Intrepid Travel

Cape Town & Winelands

Cape Town & Winelands

Walk, munch and sip your way through Cape Town and the Cape Winelands. Boasting the best wines in South Africa, journey along the stunning Cape Peninsula to Stellenbosch and take a step back in history. From colonisation and slavery to the abolishment of the apartheid regime, learn how this nation is overcoming its turbulent past to become the modern and upbeat society it is today.

Activities

  • Cape Town – Morning Historic Walking Tour
  • Cape Town – Afternoon Cape Peninsula Tour
  • Cape Winelands Tour- Stellenbosch, Franschoek and Paarl

Highlights

  • Take a walking tour around Cape Town and learn about the hardships of slavery, colonial life in The Cape and the tragedy of apartheid.
  • Relax in the college town of Stellenbosch with a glass of wine after an illuminating city tour.
  • Take in the beauty of Cape Town’s coast while driving along the Cape Peninsula via Cape Point Nature Reserve and the Cape of Good Hope.
  • Visit some of the region’s best wine estates and indulge in wine tastings, chocolate pairings and artisanal cheeses.
  • Enjoy a free day in Cape Town to explore places such as Robben Island, Table Mountain and/or the atmosphere of the Victoria and Alfred Waterfront.

04/09/2025 through 12/27/2026
04/09/2025 through 12/31/2026

Day 1

Known as South Africa’s “Mother City,” Cape Town is a premier tourist destination and a cosmopolitan jewel of the African continent. Nestled between awe-inspiring mountains and a sparkling coastline, Cape Town bursts with history, art, culture, and natural beauty.

Natural and geological marvels abound in Cape Town. Table Mountain, the city’s iconic sandstone formation and most popular landmark, hovers over the Cape of Good Hope and offers spectacular views of the sprawling city below. The mountain can be traversed on foot, for those who enjoy hiking, or by a quick cable car ride. South of Table Mountain, the Kirstenbosch Botanical Gardens display a stunning variety of South Africa’s lush and colorful native plant life. Nearby beaches, including Clifton Beach and Boulders Beach, are excellent sites for swimming and surfing (though colder ocean temperatures may make your swim a bit chilly!). Boulders Beach, in particular, has become a favorite sightseeing spot; locals and tourists alike enjoy watching African penguins traipse along the sand.

Cape Town’s history of racial discrimination through the apartheid system, ended in 1994, and the people’s anti-apartheid revolution led by Nelson Mandela are essential to understanding the city’s current political and social makeup. Robben Island, the prison in which Mandela served 27 years for his anti-apartheid demonstrations, is a must-see historical landmark and a UNESCO World Heritage Site. Book a tour to explore the prison’s halls and see Mandela’s cell for yourself. The city’s many museums, including the District Six Museum and Slave Lodge Museum, provide an immersive look into Cape Town’s colonial and segregationist past.

Eat, drink, and be merry while partaking in Cape Town’s rich cultural life! Vineyards and wineries lie just beyond the metropolitan center and offer a diverse assortment of aromatic wines, including South Africa’s unique pinotage blend. Popular promenades near the city center, including the Victoria and Alfred Waterfront and Long Street, will delight you with an impressive array of dining, shopping, and entertainment venues. Be sure to sample biltong, a dry-cured beef peppered with delectable spices that has become a staple of Cape Town cuisine. If you’re in the mood for heartier dishes, step in a local restaurant for piping-hot bunny chow (with loads of flavorful curry) or fresh fish and chips.

Fascinating Cape Town awaits. Kom ons gaan!


Day 2

Known as South Africa’s “Mother City,” Cape Town is a premier tourist destination and a cosmopolitan jewel of the African continent. Nestled between awe-inspiring mountains and a sparkling coastline, Cape Town bursts with history, art, culture, and natural beauty.

Natural and geological marvels abound in Cape Town. Table Mountain, the city’s iconic sandstone formation and most popular landmark, hovers over the Cape of Good Hope and offers spectacular views of the sprawling city below. The mountain can be traversed on foot, for those who enjoy hiking, or by a quick cable car ride. South of Table Mountain, the Kirstenbosch Botanical Gardens display a stunning variety of South Africa’s lush and colorful native plant life. Nearby beaches, including Clifton Beach and Boulders Beach, are excellent sites for swimming and surfing (though colder ocean temperatures may make your swim a bit chilly!). Boulders Beach, in particular, has become a favorite sightseeing spot; locals and tourists alike enjoy watching African penguins traipse along the sand.

Cape Town’s history of racial discrimination through the apartheid system, ended in 1994, and the people’s anti-apartheid revolution led by Nelson Mandela are essential to understanding the city’s current political and social makeup. Robben Island, the prison in which Mandela served 27 years for his anti-apartheid demonstrations, is a must-see historical landmark and a UNESCO World Heritage Site. Book a tour to explore the prison’s halls and see Mandela’s cell for yourself. The city’s many museums, including the District Six Museum and Slave Lodge Museum, provide an immersive look into Cape Town’s colonial and segregationist past.

Eat, drink, and be merry while partaking in Cape Town’s rich cultural life! Vineyards and wineries lie just beyond the metropolitan center and offer a diverse assortment of aromatic wines, including South Africa’s unique pinotage blend. Popular promenades near the city center, including the Victoria and Alfred Waterfront and Long Street, will delight you with an impressive array of dining, shopping, and entertainment venues. Be sure to sample biltong, a dry-cured beef peppered with delectable spices that has become a staple of Cape Town cuisine. If you’re in the mood for heartier dishes, step in a local restaurant for piping-hot bunny chow (with loads of flavorful curry) or fresh fish and chips.

Fascinating Cape Town awaits. Kom ons gaan!


Day 3

Known as South Africa’s “Mother City,” Cape Town is a premier tourist destination and a cosmopolitan jewel of the African continent. Nestled between awe-inspiring mountains and a sparkling coastline, Cape Town bursts with history, art, culture, and natural beauty.

Natural and geological marvels abound in Cape Town. Table Mountain, the city’s iconic sandstone formation and most popular landmark, hovers over the Cape of Good Hope and offers spectacular views of the sprawling city below. The mountain can be traversed on foot, for those who enjoy hiking, or by a quick cable car ride. South of Table Mountain, the Kirstenbosch Botanical Gardens display a stunning variety of South Africa’s lush and colorful native plant life. Nearby beaches, including Clifton Beach and Boulders Beach, are excellent sites for swimming and surfing (though colder ocean temperatures may make your swim a bit chilly!). Boulders Beach, in particular, has become a favorite sightseeing spot; locals and tourists alike enjoy watching African penguins traipse along the sand.

Cape Town’s history of racial discrimination through the apartheid system, ended in 1994, and the people’s anti-apartheid revolution led by Nelson Mandela are essential to understanding the city’s current political and social makeup. Robben Island, the prison in which Mandela served 27 years for his anti-apartheid demonstrations, is a must-see historical landmark and a UNESCO World Heritage Site. Book a tour to explore the prison’s halls and see Mandela’s cell for yourself. The city’s many museums, including the District Six Museum and Slave Lodge Museum, provide an immersive look into Cape Town’s colonial and segregationist past.

Eat, drink, and be merry while partaking in Cape Town’s rich cultural life! Vineyards and wineries lie just beyond the metropolitan center and offer a diverse assortment of aromatic wines, including South Africa’s unique pinotage blend. Popular promenades near the city center, including the Victoria and Alfred Waterfront and Long Street, will delight you with an impressive array of dining, shopping, and entertainment venues. Be sure to sample biltong, a dry-cured beef peppered with delectable spices that has become a staple of Cape Town cuisine. If you’re in the mood for heartier dishes, step in a local restaurant for piping-hot bunny chow (with loads of flavorful curry) or fresh fish and chips.

Fascinating Cape Town awaits. Kom ons gaan!


Day 4

Known as South Africa’s “Mother City,” Cape Town is a premier tourist destination and a cosmopolitan jewel of the African continent. Nestled between awe-inspiring mountains and a sparkling coastline, Cape Town bursts with history, art, culture, and natural beauty.

Natural and geological marvels abound in Cape Town. Table Mountain, the city’s iconic sandstone formation and most popular landmark, hovers over the Cape of Good Hope and offers spectacular views of the sprawling city below. The mountain can be traversed on foot, for those who enjoy hiking, or by a quick cable car ride. South of Table Mountain, the Kirstenbosch Botanical Gardens display a stunning variety of South Africa’s lush and colorful native plant life. Nearby beaches, including Clifton Beach and Boulders Beach, are excellent sites for swimming and surfing (though colder ocean temperatures may make your swim a bit chilly!). Boulders Beach, in particular, has become a favorite sightseeing spot; locals and tourists alike enjoy watching African penguins traipse along the sand.

Cape Town’s history of racial discrimination through the apartheid system, ended in 1994, and the people’s anti-apartheid revolution led by Nelson Mandela are essential to understanding the city’s current political and social makeup. Robben Island, the prison in which Mandela served 27 years for his anti-apartheid demonstrations, is a must-see historical landmark and a UNESCO World Heritage Site. Book a tour to explore the prison’s halls and see Mandela’s cell for yourself. The city’s many museums, including the District Six Museum and Slave Lodge Museum, provide an immersive look into Cape Town’s colonial and segregationist past.

Eat, drink, and be merry while partaking in Cape Town’s rich cultural life! Vineyards and wineries lie just beyond the metropolitan center and offer a diverse assortment of aromatic wines, including South Africa’s unique pinotage blend. Popular promenades near the city center, including the Victoria and Alfred Waterfront and Long Street, will delight you with an impressive array of dining, shopping, and entertainment venues. Be sure to sample biltong, a dry-cured beef peppered with delectable spices that has become a staple of Cape Town cuisine. If you’re in the mood for heartier dishes, step in a local restaurant for piping-hot bunny chow (with loads of flavorful curry) or fresh fish and chips.

Fascinating Cape Town awaits. Kom ons gaan!


Day 5

Known as South Africa’s “Mother City,” Cape Town is a premier tourist destination and a cosmopolitan jewel of the African continent. Nestled between awe-inspiring mountains and a sparkling coastline, Cape Town bursts with history, art, culture, and natural beauty.

Natural and geological marvels abound in Cape Town. Table Mountain, the city’s iconic sandstone formation and most popular landmark, hovers over the Cape of Good Hope and offers spectacular views of the sprawling city below. The mountain can be traversed on foot, for those who enjoy hiking, or by a quick cable car ride. South of Table Mountain, the Kirstenbosch Botanical Gardens display a stunning variety of South Africa’s lush and colorful native plant life. Nearby beaches, including Clifton Beach and Boulders Beach, are excellent sites for swimming and surfing (though colder ocean temperatures may make your swim a bit chilly!). Boulders Beach, in particular, has become a favorite sightseeing spot; locals and tourists alike enjoy watching African penguins traipse along the sand.

Cape Town’s history of racial discrimination through the apartheid system, ended in 1994, and the people’s anti-apartheid revolution led by Nelson Mandela are essential to understanding the city’s current political and social makeup. Robben Island, the prison in which Mandela served 27 years for his anti-apartheid demonstrations, is a must-see historical landmark and a UNESCO World Heritage Site. Book a tour to explore the prison’s halls and see Mandela’s cell for yourself. The city’s many museums, including the District Six Museum and Slave Lodge Museum, provide an immersive look into Cape Town’s colonial and segregationist past.

Eat, drink, and be merry while partaking in Cape Town’s rich cultural life! Vineyards and wineries lie just beyond the metropolitan center and offer a diverse assortment of aromatic wines, including South Africa’s unique pinotage blend. Popular promenades near the city center, including the Victoria and Alfred Waterfront and Long Street, will delight you with an impressive array of dining, shopping, and entertainment venues. Be sure to sample biltong, a dry-cured beef peppered with delectable spices that has become a staple of Cape Town cuisine. If you’re in the mood for heartier dishes, step in a local restaurant for piping-hot bunny chow (with loads of flavorful curry) or fresh fish and chips.

Fascinating Cape Town awaits. Kom ons gaan!


04/17/25 - 12/31/26

Starting At $2,050

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