Soak Up September With Outdoor Activities Near Ora Seaport Sep 16, 2025
Looking for fall date night ideas or fun things to do on a weekend in Boston? Before temperatures drop and it’s officially fireside season, take advantage of the nice weather and enjoy some of our city’s activities that are best enjoyed in the fresh air. Below we’ve listed some of our favorite options available this month, including Boston Harbor boat tours, pumpkin picking, sporting events, and more. We can’t wait to hear which occasions you enjoy the most!
Sporting Events Near The Seaport
Catch a Red Sox home game at Fenway Park, and grab playoff tickets as the month advances. The MBTA makes it easy to travel from The Seaport to the Red Sox train stops, whether you’re leaving from Ora or somewhere nearby. Boston Bruins preseason games also run throughout September, offering the perfect opportunity to gather friends around the screens at an outdoor brewery, or you can go in person by purchasing Bruins tickets online. New England Revolution tickets are still available throughout the end of September. Maybe you can be the team’s lucky charm!
Boston Harbor Boat Tours
Cruise the Boston Harbor on a boat tour that features dinner on the water, whale watching, or other unique experiences moments away from Ora Seaport. Whether you board the Classic Harbor Line or prefer to stay on land and enjoy a waterfront dinner at a local restaurant, the Harbor is a must-visit during the mild fall season.
Boston Latin Heritage Month
Fall activities near The Seaport include plenty of chances to honor Latin Heritage Month, even if you missed the East Boston Latin Music & Dance Festival! Run the Boston Hispanic & Latino 10K and 5K , or attend to cheer on fellow locals in the fair weather. Enjoy outdoor dining at Borrachito Taqueria , a hidden dining and cocktail spot in The Seaport. Don’t miss the Red Sox Hispanic Heritage Celebration on September 27 – it is sure to be a special event.
Pre-Halloween Boston Pumpkin Picking
Dive deep into pumpkin season with events at Wilson Farm, including pumpkin floral arranging workshops and live pumpkin carvings. Visit Parlee Farms to pick out the perfect jack-o-lantern candidate or enjoy a tasty apple cider donut. Wherever you go, remember to get a gourd for a friend.
Text the group chat or invite a neighbor, and venture into the outdoors for a little longer. When winter arrives and you need indoor activity inspiration, we will bring the latest events to your calendar!
