Fall Boat Shows 


Sept.  27-Oct. 1 

TrawlerFest 

Bay Bridge Marina, Stevensville Md. 

410-990-9086

www.trawlerfest.com

 

Sept. 29-Oct. 2

Atlantic City In-Water Powerboat Show  

Farley State Marina, Atlantic City, 

215-732-8001 

www.acinwaterboatshow.com

 

Oct. 6-10

U.S. Sailboat Show

City Dock, Annapolis.
410-268-8828

www.usboat.com


Oct. 13-16

U.S. Powerboat Show
City Dock, Annapolis.
410-268-8828

www.usboat.com

 

Nov. 3-7

Fort Lauderdale
International Boat Show
Fort Lauderdale, Fla.
800-940-7642;  

www.flibs.com

  

Celebrate in Yorktown, VA. 

There's big fun to be had in Yorktown in mid-October for history buffs, oyster fans and families alike. 

 

 

15 

Oyster Roast    

Enjoy all-you-can-eat raw and roasted oysters along with other great dishes from local sources. [photo below] Watermen's Museum, Yorktown, Va. Noon-3 p.m. 757-887-2641; www.watermens.org

 

15-16  

Yorktown Victory Weekend    Commemorate the 235th anniversary of America's victory at Yorktown with special guided tours, artillery programs by re-enactment units [see above], hands-on military experiences and a preview of the new American Revolution Museum at Yorktown. Yorktown Victory Center, Yorktown, Va. 9 a.m.-5 p.m. 757-253-4838; www.visityorktown.org

 

15-16

York River Maritime Heritage Festival  

A family friendly weekend of maritime-themed fun, including re-enactors, maritime music, vendors, crafts and boatbuilding activities. Watermen's Museum, Yorktown, Va. 10 a.m.-5 p.m. 757-887-2641; www.watermens.org

 

19

Yorktown Day    

Ceremonies, a parade, fifes and drums performances, and special programs commemorate the 235th anniversary of America's Revolutionary War victory at Yorktown. Yorktown Battlefield, Victory Monument & Main Street. 9 a.m.-5 p.m. 757-898-2410; 

www.visityorktown.org


Sept. 30-Oct. 1 

West Point Crab Carnival    

A joyous celebration of Maryland's heritage. Enjoy the festival with a parade, live music, kids' activities, antiques, crafts vendors and, of course, crabs. 

804-843-4620

West Point, Va. 2-6 p.m. 

www.crabcarnival.com

 

 

Sept. 30-Oct. 2  

Turkey Shoot Regatta    

Sail along the Rappahannock River in a classic-boat regatta for boats ranging from wooden yachts to older (25-years plus) one-design racers racing to raise money for hospice organizations. This year will also feature a special visit from the Godspeed (pictured above). Yankee Point Sailboat Marina, Lancaster, Va.
804-577-3202

www.turkeyshoot.org


Sept. 30-Oct. 2  

Fells Point Fun Festival    

This free street festival boasts four stages of live music, arts and crafts, food vendors, a flea market and a kids' zone. Fells Point, Baltimore. 

Fri. 5:30-9 p.m.; Sat.-Sun. 11 a.m.-7 p.m. 

410-675-7656 

www.fellspointfest.com

 

Sept. 30-Oct. 2 

SSCA Gam 
The Seven Seas Cruising Association celebrates its 30th annual Annapolis Gam with seminars by notable speakers throughout the weekend along with parties and fun activities. 

Camp Letts, Edgewater, Md. 

Register online at ssca.org

 

1

Crabtoberfest    

All-you-can-eat-buffet, silent auction, raffle and 50/50. Pay in advance or at the door. HdG American Legion, Post #47, Havre de Grace, Md. 6-9 p.m. 410-939-4800;
www.explorehavredegrace.com

 

1

Yorktown Wine Festival    

Hit the Yorktown Riverwalk for an afternoon sampling Virginia wines, food, artwork and live entertainment. Riverwalk Landing, Yorktown, Va. Noon-6 p.m. 

757-877-2933 

www.villageevents.org

 

1

Living History Cruise    

Tour the Patapsco River aboard the historic Liberty Ship John W. Brown and enjoy USO-style entertainment, historic demonstrations, military fly-bys and re-enactments. Tickets required. Cruise Maryland Terminal, Baltimore.
8 a.m.-4 p.m. 

410-558-0164

www.ssjohnwbrown.org

 

1; 8

Thomas Point Lighthouse Tours  

Book early on for a boat ride and a tour of Thomas Point Lighthouse. Annapolis Maritime Museum, Annapolis. Ship out at 11 a.m. or 1 p.m. Plan for approximately 3 hours on the water. 415-362-7255 

www.amaritime.org

 

1-2

Blessing of the Fleet Festival  

Celebrate Maryland's birthplace with a boat parade, fireworks, wine tastings, children's activities, tours and, of course, the blessing of the fleet. Water taxi rides to St. Clements Island and Blackistone Lighthouse available. Tickets are limited, buy early. St. Clements Island Museum, Coltons Point, Md. Sat. 11 a.m.; Sun. Noon. 

301-769-2222

www.visitstmarysmd.com

 

1-2

Mid-Atlantic Small Craft Festival  

Hundreds of amateur and professional small craft enthusiasts will display their skiffs, kayaks, canoes, prams and one-of-a-kinds. Also keep an eye out for workshops, demonstrations and races. Chesapeake Bay Maritime Museum, St. Michaels, Md. 10 a.m.- 5 p.m. 

410-745-2916

www.cbmm.org

 

1-2

Riverside Grapes & Grains    

Savor local Maryland wines while enjoying live music, exhibits and demonstrations along the Patuxent River. Sotterley Plantation, Hollywood, Md. Noon-6 p.m.
301-373-2280

www.sotterley.org

 

2

Paddling with a Purpose

Join the Annapolis Dragon Boat Club at the Annapolis Waterfront Hotel for a breast-cancer-awareness fundraiser to include live music, drinks, live and silent auctions, a "Wine Pull" and a raffle. Annapolis. 2-6 p.m. www.annapolisdragonboatclub.org.

 

5, 20, 26 

Fall Speaker Series    Learn all about the Trumpy legacy at the first two events, then switch gears on Oct. 26 with "Tilghman Tales," a filmaker talk and waterman panel discussion. 

Chesapeake Bay Maritime Museum, St. Michaels, Md. 

410-745-2916 

bit.ly/FallSpeaker

 

6-13

Weems & Plath Tent Sale

Get great deals on discounted, overstock and sample items at Weems & Plath's annual sale! There will be fine navigation tools, clocks, barometers binoculars, compasses and more.  A portion of the proceeds goes to Chesapeake Region Accessible Boating (C.R.A.B), and free shuttle rides are available to and from the Boat Shows. 800-638-0428; www.weems-plath.com.

 

7

Rhythms on the Riverwalk    

Overlook the York River and enjoy live jazz and country music. Bring lawn chairs and blankets for seating. Riverwalk Landing, Yorktown, Va.
6:30-9:30 p.m. 

410-742-4988

www.visitwilliamsburg.com

 


 

8-17

Fleet Week

Kick off this ship-centric week in Baltimore with the Constellation Cup [see page 62], see visiting tall ships in town for the Great Chesapeake Bay Schooner Race [see above], then enjoy military ship tours, the commissioning of the USS Zumwalt [pictured below right], and a military air show featuring the Blue Angels Sat. and Sun. Oct 15 and 16. 

www.visitmaryland.org/list/maryland-fleet-week-air-show-baltimore-events

 

8

Wildfowl Expo    

The Ward Museum of Waterfowl Art sets the stage for fall with carving demonstrations, decoy carving competitions, a festive marketplace and displays. Salisbury, Md. 8 a.m.-4 p.m. 

410-742-4988

www.wardmuseum.org

 

8

Good Old Boat Regatta    

This annual regatta is open only to boats whose first hull was laid before 1980. Annapolis, off Tolly Point on the Severn River. Races start at 10:30 a.m.
www.shearwatersc.net

 

8  

Phoebus Fall Festival    

Local craft beers, vendors, music, dancers, pie eating contest, a doggie costume parade
and more. Phoebus, Va. 10 a.m.-5 p.m. 

757-826-1862
www.phoebusvaevents.com  

 

8  

Poquoson Workboat Races     

This kick-off event for the Poquoson Seafood Festival is a perennial favorite, as workboats race on the river to vie for the "King of the Bay" title. Messick Point, Poquoson, Va. 

www.poquosonseafoodfestival.com

 

8

Chincoteague Oyster Festival    

All-you-can-eat oysters and other fresh seafood, plus family activities, a raffle and lots of live entertainment. Tickets go fast! Tom's Cove Park, Chincoteague, Va. 10 a.m.-4 p.m. 

757-336-6161
www.chincoteagueoysterfestival.com

 


 

8

Yorktown Fall Festival    

Fall Market Days plus hayrides, pumpkins, face painting and entertainment. Riverwalk Landing, Yorktown, Va. 9 a.m.-3 p.m. 757-890-3500 

www.visityorktown.org

 

8

Rock Hall Fallfest    

Come ready for 50 craft booths, two stages with all-day live music, lots of food and kids' activities. 

Rock Hall, Md. 10 a.m.-4 p.m. 

410-639-9133   

www.mainstayrockhall.org/fallfest

 

8

Constellation Cup and Pier Party   

Enjoy a day racing in Baltimore's Harbor while raising money to help keep the city's historic ships afloat. Afterward, engage in some post-race revelry on Pier 1. Open to all sailboats. Inner Harbor, Baltimore. Regatta 10 a.m.-4 p.m.; pier party, 6-10 p.m.

410-537-1797  

www.historicships.org

 

8-9 

Waterways Heritage Festival    

Learn about Chesapeake, Va.'s historic waterways with docent-led tours of Battlefield Park, trips through the locks, Batteau displays, as well as vendors, crafts, fishing seminars and shuttle service to festival sites. 10 a.m.-4 p.m. 

757-482-4480 

www.gbbattlefield.org

 


 

8-9 

Patuxent River Appreciation Days  

Boat rides on the Wm. B. Tennison and the Dee of St. Mary's, lighthouse tours, canoeing, boatbuilding activities, a parade and live music. Calvert Marine Museum, Solomons, Md. 10 a.m.-5 p.m. Parade on Sun. at 2 p.m. 

410-326-2042 

www.pradinc.org

 

12-14    

Great Chesapeake Bay Schooner Race 
Head to the Bay Bridge to watch the fleet of some 40 schooners cross the start line and race to Portsmouth, Va. Pre- and post-race festivities include boat tours, a parade of sail, an oyster and pig roast and lots of entertainment. Wed. parade of sail 5 p.m., Baltimore. Thurs. race starts at the Bay Bridge at 1:30 p.m.
757-480-4402 

www.gcbsr.org

 

13-16 
Hampton Snowbird Rendezvous 
Cruisers from across the Eastern Seaboard will head to Hampton for a third year at this event featuring cruising-related educational seminars, entertainment by local bands, tours of area attractions, food and more. Discounted dockage will be provided for seminar attendees. Hampton, Va. Thurs. 10 a.m.; Fri. 8:30 a.m.; Sat. 8:30 a.m.-10:30p.m.; Sun. 9 a.m.-5 p.m. 

757-727-1276

www.hamptonrendezvous.com

 

14-16 

Huckins Yacht Rendezvous    

Huckins yachts owners from around the country will meet in Oxford, Md., for a weekend of boat tours, talking shop, parties, and a vintage race and cruise. Tred Avon Yacht Club, Oxford, Md. www.huckinsyacht.com

 


 

14-16 

Poquoson Seafood Festival   

Celebrate the waterman's life with exhibits, live entertainment and plenty of seafood to go around. Municipal Park, Poquoson, Va. Fri. 5-10 p.m.; Sat. 10 a.m.-10 p.m.; Sun. 12:30-6:30 p.m. 

757-868-3588

www.poquosonseafoodfestival.com

  

15

Tilghman Day    

An oyster-shucking contest, crab-picking contest, crab skiff races, docking contest, anchor toss, an auction, and arts and crafts vendors. Tilghman, Md. 10 a.m.- 6 p.m. 

410-886-2677 

www.tilghmanmd.com

 

 

15

Oktoberfest Regatta    

You'll land an adrenaline rush just watching the cocktail class racers zooming around just outside Kent Narrows. Kent Island Yacht Club; www.ccwbra.com.

 

15 

Holly Point Art and Seafood Festival 
Classic boats, antique cars, pirates, a children's garden, pier walk display, creek cruise and local food booths. Deltaville Maritime Museum & Holly Point Nature Park, Deltaville, Va. 10 a.m.-4 p.m.  

804-776-7200

www.deltavillemuseum.com

 

15 

Lighthouse Cruise    

Sail on the Woodwind to 
as many as three different lighthouses on the Bay and learn 
about their history with a lecturer from the U.S. Lighthouse Society. Maximum of 35 guests. Departs from Annapolis City Marina, 10:30 a.m.-2:30 p.m. 

410-263-7837 

www.schoonerwoodwind.com

 

 

15-16  

U.S. Oyster Festival   
This year marks the 50th anniversary of one of the biggest and best oyster fests around. Crowds will consume oysters of all kinds, then watch the pros from around the country hustle to shuck during the National Oyster Shucking contest and create oyster dishes during the National Oyster Cook-Off. In addition, you'll find live entertainment, children's activities and an oyster-tasting area with fresh oysters from aquaculturists from around the Chesapeake. St. Mary's County Fairgrounds, Leonardtown, Md. Sat. 10 a.m.-6 p.m.; Sun. 11 a.m.-6 p.m. 301-863-5015

www.usoysterfest.com

  

16

Waterfowl Paddle    

Witness the fall migration of waterfowl as you explore the upper Chester River. Kayaks are provided. Ages 12 and up. Chester River. 10 a.m.-12:30 p.m. 

410-778-5954

www.sultanaeducation.org

 

16

Model Skipjack Races    

Radio-controlled model skipjacks race off the Chesapeake Bay Maritime Museum. 

St. Michaels, Md. 11 a.m.-2 p.m. 

410-745-2916

www.cbmm.org

 

 

16

Captain Avery Museum Oyster Festival  
South County's most popular waterfront tradition offers fun, food, music along the West River waterfront. Captain Avery House, Shady Side, Md. 12:30-5 p.m. 

410-867-4486

www.captainaverymuseum.org

 

16
C.R.A.B. Free Sail    

Disabled individuals and their families are invited to sail with volunteer skippers for free.
Sandy Point State Park, Annapolis. 9:30 a.m.-2:30 p.m.

410-266-5722; www.crabsailing.org.

 

 

21-23 

Cambridge Schooner  Rendezvous    

Enjoy dockside tours and cruises of Bay schooners and modern tall ships, plus live music and maritime entertainment, a blessing of the fleet, and a parade of sail. 

Long Wharf Park, Cambridge, Md. 10 a.m.-5 p.m. 

410-221-1871

www.cambridgeschoonerrendezvous.com

 

22-23    

Fall into St. Michaels    

Celebrate the season in St. Michaels with fall foliage, apple cider, pumpkin carving and pie baking contests, and fun family activities. 

Check website for details and times. 

410-745-0411 

www.stmichaelsmd.org

 

23 

Stella Maris Crab Feast    

Crabs, pit beef and barbecue, plus a silent auction. Proceeds benefit local hospice organizations. 

Maryland State Fairgrounds, Timonium, Md. 1-6 p.m. 

410-252-4500

www.stellamariscrabfeast.com

 

Oct. 26-Nov. 2 

Salty Dawg Rally 

Departing from Hampton on November 2 to sail to the British Virgin Islands or the Bahamas, the group will gather prior to the rally to meet fellow Dawgs and prepare boats for the passage. 

Bluewater Yachting Center, Hampton, Va. 

www.saltydawgrally.org

 


 

28-30    

Downrigging Weekend    

The schooner Sultana welcomes the Bay's tall ships and historic vessels to join her in Chestertown, Md., to end the sailing season with a weekend full of dockside tours and public sails, a wooden boat show and fireworks. 

Chestertown, Md. [pictured above: The Downrigging Weekend fleet gathered on the Chestertown waterfront, photo by Chris Cerino]

410-778-5954

www.sultanaprojects.org

 

29

OysterFest    

Skipjack and buyboat rides, live music, oyster tonging and oyster cooking demonstrations, and retriever games. Chesapeake Bay Maritime Museum, St. Michaels, Md.
10 a.m.-4 p.m. 

410-745-2916

www.cbmm.org