Wind Surfing in Pleasure Bay, Castle Island, Massachusetts USA

Swell size:
3-6 ft/1-2 m
Best wind:
Southeast, South by Southeast , South, South by Southwest, Southwest
Pleasure Bay, nestling Castle Island, is one of Boston’s most popular beaches and a place for a number of extreme sports. The island, litteraly connected to the mainland, is home to Fort Independence, a National Historic Landmark, and Pleasure Bay features a sandy beach and swimming in a calm, enclosed lagoon.

Easily accessible, it is located in South Boston and is a very sunny and sandy beach. Parking is free. Water is very clean but can get shallow when low tide. Condition of the water is most of the times flat. You have to pay attention to the rocks on the bottom, as it can become dangerous.

When windy, the spot attracts a lot of windsurfers, but it is not so much a spot for beginners. Best wind direction is Southeast, South by Southeast , South, South by Southwest and Southwest. Average wind is 10-20. Swell size varies around 3 to 6 ft/1 to 2 m. Spring and Fall are the best times of the year to visit this wonderful spot.

Because it is so close to Boston, approximately 10-15 minutes away, a lot of people come here after work. Next to Pleasure Bay is Castle Island, which gives the visitors the chance to combine pleasure with historical sightseeing.

How to Get to Destination

25 mi / 40 km, 48 mins
Take Trentmont St. towards School St., turn left to Boylston St., continue onto Essex St. and then turn right to I-93 S. Drive for about 5 miles and then take the exit 12 onto Massachusetts 3A S/Gallivan Blvd towards Neponset/Quincy for about 1 mile. Then turn slightly right to Newport Avenue Extension and towards Newport Ave. Take the 3rd right onto Hancock St. , left onto Merrymount Pkwy/Southern Artery and after 2 miles turn left onto Washington St. Continue straight to stay on Massachusetts 3A S, turn left to Henry Turner Bailey Rd, continue to Gannett Rd, turn right onto Hatherly Rd and after 1.5 miles left to Egypt Beach road. After half a mile turn left to arrive at the beach.
Logan International Airport,
27.8 mi / 44.7 km


If you are interested in trying out this amazing sport in this spot press the request button so as to give you more information and prices.


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