Discover the best Stellenbosch group wine tour estates to visit on one of our scheduled wine tours, from boutique tastings to heritage farms in South Africa’s wine capital.
Stellenbosch, South Africa’s second-oldest town, is a destination where history, culture, and world-class wine come together effortlessly. Just under an hour from Cape Town, this vibrant region is known for its oak-lined streets, Cape Dutch architecture, and an unmistakable sense of heritage.
A group wine tour through Stellenbosch offers the perfect way to experience it all—bringing together exceptional wines, beautiful scenery, and shared moments that make the journey even more memorable.




A Curated Wine Experience
Our Stellenbosch Group wine tour estates are thoughtfully chosen to showcase the best of Stellenbosch, each offering something unique. From boutique farms to well-established vineyards, every stop introduces a new perspective on the region’s rich winemaking tradition.
Expect a day filled with guided tastings, relaxed vineyard settings, and a seamless flow between estates. With expert guides and comfortable transport, the experience is both informative and indulgent—allowing you to fully immerse yourself in the Winelands.
1. Annandale Wines
Tucked away in the Helderberg region, Annandale Wines is a hidden gem known for its handcrafted approach to winemaking. The estate offers an intimate and authentic tasting experience, where guests can enjoy elegant wines in a peaceful countryside setting.
2. Middelvlei Wine Estate
Middelvlei is all about heritage and warm hospitality. This family-owned estate is famous for its traditional South African experiences, often pairing wine tastings with local flavours. It’s a welcoming stop that brings a sense of culture and connection to any group tour.
3. Mitre’s Edge Wine Estate
A boutique favourite, Mitre’s Edge offers a more personalised tasting experience. Known for its exceptional cheese and wine pairings, this estate is ideal for smaller groups looking to enjoy something intimate and thoughtfully curated.
4. Simonsig Family Vineyards
One of Stellenbosch’s most iconic estates, Simonsig, combines history with innovation. As a pioneer of Cap Classique in South Africa, it offers a diverse tasting experience, from sparkling wines to bold reds, all enjoyed against a backdrop of vineyard views.
More Than Just Wine
While the wines are undoubtedly the highlight, our Stellenbosch group wine tour estates are about more than tastings. They’re about the shared laughter between stops, the stories behind each vintage, and the feeling of discovering something special together.
Many tours also include added experiences such as food pairings, cellar tours, and a leisurely lunch at a wine estate—creating a well-rounded and immersive day in the Winelands.
The Perfect Way to Experience the Winelands
Whether you’re travelling with friends, family, or colleagues, a Stellenbosch group wine tour offers a seamless and enjoyable way to explore one of South Africa’s most celebrated regions.
With carefully selected estates and a balance of elegance and authenticity, it’s an experience that captures the true spirit of the Cape Winelands—one glass at a time.



