Day 1: Arrival and Exploring the City

• Morning: Arrive at Cape Town International Airport and take a taxi or shuttle to your accommodation.
• Afternoon: Check-in to your hotel or B&B, and freshen up.
• Late afternoon: Head to Long Street, known for its vibrant atmosphere, bars, and restaurants. Grab dinner at one of the many eateries, and enjoy the street performers.
• Evening: End the day with a sunset view from the top deck of the Nelson Mandela Gateway, located in the V&A Waterfront.

Day 2: Cape Peninsula Adventure

• Morning: Start the day early, and head to the Cape of Good Hope Nature Reserve. Drive along the Atlantic coast, taking in the stunning ocean views.
• Afternoon: Visit Boulders Beach, where you can see adorable African penguins up close. Take a short hike to the top of the reserve for breathtaking views.
• Late afternoon: Stop at Cape Point Lighthouse for lunch and more panoramic views.
• Evening: Return to Cape Town, and enjoy dinner at a local restaurant.

Day 3: Robben Island and District Six

• Morning: Visit Robben Island Museum, where Nelson Mandela was imprisoned for 18 years. Take a ferry to the island, and explore the prison cells, and learn about its rich history.
• Afternoon: Head to District Six, a former township, now a vibrant neighborhood with street art and murals. Explore the area, visit the District Six Museum, and learn about its complex history.
• Late afternoon: Visit the vibrant Bo-Kaap neighborhood, known for its colorful houses, and take in the stunning views of Table Mountain.
• Evening: Enjoy dinner at a local restaurant, and explore the city’s nightlife.

Day 4: Wine Country

• Morning: Drive to Stellenbosch, a charming university town with rich history. Visit the Dutch Reformed Church, and walk through the picturesque streets.
• Afternoon: Head to Franschhoek, known as the food and wine capital of South Africa. Explore the village, visit wine farms, and enjoy lunch at a local restaurant.
• Late afternoon: Visit Cape Town’s famous wine estate, Vergelegen, for a wine tasting and tour.
• Evening: Return to Cape Town, and enjoy dinner at a local restaurant.

Day 5: Table Mountain and Company Gardens

• Morning: Take the cable car to the top of Table Mountain for stunning views of the city and ocean. Explore the summit, and take in the sights.
• Afternoon: Head to the Company’s Garden, a beautiful botanical garden with a rich history. Visit the South African Museum, and explore the surrounding neighborhood.
• Late afternoon: Visit the vibrant Bo-Kaap neighborhood again, and take in the sunset views of Table Mountain.
• Evening: Enjoy dinner at a local restaurant, and celebrate your time in Cape Town.

Remember to adjust the itinerary based on your interests, time constraints, and travel style.