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2021 Father's Day Activities

Things to do with Dad

By Darla Winstead - Macaroni Kid Annapolis June 17, 2021

Looking for something memorable to do with dad this Father's Day weekend?  Check out these events happening in Annapolis.  

CRUISES




Pirate Adventures on the Chesapeake

Sun., June 20
Sail times: 9:30, 11:00, 12:30, 2:00, 3:30, 5:00

Pirate Adventures of the Chesapeake
311 3rd St, Annapolis, MD 21403, Annapolis
410-263-0002

* Call for reservations.
* Dads and grandads ride free.
* Become pirates and ride a pirate ship.  

Beer & BBQ on the Bay for Father's Day

Sun., June 20
Noon - 2 PM (boarding begins at 11:45)

Annapolis Maritime Museum & Park
Departs from AMM Docks at 723 Second St., Annapolis
410-294-0104

* 2-hour cruise on the Wilma Lee.
* Includes meal from Mission BBQ and beer, soft drinks.

Father's Day Sailing Cruises

Sun., June 20
Father's Day Sails depart Annapolis: 11:00-1:00,
1:30-3:30, 4:00-6:00, and 6:30-8:30 Sunset Sail

Schooner Woodwind Annapolis Sailing Cruses
Sails from Annapolis Waterfront Hotel, 80 Compromise St., Annapolis
410-263-7837

* Book now to save your spot.




Annapolis Harbor & USNA Cruise

Sun., June 20
6 PM

Watermark
410-268-7601

* Make reservations on-line.






TOURS




Colonial Annapolis & Paca Garden Walking Tour

Sat., June 19 or Sun., June 20   Additional dates available
10:30 AM - 12:30 PM

Watermark
Tour Departs from: Market House Park, 25 Market Space, Annapolis

* Guided walking tour around Historic Annapolis and the Paca House Gardens.
* $26 adults/ $13 children

Colonial Annapolis Walking Tour

Sat., June 19 or Sun., June 20   Additional dates available
10:30 AM - noon

Watermark
Tour Departs from: Market House Park, 25 Market Space, Annapolis

* Guided walking tour around Historic Annapolis.
* $18 adults/ $8 Children



Architrex Walking Tour

Sun., June 20
6 PM - 8 PM

Watermark
Tour Departs from: Market House Park, 25 Market Space, Annapolis

* Guided walking tour to explore 300 years of architecture in Historic Annapolis.  
* $22 adult/ $10 children





African American Heritage Walking Tour

Sat., June 19   Additional dates available
1:30 PM - 3:30 PM

Watermark
Tour Departs from: Market House Park, 25 Market Space, Annapolis

* Guided walking tour offered in partnership with the Kunte Kinte-Alex Haley Foundation.
* Hear about famous Marylanders and the importance of the Underground Railroad.  
* $20 adults/ $5 Children

Historic Ghost Walking Tour

Sat., June 19   Additional dates available
8 PM - 9:30 PM

Watermark
Tour Departs from: Market House Park, 25 Market Space, Annapolis

* Hear spooky stories from your guide as you walk around and explore Historic Annapolis at night.  
* $20 adults/ $10 Children











FOOD




Ruth's Chris Steak House Brunch or Dinner

Sun., June 20
Brunch: 11 - 3   Dinner: till 9

Ruth's Chris Steak House
301 Severn Ave, Annapolis (Eastport)  
410-990-0033

* Call or make reservations online.
* Take out Brunch pre-order available.  
* Dads who dine in will receive a "Ruth's Favorite Dad" BBQ apron.

Flamant Father's Day Brunch

Sun., June 20
10:30 - 2:30

Flamant Restaurant
17 Annapolis St, Annapolis (West Annapolis)
410-267-0274

* Reservations recommended




Father's Day Breakfast at O'Loughlin's Restaurant

Sun., June 20
10 - 1

O'Loughlin's Restaurant 
1258 Bay Dale Dr., Arnold
410-349-0200

* Live music






Father's Day 3 Course Meal at Chart House

Fri., June 18 - Sun., June 20
Friday & Saturday 4:30 PM - 10:00 PM
Sunday Hours: 10:00 AM - 9:00 PM

Chart House
300 Second St., Annapolis
410-268-7166


Father's Day All Day Brunch at Severn Inn 

Sun., June 20

Severn Inn Annapolis
1993 Baltimore Annapolis Blvd., Annapolis  
410-349-4000

* $55 per person/ $27.50 per child


Father's Day is Sunday.

Many area restaurants have Sunday Bruch.  

Reservations suggested.