September is a sweet time in Boston. It’s cooled down a little bit and is still warm enough to be outside and enjoy the city. And what could be better than a long weekend to kick off the fall? Here are some of our favorite activities to do for Labor Day Weekend in Boston.

Go Kayaking

There are plenty of spots along the Charles River where you can rent kayaks and paddleboards–or even sailboats–if you want some time on the water without having to go all the way to the beach. Community Boating and Paddle Boston.

Community Boating. 21 David G Mugar Way, Boston, MA. (617) 523-1038
Paddle Boston. 15 Broad Canal Way, Cambridge, MA. (617) 965-5110

Check Out The Fireworks

The city will put on a fireworks show over the long weekend on Saturday night starting at 9 pm on September 2nd. The fireworks will be launched over the Boston Harbor between Seaport and the North End. Christopher Columbus Park is a perfect viewing spot—bring a picnic blanket, a sweater, and some treats to enjoy the show.

Enjoy A Red Sox Game

Boston’s favorite baseball team will play against the Toronto Blue Jays on Labor Day Monday, September 4th. For a truly Bostonian experience, get your tickets, don your baseball caps, and bring your team spirit.

Red Sox Tickets. 4 Yawkey Way Ext, Boston, MA. (877) 733-7699

Go To A Yacht Party

Put on by Boston Nightlife, the Pier Pressure White Party Cruise is taking place on Sunday, September 3rd. With awesome views of the city from four decks, music, dancing and more, this three-hour party has one requirement: all guests must wear white. 21+.

Pier Pressure White Party Cruise. Spirit of Boston, 200 Seaport Boulevard #75, Boston, MA.
(617) 933 6444

Boston Harbor Lighthouse Brunch Cruise

For all of you who love a decadent brunch experience, you can brunch to your heart’s content at the Boston Harbor Lighthouse Brunch Cruise. The menu includes lobster sandwiches, along with other delicious offerings and views of beautiful New England lighthouses. Boarding begins at 11:30 am on Monday, September 4th.

Boston Harbor Cruise. 1 Long Wharf, Boston, MA. (617) 227-4321