10 Best Stellenbosch Multiday Tours in January 2027

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Cycling the Cape & Winelands - January 2027

4.7

(79 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Guest House

Age Range

16-99 yrs

Operated in

english

Destinations

Cape Town, Gordons Bay, Stellenb

Cape Town, Gordons Bay, Stellenbosch, Franschhoek, Barrydale, Bontebok National Park, Cape Agulhas, Hermanus

Duration12 days

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Stellenbosch Hot Air Balloon & Champagne - January 2027

(1 review )

Trip customizable

Best price guaranteed

Experience breathtaking views of South Africa's wine region, Stellenbosch, from a hot air balloon during this ten-hour, guided tour and taste locally produced Methode Cap Classique (MCC) wines, South Africa's equivalent of French Champagne. This tour starts with a pickup at your hotel in Cape Town form where we will drive you to the balloon launch site in Stellenbosch. See hills swathed with neat rows of vines and quaint buildings from above as you fly over the area. Toast the landing where ever that may be with a traditional glass of sparkling wine and/or orange juice. Our retrieval vehicle will take you back to the venue for breakfast/brunch. Receive a commemorative certificate which proves that you defied the laws of gravity. Time to sample some locally produced sizzling bubbles after your feet are safely back on the ground during a visit to the wine estates that you flew over. Without any delay, we head off to the house of JC Le Roux, a leading wine estate dedicated exclusively to creating sparkling wine. It was also the first wine estate in South Africa to undertake this endeavour. Using traditional French technique, this wine estate created South Africa's finest, vintage Methode Cap Classiques. Our next stop Lanzerac Wine Estate. This wine estate came to existence in 1962 when Isaac Schrijver was granted a piece of land by the then Governor of the Cape, Simon Van Der Stel, and it has since grown into an iconic South African wine estate it is today. Sample their Methode Cap Classique (MCC) before it is time to head home. We will drop you off at your hotel in Cape Town after the tour is over.

Hot air balloon rides

Tour Type

Private Tour

Accommodation

Hotel

Age Range

1-79 yrs

Operated in

english

Destinations

Cape Town, Stellenbosch

Duration10 hours

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Beautiful Cape Wine Lands - January 2027

No booking fees

Best price guaranteed

The Cape wine lands are divided into various different regions, each offering their own ‘wine route’. The most popular and well-known are Stellenbosch, Franschhoek, Wellington and Paarl. The wine farms of Stellenbosch are the closest in distance to Cape Town and are within a 45-minute drive of the city centre. This is the most well known wine region and is home to a variety of cellars, producing some of the country’s most acclaimed wines. The old town of Stellenbosch (1650) is a university town and the oak-lined almost original Dorp Straat is home to museums and galleries as well as many student cafes and restaurants. The Cape Winelands Tour is a private tour that can be adapted to your personal interests without additional costs. It takes about 9 hours to complete this tour.

Wine tasting toursAdventure

Tour Type

Private Tour

Accommodation

Hotel

Age Range

5-79 yrs

Operated in

english, german, russian

Destinations

Cape Town, Stellenbosch, Franschhoek

Duration9 hours

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Cape Town & Garden Route Experience in 13 days - January 2027

Trip customizable

Best price guaranteed

Welcome to Cape Town! Cape Town and Garden Route Experience is a 13-day self-drive tour that allows you to explore the beauty of Cape Town at your own pace. You will start your tour by exploring Cape Town’s stunning attractions Beginning with a sunrise trip to Table Mountain, taking the cable car for panoramic views. Make sure to visit Robben Island or opt for a full-day tour of Cape Peninsula covering Camps Bay, Chapman's Peak Drive, and Cape Point Nature Reserve with penguins and baboons – the choice is yours! Enjoy wine tasting in the Western Cape's scenic wineries. Venture to Hermanus for a self-guided tour featuring wine, food, and nature experiences. Encounter the Marine Big 5 and explore Knysna, Oudtshoorn's ostrich farms, and the Cango Caves. Discover the Featherbed Nature Reserve and the exhilarating kayaking and lilo adventure in Tsitsikamma National Park. Conclude your tour in Port Elizabeth, returning your rental car at the airport and departing with cherished memories. Please see our itinerary for more details.

Wine tasting tours

Tour Type

Private Tour

Accommodation

Hotel, Lodge

Age Range

1-70 yrs

Operated in

English

Destinations

Cape Town, Johannesburg, Hermanu

Cape Town, Johannesburg, Hermanus, Stellenbosch, Port Elizabeth, Mpumalanga, Knysna, Cape Winelands, Tsitsikamma Forest

Duration13 days

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Victoria Falls To Cape Town (22 Days) - January 2027

No booking fees

Best price guaranteed

Experience the incredible diversity of Southern Africa - from the abundant wildlife of the Okavango Delta in Botswana & Etosha National Park, to the breathtaking scenery of the vast coastal Namib Desert and Fish River Canyon in Namibia - the largest canyon in Africa. Try your hand at white water rafting & bungy jumping at Victoria Falls or quad biking and dune sledding at Swakopmund. 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 JourneysWaterfalls

Tour Type

Group Tour

Accommodation

Camping, Hostel, Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Weste

Cape Town, Victoria Falls, Western Cape, Matabeleland, Okavango Delta, Etosha National Park, Spitzkoppe, Swakopmund, Fish River Canyon, Stellenbosch

Duration22 days

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North and South Island Explorer Package - January 2027

Trip customizable

Best price guaranteed

Experience a 13-day adventure encompassing all corners of the island – North, South, East, and West with our North and South Island Explorer Package. Hike Le Morne Mountain, relish stunning views, explore the marine world on a catamaran, and dive into the city's vibrancy. Immerse yourself in Mauritius' diverse offerings, with ample leisure time for personal exploration. Mauritius, situated in the Indian Ocean, is famed for its picturesque beaches, lagoons, and coral reefs. The island's interior boasts the Black River Gorges National Park, home to rainforests, waterfalls, hiking paths, and unique wildlife like the flying fox. The capital, Port Louis, showcases landmarks including the Champs de Mars horse track, Eureka plantation house, and the 18th-century Sir Seewoosagur Ramgoolam Botanical Gardens. Please see our itinerary for more details.

Active and outdoor

Tour Type

Private Tour

Accommodation

Hotel, Resort

Age Range

12-70 yrs

Operated in

English

Destinations

Cape Town, Stellenbosch, Fransch

Cape Town, Stellenbosch, Franschhoek, Republic of Mauritius, Port Louis, Le Morne

Duration13 days

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Super Sales

Southern Africa: Kruger, Victoria Falls & Zimbabwe National Parks - January 2027

No booking fees

Best price guaranteed

Seventeen days. Four countries. Endless moments you’ll never forget. From the roar of Victoria Falls to the stillness of the savannah at sunrise, this journey blends iconic wildlife encounters with extraordinary cultural experiences and a touch of indulgence at every turn. Track elephants and lions with expert guides in Botswana and Zimbabwe, cruise the Chobe River as hippos surface all around you, and share stories with local communities who open their homes and hearts. Then, slow the pace with e-bike rides through Stellenbosch vineyards and coastal adventures along the Cape Peninsula. It’s Southern Africa at its finest — wild, soulful, and elevated in every way.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hotel, Lodge, Tent

Age Range

18-100 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Hwang

Cape Town, Victoria Falls, Hwange National Park, Pridelands Conservancy, Kruger National Park, Stellenbosch, Chobe National Park

Duration17 days

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Super Sales

South Africa: Kruger, Cape Town & Stellenbosch Vineyards - January 2027

No booking fees

Best price guaranteed

South Africa is a country that thrills at every turn — and this journey blends the wild, the refined, and the unforgettable. Begin in Kruger National Park, tracking lions and elephants on foot alongside expert guides who know the bush like no one else. Then trade safari for sophistication in Stellenbosch, pedalling E-bikes through sun-drenched vineyards and sampling world-class wines straight from the source. Cap it all off with a coastal finale: paddling across glittering Table Bay, sipping cocktails atop Table Mountain, and winding your way along the dramatic Cape Peninsula. Adventure and indulgence, nature and culture — this is South Africa at its most spectacular.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Lodge

Age Range

18-100 yrs

Operated in

english

Destinations

Cape Town, Johannesburg, Pridela

Cape Town, Johannesburg, Pridelands Conservancy, Kruger National Park, Stellenbosch

Duration10 days

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Victoria Falls To Johannesburg (40 Days) - January 2027

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

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Super Sales

Highlights of South Africa's Winelands - January 2027

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

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All Stellenbosch Tours in January 2027

11 Trips in Stellenbosch during January 2027 with 84 Reviews

Get a customized trip to Stellenbosch in January 2027

11 Trips in Stellenbosch during January 2027 with 84 Reviews

Cycling the Cape & Winelands - January 2027

Stellenbosch Hot Air Balloon & Champagne - January 2027

Beautiful Cape Wine Lands - January 2027

Methode Cap Classique, Chocolate and Wine Tasting - January 2027

Cape Town & Garden Route Experience in 13 days - January 2027

Victoria Falls To Cape Town (22 Days) - January 2027

North and South Island Explorer Package - January 2027

Southern Africa: Kruger, Victoria Falls & Zimbabwe National Parks - January 2027

South Africa: Kruger, Cape Town & Stellenbosch Vineyards - January 2027

Victoria Falls To Johannesburg (40 Days) - January 2027

Highlights of South Africa's Winelands - January 2027

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Special interests and hobbies

All Stellenbosch Tours in January 2027

11 Trips in Stellenbosch during January 2027 with 84 Reviews

Get a customized trip to Stellenbosch in January 2027

11 Trips in Stellenbosch during January 2027 with 84 Reviews