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Watermark's 2016 Special Events

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


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 Eve, Christmas Day, New Year’s Eve
$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 2, 3, 9, 16, & 17, 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 2017. Dancing, cocktails and light food. Offered on Raven in Baltimore and Catherine Marie in Annapolis.
December 31

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.

All photos by Sabrina Raymond.

Past Events (Most Will Return in 2017!)

African American Heritage Tour
Explore the history and culture of African-Americans including Thurgood Marshall Memorial and Alex Haley Memorial.
February 20 1-3 pm
$18/Adults $10/Children 3-11 (2 & under free)

ArchiTrex Tour – Complimentary Walking Tour
A part of Four Rivers Heritage Area’s Maryland Day celebrations. In partnership with Historic Annapolis and Spire Architecture, Annapolis Tours by Watermark is happy to debut its new architecture tour for Maryland Day. ArchiTrex is now on our public schedule!
March 19, 10 am
Free. No advanced reservations required.

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 & 8:30 p.m.
$27/Adults, $12/Children 3-11, Free 2 & Under

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 23 & 24, 10 am-7 pm
$145/person Saturday
$129/person Sunday

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 8, 1:30-3:00 pm

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

Blue Angels Demonstration Cruises - Annapolis
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 24, 1-3 pm
Air Show: May 25, 1-3 pm
$53/Adults $27 Children under 12

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
$48/Adults $25/Children under 12

July 4, 7:30 - 10:30 pm
$53/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

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!
August 17
6 pm
$32/Adults, 18/Children 3-11, Free 2 & Under

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 14, 9:30 a.m.-6:30 p.m.
$89/Adults, $38/Children under 12

WRNR Rock 'N River Cruise Featuring Barns Courtney
Barns Courtney will perform on Harbor Queen! A British singer/songwriter who splits the difference between Ed Sheeran's sensitivity, the big-footed stomp of early Mumford & Sons, and a keen moodiness.
Wednesday, August 10
7:30-10:30 pm

Blue Angels Demonstration Cruises – Baltimore
The Blue Angels come to Baltimore for the inaugural Maryland Fleet Week. Watch them soar over Fort McHenry and the Inner Harbor from a comfortable seat on a Watermark yacht.
Practice Days: October 13 & 14, 1-4 pm
$55/Adults, $35/Children under 12
October 15 & 16, 1-4 pm
$57/Adults, $35 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
September 30-Oct 29 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 29, 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.
December 10 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. The Chesapeake Revelers will provide live entertainment. Sponsored by the Anne Arundel County Chamber of Commerce.
December 10 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