Private Insider Wine & Gastronomy Experiences
Hosted by Chef Marcus & Jamie Guiliano
October 13-16, 2026
Private custom travel also available for groups, families, and culinary clubs.
Travel through New York’s most underrated wine region, from the maritime vineyards of the North Fork to the Hamptons coast of the South Fork, the family-run cellars of Mattituck, Cutchogue, Peconic, and Southold, and the sparkling-wine houses of the East End.
Date
Destination
Experience
Long Island is not polished the way Napa is polished, and that is exactly why we love it. Three sides of water — the Sound to the north, the Peconic between the forks, the Atlantic to the south — shape the place: long maritime growing seasons, sandy well-drained soils, ocean breezes, grapes that ripen slowly and keep their freshness. That is why Long Island reds drink closer to the Loire and coastal Bordeaux than anything else grown in America. Coastal light, working potato-and-grape farms, family cellars, and wines with elegance and restraint, a region of growers, winemakers, and oyster farmers where Marcus has built relationships across the North Fork and the Hamptons that don’t open from a tasting-room counter.
New York City gateway, the North Fork from Riverhead to Greenport, Mattituck, Cutchogue, Peconic, Southold, the Hamptons and Sagaponack on the South Fork, Peconic Bay, the Long Island Sound, and the small coastal towns that make East End wine country feel personal, layered, and alive.
Private winery visits, Cabernet Franc and Merlot tastings, estate-grown Chardonnay, North Fork sparkling wine in the Champagne method, farm-to-table seaside lunches, oyster farm stops, owner-led cellar walks, long dinners with winemakers, small group access, and slow travel shaped by chef-led hospitality.
Join a hosted Long Island departure, or ask us to design a private version for your own group.
Instead: Private winery experiences, producer relationships, owner introductions, family hospitality, long lunches, small groups, and insider access. Most of the cellars we visit are still run by the families that planted them, and the person pouring your glass usually farms the rows it came from. That is the part of Long Island that does not show up on a day-trip from the city — and often, the winemaker becomes your guide.
Expect East End oysters, day-boat fluke, local clams, North Fork duck, heirloom tomatoes from August farms, corn pulled that morning, North Fork potatoes, Montauk striped bass, farmstead cheeses, wine grown alongside the food, and the kind of coastal cooking that reminds you Long Island is not trying to impress you — it is trying to feed you with what the land and the sea just gave up.
Each day is designed around the rhythm of place: North Fork farmland, Peconic Bay light, Hamptons coast, and the family hospitality that defines East End wine country.
Depart Manhattan by private transport and arrive in Riverhead for a relaxed first lunch on the North Fork. Continue to Laurel Lake Vineyards for a welcoming family-run introduction to Long Island wine, then check in at Preston House & Hotel for the opening reception and dinner.
Morning visit to Sparkling Pointe in Southold for a deep look at Champagne-method sparkling wine on the North Fork. Continue to Paumanok Vineyards for older-vine Chenin Blanc and structured Merlot, followed by a long lunch in Cutchogue. Return to Preston House and rest into wine-country evening.
Begin with a Peconic Bay oyster farm stop — dockside shucking, briny East End oysters, and a working-water perspective on the North Fork. Lunch at Noah’s in Greenport Harbor. Afternoon at Raphael in Peconic, the Tuscan-styled Merlot specialist. Dinner at North Fork Table & Inn in Southold.
Morning at Jamesport Vineyards, one of the founding North Fork estates. Lunch at a North Fork farm stand built around the week’s harvest. Afternoon at Long Island Spirits in Baiting Hollow for potato vodka and craft spirits. Cross the South Fork in the late afternoon and check in at Topping Rose House in Bridgehampton.
Morning at Wölffer Estate in Sagaponack. Owner-style tasting, vineyard walk through the Hamptons coastal blocks, and a long lunch at Wölffer Kitchen in Sag Harbor. A quiet South Fork afternoon at the ocean before a farewell dinner at The 1770 House in East Hampton. Private return to Manhattan the following morning.
Expect East Coast wines shaped by sand, sea, fog, and a forty-year farming story. Wines you do not expect from New York: serious Cabernet Franc, estate Merlot from older vines, Champagne-method sparkling, salt-air Chardonnay, Sauvignon Blanc, Chenin Blanc, and even Albariño — alongside Cabernet Sauvignon, Riesling, Pinot Noir, and Long Island Rosé. A real range, all of it shaped by the ocean, and a masterclass in American maritime winemaking.
Long Island is close to the city, and that is exactly the problem. Most visitors only see the tasting-room counter. They never meet the family that planted the vines, never sit in the cellar with the winemaker, never get the lunch that was not on the menu.
Small family cellars we know personally, not bus-stop tasting rooms.
At the producer’s table, with the wines they save for friends.
The people who farm the rows usually become your guide for the afternoon.
North Fork dining rooms Marcus actually eats at, not the ones the tour book sends you to.
Preston House, the Halyard at Sound View, Topping Rose House. Quiet, personal, and chosen one room at a time.
Manhattan pickup, North Fork driver, South Fork crossing, return to the city. You drink, we drive.
No substitutes, no outsourced guides, no scripts.
John F. Kennedy International (JFK) or LaGuardia (LGA). Private transport from Manhattan to the North Fork is included in the hosted experience.
Yes. Manhattan pickup, regional transportation, and the return transfer are included for hosted guests.
Absolutely. Whether you are deeply into wine or simply curious, this experience is designed for all levels.
Light to moderate. Expect walking through vineyards, harbor villages, farm stands, and beach paths.
Yes. Please notify us in advance.
Yes. New York-to-home shipping is straightforward for most U.S. states, and we assist with selections and logistics.
Comfortable walking shoes, layers for cool maritime evenings, smart casual dinner attire, and room in your suitcase for North Fork bottles.
Because we built this through relationships, not reservations. We do not simply show you Long Island. We introduce you to it.
Only 8–14 guests are invited into this hosted Long Island experience. Leave your details and Marcus will personally share more tour details.
Your details are used only to follow up about the Long Island hosted journey or private travel request.
