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Fresh Grapes At Greenport

Paumanok Barrel Tasting

Join owner and winemaker Charles Massoud in Paumanok’s cellar for the opportunity to taste their wines fresh from the barrel. This barrel tasting of the 2018 vintage reds and barrel fermented chardonnay will be held on select weekends in November.

Borghese Vineyards Founder’s & Winemaker’s Tours

Choose from the private, in-depth Founders Tour which includes a tour of the entire winery and a premiere Founders flight paired with artisinal cheeses and chacuterie or the Winemaker’s Tour which guides you through the winery, production facility and a tasting.

Toasting With Wine at Seafood Restaurant in Long Island

Bedell Cellar Tour & Tasting

You’ll be welcomed with a glass of bubbly followed by a special cellar tour where you’ll learn about Bedell’s wine making process and experience a three pour tasting flight.

Eat, Drink & Be Sparkling

Visit Sparkling Pointe for their Eat, Drink & Be Sparkling Series, each Saturday this winter.  Sip some bubbly and enjoy an exclusive culinary pairing featuring a unique theme each week, including Oysters & Caviar and a special Long Island Duck tasting.

The Sag Harbor Whaling & Historical Museum 6th Annual Holiday & Cocktail Fundraiser

Celebrate the Holiday season at our Sixth annual Holiday Cocktail Party and Fundraiser at the Museum. The evening will be a rare chance to visit the Museum in December and a wonderful opportunity to spread good cheer among friends! Join us for a cozy gathering over drinks and hors d’oeuvre in the festively decorated Sage Parlor.

Bridgehampton Museum: Caroline Doctorow Concert

The Bridgehampton Museum serves as an historic and cultural hub for the community of Bridgehampton and the surrounding areas. Deeply rooted in the history of the East End, they aim to continue and foster appreciation for the traditions of eastern Long Island. Caroline Doctorow’s concert series at the Bridgehampton Museum’s Archives continues with “Seasonal Songs.” Starts at 7:30 pm. Tickets $20.

Parrish Art Museum Gallery Talk: Artists Choose Artists

Artists Choose Artists is the Parrish Art Museum’s triennial exhibition that highlights the dynamic relationships among the multi-generational artist community of Long Island’s East End, encouraging mentorship and conversations between artists at varying stages in their careers. Join selected artists who lead gallery talks about their work featured in Artists Choose Artists.

Parrish Art Museum: What We See, How We See Exhibition

What We See, How We See is a seven-part exhibition that contextualizes work by a variety of artists through the lens of how they see and interpret the world around them. Individual galleries based on specific themes feature paintings, works on paper, photographs, and sculpture, opening with the diverse image making of artists Richard Prince, Dorothea Rockburne, and David Salle, among others.

Annual Candlelight Tour

This is a magical time for the Southold community to come together to have some good old-fashioned fun—visiting Santa in the Barn and touring our historic houses, print shop, blacksmith shop and other buildings.

Greenport Village First Fridays Art Walk

The Greenport Village First Fridays Art Walk returns for another exciting season! Six dedicated art spaces and twelve partner businesses will remain open from 6-9pm on the first Friday of each month for the self-guided walking tour. An informative brochure, featuring an illustrated walking tour map by Greenport artist Kara Hoblin, is available at each of the participating businesses.


In partnership with the Greenport Business Improvement District (BID), Cornell Cooperative Extension Marine Program invites you to partake in a unique culinary exploration featuring exquisite shellfish and beverage pairings on December 7th and 8th, 2019 in Greenport! Over 15 of Greenport’s best restaurants create small plate pairing selections featuring local shellfish dishes ($5) and pours of local wines ($3) for your enjoyment.

Holiday Fair

This festive event and raffle supports the work of Southold Historical Society. A great variety of vendors and talented local artisans will be on hand with unique holiday gifts for all.

Mini Whale Ornament

Maker Workshop: UpSculpt Winter Ornament

UpSculpt workshops give participants a hands-on introduction to the sculpting process with a focus on marine conservation. Cindy Pease Roe will discuss marine plastic pollution, Upcycling and techniques for using marine plastics as an artist material. Cindy will demonstrate basic techniques using marine plastic debris to help you make your own winter whale ornament to take home.

Each participant will be provided with materials to create a DIY UpSculpt Whale Ornament*. You will be UpSculpting overlooking the beautiful waters of Long Island Sound. $30 per person ($5 off for Sound View guests) includes all materials, 100% of proceeds are donated to UpSculpt.  Sign up here:

Friday Night Adult Roller Skating

Get ready for adult-only indoor roller skating at the Greenport American Legion for ages 21 and over. Full bar for spectators and food for purchase. $5 Admission and $5 Skate rental. Spectators enter free.

Friday Nights Open Mic at Kate’s Cheese Co.

Bring your talent and your friends to Kate’s Cheese Co. Friday Night Open Mic. Hosted by Liza Coppola from 7 to 9 PM. Step in and for a night of entertainment, music, and laughs. Don’t be shy! Sing. Laugh. Recite. Perform. Enjoy!

8 Hands Farm Tour

Sound View has partnered with 8 Hands Farm to offer an authentic North Fork farm experience to guests. Farmers Tom and Carol lead you on a tour of their 28-acre sustainable family farm where you will learn about how your food is raised and grown and meet their heritage breed livestock including Icelandic sheep. After you’ve worked up an appetite, enjoy a farm fresh meal at their gourmet food truck and save time to explore the farm store for fresh produce and products spun from the wool of the farm’s sheep. Sundays by appointment with 24 hours’ notice – book at the front desk

Matchbook Distilling Gin Making

Create Your Signature Gin with Matchbook Distilling Co.

Create a signature bottle of gin with our friends at the Matchbook Distilling co. Apothecary. $150 includes the experience for up to 3 people and a full size bottle of your signature gin, Sound View hotel guests pay $100. Available Saturdays by appointment – email

Stargazing at Custer Observatory

Stargazing at Custer Observatory

Every Saturday night from dusk until midnight, Custer Observatory (est. 1927) hosts a tour of their facility and of the night sky through their powerful telescopes.

Halyard deck outdoor dining