10 Best Cape Town Multiday Tours in May 2026

Get a customized trip to Cape Town in May 2026

Plan a multi-country or regional adventure across Cape Town in May 2026, with help from a local expert.

Carla FerreiraTravel Expert in Mauritius & South Africa
Stephanie LouwTravel Expert in Namibia & South Africa

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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.

Wonders of the Western Cape - May 2026

No booking fees

Best price guaranteed

No, you’re not dreaming, the incredible beauty of the Western Cape is part of its charm. From the eclectic streets of Cape Town to the wild nature of Cape Agulhas and the Garden Route Game Reserve, you’ll be living out your dream as you dive in to the culture, landscapes and lifestyle of this region.

AdventureMarine wildlife

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

5-99 yrs

Operated in

english

Destinations

Cape Town, Hermanus, Garden Rout

Cape Town, Hermanus, Garden Route Game Lodge, Knysna

Duration10 days

From

USD 2,075

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Garden Route & Wine Adventure 7D/6N - May 2026

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

english

Destinations

Cape Town, Sedgefield, Jeffreys

Cape Town, Sedgefield, Jeffreys Bay, Oudtshoorn, Stellenbosch, Cape Agulhas, Cape Peninsula

Duration7 days

From

USD 1,218

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Jewels of South Africa - May 2026

4.4

(9 reviews )

Trip customizable

Best price guaranteed

What really made this trip special was how much variety it packed into 12 days. It never felt repetitive. One day we were out on a game drive in Kruger National Park, watching elephants cross the road right in front of our vehicle. Next, we were in a completely different setting, standing in front of Victoria Falls, feeling the spray on our faces. It was surreal to experience such different landscapes and wildlife in such a short span of time. The weather also helped. It was nearly perfect throughout the tour. Mornings were cool and crisp, great for early safaris, and by afternoon it would warm up just enough without being uncomfortable. Every place felt timed just right. Our guide knew when to slow down and when to move on so we never missed anuything. Cape Town, especially, stood out. Seeing the Table Mountain was unlike anything I’d seen before. We took the cable car up, which was an optional tour and the views of the city and coastline were incredible. There was also a nice balance of cultural activities. We also did Winelands tour which yet was another amaing experience. I had some concerns before booking, but everything, from airport pickups to hotel check-ins was butter smooth. I felt safe and taken care of. You should surely give this one a try if you're traveling to South Africa for thr first time.

Wildlife safaris and game drives

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

8-99 yrs

Operated in

english

Destinations

Cape Town, Johannesburg, Victori

Cape Town, Johannesburg, Victoria Falls, Kruger National Park

Duration11 days

From

USD 2,519

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African Wildlife Explorer - May 2026

4.6

(9 reviews )

No booking fees

Best price guaranteed

What and excellent African Adventure booked through World Expeditions, they took us on a fabulous overland TransKalahari Tour.

Wildlife safaris and game drives

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House

Age Range

18-99 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Okava

Cape Town, Victoria Falls, Okavango Delta, Kwando River, Chobe River, Etosha National Park, Caprivi Strip

Duration20 days

From

USD 5,230

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Super South Africa and Dubai - May 2026

(3 reviews )

Trip customizable

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Tent

Age Range

8-99 yrs

Operated in

english

Destinations

Dubai, Cape Town, Johannesburg

Dubai, Cape Town, Johannesburg, Hazyview, Kruger National Park, Stellenbosch

Duration11 days

From

USD 2,467

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African Wildlife Explorer (VFA to CPT) - May 2026

4.2

(5 reviews )

No booking fees

Best price guaranteed

A great trip led by our expert driver/guide Colin. We saw lots of wildlife, drove through ever changing landscape and stayed in excellent accommodation. The only downside was long driving days with no aircon in the truck.

Adventure

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Sleeper Bus

Age Range

18-99 yrs

Operated in

english

Destinations

Victoria Falls, Fish River Canyo

Victoria Falls, Fish River Canyon, Kgalagadi Transfrontier Park, Augrabies Falls National Park, Namaqualand, Cape Town, Chobe River, Okavango Delta, Kavango, Etosha National Park, Damaraland, Swakopmund, Sossusvlei

Duration20 days

From

USD 5,230

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6% OFF TODAY

Exploring South Africa, Victoria Falls & Botswana - May 2026

4.9

(107 reviews )

No booking fees

Best price guaranteed

Seeing all the animals in their natural habitats. Visiting wine country outside Cape Town. Having animals greet us outside our living quarters. Seeing the majesty of Victoria Falls. Learning about the culture and lives of people living in South Africa, Zimbabwe, and Botswana. Eating different foods that are customary in those countries.

WaterfallsWildlife

Tour Type

Group Tour

Accommodation

Hotel, Tent, Lodge, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Cape Town, Johannesburg, Pilanes

Cape Town, Johannesburg, Pilanesberg National Park, Franschhoek, Victoria Falls, Chobe River, Chobe National Park

6% OFF TODAY

Duration15 days

From

USD 6,349

USD 5,999

Saving

USD 350

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Dunes, Deltas & Falls Discoverer - May 2026

27% OFF TODAY

Super Sales

Dunes, Deltas & Falls Discoverer - May 2026

(8 reviews )

No booking fees

Best price guaranteed

It was a wonderful trip and I have many fond memories of it. Everything went very smoothly and I know I'll definitely be going back to Africa! Our CEO was top notch and so was the bus driver. We had a great time with lots of humor and great experiences. I also really appreciated the fact that G Adventures showed us “Planeterra” projects. I really enjoyed visiting “Pentuka” and especially “!Khwattu”, and I loved being able to buy things in these places to support these two organizations. Thank you so much!

Wildlife

Tour Type

Small Group Tour

Accommodation

Camping, Hotel, Guest House, Resort, Tent

Age Range

12-100 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Livin

Cape Town, Victoria Falls, Livingstone, Swakopmund, Walvis Bay, Sossusvlei, Fish River Canyon, Orange River, Lambert’s Bay, Kasane, Nata, Maun, Ghanzi, Windhoek, Etosha National Park

27% OFF TODAY

Duration18 days

From

USD 4,849

USD 3,527

Saving

USD 1,322

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Best of South Africa - May 2026

(7 reviews )

No booking fees

Best price guaranteed

What an amazing trip. We saw so many different cultures while visiting. Our tour guide was so enthusiastic about his country. His knowledge was unbelievable. So glad I got to share in the beauty of this country. Every where we went was so interesting and I learned so much. Definitely a trip for your bucket list.

Wildlife

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Cape Town, Johannesburg, Gqeberh

Cape Town, Johannesburg, Gqeberha, Knysna, Kruger National Park, Eswatini, Hluhluwe, Durban, Drakensberg Mountains, Drakensberg, Chintsa

Duration15 days

From

USD 5,675

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African Odyssey - May 2026

(2 reviews )

Trip customizable

Best price guaranteed

The accommodations were great as were the excursions we booked.

Wildlife safaris and game drives

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

8-99 yrs

Operated in

english

Destinations

Cape Town, Kasane, Johannesburg

Cape Town, Kasane, Johannesburg, Victoria Falls, Chobe National Park, Entabeni

Duration13 days

From

USD 3,517

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Discover South Africa and Victoria Falls - May 2026

Trip customizable

Best price guaranteed

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

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

8-99 yrs

Operated in

english

Destinations

Cape Town, Johannesburg, Victori

Cape Town, Johannesburg, Victoria Falls, Hazyview, Kruger National Park, Stellenbosch

Duration10 days

From

USD 3,307

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Safari Cruise along the Zambezi River - South Africa, Botswana, Namibia, Zimbabwe with extended stay at the Cape Peninsula (port-to-port cruise) - May 2026

No booking fees

Best price guaranteed

Your journey in Southern Africa begins with the Cape Peninsula. Discover Robben Island, a historic site listed as a UNESCO World Heritage site, as well as breathtaking views from Table Mountain or along Chapman’s Peak Drive before meeting the penguins of Simon’s Town. Then, from Johannesburg to Victoria Falls, explore spectacular landscapes, the path of Nelson Mandela, great mammals and predators inhabiting the most beautiful nature reserves, as well as fine gastronomy, not forgetting the secrets of Lake Kariba and the impressive Victoria Falls.

Cruise

Tour Type

Cruise Tour

Accommodation

Lodge, Hotel, Ship Cabin

Age Range

18-79 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Sanya

Cape Town, Victoria Falls, Sanyati Gorge, Matusadona National Park, Groot Constantia, Johannesburg, Kasane, Chobe National Park, Impalila Island, Lake Kariba

Duration13 days

From

USD 9,590

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Cape to Victoria Falls Explorer - May 2026

(1 review )

No booking fees

Best price guaranteed

Our Cape to Victoria Falls was an amazing adventure, a tremendous way to be introduced to the hidden gems of South Africa, Namibia and Botswana. The tour was made more spectacular by our tour guides, their knowledge and ability to cater for our every wish and need, some we didn't even recognise ourselves. Great and varied accommodation, exciting, adventurous and challenging experiences. Constantly awakened senses. Why did I wait so long to visit Southern Africa? My recommendation, don't delay.

Adventure

Tour Type

Small Group Tour

Accommodation

Guest House, Hotel, Hut, Resort

Age Range

18-99 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Kalah

Cape Town, Victoria Falls, Kalahari Desert, Namibia, Okavango Delta, Maun, Makgadikgadi Pans, Chobe National Park, Cederberg, Gariep River, Fish River Canyon, Sossusvlei, Swakopmund, Damaraland, Etosha National Park, Windhoek

Duration21 days

From

USD 4,290

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Icons of Southern Africa - May 2026

No booking fees

Best price guaranteed

Discover the vibrant mix of Cape Town’s culture, the stunning heights of Table Mountain and the unforgettable thrill of a South African safari. Get close to nature as you travel to see the Big 5, and experience local traditions and flavours. This is Southern Africa at its finest.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge

Age Range

5-99 yrs

Operated in

english

Destinations

Cape Town, Johannesburg, Mabula Game Reserve

Duration7 days

From

USD 1,850

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All Cape Town Tours in May 2026

Page 3 of 57 Trips in Cape Town during May 2026 with 406 Reviews

Get a customized trip to Cape Town in May 2026

Page 3 of 57 Trips in Cape Town during May 2026 with 406 Reviews

Wonders of the Western Cape - May 2026

Garden Route & Wine Adventure 7D/6N - May 2026

Jewels of South Africa - May 2026

African Wildlife Explorer - May 2026

Super South Africa and Dubai - May 2026

African Wildlife Explorer (VFA to CPT) - May 2026

Exploring South Africa, Victoria Falls & Botswana - May 2026

Dunes, Deltas & Falls Discoverer - May 2026

Best of South Africa - May 2026

African Odyssey - May 2026

Discover South Africa and Victoria Falls - May 2026

Safari Cruise along the Zambezi River - South Africa, Botswana, Namibia, Zimbabwe with extended stay at the Cape Peninsula (port-to-port cruise) - May 2026

Cape to Victoria Falls Explorer - May 2026

Icons of Southern Africa - May 2026

Europe

Asia

South America

Africa

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 Cape Town Tours in May 2026

Page 3 of 57 Trips in Cape Town during May 2026 with 406 Reviews

Get a customized trip to Cape Town in May 2026

Page 3 of 57 Trips in Cape Town during May 2026 with 406 Reviews