9th Annual Long Island Wine Week
Kicks-Off At Taste On The Beach

This year's Long Island Wine Week will kick-off  Sunday May 3th, 2026 at Taste On The Beach On Stehli & Ransom Beaches In Bayville New York and will run through Sunday May 10th, 2026.

Wine lovers and foodies will spend the afternoon at one of the most picturesque beach fronts on Long Island's storied Gold Coast as they indulge their senses during this years fabulous Taste On The Beach event which highlights local wines and celebrates the talented winemakers who pour their heart and soul into creating them.

Taste buds will come alive with some of our region's best wines and artisan foods with the serene waterfront as the backdrop and live jazz as the soundtrack. Guests can experience curated food and beverages direct from some of the most celebrated artisans themselves. Many will have complimentary samplings and full-sized offerings to purchase creating an ideal chance to try before you buy. The magnificent sunset will provide the grande finale for an event that will surely be the crowning touch to the end of summer for wine lovers and foodies alike.


 

Below Is The 2026 Long Island Wine Week Line-Up.
Be Sure To Check Back Soon As The Line-Up Continues To Grow!


SUNDAY HAPPENINGS



Sunday Brunch Tasting Experience
Sunday, May 3, 2026
11:00am - 3:15pm

Join us at Wölffer Estate for Sunday Brunch! A thoughtfully curated multi-course food and wine pairing featuring a fresh Brunch approach that amplify our award winning wines and showcase our one of a kind terroir.

139 Sagg Rd
Sagaponack, NY 11962
631.537.5106



Live Music - Paris Ray
Sunday, May 3, 2026
1:00pm - 5:00pm

We will be hosting live music on The Deck from 1-5 p.m.

37645 Main Road
Peconic, NY 11958
631.734.6200



Live Music - Ricky Roche
Sunday, May 3, 2026
1:00pm - 5:00pm

Enjoy a glass of wine while listing to live music.

2114 Sound Ave
Baiting Hollow, NY 11933
631.369.0100



Live Music - Nick Kerzner
Sunday, May 3, 2026
1:00pm - 5:00pm

Join us for live music.

36225 Main Road
Cutchogue, NY 11935
Phone: 631.734.7537



Live Music - Bruce MacDonald
Sunday, May 3, 2026
1:00pm - 5:00pm

Join us for Live Music With Bruce.

45470 Main Road
Southold, NY 11971
631.765.4168


MONDAY HAPPENINGS



VISIT A TRUE LOCAL WINE ENTHUSIAST DURING
THIS YEARS 2026 LONG ISLAND WINE WEEK

We would be hard pressed to find a restaurateur that has as many Long Island wines on their restaurant wine lists as Chef Tom Schaudel.  Not to mention, to find such a celebrated chef and restaurateur with as much passion about Long Island wines. You see, Tom has been quite the advocate for our local wine region. Most recently, we dubbed him Long Island wines biggest cheerleader.  That sentiment is visible in his wine list that starts off with an introduction about local wine where he proclaims "I love, love, love , Long Island wine."  That's not just lip service, the wine list is as informative as it is thorough.

Tom tells the story, "As winemakers from other parts of the world flocked here to see what was happening, information was shared, knowledge was gained, the technology improved, and the wine evolved.  He makes the unabashed proclamation "We have world class wines being made right here in our own backyard."  Be sure to visit one of Chef Tom Schaudel's renowned restaurants, listed below, for a fabulous meal you can pair with a great Long Island wine.

Alure 62300 Main Road, Southold NY 11971 Reservations: 631.876.5300

aMano 13550 Main Road, Mattituck, NY 11952 Reservations: 631.298.4800



Mahjong Mondays
Monday, May 4, 2026
5:00pm

Join us for four special evenings of Mahjong fun. Each session includes guided open play — a friendly environment to play American Mahjong, meet new people, and sharpen your skills!

139 Sagg Rd
Sagaponack, NY 11962
631.537.5106


TUESDAY HAPPENINGS



Private Wine Tour of Borghese Vineyard hosted by Giovanni Borghese
Tuesday, May 5, 2026

Are you interested in a private tour of Borghese Vineyard, hosted by Giovanni Borghese?
Tuesday-Sunday you can arrange a tour of the vineyard and winery with the owner himself, at either 11:30, 1:30 or 3:30!
Learn about what stage of life the vines are in, see our private wine cellar and barrel hall and get a special tasting from barrel, and enjoy the picturesque property that is Borghese!
There is a maximum of 6 people per tour to keep an intimate environment, and advanced reservations are required.
Call to inquire and book

Address: 17150 Rte. 48 Cutchogue, NY 11935
Phone: (631) 734-5111

Click Here For More Info


WEDNESDAY HAPPENINGS



Take a Stroll Through The William Ris Gallery At Main and Mill House
Gallery Hours: Thursday - Monday From 12pm - 5pm

 

1291 Main Road
Jamesport, NY 11971
609.408.5203


THURSDAY HAPPENINGS


 


Special Private Wine Tasting with Winemaker Peter Pugliese
Thursday, May 7, 2026

Get a first hand private wine tasting at one of the North Fork's oldest vineyards.  This special tasting will include a very private one on one insiders glimpse of what it takes to make champagne as well as other varietals.  Do not delay as space is very limited.

Click Here For Website

34515 Main Road
Cutchogue, NY 11935


 


Caviar Happy Hour
Thursday, May 7, 2026
3:00pm - 6:00pm

Reservations Recommended

Indulge in an elegant evening at Wölffer Estate Vineyard during our new Caviar Happy Hour. Enjoy sustainably sourced caviar from Northern Italy, beautifully presented with classic accoutrements and paired with our finest wines by the glass.

139 Sagg Rd
Sagaponack, NY 11962
631.537.5106


 

FRIDAY HAPPENINGS



Friday Night Flights: Jason Dorsa
Friday, May 8, 2026
4pm-8pm

Come see Jason Dorsa and grab something from Balos Food Truck

45470 Main Road
Southold, NY 11971
631.765.4168


 


Candlelight Fridays
Friday, May 8, 2026
4:00pm

Candlelight Fridays are back in the Tasting Room at Wölffer Estate Vineyard! Our refreshed menu will have seasonal pairings, new wine and cider release, as well as specialty cocktails for this season! Live music by Dennis Raffelock.

139 Sagg Rd
Sagaponack, NY 11962
631.537.5106


 

SATURDAY HAPPENINGS


 


Cheese Fondue
Saturday, May 9, 2026
1:00pm - 2:30pm

Join us for cheese fondue with The French Picnic in Cutchogue. Served with a glass of wine.

37645 Main Road
Peconic, NY 11958
Phone: 631.734.6200


 


Live Music - Greg McMullen
Saturday, May 9, 2026
1:00pm - 5:00pm

Enjoy Live Music All Day Long.

36225 Main Road
Cutchogue, NY 11935
Phone: 631.734.7537


 


Cellar Tour
Saturday, May 9, 2026
11:30am - 12:15pm

Tour the cellar and take a look behind the scenes while learning about the wine making process at Bedell! Includes a complimentary glass of wine - special pricing for Wine Club members! Approximately 45 mins. Tours available at 11:30AM.

36225 Main Road
Cutchogue, NY 11935
Phone: 631.734.7537


 


Live Music - The Como Brothers
Saturday, May 9, 2026
1:00pm - 5:00pm

We will be hosting live music on The Deck from 1-5 p.m.

37645 Main Road
Peconic, NY 11958
Phone: 631.734.6200


 


Mother's Day Art & Wine Workshop
Saturday, May 9, 2026
2:30pm - 4:30pm

The Mother's Day Art & Wine Workshop is led by watercolorist Melissa Hyatt, back for a limited visit!
This intimate class offers personalized, hands-on instruction directly from the artist as you create your own watercolor Mother’s Day greetings while enjoying a glass of wine. Give your loved one more than just a piece of stationery, give mom a work of art created by YOU!
Your ticket includes a Mother's Day art kit, personalized instruction by Melissa, a glass of select wine, and a super fun time!
Cancellations within 72 hours of the event are nonrefundable, however the ticket can be transferred to another attendee.
Additional glasses of wines and light bites will be available for purchase a la carte.
Click Here To Reserve Your Spot

2885 Peconic Lane
Peconic, NY 11958
631.488.0046


 


National Dog Mom Day with Live Music - Gene Casey
Saturday, May 9, 2026
12:00pm - 5:00pm

Join us for the Mother of all Dog/Mom Days at Corey Creek on Saturday May 9th!
Live Music with Gene Casey 1-5PM
Salty Paws, Doggie Ice Cream Truck
Dog Jerky from Greenport Jerky Com
Live Dog & Mom Portraits by Katherine McCabe, Live Event Painter
Pet Psychic - Melissa Stewart, Animal Intuitive

250 Manor Lane
Jamesport, NY 11947
631.722.3416


 


Live Music - Jason Dorsa
Saturday, May 9, 2026
1:00pm - 5:00pm

Come visit our beautiful 20-acre site in Jamesport, on the pastoral North Fork of Long Island, and experience the worldly journey that has come to produce some of the finest wines the region has to offer.

1785 Main Road
Jamesport, NY 11947
631.238.5801


 

SUNDAY HAPPENINGS


 


Live Music - George Barry
Sunday, May 10, 2026
1:00pm - 5:00pm

We will be hosting live music on The Deck from 1-5 p.m.

37645 Main Road
Peconic, NY 11958
631.734.6200


 


Mother's Day - Live Music
Sunday, May 10, 2026
3:00pm - 7:00pm

Enjoy a glass of wine while listing to live music.

29 Norwood Road
Nothport, NY 11768
844.DEL.VINO


 


Live Music - Paris Ray
Sunay, May 10, 2026
1:00pm - 5:00pm

Come visit our beautiful 20-acre site in Jamesport, on the pastoral North Fork of Long Island, and experience the worldly journey that has come to produce some of the finest wines the region has to offer.

1785 Main Road
Jamesport, NY 11947
Phone: 631.238.5801


 


Mother's Day Wine & Doughnut Pairing
Sunday, May 10, 2026
1:00pm

Pindar has teamed up with the famous, NoFo DoCo for a wine and doughnut pairing!
This is a must-try tasting experience.
We will be pairing three wines with three tastings of these uniquely crafted doughnuts. Tickets are required.

Click Here To Buy Tickets

37645 Main Road
Peconic, NY 11958
631.734.6200


 

In addition to the wide array of events that are scheduled during the Ninth Annual Long Island Wine Week from May 3rd through May 10th you may also like to take this opportunity to get adventurous and explore the many other experiences wine country offers.

Maybe you would like to stop off and try some of the fabulous wine infused chocolates available only at North Fork Chocolate Company.  Perhaps you would like to take in the wonderful little art gallery at the Main and Mill House or visit the Winasaur at Coffee Pot Cellars.


 

Be Sure To Check Back As This Year's 2026 Line-Up Continues To Grow!