Celebrate Treasured Chesapeake Traditions

Share

Save

Featured Places

Seafood Events and Festivals in Maryland
Seafood Events and Festivals in Maryland
Deal Island Skipjack Race
Deal Island Skipjack Race
Crab race
National Hard Crab Derby
Photo By: Patty Hancock Photography

At the heart of Maryland, you’ll find the Chesapeake Bay. Celebrate this national treasure, its people and our traditions at these amazing events.

 

Sailboat in Annapolis Photo By: Clark Vandergrift, OTD

1 Classic Wooden Sailboat Rendezvous & Race

September 21-24, 2018
Fun gathering of classic wooden sailboats at the National Sailing Hall of Fame. Includes a remote controlled model sailboat race, free talks, and a chance to board some of the boats. The race is held 9/23 at 11am.
Annapolis


More about Classic Wooden Sailboat Rendezvous & Race


Type:
Events


Location:
69 Prince George Street
Annapolis, MD 21401
410-295-3022


Learn More
Skipjacks sailing during the Choptank Heritage Skipjack Race

2 Choptank Heritage Skipjack Race

September 22, 2018
See the skipjack parade and watch the race from Long Wharf Park while enjoying great food, crafts, and even a radio-controlled skipjack regatta.
Cambridge


More about Choptank Heritage Skipjack Race


Type:
Events


Location:
Long Wharf Park
Cambridge, MD 21613
410-228-7141


Learn More
Power boat cruising the bay Photo By: TrawlerFest

3 TrawlerFest Baltimore

September 25-29
TrawlerFest is PassageMaker’s stand-alone series of boat shows, specifically designed for cruising-under-power enthusiasts. Nation’s best in-water display of new & pre-owned cruising powerboats, firstclass boating courses and in-water show.
Baltimore


More about TrawlerFest Baltimore


Type:
Events


Location:
Intersection of President & Aliceanna Sts.
Baltimore, MD 21202
954-761-7073


Learn More
sailboat Photo By: United States Sailboat Show

4 United States Sailboat Show

October 4-8, 2018
Bring the family to this world-famous sailboat show where you will find something for everyone; seminars, clothing & accessories, and boats of all sizes. Enjoy the many shops and restaurants in historic Annapolis.
Annapolis City Dock


More about United States Sailboat Show


Type:
Events


Location:
1 Dock Street
Annapolis, MD 21401
410-268-8828


Learn More
Couple sailing during the Mid-Atlantic Small Craft Festival Photo By: Chesapeake Bay Maritime Museum

5 Mid-Atlantic Small Craft Festival

October 6-7, 2018
People have been building boats on the Chesapeake for thousands of years. This festival gathers hundreds of amateur and professional boat builders in an amazing flotilla of fun.
St. Michaels


More about Mid-Atlantic Small Craft Festival


Type:
Events


Location:
213 N. Talbot St
St. Michaels, MD 21663
410-745-2016


Learn More
Young man steering a boat Photo By: Baltimore Boat Show

6 Blessing of the Fleet

October 6-7, 2018
Blessing of the Fleet commemorates the founding of Maryland on St. Clement's Island and the time-honored tradition of blessing the Southern Maryland watermen's fleet of boats. This celebratory event includes tours of St. Clements Island, Blackistone Lighthouse & St. Clement's Island Museum, live entertainment, free boat excursions, Southern Maryland food, local wine tastings, children’s activities, fireworks and more.
St, Clement's Island


More about Blessing of the Fleet on St. Clement's Island


Type:
Events


Location:
38370 Point Breeze Rd
Coltons Point, MD 20626
301-481-2801


Learn More
powerboat Photo By: United States Powerboat Show

7 United States Powerboat Show

October 11-14, 2018
Miles of docks exhibit everything from luxurious motor and ocean-going yachts and “down east” trawlers to high-performance powerboats and offshore fishing machines. On display are boats of every style from 8’ to 80’ including water toys of all types, express cruisers, inflatables, paddle boards, ski boats, trailerable powerboats, pontoons, and an extensive collection of center console fishing boats.
Annapolis


More about United States Powerboat Show


Type:
Events


Location:
1 Dock Street
Annapolis, MD 21401
410-268-8828


Learn More
 National Oyster Shucking Championships Photo By: St Mary's County

8 U.S. Oyster Festival

October 20-21, 2018
Now in its 52nd year, celebrate the opening of Maryland’s traditional oyster season at the U.S. Oyster Festival. Home of the National Oyster Shucking Championships and King Oyster.
St. Mary's County


More about U.S. Oyster Festival in St. Mary's County


Type:
Events


Location:
42455 Fairgrounds Road
Leonardtown, MD 20650
301-863-5015


Learn More
Featured Places
A Sailboat
01
Location:
69 Prince George Street
Annapolis, MD 21401
icon of a sailboat
02
Location:
Long Wharf Park
Cambridge, MD 21613
TrawlerFest logo
03
Location:
Intersection of President & Aliceanna Sts.
Baltimore, MD 21202
sailboat image
04
Location:
1 Dock Street
Annapolis, MD 21401
Small craft along the Miles River
05
Location:
213 N. Talbot St
St. Michaels, MD 21663
Blessing of the Fleet on St. Clement's Island
06
Location:
38370 Point Breeze Rd
Coltons Point, MD 20626
boat anchor
07
Location:
1 Dock Street
Annapolis, MD 21401
U.S. Oyster Festival Held in St. Mary's County
08
Location:
42455 Fairgrounds Road
Leonardtown, MD 20650
Browse Featured Places