10 Best Stellenbosch Multiday Tours in January 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Super Sales

Highlights of South Africa's Winelands - January 2026

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Stellenbosch, Cape Peninsula, Kirstenbosch Gardens

Duration7 days

From

USD 3,600

USD 3,492

Saving

USD 108

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Nairobi To Johannesburg (94 Days) - January 2026

No booking fees

Best price guaranteed

Trek to see the mountain gorillas, swim with dolphins, walk in search of rhino or, relax on sandy tropical beaches. Add in a few adrenaline activities such as bungy jumping, white water rafting, gorge swings or quad biking along with stunning gameparks such as the Serengeti, Etosha, Addo and Ngorongoro Crater and some fantastic activities such as Whale watching and Shark Cave Diving will make this a trip to remember. 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!!

Explorer

Tour Type

Group Tour

Accommodation

Camping, Hostel, Hotel, Lodge, Resort, Tent

Age Range

18-80 yrs

Operated in

english

Destinations

Nairobi, Johannesburg, Lake Naiv

Nairobi, Johannesburg, Lake Naivasha, Marangu, Zanzibar, Lake Malawi, Harare, Great Zimbabwe, Bulawayo, Victoria Falls, Chobe River, Etosha National Park, Kakamega Rainforest, Spitzkoppe, Swakopmund, Sossusvlei, Stellenbosch, Cape Town, Little Karoo, Addo, Lesotho, Royal Natal National Park, Queen Elizabeth National Park, Kigali, Musanze, Lake Mburo National Park, Arusha

Duration94 days

From

USD 5,624

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Nairobi To Cape Town (76 Days) Grand Adventurer - January 2026

No booking fees

Best price guaranteed

Trek to see the mountain gorillas, swim with dolphins, walk in search of rhino or relax on sandy tropical beaches. Add in a few adrenaline activities such as bungy jumping, white water rafting, gorge swings or quad biking along with stunning gameparks such as the Maasai Mara, Serengeti, Etosha and Ngorongoro Crater will make this a trip to remember. 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!!

Explorer

Tour Type

Group Tour

Accommodation

Camping, Hostel, Hotel, Tent

Age Range

18-80 yrs

Operated in

english

Destinations

Nairobi, Cape Town, Masai Mara

Nairobi, Cape Town, Masai Mara, Marangu, Zanzibar, Lake Malawi, Harare, Great Zimbabwe, Bulawayo, Victoria Falls, Okavango Delta, Etosha Village, Spitzkoppe, Swakopmund, Sossusvlei, Stellenbosch, Queen Elizabeth National Park, Kigali, Musanze, Lake Mburo National Park, Arusha

Duration76 days

From

USD 4,686

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Victoria Falls To Johannesburg (40 Days) - January 2026

No booking fees

Best price guaranteed

Experience the incredible diversity of Southern Africa - from the abundant wildlife of the Okavango Delta, Etosha and Addo National Park, to the breathtaking scenery of the Namib Desert, Fish River Canyon and the Drakensburg Mountains. Try your hand at white water rafting, bungy jumping, quad biking & dune sledding at one of the adrenaline havens, Victoria Falls, Swakopmund or Cape Town. This truly is a trip to stun the senses. 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

Tour Type

Group Tour

Accommodation

Camping, Hostel, Hotel, Lodge, Resort

Age Range

18-80 yrs

Operated in

english

Destinations

Johannesburg, Victoria Falls, Ma

Johannesburg, Victoria Falls, Matabeleland, Little Karoo, Addo Elephant National Park, Lesotho, Royal Natal N.P, Okavango Delta, Etosha Village, Spitzkoppe, Swakopmund, Fish River Canyon, Stellenbosch, Cape Town

Duration40 days

From

USD 3,144

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All Stellenbosch Tours in January 2026

Page 2 of 18 Trips in Stellenbosch during January 2026 with 130 Reviews

Highlights of South Africa's Winelands - January 2026

Nairobi To Johannesburg (94 Days) - January 2026

Nairobi To Cape Town (76 Days) Grand Adventurer - January 2026

Victoria Falls To Johannesburg (40 Days) - January 2026

Page 2 of 18 Trips in Stellenbosch during January 2026 with 130 Reviews

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North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Stellenbosch Tours in January 2026

Page 2 of 18 Trips in Stellenbosch during January 2026 with 130 Reviews

Highlights of South Africa's Winelands - January 2026

Nairobi To Johannesburg (94 Days) - January 2026

Nairobi To Cape Town (76 Days) Grand Adventurer - January 2026

Victoria Falls To Johannesburg (40 Days) - January 2026

Page 2 of 18 Trips in Stellenbosch during January 2026 with 130 Reviews