Gathering Spots

Here are some of the places our racers go to swap sailing stories after each Tuesday’s race. If you know about other places, please drop BI Webmaster a note.  Think about trying one of these locations.  Sailboat racing benefits from talking about your experiences and socializing with teammates and opponents.  And it makes you hungry and thirsty.


Vineyard Deck at the Stamford Yacht Club       203-323-3161

Most popular place for racers whose boats are moored at SYC.  The deck usually opens for the season in mid-June.

Halloween Yacht Club 

No service, but plenty of atmosphere.  Boats docked at HYC often bring their own food and refreshments to the clubhouse and terrace.  HYC Sailing Fleet Captain Alex Henkin (Neva) says all BI members are welcome to join them.

Villa Italia       203-348-7742

Now at 26 Mill River Street in The Hampton Inn, formerly on East Main Street, Stamford

New location, but some BI members have been eating their pizza after racing for over 25 years!  Some say it is the best pizza in the area.

Colony Grill       203-359-2184
172 Myrtle Avenue, Stamford
(Now located on Phase II of The Urban Transitway!)

Colony was the OFFICIAL post-race meeting place for the Breakwater Irregulars in the late 1960s, and it’s still popular with several of our crews today.  Like our PRO, Colony has become kinder and gentler in recent years.  Takes credit cards, etc.  Toppings include hot oil, pepperoni, meatball, onions, mushrooms, peppers, sausage, stingers, bacon, cherry peppers, black olives, and anchovies.  They even have salad pizza.  Despite the changes, some say THIS is the best pizza in Stamford.

https://www.facebook.com/1330875740280764/videos/1698166753551659/

Tomato Tomato [tow-MAY-tow tow-MAH-tow]      203-658-8900
401 Shippan Avenue, next to West Marine

Outdoor dining at TT gained popularity during the pandemic.  They took orders by phone from the race course and were as flexible as the law permitted about their closing time.  Good pizza.

Brennan’s Restaurant      203-323-1787
82 Iroquois Road, Stamford (Shippan)

This popular restaurant is a little hard to find but worth the look. It’s off Shippan Avenue.  They will take your food order by phone and have it ready when you arrive.

Sergio’s Pizza Restaurant     203-967-4200
985 East Main Street, Stamford, CT 06902

It’s no accident that their parking lot is always full.  A well-kept Stamford secret.  
Update: Sergio’s was takeout only during the pandemic.  Not sure if that has changed.

Hope Pizza      203-325-0660
230 Hope Street, Stamford, CT 06906

Some crews like Hope Pizza because it’s on the way home for the New Canaan folks and the pizza is cut the “Greek way”, into many pieces, making it easier to share.  Hope Pizza frequently sponsored our Gourmet Award, because Mischief was a Tuesday night “regular.”.

Bulls Head Diner      203-961-1400
43 High Ridge Road, Stamford, CT 06905

A classic diner on High Ridge Road, always has something for everyone. If you’re still on the Sound at 10 PM, this may be one of your only options.

Stamford (formerly City Limits) Diner      203-348-7000
135 Harvard Avenue, Stamford