Ever wanted to experience Cupitt’s Estate like an insider? This is your chance. For the first time, we’re opening our exclusive Wine Club Weekend to all wine and food lovers.
This isn’t just another wine event—it’s a three-day celebration of everything we love: great wine, incredible food, and unforgettable moments. From behind-the-scenes vintage tours and vineyard hikes to long-table feasts and rare wine pairings, it’s a weekend packed with flavour, fun, and a whole lot of wine.
Friday night starts with welcome drinks, wine-tasting stations, and grazing boards. A fun, interactive wine guessing game, “Who Wants to Be a Sommelier?” sets the tone for the weekend, with plenty of laughs, friendly competition, and even a few prizes.
Saturday morning offers a behind-the-scenes look at the winery during vintage, where guests can experience the magic of winemaking up close. For those looking to explore, a guided vineyard hike finishes with a wine tasting and cheese platter at a scenic lookout.
In the afternoon, Rosie and Wally Cupitt host a session on Italian wine, sharing their passion for southern European varieties and why they thrive in the Shoalhaven.
Saturday night is the highlight of the weekend—the Winemaker’s Signature Dinner. A four-course feast, perfectly paired with rare museum wines from the cellar, enjoyed alongside live acoustic music and stories from the Cupitt family.
Menu sneak peek:
Local Appellation oysters with Four Pillars Bloody Shiraz Gin, caviar and pickled cucumber
Wagyu bresaola crostini with garden fig and merlot vinegar
Shark Bay scallops in the half shell with green garlic garden butter
Little Joe’s grass-fed beef short rib with charred garden greens and red mizuna
Vanilla parfait with caramelised blood plums and pistachios
Blood plum and whipped white chocolate tart topped with garden flower
Sunday brings the grand finale, The Harvest Feast, inspired by Italy’s traditional grape harvest celebrations. This long-table lunch is all about generous, hearty food best enjoyed with wine.
Menu sneak peek:
South Coast Yellowfin Tuna slow-cooked in extra virgin olive oil, served with a classic Panzanella salad
Ox heart tomatoes, stone fruits, Persian feta, and Pino’s capocollo
'Guancia di Manzo Brasata' - slow-braised beef cheeks in red wine, served with Parmesan-infused yellow polenta
'Pasta alla Nerano'sautéed zucchini with provolone cheese and olive oil
Fagioli all’Uccelletto -beans cooked in a savoury tomato sauce with garlic and sage
Insalata di lattuga e erbe fresche del giardino -garden lettuces with fresh herbs, dressed with Chardonnay vinaigrette
Classic tiramisu made with locally sourced Guerilla Coffee Roasters' espresso
Welcome drink, meet the maker chats with Gav the Viticulturist and Wally the Winemaker and a touch of trivia—it’s the perfect way to wrap up the weekend.
Whether you’re a Wine Club member or new to the Cupitt’s family, we’d love to welcome you.
Tickets are limited – book now.
Purchase tickets to the events.HERE
