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June
12

Long Island Wineries with Live Music | Laffey Real Estate

Can you think of a better way to spend a weekend evening than sipping your favorite wine while listening to live music? The many wineries and vineyards across Long Island make for great live music venues. Wineries are often considered peaceful places where you can relax and enjoy the company of friends, so it's not surprising many host live entertainment as well. Our real estate agents are here again with a list of five top Long Island wineries with regular live performances.

  1. cThis gorgeous estate is one of Long Island's best wineries. With high-quality wine, delicious food, and a deck overlooking the vineyards, Paumanok Vineyards is pure bliss. This winery frequently hosts live performances in the tasting room and on the deck. Be sure to take some time to walk around and explore the beautiful vineyards, and don't forget to try their NY-Times-rated 2012 Semi-Dry Riesling.

  2. Jason's Vineyard - 1785 Main Rd., Jamesport, NY 11947
    This casual winery hosts many live bands and acoustic performances each month, so it's a great spot for a relaxed date night. Jason's Vineyard has 14 unique wines, a scenic vineyard, and a laid-back tasting room across the 20-acre property. Their covered deck and outdoor patio are some of our favorite places to hang out in the summer. 

  3. Clovis Point Vineyard & Winery - 1935 NY-25, Laurel, NY 11948
    Acoustic, rock, country, and more—Clovis Point Vineyard & Winery hosts many live music events each month. Fifteen wines are made on this gorgeous property, and you can try them in the tasting room. Be sure to take some time to stroll around the vineyards. This winery does get crowded on weekends, so reservations are highly recommended. 

  4. Del Vino Vineyards - 29 Norwood Rd., Northport, NY 11768
    You can often catch some light live music at Del Vino Vineyards. This family-owned and operated Gold Coast winery makes a dozen Italian-inspired blends from recipes dating back over 100 years. These wines pair nicely with several savory Italian dishes from the kitchen. While the wine and food are incredible, the views of the vineyard are truly awe-inspiring. If you'd like to live near this beautiful destination, there are some really nice Northport homes for sale a few miles away.

  5. Insieme Wines & Tasting Room - 3333 Lawson Blvd., Oceanside, NY 11572
    You can catch a live performance on most Friday and Sunday evenings at Insieme Wines & Tasting Room. Don't be fooled by the small and intimate vibe; this boutique winery makes some of Long Island's best blends. We highly recommend the 2016 Pinot Grigio. If you'd like to learn how to make wine yourself, they even host a wine-making class. After your visit, be sure to book your tour of one of these nearby Oceanside homes for sale.

While these are some of our favorites, there are dozens of good wineries on Long Island, and you could easily spend your summer touring them all. Contact us today for more local information.

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/05/2026. The listing information on this page last changed on 03/05/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 03/05/2026 7:02:58 PM EST) or OneKey MLS (last updated Thu 03/05/2026 7:00:17 PM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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