Saturday 9/25- Boston Harbor Islands Regatta

Along with keeping an eye out for the Lady in Black, visitors to Georges Island on Saturday (September 25) will be able to spy a panorama of colorful, billowing sails as boats compete in the sixth annual Boston Harbor Islands Regatta.

More than 100 boats will compete in the pursuit race on a figure-eight course amid the islands with Georges Island at its focal point. (Pursuit racing awards handicaps up front so boats start at different times and compete to cross the finish line first.) The ramparts of Fort Warren on Georges Island offer a fantastic location for watching the race unfold. If you bring a pair of binoculars, you will have a vantage of practically the entire course. The regatta is a throwback to a time when yachting was one of the city’s most popular sporting pastimes and city residents strolled atop the fort as it was being built to watch the bluebloods breeze their sailboats through the harbor.

In addition to the regatta, Georges Island will be hosting family-friendly activities throughout the day. Plus, you can check out the new visitor center exhibits and the Summer Shack pavilion. The open-air pavilion will be an awesome place to get a great lunch and watch all the sailboats.

The regatta starts around 10 a.m. and finishes around 2 p.m. There is a rain date of September 26, but the weather for Saturday looks fantastic.

If you can’t get out to the regatta this Saturday, you still have until Columbus Day (October 11) to visit both Georges and Spectacle Islands, which can be spectacular on autumn days. Boats leave from the pier on the North End side of the Marriott Long Wharf, and you can click here for the ferry schedule.

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