Hop on board the schooner America, the grand, 139-foot replica of the yacht that started the America's Cup tradition in 851 by defeating the British in the "100 pound Cup." The America will be on the Bay in the month of September as part of the kickoff tour for the 2017 America's Cup in Bermuda. See for contact information.


Sept 5th-6th

Chesapeake Bay Maritime Museum,

St. Michaels 


Sept 7th

Sultana Education Foundation,



Sept 8th-9th

U.S. Naval Academy,



Sept 10th-11th

Chesapeake Bay Maritime Museum,

St. Michaels 


Sept 12th-17th

National Sailing Hall of Fame,



Sept 18th

Tred Avon Yacht Club,






Sept. 15th-18th

Newport International Boat Show  

Newport Harbor, Newport, R.I. 



Sept. 23rd-25th

Jersey Shore Boat Sale & Expo 

First Energy Park, Lakewood, N.J. 


Sept. 27th- Oct. 1st


Bay Bridge Marina, Stevensville Md. 



Sept. 29th-Oct. 2nd

Atlantic City In-Water Powerboat Show  

Farley State Marina, Atlantic City, 


Oct. 6th-10th

U.S. Sailboat Show 

City Dock, Annapolis 



Oct. 13th-16th

U.S. Powerboat Show

City Dock, Annapolis 





Big Bands on the Bay
7-10 p.m. Ocean View Beach Park, Norfolk.


Friday Concert Series

8 p.m. Smithfield Times Gazebo, Smithfield, Va .


Groovin' in the Park

6-8 p.m. Deltaville Maritime Museum


Music at Quiet Waters Park
Saturdays through Sept. 4, 6 p.m.
Quiet Waters Park, Annapolis.


Music Under the Stars
7 p.m. Taber Park, Urbanna, Va.


Rhythms on the Riverwalk

Fridays, 6:30-8:30 p.m.

Riverwalk Landing, Yorktown, VA.






Miles River Yacht Club, St.Michaels, MD.



Miles River Yacht Club, St.Michaels, MD.


Sat. races at 10:30 a.m. and 2 p.m.

Sun. races start at 10:30 a.m. 





Hard Crab Derby   

Famous crab races, a parade, a crab cooking and picking contest, carnival rides and games, crafts, live entertainment, fireworks and more.

Somers Cove Marina, Crisfield, Md. Thurs. 6-10 p.m.; Fri. 9 a.m.-8 p.m.; Sat. 7:30 a.m.-8:30 p.m.; Sun. 8 a.m.-10 p.m.



3rd, 10th

Thomas Point Lighthouse Tours   

A boat ride and guided tour of Thomas Point Lighthouse.

Annapolis Maritime Museum, Annapolis. 9 and 11:30 a.m.




CBMM Boat Auction   

More than 100 boats from sailing dinghies to cabin cruisers are up for sale on the auction block at Chesapeake Bay Maritime Museum's annual boat auction. There will be a tag sale, barbeque and beer as well. Chesapeake Bay Maritime Museum, St. Michaels, Md. Gates open at 8 a.m.; auction 11 a.m. 410-745-2916



Boardwalk Arts and Crafts Festival   
Browse through local artists' booths along the boardwalk, and find gorgeous pottery, glass, watercolor and more. Colonial Beach, Va. 9 a.m-5 p.m.



Annapolis Labor Day Regatta

Annapolis Yacht Club and Eastport Yacht Club team up for an exciting end-of-season regatta complete with PHRF and Junior racing, and of course, after parties.



57th Annual Skipjack Race and Festival

The Deal Island-Chance Lions Club hosts this annual end-of-summer event, featuring live music, skipjack races, food, auctions, docking activities and fishing contests.

Chance, Md. Sat. 4 p.m.; Sun. 9:30 a.m.-11 p.m.;

Mon. 7 a.m.-7 p.m. skipjack races 9:30 a.m.



7 th -11 th

Hatteras National Rendezvous   

Check out a plethora of gorgeous yachts on display and enjoy food, seminars, speakers and even a yoga class.

Harbor East Marina, Baltimore.


9 th

Bay Seafood Festival   

Come by land or sea to this all-you-can-eat seafood festival with live entertainment, a raffle and auction, and a free water taxi to bring boaters ashore. Advance tickets required.

Camp Kekoka on Indian Creek, Kilmarnock, Va. 4:30-10 p.m.



9 th -10 th

Mathews Market Days   

Have fun of all kinds in Mathews, with an art show, crafts demonstrations, live entertainment, crab race, pet parade and an outdoor dance.

Village Green, Mathews, Va. 9 a.m.-5 p.m.



9 th -10 th

National Capital Leukemia Cup Regatta   

This annual PHRF and one-design regatta raises big bucks for the Leukemia and Lymphoma Society.

Washington Sailing Marina, Alexandria, Va.

Call for details. 703-399-2957


10 th

Wye Island Regatta   

All person-propelled boats (canoes, kayaks, outriggers, etc.) are welcome to compete in this 13.1-mile race around Wye Island. Wye Landing, Wye Mills, Md. 8:30 a.m.




10 th


Cruise to one of the Bay's great anchorages for a giant raft-up, concert and party all rolled into one. The Eastport Oyster Boys will head up the entertainment from the "mother ship," where you can kayak, dinghy, paddleboard or sail into the floating "slosh pit." Concert is free, but donations kindly accepted and will raise money for the Midshore Riverkeeper Program. Follow the Eastport Oyster Boys on Facebook for more details, or visit

10 th

Oyster Roast and Dance   

Come for the oysters, stay for the music and dancing at this annual museum fundraiser.

Deltaville Maritime Museum, Deltaville, Va. 5-9 p.m.


10 th

Summer Send-Off    

Bid farewell to summer with a block party on Main Street.

Cambridge, Md. 5-10 p.m.



10 th -11 th

Maryland Seafood Festival
Eat, drink and be merry at this annual showcase for local and regional purveyors of Bay delicacies. Events include the Capital newspaper's crab soup cook-off (Saturday), plus live music, arts and crafts vendors, exhibits, contests and demonstrations.
Sandy Point State Park, Annapolis. Sat. 10 a.m.-9 p.m.; Sun. 10 a.m.-7 p.m.


12 th

Boating Party 

Dance the night away (and enjoy dinner and drinks) at Navy Point during the Chesapeake Bay Maritime Museum's annual fall gala fundraiser.

Chesapeake Bay Maritime Museum, St. Michaels, Md. 5:30-10 p.m.


16 th  

Tour the Shore Kayak Series  

Paddle with the Mid-shore Riverkeepers along peaceful Robins Creek, next to the Eastern Shore Land Conservancy's Lynch Preserve off the Choptank River.

Preston, Md. 4-6:30 p.m.



17  th

Spa Creek Paddlefest   

Grab your boards and spend the day on Spa Creek in Annapolis with other SUP-heads to raise money for the Spa Creek Conservancy and its clean water initiative. There will be a guided tour of the creek, fun and games for all ages, food, BBQ and beer, live music and admittance to EcoFest. Capital SUP, Annapolis. 11 a.m.-4 p.m.


17 th

Antique and Traditional Small Boat Show   

Gaze at a fleet of beautiful classic boats, with both land and in-water displays, a nautical flea market, boating vendors, music, a food and beer garden and rides on the Elva C . Reedville Fishermen's Museum, Reedville, Va. 10 a.m.-4 p.m.


17 th

ElfCrab Feast

Support the historic yacht Elf at its annual fundraising crab feast, complete with gobs of crabs and other foods, live music, a silent auction and more. Cherry Grove Farm, Earleville, Md. 1 p.m. R.S.V.P. by September 14.



17 th

Hampton Roads Sunfish Challenge   

Open to all dinghy sailboat racers-a 12-mile dinghy race from Willoughby Bay to Middle Ground light and back.



17 th

Boatyard Beach Bash   

Party it up, Jimmy Buffet style while raising money for the Annapolis Maritime Museum. Annapolis Maritime Museum, Annapolis. 5-10 p.m.


17 th

Music on the Nanticoke   

Bring your lawn chairs and a picnic basket for a free waterfront concert.

Water Street, Vienna, Md. 4-7 p.m.



17 th

Rappahannock Riverfest   

All-you-can-eat crabs and barbecue, live music and entertainment. Tickets must be purchased in advance.

Fairgrounds, Fredericksburg, Va. 4-8 p.m.


17  th

International Coastal Cleanup
Join over 800,000 volunteers around the world in cleaning up the earth's waterways. There are plenty of clean-up efforts here on the Bay. Find the nearest volunteer effort near you here:


17 th

Hospice Cup Regatta   

PHRF racing, beginner racing in the "Hospice" class, a festive post-race party, and a dinghy poker run all mark this popular annual fundraising regatta.
Annapolis. Poker run at Bert Jabin Yacht Yard, noon-5 p.m. Shore Party 5-9 p.m.



17 th

Run What You Brung Regatta   

Circumnavigate Kent Island in this fun regatta that coincides with a full moon and ends with a great party.

Preregistration required. Mears Point Marina, Kent Narrows, Md. Race begins at 9:30 a.m. 



17 th

Coastal Arts Market   

Handmade crafts only at this arts market, including painting, photography, clothing, jewelry and woodwork.

Port of Leonardtown Park, Leonardtown, Md. 9 a.m.-3 p.m. 240-309-0686


17 th -18 th

King St. Arts Festival 

Stroll through Old Town Alexandria's open-air festival of the arts, with demonstrations, historic architecture, a children's activity area and food. King Street, Alexandria, Va. Sat. 10 a.m.-7 p.m.; Sun. 10 a.m.-5 p.m.




18  th

Corsica Watershed Awareness Day    
Enjoy tours of the historic Bloomfield farmhouse, hayrides, games, food, children's activities and live music at this annual festival to raise funds for the Corsica River Conservancy and educate about restoration.

Corsica River Yacht Club, Centreville, Md. Noon-4 p.m. 

18 th

Calvert County Watermen's Festival      

Grab a spot on the bleachers for a fierce docking competition and watermen's celebration.

Watermen's Wharf, Solomons, Md. Noon.



18 th

C.R.A.B. Free Sail   

Disabled individuals and their families are welcome to sail on the C.R.A.B. fleet for free.

Sandy Point State Park, Annapolis. 9:30 a.m.-2:30 p.m.



22 nd

Marine Museum Pub Night  

It's pub night! Come sing sea chanteys, and enjoy spirits and hearty cheer! Calvert Marine Museum, Solomons, Md. 7-9 p.m. 410-326-2042


23 rd

Chestertown Riverfest   

This afternoon festival at Wilmer Park will feature a cardboard boat regatta (3 p.m.), a paddle poker run, live music, children's activities, a paddle expo, and the lighting of a large, floating, solar-powered sculpture at sunset. Wilmer Park, Chestertown, Md. Noon-9 p.m. 410-778-6300


23 rd -24 th

Guinea Jubilee   

Crafts vendors, crab walk/run, bike rides, a car show, entertainment, crab pot pulling and anchor-tossing contests, karaoke and fireworks. Abingdon Ruritan Fairgrounds, Bena, Va. Fri. 3-10 p.m.; Sat. 9 a.m.-9:15 p.m.



24  th

Cruising the ICW Seminar   

Have you dreamt about taking a trip down the ICW? Chesapeake Bay Media presents a 3-hour seminar covering many of the important details about making this trip and answers most of your important questions regarding provisioning, budgeting, boat and crew preparation, navigation and helpful applications and publications.

Our presenters include Jody Argo Schroath, Senior Editor of Chesapeake Bay Magazine with a dozen ICW trips under her belt, and Tom Hale who made the trip as co leader of the SAIL ICW Rally in 2014 and 2015.
RSVP to or call 410-263-2662. 
Spring Cove Marina, Solomons, Md.

24 th

Taste of Smith Island   

Cruise from Crisfield to Smith Island, where you'll dine on excellent seafood and Smith Island Cake, plus enjoy a visit to the Smith Island Center. Cruise departs from Somers Cove Marina, Crisfield, Md. 3:30 p.m.

Tickets required. 410-425-3351



24 th

Cantina Cup   

Race in dinghy, one-design or big-boat fleets in D.C. to raise money for DC Sail's youth programs, then gather on shore for the after party. Washington, D.C. 202-547-1250


24 th

St. Mary's Riverfest   

Visiting tall ships, live music, Bernie Fowler's Wade-in, a paddle-in, painting, exhibits, crafts vendors, food, drinks and plenty of fun for the whole family. St. Mary's City, Md. 11 a.m.-4 p.m. 301-737-2903


24 th

Dock Day on the Bay   

Head to Crisfield, Md., for a blessing of the fleet, live music, cooking and fishing demonstrations, historic fishing boats on display, arts and crafts and children's activities. Somers Cove Marina, Crisfield, Md. 11 a.m.-4 p.m.



24 th

Choptank Heritage Skipjack Race   
Check out Chesapeake Bay skipjacks at the dock, then watch
them race along the Choptank River, all while enjoying fun shoreside activities.

Cambridge Creek, Cambridge, Md. 10 a.m. 410-228-7141


24 th

12-Ounce Regatta   

The Chesapeake Outdoor Group hosts this goofy regatta made up of model beer-can boats (kids have a root beer class), plus a fun party with live music and food. Eastport Democratic Club, Annapolis. 9:30 a.m.-7 p.m.


24  th  -25  th

Pirate Adventure Weekend    
Head to the Maryland Renaissance Festival and meet all sorts of salty characters at this pirate-themed weekend.

Crownsville, Md. 9:30 a.m.-5 p.m.



24 th -25 th

Classic Wooden Sailboat Race   
Tour classic wooden boats at the National Sailing Hall of Fame Saturday, then watch them race in Annapolis Harbor on Sunday. Annapolis. Saturday 10 a.m.-5 p.m. Sunday race, 11 a.m.


24 th  -25 th

Yorktown Folk Festival   

Lots of live entertainment, plus art displays and vendors, and performances by local and regional artists.

Watermen's Museum, Yorktown, Va. Sat. 10 a.m.-8 p.m.; Sun. 10 a.m.-8 p.m.



Sept. 24 th -Oct. 2 nd

Build Your Own Kayak and Paddle   

Learn the basics and then build your own lightweight, skin-on-frame kayak and Greenland paddle during this nine-day workshop at the Chesapeake Bay Maritime Museum.

St. Michaels, Md.  8:30 a.m.-5 p.m.



25 th

Dorchester Showcase   

Skipjack rides, lots of live music, artwork galore, plus food, children's activities and more. High Street, Cambridge, Md. Noon-5 p.m. 410-228-7782


Sept. 27 th -Oct. 1 st


Demonstrations, seminars, entertainment, and both new and used trawlers for sale.

Bay Bridge Marina, Stevensville, Md.10 a.m.-5 p.m. 888-487-2953



Mermaid's Kiss Oyster Fest   

This popular fundraising event features unlimited food and drink tastings from the region's top seafood restaurants and aquaculture farms around  the Bay, all to raise funds for the Oyster Recovery Partnership's efforts to support Bay seafood.

Baltimore Museum of Industry, Baltimore.

Tickets required. 6-10 p.m.



Sept. 29th-Oct. 2nd
Seven Seas Gam       

World cruisers will gather at Camp Letts on the Rhode River for its annual Annapolis meet-up. There will be seminars, parties and a nautical flea market.

Camp Letts, Edgewater, Md.




Neptune Festival Boardwalk Weekend   
This weekend of fun events along the Virginia Beach boardwalk is the culmination of the month-long Neptune Festival. Features local music, arts and crafts and shopping.

Virginia Beach, Va. Noon-11 p.m.



Keep up with all the latest festivals, boat shows, seminars and more at . And don't forget to share your community events with Chesapeake Bay Magazine by emailing