Friday → Sunday · Sag Harbor-based · 2 nights
Hamptons Wine Weekend — Sag Harbor Base
The Hamptons version of our North Fork weekend — pale Provençal rosé instead of Merlot, and a Sag Harbor inn instead of a Greenport beach hotel. This itinerary balances Wölffer Estate, Channing Daughters and a serious tasting menu without crossing back to the North Fork.
Stops
- Friday afternoon: Check in at The American Hotel
An 1846 inn on Sag Harbor's Main Street with eight individually decorated rooms above one of the East End's most storied dining rooms.
- Friday evening: Dinner at The American Hotel
Old-school New American with a James-Beard-recognized wine list — book downstairs at the same property you're sleeping in.
- Saturday morning: Wölffer Estate Vineyard tasting
Saturday rosé at the source — Wölffer's Sagaponack tasting room is the defining South Fork wine experience.
- Saturday lunch: Lunch at Le Bilboquet, Sag Harbor
South-of-France-style lunch on the Sag Harbor wharf — ideal between morning and afternoon tastings.
- Saturday afternoon: Channing Daughters tasting
Bridgehampton's most experimental winery — orange wines, skin-contact whites and rare varietals you won't find anywhere else on Long Island.
- Saturday night: Dinner at Nick & Toni's
East Hampton institution — wood-fired Italian, celebrity sightings, and a Friday/Saturday wait list that requires real planning.
- Sunday morning: Beach walk + drive home
Coffee, a long beach walk on Sagg Main, then onto the LIE before traffic builds.
FAQ
Where's the best place to stay for a Hamptons wine weekend?
Sag Harbor — it's central to both Wölffer Estate (Sagaponack) and Channing Daughters (Bridgehampton), and has the strongest walkable dinner scene. The American Hotel and Baron's Cove are the most popular choices.
Can I do North Fork and Hamptons wineries in one weekend?
It's possible but rushed — the drive is 90 minutes each way. We recommend picking one fork per weekend and saving the other for a return trip.