/Children 11 & under Port: Annapolis


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.
December 31
$85/Adults 21 & Over
Port: Annapolis & Baltimore


Past Special Events

Annapolis in 100 Memorials - Complimentary Maryland Day Tour
Celebrate Maryland Day on this complimentary ramble in Annapolis' Historic District. Join lifelong Annapolitan and experienced Watermark guide Squire Richard for an unforgettable journey — inspired by a 1997 national conference which brought conservators of outdoor monuments to Annapolis. Copies of the conference brochure – “Pause to Remember” – highlighting 11 local monuments will be shared. Through the intense effort of sophisticated exploration plus a vivid imagination, 100 “memorials” have been identified!
Saturday, April 7, 10:30 am - 12:30 pm
Free! Annapolis


Tip: We will add more special events throughout the year like WRNR Rock 'N River Cruises. For updates, join our mailing list by filling in your name and email address in the "Stay Connected" box below.