Wine

Duck Walk Vineyards

Worth it for a quick tasting flight. Skip if you're a serious wine drinker — this is the tour-bus stop, not the good stuff.

Channing Daughters Winery

Yes — the most interesting winemaking on the East End, by a wide margin. Worth it if you like a real cellar story.

Wölffer Estate Vineyard

Yes — the Hamptons rosé everyone is actually drinking, and the tasting room itself is worth the trip. Worth it.

Almond Restaurant & Wine Bar

Worth a stop if you're already touring Bridgehampton vineyards — only if tastings are what you came out here for.

Wölffer Wine Stand

Yes — the Friday sunset scene with live music and a glass of rosé. Worth it once even if you hate a crowd.

Montauk Brewing Company

Worth it once if the night calls for this kind of Montauk room — if you want quiet, skip it and find a bar.

Kidd Squid Brew Co

Herbert & Rist Wines & Spirits

Worth it for a bottle off Jobs Lane on the way to dinner. It is a shop, not a tasting room — go to the North Fork if you want to taste.

Bottle Hampton

Best suited to a large restock: broad inventory, competitive online pricing, and easier parking than a village-center shop.

Water Mill Wine & Spirits

The useful late-hours stop between Southampton and Bridgehampton; the noon opening makes it less helpful for an early beach-day run.

Bridgehampton Wine Cellar

The practical Bridgehampton option with enough range for both a last-minute dinner bottle and a more considered cellar purchase.

Park Place Wines & Liquors

Worth it if you want a bottle to take to the beach house — this is a wine shop in East Hampton village, not a vineyard, and there are none to tour here.

Domaine Franey Wines

Worth a stop if you're already out on Pantigo Road — only if tastings are what you came out here for.

Amagansett Wine & Spirits

The only dedicated bottle shop in central Amagansett, so it is the convenient answer before heading farther east.

Finest Kind Wine & Liquor

The harbor-side choice for Long Island bottles and delivery; more useful for dock and harbor stays than a run into Montauk village.

Montauk Liquors & Wines

The easiest dedicated bottle stop if you are already in Montauk village; call before relying on off-season hours.

Cavaniola's Wine Cellar

The Sag Harbor pick for small-family, organic, and biodynamic wines — especially useful when you are also building a cheese board next door.

Sag Harbor Liquor Store

The straightforward Main Street stop when convenience matters: broad selection, pickup, and delivery rather than a tightly edited cellar.

Shelter Island Craft Brewery

The island had no brewery on this site until now. It publishes no website and no hours, so ring before you make the ferry crossing for it.

Westhampton Beach Brewing Company

Hamptons Wine Shoppe

The stronger Westhampton Beach option for online ordering and delivery, with useful 9pm weekend closing.

Westhampton Fine Wine

A second solid Westhampton option with a broad online catalog; compare availability when Hamptons Wine Shoppe is out of the bottle you need.

Bays Liquors

A useful year-round neighborhood shop for Hampton Bays, with curbside pickup and none of the village-center parking friction.

Roanoke Vineyards

Skip it if you came to taste — the vineyard pours bottles and glasses only, four days a week. Worth it for members picking up wine.

Palmer Vineyards

Worth a stop if you're already touring Riverhead vineyards — only if tastings are what you came out here for.

RGNY

Yes if you are coming from the west and want one stop before the traffic — it is the first serious vineyard you reach on Sound Avenue.

Paumanok Vineyards

Yes — family-run for decades, and the chenin blanc is North Fork's best. Worth the drive from anywhere.

Jamesport Vineyards

Worth a stop if you're already touring Jamesport vineyards — only if tastings are what you came out here for.

Clovis Point Vineyard

Yes, but only if you book — weekends run on two timed seatings and cap parties at six, so walking in with a group will not work.

Macari Vineyards

Yes — biodynamic and genuinely good, and the tasting room feels personal. Worth the drive north.

Bridge Lane Tasting Room

Yes — a $20 flight of six is the best-value tasting on this list, and worth it if you want wine in a can for the beach.

Bedell Cellars

Yes — the North Fork's most consistent red-wine program. Worth the Cutchogue trip for serious drinkers.

Suhru & Lieb Vineyards

Yes for pinot blanc and the quieter Cutchogue experience. Worth it over the big-bus wineries nearby.

Castello di Borghese Vineyard

Worth it for history — this is the oldest vineyard on Long Island. Skip if you want polish, because this stays raw.

Pellegrini Vineyards

Worth a stop if you're already touring Cutchogue vineyards — only if tastings are what you came out here for.

McCall Wines

Worth a stop if you're already touring Cutchogue vineyards — only if tastings are what you came out here for.

Sannino Vineyard

Yes if you want to stay the night on a working vineyard — the B&B is the reason to come here rather than the tasting.

Coffee Pot Cellars

Yes if you like talking to the person who made the wine, no if you are building a six-stop tasting day — it is open only Friday to Monday.

Pugliese Vineyards

Yes if you need a gift bottle — the hand-painted sparkling is the one thing here you cannot buy anywhere else on the fork. Worth it for that alone.

Pindar Vineyards

Worth it for volume and bachelorette parties. Skip if you care about the pour and not the party bus.

The Lenz Winery

Yes for the method champenoise sparkling and the no-frills tasting room. Worth it for the honesty alone.

Raphael

Worth it for the merlot program and a quiet tasting. Skip if you're looking for a party or a big event space.

Osprey's Dominion Vineyards

Yes if you are a group — the lawn and live music absorb a crowd that would overwhelm a small tasting room. Skip it if you want quiet.

Sparkling Pointe

Yes if you want bubbles with a view and a real afternoon. Worth it as your one North Fork winery stop.

One Woman Wines & Vineyards

Worth a stop if you're already touring Southold vineyards — only if tastings are what you came out here for.

Croteaux Vineyards

Yes — the only rosé-only vineyard out here, and the garden seating beats every tasting-bar room on the North Fork. Worth the detour off Main Road.

Corey Creek Tap Room

Yes if you want a drink after 6pm on the North Fork — almost everything else has closed, and this room runs to 9pm on Thursdays.

Mattebella Vineyards

Worth it if you want a seated tasting with a price you know in advance — $38 all in, no surprise gratuity. Skip if you prefer to wander.

Kontokosta Winery

Worth a stop if you're already touring Greenport vineyards — only if tastings are what you came out here for.

North Fork Brewing Company

Downtown Riverhead has almost nothing on this site yet, and this is the walkable one — but check the day, because it is shut at the start of the week.

Twin Fork Beer Co

Not a night out — it shuts at 7pm at the latest. Worth it as the afternoon stop when everything else on the fork is closed midweek.

Jamesport Farm Brewery

The one to bring a group and a dog to. Seating is first-come except the Hop Rooms, and it is closed Tuesday and Wednesday.

MoonFish Brewery

The only brewery on this site with water at the table rather than a car park. Takes reservations for small groups, which almost no taproom does.

übergeek Brewing Company

Four days a week and three of them short — check the hours before you drive. Closest brewery on the East End to a train station.

The Clam Bar @ Alize Brewing

Eastern Front Brewing Co.

Greenport Harbor Brewery and Restaurant

The North Fork stop that works for a group who cannot agree — it is a brewery, a restaurant and somewhere to sit outside, on the road you were driving anyway.

Greenport Harbor Brewing Company

The one to walk to after the ferry — it is five minutes from Greenport village and it closes at 8pm most nights, so it is an early-evening stop rather than a late one.