All Stellenbosch Tours in October 2026
12 Trips in Stellenbosch during October 2026 with 129 Reviews
Most Popular
Super Sales
Cycling the Cape & Winelands - October 2026
4.7
This part of South Africa is definitely the right place to go on this type of tour. Relaxed and quality experience. Out of this world beautiful sceneries, stunning coastal routes... To my taste, the weather is just right for this physically quite demanding experience: not too hot and not humid.
Bicycle toursFood tours
USD 3,929
Saving
USD 122
South Africa Highlights - October 2026
4.9
Lovely trip, this is my second explore trip, the first was a very experienced guide in Costa Rica, Nathi was our guide for this one he said he was new to explore, what he lacked in explore experience he gained in his buzzing personality and local knowledge, he was a great kind and considerate guide nothing was too much trouble. He arranged things and recommend things sharing his knowledge freely. As he gets more experience he’ll be a great asset to Explore. You never know what people you’ll get on such a holiday and I’m always a bit apprehensive since I don’t suffer fools. Fortunately everyone seemed to bond by the end of the 2 weeks. Re the itinerary it was a good balance, maybe include the wine tasting as part of it instead of an option.
Active and outdoorWildlife
USD 4,370
Methode Cap Classique, Chocolate and Wine Tasting - October 2026
4.9
The driver was very informative and friendly
Wine tasting tours
USD 96
South Africa's Garden Route - October 2026
4.5
Excellent leader, who was able to keep us all well informed, huge knowledge base, was well organised, great attention to detail, couldn’t have been more helpful, witty and pleasant.
Wildlife safaris and game drives
USD 2,620
Super South Africa - October 2026
5
The perfect way to experience South Africa! Safari, Cape Town, wine tasting, and breathtaking landscapes—this tour covered it all. Everything was seamless from start to finish!
Wildlife safaris and game drives
USD 2,152
Picturesque Solo South Africa Tour - October 2026
ABOUT THIS TRIP
Experience the captivating history and vibrant culture of South Africa on this solo tour. Explore the vibrant city of Johannesburg and discover Soweto township, a cultural melting pot with extraordinary heritage sites that will fascinate any visitor. Continue your journey to Kruger National Park, home to extraordinary wildlife where you may spot Africa's Big Five. Next, you will travel to Stellenbosch, a glorious South African town boasting Cape Dutch architecture. This is the warm and wonderful heart of the Cape Wine Lands. Pay a visit to Cape Town, the modern city with an extraordinary history that is regularly voted one of the most beautiful cities in the world. Take the time to stroll along the waterfront and visit Table Mountain — or simply relax and enjoy some last-minute shopping. End your extraordinary tour of South Africa with a bang in Cape Town!
This is a Solo Tour
You don't pay single supplement and get a room for yourself!
Cultural, religious and historic sites
USD 3,254
Garden Route & Wine Adventure 7D/6N - October 2026
Discover the breathtaking Garden Route & Wine Adventure in South Africa, an exhilarating escape blending coastal beauty and vineyard visits. Explore lush forests, indulge in premium wine tastings, and encounter wildlife in renowned reserves. Highlights include the scenic Knysna lagoon, rugged Tsitsikamma National Park, and charming Stellenbosch wine estates. Perfect for nature lovers and wine enthusiasts, this immersive journey promises unforgettable experiences amidst dramatic landscapes and exquisite culinary delights along South Africa's famed Garden Route.
ExplorerAdventure
USD 1,126
Super South Africa and Dubai - October 2026
5
My friend and I are both retired teachers in our late 60s. We’ve been to Europe a few times so we wanted to try something new and off the usual tourist path. This tour of South Africa and Dubai was a great choice.
We appreciated that the pace wasn’t too fast. There were days with early starts, especially for safaris, but it was worth it. Kruger National Park was incredible. We saw a herd of elephants. Seeing a baby elephant brought tears of joy! The guides knew exactly where to look and explained everything clearly.
Both of us are fans of good wine, so we chose to do an optional tour of the winelands in Stellenbosch. We tried a variety of wines and cheeses. It was surely a wholesome day.
Dubai was something else entirely. So modern and so clean. We saw Burj Khalifa and wow, it's massive and elegant in a way.
We were comfortable the whole way. I’d say this was a great trip, and you can try it, too.
WildlifeCity sightseeing
USD 2,414
Discover South Africa and Victoria Falls - October 2026
Discover some of the most fascinating attractions in Africa with this tour of South Africa and Victoria Falls! Begin your tour in Johannesburg, the capital of South Africa and the perfect place to learn about national history as the city is home to Mandela’s House and the Apartheid Museum. Catch your flight to Victoria Falls and head on a breathtaking cruise on the Zambezi River. Walkthrough the gorgeous paths of the rainforest and visit Knife Edge Bridge with its magnificent panoramic views. Travel back to Johannesburg and visit Hazyview before you explore Kruger National Park. This world-famous site is home to 20,000 square kilometers of unspoiled wilderness and is the perfect place to search for Africa's Big Five. Make your way to Stellenbosch, home to gorgeous Winelands and fascinating Cape Dutch architecture. Next, you will travel to Cape Town to see The Castle of Good Hope, the oldest building in the country, and enjoy the magnificent views of Table Mountain. You will end your tour of South Africa and Victoria Falls in this fascinating city!
WaterfallsWildlife
USD 3,307
Nairobi To Johannesburg (74 Days) Coast To Coast - October 2026
From the stunning tropical beaches of Zanzibar to the wildlife of Etosha National Park in Namibia and the cosmopolitan city of Cape Town this trip enables you to experience a diversity of African wildlife, scenery and cultures. There's time to relax and take it all in, interspersed with options to really up the adrenaline with white water rafting, bungy jumping and tandem sky dives!
Note: This is one of our Overland Adventures which are run using one of our specialist famous yellow overland expedition trucks. Trips are run on a participatory basis – you’ll be involved in the day to day running of the trip and have fun taking turns helping to shop and cook for the group. Expect to sometimes get dusty and dishevelled and not to be able to have hot showers every night. Groups of up to 24 people are led by our crew of two.
Please note that the accommodation on this trip is predominantly camping, though there may be opportunities to upgrade this locally where rooms are available. Please see the trip inclusions for an approximate percentage of camping and room nights.
Our Overland Adventures provide once in a life time experiences and whilst some safari activities may be included in the itinerary, or be available to book locally, this should not be considered a traditional safari holiday, though we consider that part of the fun!!
Overland Journeys
USD 4,686
Super Sales
Highlights of South Africa's Winelands - October 2026
Experience the premier wine region in South Africa on a full-bodied exploration packed with fun, adventure and, yes, excellent wines. With the expert guidance of a local tour leader, you’ll explore the vineyards and mountains outside Cape Town on foot, e-bike, funicular, kayak and even on the iconic wine tram! Of course, there’s plenty of time to indulge your inner oenophile, stopping in historic wine estates, while our base for the adventure, the Protea Hotel Dorpshuis in Stellenbosch, provides a place to relax and unwind.
Cultural, religious and historic sites
USD 3,492
Saving
USD 108
Super Sales
Cycling South Africa's Garden Route - October 2026
Designed alongside Cape Town’s Tarryn Povey, one of southern Africa’s top marathon mountain bikers, this thrilling cycling adventure in South Africa showcases the utter beauty of the Garden Route. Riding from Cape Town to Knysna, we explore the Cape Winelands, tackle mountain passes, and discover the semi-arid desert of the Little Karoo. There’s also time to stay on a wine estate, visit the ostrich capital of the world, and quiz your tour leaders on all things bikes.
Bicycle tours
USD 6,475
Saving
USD 200