Arrive at Cape Town International Airport (CPT). Pick up your luxury rental car. Drive to Stellenbosch (45 minutes). Check-in at a wine estate. Afternoon walk through Stellenbosch town - visit the Dutch Reformed Moederkerk, Dorp Street with its historic buildings, and Oom Samie se Winkel for curios.

9:00 AM start wine tasting at some of Stellenbosch's top estates: Delaire Graff (art and architecture), Tokara (olive oil and wine), and Rust en Vrede (known for red blends). Lunch at a vineyard restaurant. Afternoon visit to the Village Museum (4 historic houses).

Drive to Franschhoek (30 minutes) - the food and wine capital of South Africa. Board the Franschhoek Wine Tram - hop on hop off through 8 different wine estates. Visit La Motte (art gallery), Rickety Bridge, and Grande Provence (sculpture garden). Lunch option at the famous Franschhoek Beer Co.

Morning breakfast. Drive to Hermanus (1.5 hours) via Sir Lowry's Pass with mountain views. Check into your guest house overlooking Walker Bay. Afternoon walk the Cliff Path (12km trail) - spot Southern Right Whales (June-Nov) from the shore. Visit the Old Harbour Museum.

9:00 AM boat-based whale watching tour (3 hours) - get up close to Southern Right Whales breaching and tail slapping. See dolphins, seals, and penguins. Afternoon drive to Gansbaai (30 minutes). Visit the Danger Point Lighthouse and viewpoint for great white shark viewing.

Morning free for last whale watching or visit the Hermanus Market (weekends). Drive back to Cape Town (1.5 hours) via Betty's Bay to see African penguins at Stony Point. Drop off rental car at Cape Town International Airport (CPT). Departure flight.