Stellenbosch, the second-oldest European settlement in the Western Cape, combines historic Cape Dutch architecture with a vibrant university culture and a reputation as the heart of South African winemaking. Here you'll find a town whose streets are lined with ancient oak trees, offering a unique blend of student ambiance and rich history. Dorp Street is famous for its well-preserved 18th and 19th-century buildings, which now house galleries and cafés. Explore the surrounding vineyards, which encompass hundreds of wine estates, many offering tastings and tours, such as the historic Spier Wine Farm. Visit the Stellenbosch University Botanical Garden or the Rupert Museum for South African art. The best time to visit for wine tasting and pleasant weather is spring (September to November) or autumn (March to May). For an authentic experience, a cycling tour through the vineyards is highly recommended to fully immerse yourself in the landscape.