There’s nothing quite like blending the elegance of a luxury yacht experience with the charm of a Long Island wine tour. With its serene coastline, lush vineyards, and vibrant maritime culture, the North Shore of Long Island offers a one-of-a-kind journey for wine lovers and seafarers alike. Aboard an OSCA Yacht, guests can embark on a curated day trip combining the best of boating and wine tasting—sailing to some of the region’s most picturesque waterfront vineyards and wineries.
Long Island’s North Shore is known for its historic mansions, secluded coves, and a series of charming port towns—all complemented by a burgeoning wine scene. What makes this experience unique is the proximity of many vineyards and tasting rooms to the coast, allowing easy access from the water. Whether you're celebrating a birthday, hosting a corporate retreat, or simply looking for a unique date idea, a yacht wine tour elevates the typical vineyard visit into a luxury escape.
Here are a few standout vineyards and wine destinations that are either directly accessible by boat or just a short drive inland from marinas like Port Washington, Greenport, Mattituck, and Huntington:
Long Island's North Shore is renowned for its picturesque vineyards, charming coastal towns, and breathtaking views, making it the perfect destination for wine enthusiasts.
Long Island’s wine scene has quietly grown into one of the most respected in the U.S., often compared to regions like Napa and Bordeaux for its terroir, climate, and craftsmanship. Thanks to its unique maritime climate—cooled by the Long Island Sound and the Atlantic Ocean—the area produces grapes with vibrant acidity and complexity. From award-winning Merlots and Cabernet Francs to crisp Sauvignon Blancs and effervescent sparkling wines, the region’s vineyards consistently deliver quality and flavor that surprise even seasoned wine lovers. The North Fork, in particular, has gained national acclaim, attracting sommeliers, restaurateurs, and oenophiles from around the world.
Just a short trip from Huntington Harbor, Del Vino Vineyards is a family-owned estate offering handcrafted wines and a rustic Italian atmosphere. Though not directly on the coast, it's an easy drive or car service from your docking point and offers beautiful views and delicious charcuterie pairings.
Located on the North Fork, Macari is a sustainable, family-run vineyard offering biodynamic wines and a modern tasting room. Dock in Mattituck Inlet and you're only minutes away from this award-winning estate. Try their rosé or Bergen Road red blend while taking in panoramic vineyard views.
Though located slightly more inland, Sparkling Pointe specializes in méthode champenoise sparkling wines. If your yacht is docked in nearby Southold, it’s a scenic 10-minute car ride. Their Brut and Cuvée Carnaval selections pair beautifully with a celebratory cruise.
Riverhead offers river and inlet access with nearby slips, and Palmer Vineyards is one of the oldest on Long Island. Known for its Cabernet Franc and Sauvignon Blanc, it’s perfect for those who want a laid-back, picnic-style wine tasting before returning to the water.
One of the only truly waterfront vineyards on Long Island, Kontokosta sits atop the bluffs of Greenport with sweeping views of the Long Island Sound. Dock in Greenport Harbor, and you can walk to the vineyard. Their signature Viognier and Cabernet Franc are local favorites, and the scenery is breathtaking.
Your journey begins at Port Washington, where your fully crewed OSCA yacht awaits. From the moment you step aboard, you’ll be immersed in an upscale atmosphere with custom seating, climate control, and amenities to rival the finest lounges.
You’ll cruise past North Shore landmarks and secluded inlets, stopping at select docks or ports for curated vineyard visits. OSCA can coordinate private tastings, wine and cheese pairings onboard, or even arrange for bottles from your favorite vineyards to be served chilled during your cruise.
Nothing pairs with a crisp glass of Chardonnay quite like an ocean breeze. With a Long Island yacht wine tour, you don’t have to choose between a coastal escape and a countryside tasting experience—you get both. This is luxury, redefined.
Whether you’re planning a romantic anniversary, a girls’ weekend, or a client appreciation event, OSCA Yachting in Port Washington offers fully customizable yacht wine tours across Long Island’s scenic North Shore. Let us take care of the details—you just sip, sail, and savor.