Safari365

Stellenbosch

Stellenbosch Holiday

Discover Wine, History,

and Culture in the Winelands

Nestled among rolling vineyards and majestic mountains, Stellenbosch is a historic town brimming with Winelands charm. Explore wineries steeped in tradition, stroll oak-lined streets filled with Cape Dutch architecture, and enjoy vibrant restaurants within South Africa’s premier wine region. A Stellenbosch holiday is a haven for wine lovers, history enthusiasts, and those seeking a vibrant university town atmosphere. 

Just a 45-minute drive from Cape Town, Stellenbosch is South Africa’s second oldest town and lies at the heart of the Cape Winelands. Surrounded by the stunning Stellenbosch Mountains, vineyards, and orchards, this university town is one of the most picturesque settings in the country.

Together with Paarl and Franschhoek, Stellenbosch forms the renowned Cape Winelands. Home to the oldest wine route in the country, Stellenbosch produces some of the world’s finest wines. Visitors can explore award-winning wine estates such as Spier, Tokara, Fairview, Delaire Graff, Waterford, and Rustenberg, among many others.

Stellenbosch boasts both scenery and history, featuring beautiful examples of Cape Dutch, Georgian, and Victorian architecture. Its oak-lined streets are filled with cosmopolitan restaurants, cafes, bistros, and national monuments, alongside the vibrant atmosphere of Stellenbosch University.

The Stellenbosch Winelands offer a delightful experience for visitors, including exploring original cellars dating back to the first farmers in the Cape and sampling fine wines while learning about the intricate production processes. The Winelands provide activities for everyone, including hiking and walking trails, horse riding, trout fishing, helicopter flips, and strawberry picking. As Stellenbosch is so close to Cape Town, these destinations can easily be combined.

Oude Libertas Vineyard and Cape Dutch Homestead

Our Recommended

Stellenbosch Tours

Our expertly designed Stellenbosch itineraries unlock the heart of this renowned wine region. Discover diverse wine tastings, historic walking tours, scenic drives, gourmet experiences, and combinations with vibrant Cape Town stays.


Browse all tours

Embrace historic streets, renowned wineries, scenic escapes, vibrant dining, and the energy of a vibrant university town in the heart of the Cape Winelands.

What To Do on a

Stellenbosch Holiday

Music, drinks and friends dancing outdoor to celebrate at festival, concert or summer social event

Vibrant Student Atmosphere

Experience the youthful energy of Stellenbosch, one of South Africa’s oldest university towns. Enjoy bustling cafes, vibrant bars, and live music events within this historic setting. Find unique galleries, local art, and a charming blend of historic and modern.

A cultural mix – tradition and youthful vivacity intertwine.

Vineyard landscape at sunset with mountains in Stellenbosch, near Cape Town, South Africa

Step Back In Time

Stroll Stellenbosch’s historic streets lined with iconic Cape Dutch, Georgian, and Victorian architecture. Visit museums showcasing the region’s rich heritage, discover national monuments, and immerse yourself in a town shaped by centuries of evolution.

Where historic beauty graces vine-draped landscapes.

Taste wine

Experience Winelands Excellence

Explore South Africa’s oldest wine route, a haven for wine lovers. Embark on wine tastings at historic estates, witness traditional cellar processes, and discover award-winning vintages celebrated the world over.

Immerse in the culture of world-renowned vintages.

Café restaurant

Indulge in Fine Dining

Enjoy Stellenbosch’s diverse culinary scene with award-winning restaurants and vibrant cafes. Embrace flavors influenced by the fresh produce of the Winelands, savor world-class cuisine, and discover the essence of South African hospitality.

Where gastronomic adventures rival exquisite wines.

Mountain Trail Bike Trip

Outdoor Adventures & Scenic Wonders

Explore beyond Stellenbosch’s historic allure. Scenic trails invite mountain bikes and leisurely hikes, offering panoramic views over vineyards and valleys. Find vibrant outdoor experiences within a picturesque setting.

Where scenic hikes and biking trails thread the Winelands.

Music, drinks and friends dancing outdoor to celebrate at festival, concert or summer social event

Vibrant Student Atmosphere

Experience the youthful energy of Stellenbosch, one of South Africa’s oldest university towns. Enjoy bustling cafes, vibrant bars, and live music events within this historic setting. Find unique galleries, local art, and a charming blend of historic and modern.

A cultural mix – tradition and youthful vivacity intertwine.

Vineyard landscape at sunset with mountains in Stellenbosch, near Cape Town, South Africa

Step Back In Time

Stroll Stellenbosch’s historic streets lined with iconic Cape Dutch, Georgian, and Victorian architecture. Visit museums showcasing the region’s rich heritage, discover national monuments, and immerse yourself in a town shaped by centuries of evolution.

Where historic beauty graces vine-draped landscapes.

Taste wine

Experience Winelands Excellence

Explore South Africa’s oldest wine route, a haven for wine lovers. Embark on wine tastings at historic estates, witness traditional cellar processes, and discover award-winning vintages celebrated the world over.

Immerse in the culture of world-renowned vintages.

Café restaurant

Indulge in Fine Dining

Enjoy Stellenbosch’s diverse culinary scene with award-winning restaurants and vibrant cafes. Embrace flavors influenced by the fresh produce of the Winelands, savor world-class cuisine, and discover the essence of South African hospitality.

Where gastronomic adventures rival exquisite wines.

Mountain Trail Bike Trip

Outdoor Adventures & Scenic Wonders

Explore beyond Stellenbosch’s historic allure. Scenic trails invite mountain bikes and leisurely hikes, offering panoramic views over vineyards and valleys. Find vibrant outdoor experiences within a picturesque setting.

Where scenic hikes and biking trails thread the Winelands.

What To Do

in Stellenbosch

Embrace historic streets, renowned wineries, scenic escapes, vibrant dining, and the energy of a vibrant university town in the heart of the Cape Winelands.

Music, drinks and friends dancing outdoor to celebrate at festival, concert or summer social event

Vibrant Student Atmosphere

Experience the youthful energy of Stellenbosch, one of South Africa’s oldest university towns. Enjoy bustling cafes, vibrant bars, and live music events within this historic setting. Find unique galleries, local art, and a charming blend of historic and modern.

A cultural mix – tradition and youthful vivacity intertwine.

Vineyard landscape at sunset with mountains in Stellenbosch, near Cape Town, South Africa

Step Back In Time

Stroll Stellenbosch’s historic streets lined with iconic Cape Dutch, Georgian, and Victorian architecture. Visit museums showcasing the region’s rich heritage, discover national monuments, and immerse yourself in a town shaped by centuries of evolution.

Where historic beauty graces vine-draped landscapes.

Taste wine

Experience Winelands Excellence

Explore South Africa’s oldest wine route, a haven for wine lovers. Embark on wine tastings at historic estates, witness traditional cellar processes, and discover award-winning vintages celebrated the world over.

Immerse in the culture of world-renowned vintages.

Café restaurant

Indulge in Fine Dining

Enjoy Stellenbosch’s diverse culinary scene with award-winning restaurants and vibrant cafes. Embrace flavors influenced by the fresh produce of the Winelands, savor world-class cuisine, and discover the essence of South African hospitality.

Where gastronomic adventures rival exquisite wines.

Mountain Trail Bike Trip

Outdoor Adventures & Scenic Wonders

Explore beyond Stellenbosch’s historic allure. Scenic trails invite mountain bikes and leisurely hikes, offering panoramic views over vineyards and valleys. Find vibrant outdoor experiences within a picturesque setting.

Where scenic hikes and biking trails thread the Winelands

Music, drinks and friends dancing outdoor to celebrate at festival, concert or summer social event

Vibrant Student Atmosphere

Experience the youthful energy of Stellenbosch, one of South Africa’s oldest university towns. Enjoy bustling cafes, vibrant bars, and live music events within this historic setting. Find unique galleries, local art, and a charming blend of historic and modern.

A cultural mix – tradition and youthful vivacity intertwine.

Vineyard landscape at sunset with mountains in Stellenbosch, near Cape Town, South Africa

Step Back In Time

Stroll Stellenbosch’s historic streets lined with iconic Cape Dutch, Georgian, and Victorian architecture. Visit museums showcasing the region’s rich heritage, discover national monuments, and immerse yourself in a town shaped by centuries of evolution.

Where historic beauty graces vine-draped landscapes.

Taste wine

Experience Winelands Excellence

Explore South Africa’s oldest wine route, a haven for wine lovers. Embark on wine tastings at historic estates, witness traditional cellar processes, and discover award-winning vintages celebrated the world over.

Immerse in the culture of world-renowned vintages.

Café restaurant

Indulge in Fine Dining

Enjoy Stellenbosch’s diverse culinary scene with award-winning restaurants and vibrant cafes. Embrace flavors influenced by the fresh produce of the Winelands, savor world-class cuisine, and discover the essence of South African hospitality.

Where gastronomic adventures rival exquisite wines.

Mountain Trail Bike Trip

Outdoor Adventures & Scenic Wonders

Explore beyond Stellenbosch’s historic allure. Scenic trails invite mountain bikes and leisurely hikes, offering panoramic views over vineyards and valleys. Find vibrant outdoor experiences within a picturesque setting.

Where scenic hikes and biking trails thread the Winelands

Guest Gallery

Stellenbosch Holiday

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters, which can be part of a Victoria and Alfred (V&A) Waterfront holiday

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Cape Town - SA

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters, which can be enjoyed on a Victoria and Alfred (V&A) Waterfront holiday

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters, which can be enjoyed on a Victoria and Alfred (V&A) Waterfront holiday.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

A collection of photographs taken by guests during a South African safari, showcasing diverse wildlife, landscapes, and cultural encounters.

Guests capturing stunning wildlife and landscapes during a Safari365-arranged Kruger National Park safari.

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