Wine tasting events in Gloucester, MA

Nearly full
Seaglass Christmas in July Tree & Wine Tasting with The Funky Squid
Thu, Jul 17, 6:00 PM
Wine on Main, North Main Street, Concord, NH, USA
Nearly full
Seaglass Christmas in July Tree & Wine Tasting with The Funky Squid
Thu, Jul 17, 6:00 PM
Wine on Main, North Main Street, Concord, NH, USA
Concert - Scenes: A Billy Joel Experience at LaBelle Winery Derry
Thu, Jul 3, 7:15 PM
LaBelle Winery - Derry
Concert - Scenes: A Billy Joel Experience at LaBelle Winery Derry
Thu, Jul 3, 7:15 PM
LaBelle Winery - Derry
Love's Labour's Lost
Sat, Jul 12, 7:00 PM + 9 more
Windhover Performing Arts Center
Love's Labour's Lost
Sat, Jul 12, 7:00 PM + 9 more
Windhover Performing Arts Center
Maggiano's Boston Presents our Prisoner Wine Dinner
Thu, Aug 21, 6:30 PM
Maggiano's Little Italy
Maggiano's Boston Presents our Prisoner Wine Dinner
Thu, Aug 21, 6:30 PM
Maggiano's Little Italy
Wine Education Is A Gift! | BWS Gift Tickets
Boston Wine School
Wine Education Is A Gift! | BWS Gift Tickets
Boston Wine School
Sales end soon
VIP Whiskey Tour and Tasting
Saturday at 3:30 PM + 55 more
Boston Harbor Distillery
Sales end soon
VIP Whiskey Tour and Tasting
Saturday at 3:30 PM + 55 more
Boston Harbor Distillery
Cambridge Taste 2025
Tue, Jun 24, 5:30 PM
University Park
Cambridge Taste 2025
Tue, Jun 24, 5:30 PM
University Park
Just added!
Beachy Favorites! Summery Cheese Tasting with Breezy Cocktail Sampling
Wed, Aug 20, 6:30 PM
184 Water St
Just added!
Beachy Favorites! Summery Cheese Tasting with Breezy Cocktail Sampling
Wed, Aug 20, 6:30 PM
184 Water St
Sales end soon
Midweek Magnum @ Georgie's Wine Bar
Tomorrow at 4:00 PM + 31 more
Georgie's Wine Shop and Bar
Sales end soon
Midweek Magnum @ Georgie's Wine Bar
Tomorrow at 4:00 PM + 31 more
Georgie's Wine Shop and Bar
Hypnotist Comedy Show with Frank Santos Jr. at LaBelle Winery Derry
Thu, Aug 7, 7:15 PM
LaBelle Winery - Derry
Hypnotist Comedy Show with Frank Santos Jr. at LaBelle Winery Derry
Thu, Aug 7, 7:15 PM
LaBelle Winery - Derry
Boston Chocolate Tour: From Beacon Hill to Boston Public Market
Sun, Jun 29, 11:00 AM + 14 more
Beacon Hill Meeting Spot
Boston Chocolate Tour: From Beacon Hill to Boston Public Market
Sun, Jun 29, 11:00 AM + 14 more
Beacon Hill Meeting Spot
Lamplighter's "Beer School": Brewery Tour and Tasting
Sat, Jul 5, 4:00 PM + 5 more
Lamplighter Brewing Co. - Broadway
Lamplighter's "Beer School": Brewery Tour and Tasting
Sat, Jul 5, 4:00 PM + 5 more
Lamplighter Brewing Co. - Broadway
France vs. Italy
Sun, Aug 17, 6:30 PM
Formaggio Kitchen—Cambridge
France vs. Italy
Sun, Aug 17, 6:30 PM
Formaggio Kitchen—Cambridge
Sales end soon
Taste, Tour and bring home a glass at Averill House Vineyard and Winery
Thursday at 11:15 AM + 162 more
Averill House Vineyard
Sales end soon
Taste, Tour and bring home a glass at Averill House Vineyard and Winery
Thursday at 11:15 AM + 162 more
Averill House Vineyard
Selling quickly
Jazz by the Sea
Thu, Jul 10, 5:00 PM
Misselwood Events at Endicott College
Selling quickly
Jazz by the Sea
Thu, Jul 10, 5:00 PM
Misselwood Events at Endicott College
Sales end soon
Uncorking the Basics: A Wine 101 Workshop
Saturday at 3:00 PM
25 S River Rd unit 107
Sales end soon
Uncorking the Basics: A Wine 101 Workshop
Saturday at 3:00 PM
25 S River Rd unit 107
Selling quickly
Cultivate Calm: Mindful Moments Wellness Workshop
Saturday at 3:00 PM
865 Washington St
Selling quickly
Cultivate Calm: Mindful Moments Wellness Workshop
Saturday at 3:00 PM
865 Washington St
Sip Happens: Wine Mistakes and How to Avoid Them
Sat, Sep 20, 6:30 PM
Commonwealth Wine School
Sip Happens: Wine Mistakes and How to Avoid Them
Sat, Sep 20, 6:30 PM
Commonwealth Wine School
Taste Iconic Boston Eats - Food Tours by Cozymeal™
Today at 11:00 AM + 66 more
Location provided after booking
Taste Iconic Boston Eats - Food Tours by Cozymeal™
Today at 11:00 AM + 66 more
Location provided after booking
Brave the Caves: Cheese Cave Tour
Sat, Jul 19, 7:30 PM
Formaggio Kitchen - Cambridge
Brave the Caves: Cheese Cave Tour
Sat, Jul 19, 7:30 PM
Formaggio Kitchen - Cambridge

Trends in Gloucester

Explore more trends

Seaglass Christmas in July Tree & Wine Tasting with The Funky Squid

Seaglass Christmas in July Tree & Wine Tasting with The Funky Squid

Concert - Scenes: A Billy Joel Experience at LaBelle Winery Derry

Concert - Scenes: A Billy Joel Experience at LaBelle Winery Derry

Love's Labour's Lost

Love's Labour's Lost

Maggiano's Boston Presents our Prisoner Wine Dinner

Maggiano's Boston Presents our Prisoner Wine Dinner

Wine Education Is A Gift! | BWS Gift Tickets

Wine Education Is A Gift! | BWS Gift Tickets

VIP Whiskey Tour and Tasting

VIP Whiskey Tour and Tasting

Cambridge Taste 2025

Cambridge Taste 2025

Beachy Favorites! Summery Cheese Tasting with Breezy Cocktail Sampling

Beachy Favorites! Summery Cheese Tasting with Breezy Cocktail Sampling

Midweek Magnum @ Georgie's Wine Bar

Midweek Magnum @ Georgie's Wine Bar

Hypnotist Comedy Show with Frank Santos Jr. at LaBelle Winery Derry

Hypnotist Comedy Show with Frank Santos Jr. at LaBelle Winery Derry

Boston Chocolate Tour: From Beacon Hill to Boston Public Market

Boston Chocolate Tour: From Beacon Hill to Boston Public Market

Lamplighter's "Beer School": Brewery Tour and Tasting

Lamplighter's "Beer School": Brewery Tour and Tasting

France vs. Italy

France vs. Italy

Taste, Tour and bring home a glass at Averill House Vineyard and Winery

Taste, Tour and bring home a glass at Averill House Vineyard and Winery

Jazz by the Sea

Jazz by the Sea

Uncorking the Basics: A Wine 101 Workshop

Uncorking the Basics: A Wine 101 Workshop

Cultivate Calm: Mindful Moments Wellness Workshop

Cultivate Calm: Mindful Moments Wellness Workshop

Sip Happens: Wine Mistakes and How to Avoid Them

Sip Happens: Wine Mistakes and How to Avoid Them

Taste Iconic Boston Eats - Food Tours by Cozymeal™

Taste Iconic Boston Eats - Food Tours by Cozymeal™

Brave the Caves: Cheese Cave Tour

Brave the Caves: Cheese Cave Tour

Things to do around Gloucester

Trends in Gloucester

1. Beauport hotel

2. Live music

3. Stage fort park

4. Memorial day weekend events

5. Beauport

6. Birdseye rooftop

7. Fathers day

8. Fantasy ball

9. Beauport hotel rooftop

10. Sunset sessions

11. Rooftop pool

12. Booze cruise