Rooftop reggae Events and Things to do in Gloucester, MA

Selling fast
Salty Dogs & Rad Dad's: Surf Brotherhood
Thursday at 6:30 PM + 3 more
westport · Horseneck Beach
Selling fast
Salty Dogs & Rad Dad's: Surf Brotherhood
Thursday at 6:30 PM + 3 more
westport · Horseneck Beach
Heather Pierson and the Potboilers
Sun, Oct 11, 7:00 PM
Freeport · Cadenza
Heather Pierson and the Potboilers
Sun, Oct 11, 7:00 PM
Freeport · Cadenza
Randy Roos & Urethane - Return Performance
Thu, Aug 13, 6:00 PM
Meredith · Hermit Woods Winery & Eatery
Randy Roos & Urethane - Return Performance
Thu, Aug 13, 6:00 PM
Meredith · Hermit Woods Winery & Eatery
Almost full
Salty Tribe Sunday extended Surf and Women's Wellness Journey 18+
Today at 10:00 AM + 6 more
westport · Horseneck Beach
Almost full
Salty Tribe Sunday extended Surf and Women's Wellness Journey 18+
Today at 10:00 AM + 6 more
westport · Horseneck Beach
Onda Nova
Wed, Aug 12, 7:00 PM
Portland · SPACE
Onda Nova
Wed, Aug 12, 7:00 PM
Portland · SPACE
Selling fast
A Vineyard Vanguard:The Bluff's Jazz Speakeasy
Thu, Aug 20, 5:00 PM
Oak Bluffs · Cottagers' Corner
Selling fast
A Vineyard Vanguard:The Bluff's Jazz Speakeasy
Thu, Aug 20, 5:00 PM
Oak Bluffs · Cottagers' Corner
Learn to Line Dance
Tue, Sep 1, 6:00 PM + 5 more
Portland · Mechanics' Hall
Learn to Line Dance
Tue, Sep 1, 6:00 PM + 5 more
Portland · Mechanics' Hall
Vinnie Favorito - Comedy Show Unfiltered
Plymouth · Plymouth Memorial Hall
Vinnie Favorito - Comedy Show Unfiltered
Plymouth · Plymouth Memorial Hall
School Daze: The 5th Annual D9/HBCU Alumni Sneaker Social
Wed, Aug 19, 9:00 PM
Oak Bluffs · The Inkwell Beach Club
School Daze: The 5th Annual D9/HBCU Alumni Sneaker Social
Wed, Aug 19, 9:00 PM
Oak Bluffs · The Inkwell Beach Club
Rhythmic Rituals
Fri, Aug 14, 7:00 PM + 4 more
Portland · Good Medicine Collective
Rhythmic Rituals
Fri, Aug 14, 7:00 PM + 4 more
Portland · Good Medicine Collective
Jamaica Independence Party
Thu, Aug 6, 9:30 PM
Oak Bluffs · 11 Circuit Restaurant and Bar
Jamaica Independence Party
Thu, Aug 6, 9:30 PM
Oak Bluffs · 11 Circuit Restaurant and Bar
Record Hop - Vinyl for sale! (Free/No Ticket Required!)
Sun, Aug 2, 12:00 PM
East Brookfield · Timberyard Brewing Company
Record Hop - Vinyl for sale! (Free/No Ticket Required!)
Sun, Aug 2, 12:00 PM
East Brookfield · Timberyard Brewing Company
Dirk Quinn Band
Thu, Aug 20, 6:00 PM
Meredith · Hermit Woods Winery & Eatery
Dirk Quinn Band
Thu, Aug 20, 6:00 PM
Meredith · Hermit Woods Winery & Eatery
2026 Transcendence Poetry Festival: Bobby Sanchez & TPA Showcase
Mon, Sep 28, 7:00 PM
Portland · SPACE
2026 Transcendence Poetry Festival: Bobby Sanchez & TPA Showcase
Mon, Sep 28, 7:00 PM
Portland · SPACE
Next Stop Comedy at Raceway Golf Club and Restaurant! - Thompson, CT
Sat, Oct 24, 8:00 PM
Thompson · Raceway Golf Club
Next Stop Comedy at Raceway Golf Club and Restaurant! - Thompson, CT
Sat, Oct 24, 8:00 PM
Thompson · Raceway Golf Club
Darlin' Corey - Evenings on Elm
Thu, Aug 27, 6:30 PM
Freedom · 12 Elm St
Darlin' Corey - Evenings on Elm
Thu, Aug 27, 6:30 PM
Freedom · 12 Elm St
Kimaya Diggs w/ The Get Down
Wed, Oct 14, 7:00 PM
Keene · Nova Arts Block/Brewbakers Cafe
Kimaya Diggs w/ The Get Down
Wed, Oct 14, 7:00 PM
Keene · Nova Arts Block/Brewbakers Cafe
Dr. Julian's Yes Yes / Jorrit Dijkstra's Blink
Fri, Sep 25, 7:00 PM
Keene · Nova Arts Block/Brewbakers Cafe
Dr. Julian's Yes Yes / Jorrit Dijkstra's Blink
Fri, Sep 25, 7:00 PM
Keene · Nova Arts Block/Brewbakers Cafe
Sales end soon
One Pelham East Presents: The Bruce Jacques Show
Tomorrow at 9:00 PM + 5 more
Newport · One Pelham East
Sales end soon
One Pelham East Presents: The Bruce Jacques Show
Tomorrow at 9:00 PM + 5 more
Newport · One Pelham East
The MV Black Out!
Wed, Aug 19, 8:00 PM
Oak Bluffs · Eleven Circuit Restaurant and Bar
The MV Black Out!
Wed, Aug 19, 8:00 PM
Oak Bluffs · Eleven Circuit Restaurant and Bar

Trends in Gloucester

Explore more trends

Salty Dogs & Rad Dad's: Surf Brotherhood

Salty Dogs & Rad Dad's: Surf Brotherhood

Heather Pierson and the Potboilers

Heather Pierson and the Potboilers

Randy Roos & Urethane - Return Performance

Randy Roos & Urethane - Return Performance

Salty Tribe Sunday extended Surf and Women's Wellness Journey 18+

Salty Tribe Sunday extended Surf and Women's Wellness Journey 18+

Onda Nova

Onda Nova

A Vineyard Vanguard:The Bluff's Jazz Speakeasy

A Vineyard Vanguard:The Bluff's Jazz Speakeasy

Learn to Line Dance

Learn to Line Dance

Vinnie Favorito - Comedy Show Unfiltered

Vinnie Favorito - Comedy Show Unfiltered

School Daze: The 5th Annual D9/HBCU Alumni Sneaker Social

School Daze: The 5th Annual D9/HBCU Alumni Sneaker Social

Rhythmic Rituals

Rhythmic Rituals

Jamaica Independence Party

Jamaica Independence Party

Record Hop - Vinyl for sale! (Free/No Ticket Required!)

Record Hop - Vinyl for sale! (Free/No Ticket Required!)

Dirk Quinn Band

Dirk Quinn Band

2026 Transcendence Poetry Festival: Bobby Sanchez & TPA Showcase

2026 Transcendence Poetry Festival: Bobby Sanchez & TPA Showcase

Next Stop Comedy at Raceway Golf Club and Restaurant! - Thompson, CT

Next Stop Comedy at Raceway Golf Club and Restaurant! - Thompson, CT

Darlin' Corey - Evenings on Elm

Darlin' Corey - Evenings on Elm

Kimaya Diggs w/ The Get Down

Kimaya Diggs w/ The Get Down

Dr. Julian's Yes Yes / Jorrit Dijkstra's Blink

Dr. Julian's Yes Yes / Jorrit Dijkstra's Blink

One Pelham East Presents: The Bruce Jacques Show

One Pelham East Presents: The Bruce Jacques Show

The MV Black Out!

The MV Black Out!

Things to do around Gloucester

Trends in Gloucester

1. Memorial day weekend events

2. Mothers day

3. North shore happenings

4. Beauport hotel

5. Singles events

6. Stage fort park

7. Kids events today

8. Live music

9. Comedy

10. Birdseye rooftop

11. Sound bath

12. Rooftop party beauport hotel