Spring has officially arrived in Boston, and with it comes a fresh wave of energy, longer days, and a packed calendar of events. At Native Sun, April is all about community, creativity, and connection. From comedy nights and wellness experiences to 4/20 celebrations, local markets, and giving back, there’s something happening almost every week. Whether you’re looking to unwind, meet new people, or celebrate the season, here’s your full guide to Native Sun events in April 2026.
Don’t Drown Comedy Contest
Friday, April 10 | 9:00–11:00 PM | South Boston
Kick off your weekend with one of Boston’s most entertaining nights. The Don’t Drown Comedy Contest at Castle Island Brewing brings together local comedians for a high-energy, anything-can-happen show filled with crowd interaction, unexpected punchlines, and nonstop laughs. It’s one of the best comedy events in South Boston — perfect for a fun night out with friends.Cosmic Cannabis: Astrology & Yoga Workshop
Saturday, April 11 | 3:00–6:00 PM | South Boston
Looking to slow things down? This immersive wellness experience blends guided yoga, personalized astrology insights, and cannabis education in a relaxed, welcoming space. It’s ideal for anyone interested in:- Mindfulness and self-care
- Exploring cannabis in a more intentional way
- Connecting with others in a calming environment
Southie’s Style Exchange — Boston Thrift Market
Saturday, April 18 | 11:00 AM–2:00 PM | South Boston
Sustainable shopping meets community vibes at this local thrift market pop-up. Browse curated secondhand fashion, discover unique pieces, and support small businesses — all right in the heart of Southie. It’s a feel-good event that blends:- Local vendors
- Sustainable fashion
- Community connection
4/20 Castle Island Party — South Boston
Sunday, April 19 | 11:30 AM–5:00 PM
4/20 weekend kicks off in true Southie style with a Grateful Dead-inspired celebration at Castle Island Brewing. Expect:- Live music and laid-back vibes
- Local creatives and pop-ups
- A lively, community-driven atmosphere
- Flash tattoo sessions with Seaport Tattoo
- Bong painting with InebriArt
Meowzer’s Beer Release Party
Sunday, April 19 | 2:00–5:00 PM | Norwood
Celebrate the release of Meowzer’s, a collaboration between Native Sun and Castle Island Brewing. Inspired by one of Native Sun’s signature strains, this unique beer brings together craft brewing and cannabis culture in a social, high-energy setting. Expect a fun afternoon of:- Great beer
- Music
- Community vibes
Pink Whale Golf Fundraiser
Monday, April 20 | 8:00 AM | Quincy
Start your 4/20 with purpose. Native Sun is proud to support the Pink Whale Foundation at this charity golf tournament benefiting families impacted by ALS. One of the highlights? The Sky High Drone Drop raffle, where one lucky winner takes home $4,200. It’s a meaningful way to give back while enjoying a day outdoors with the Boston community.Love Your Block: Southie Cleanup
Friday, April 25 | 11:00 AM–1:00 PM | South Boston
In honor of Earth Day, Native Sun is hosting a community cleanup in South Boston. Whether you’re a regular or just visiting, it’s a great way to get involved. This volunteer event is all about:- Giving back to the neighborhood
- Connecting with local residents
- Helping keep Southie clean and beautiful
Women’s Wellness Night
Thursday, April 30 | 7:00–9:00 PM | South Boston
Close out the month with an evening dedicated to self-care, connection, and empowerment. Women’s Wellness Night brings together curated experiences designed to help you:- Relax and recharge
- Connect with like-minded people
- Enjoy a supportive, welcoming environment
Things to Do in Boston This April
From 4/20 celebrations and cannabis-friendly events to wellness workshops, thrift markets, and volunteer opportunities, Native Sun is bringing together the best of Boston this spring. If you’re searching for:- Things to do in Boston April 2026
- 4/20 events Boston
- South Boston events this month
- Cannabis events near me
Don’t Miss Out
April is packed, and many of these events fill up quickly. Be sure to:- Mark your calendar
- Reserve your spot early
- Check the Native Sun events page for updates