Wicked617 Weekend Guide: Things to Do in Boston and New England

Get ready for a wicked awesome weekend in Boston and beyond! From after-hours aquarium vibes to vibrant festivals, here’s your guide to the best events happening in the Boston area and tasty happenings across New England for May 16–18, 2025. We’re keeping it local, fresh, and focused on Beantown’s unbeatable energy.

Boston’s Can’t-Miss Events

New England Aquarium After Dark

When: Friday, May 16, 2025, 6:00 PM – 9:00 PM EDT
Where: New England Aquarium, 1 Central Wharf, Boston, MA
Kick off your weekend with a splash at this adults-only evening at the New England Aquarium. Sip cocktails, nibble on small bites, and get up close with marine life without the daytime crowds. Watch the penguin feeding, explore touch tanks, and marvel at the four-story Giant Ocean Tank glowing under the evening lights. It’s a classy way to vibe with the ocean’s coolest creatures.

Cambridge River Festival

When: Saturday, May 17, 2025, 11:00 AM – 6:00 PM EDT
Where: Memorial Drive, Cambridge, MA
Just across the Charles, this free festival is a celebration of art and community. Stroll along the riverbank and enjoy live music, dance performances, theater, and stunning visual art displays. With family-friendly activities, craft demos, and food vendors serving up everything from savory to sweet, it’s a perfect day out for all ages. Bring a blanket and soak in the creative energy.

Boston Harbor Islands Season Opening

When: Saturday, May 17, 2025, 10:00 AM – 6:00 PM EDT
Where: Boston Harbor Islands, departing from Long Wharf North, Boston, MA
The Boston Harbor Islands are back for the season! Hop a ferry to Georges or Spectacle Island for a day of hiking, picnicking, or exploring historic sites. Ferries depart from Long Wharf, and free rides to Spectacle Island are available this weekend (first-come, first-served, starting at 8:00 AM). Pack a lunch, breathe in the salty air, and escape the city without leaving it.

Greenway Open Market

When: Saturday, May 17, 2025, 11:00 AM – 5:00 PM EDT
Where: Rose Kennedy Greenway, near Rings Fountain, Boston, MA
Shop local at this open-air market along Boston’s Rose Kennedy Greenway. Over 70 vendors will showcase handmade crafts, unique art, and specialty foods—think jewelry, pottery, and gourmet treats. Live music keeps the vibe lively, and the downtown setting makes it easy to grab a coffee or stroll to nearby attractions. Support small businesses and score something special.

Tasty Events Around New England

Greenway Spring Fest

When: Saturday, May 17, 2025, 11:00 AM – 5:00 PM EDT
Where: Rowes Wharf Plaza, Boston, MA
Boston’s food truck scene is poppin’ at this tasty festival. More than 15 food trucks will roll in, serving up everything from juicy burgers to global-inspired tacos. Pair your eats with a craft brew from Trillium Garden on the Greenway, and join free fitness classes or dance to live music. It’s a flavor-packed way to spend your Saturday.

One Reason Garden Bar Pop-Up

When: Friday–Sunday, May 16–18, 2025, 12:00 PM – 8:00 PM EDT
Where: One Reason Garden Bar, Cambridge, MA
Head to Cambridge for a delicious outdoor dining experience. This pop-up features Kured’s charcuterie chips, curated boards, and stacked sandwiches, all paired with natural wines and local beers. The seasonal vibe and creative menu make this a must-visit for foodies looking to chill in style.

Food Truck Feast

When: Friday–Sunday, May 16–18, 2025, 11:00 AM – 8:00 PM EDT
Where: Wolcott, CT (approx. 2 hours from Boston)
For those up for a road trip, this New England gem brings together food trucks slinging BBQ, gourmet burgers, and decadent desserts. Enjoy live music, eating competitions, and local craft shopping in a family-friendly outdoor setting. Part of the proceeds supports local nonprofits, so you’re eating for a cause. Open Friday 4:00 PM – 8:00 PM, Saturday 11:00 AM – 8:00 PM, and Sunday 11:00 AM – 5:00 PM.

Why This Weekend Rocks

Boston’s spring scene is in full bloom, and this weekend’s lineup has something for everyone—whether you’re into sipping cocktails with penguins, dancing by the river, or hunting for artisan treasures. The Harbor Islands’ reopening adds a dose of adventure, and the food-centric events across the region will keep your taste buds happy. Grab your crew, plan your route, and make the most of this wicked fun weekend!