DRIFT Gloucester

10/01/2026

09/23/2026

Friday brings reggae to DRIFT with Dubboat at 9 PM. On Saturday, ease into the evening with Matt Rich from 5 to 7:30 PM, then stick around for the Kyle Erickson Band from 9 PM to midnight.

Come for dinner, grab a craft cocktail, and make a night of it. Great food, live music, never a cover.

A big thank you to our community partner, Reverie 73, for helping keep the music playing all season long. Live Music Powered by Reverie 73.

3 Main Street, Gloucester, MA

09/16/2026

Three live sets. Two nights. One great weekend at DRIFT.

Jambalaya Five kicks things off Friday night with a high-energy mix of NOLA funk and Caribbean fusion.

Saturday starts early with Matt Rich from 5:00 to 7:30 PM, followed by Millie & The Half Nelsons bringing rock, pop, and modern favorites from 9:00 PM to midnight.

A huge thank-you to our friends at Reverie 73 for being a valued community partner and helping us keep live music playing at DRIFT all season long. We truly appreciate your continued support.

Great food. Craft cocktails. Live music. Never a cover.

09/16/2026

New Date Oct 18th

Have you gotten your team together yet? Grab some wicked smart friends and head down to DRIFT Gloucester for a fun night of Family Feud-style trivia benefiting the Gloucester Fireworks and Concerts on the Boulevard!

📅 Sunday, September 20, 2026
⏰ 7:30–9:30 PM
🎤 Hosted by Chris Culkeen
💵 $25 per team

Teams can be any size! Compete through 10 surveys and see if your team can guess the most popular answers. Prizes for first and second place winners.

Gather your family, friends, or coworkers and come enjoy a great night while supporting Gloucester’s fireworks and concerts! 🎆🎶

09/09/2026

This week comes with a four-act soundtrack.

DJ Skully gets it started Thursday night, Bare Bones Boston takes over Friday, Matt Rich sets the tone early Saturday, and Jay Aptt and the Malicaminos close out the weekend Saturday night.

Great food. Craft cocktails. Live music. Never a cover.

09/09/2026

Great service starts with a great team.

DRIFT and Wave Kitchen are hiring bartenders and barbacks who bring energy, work well under pressure, and know how to keep service moving.

Stop by 3 Main Street or send your resume to [email protected].