10 Best Cape Town Multiday Tours in May 2026

Cape Town To Nairobi Overland Safari & Participation Camping - May 2026

22% OFF TODAY

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Cape Town to Nairobi Overland Safari & Participation Camping - May 2026

No booking fees

Best price guaranteed

Touch down in eight different countries on this truly epic overland adventure. Visit the world’s highest sand dunes, float through the Okavango in a traditional “mokoro” canoe, and meet the San people living in the Kalahari Desert. From jaw-dropping scenery to incredible wildlife this 40-day trip will provide you with a deeper understanding of this incredible slice of the world.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Hostel, Hotel, Hut, Lodge, Resort

Age Range

12-100 yrs

Operated in

english

Destinations

Nairobi, Cape Town, Etosha Natio

Nairobi, Cape Town, Etosha National Park, Waterberg Plateau, Windhoek, Ghanzi, Maun, Okavango Delta, Gweta, Kasane, Victoria Falls, Cederberg, Lusaka, South Luangwa National Park, Chipata, Kande Beach, Chitimba, Orange River, Iringa, Dar Es Salaam, Zanzibar, Stone Town, Bagamoyo, Arusha, Serengeti National Park, Ngorongoro, Fish River Canyon, Namib Desert, Swakopmund, Spitzkoppe

22% OFF TODAY

Duration40 days

From

USD 6,299

USD 4,888

Saving

USD 1,411

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Namibia To Cape Town Overland Safari & Participation Camping - May 2026

27% OFF TODAY

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Namibia to Cape Town Overland Safari & Participation Camping - May 2026

No booking fees

Best price guaranteed

Spend two weeks immersed in the desert scenery of Namibia, explore the cosmopolitan city streets of Cape Town, and witness the diverse wildlife in South Africa. From the world’s highest sand dunes to Africa’s largest canyon, and safari drives through Etosha National park in search of the “big five”, there’s no doubt that this is the trip of a lifetime on such a diverse continent.

Explorer

Tour Type

Group Tour

Accommodation

Camping, Guest House, Hostel

Age Range

12-100 yrs

Operated in

english

Destinations

Cape Town, Windhoek, Fish River

Cape Town, Windhoek, Fish River Canyon, Orange River, Cederberg, Waterberg Plateau, Etosha National Park, Spitzkoppe, Swakopmund, Namib Desert

27% OFF TODAY

Duration14 days

From

USD 1,999

USD 1,454

Saving

USD 545

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Nairobi To Cape Town Overland Safari & Participation Camping - May 2026

27% OFF TODAY

Super Sales

Nairobi to Cape Town Overland Safari & Participation Camping - May 2026

No booking fees

Best price guaranteed

Eight countries, 40 days, and one epic overland adventure that you will never forget. Start in Kenya and travel via Lando down towards Africa’s southerly tip. Along the way see some of the world’s highest sand dunes, float through the Okavango Delta in a traditional mokoro (dugout canoe), and meet the San people in the unforgivable environment of the Kalahari Desert. From wilderness to rural villages and lively cities, this camping adventure will bring you closer to the true Africa. What are you waiting for?

Explorer

Tour Type

Group Tour

Accommodation

Camping, Hostel, Hotel, Hut, Resort, Lodge

Age Range

12-100 yrs

Operated in

english

Destinations

Nairobi, Cape Town, Baobab Valle

Nairobi, Cape Town, Baobab Valley, Iringa, Chitimba, Kande Beach, Chipata, South Luangwa National Park, Lusaka, Victoria Falls, Arusha, Kasane, Gweta, Maun, Okavango Delta, Ghanzi, Windhoek, Waterberg Plateau, Etosha National Park, Serengeti National Park, Spitzkoppe, Swakopmund, Namib Desert, Fish River Canyon, Orange River, Cederberg, Ngorongoro, Bagamoyo, Zanzibar, Stone Town

27% OFF TODAY

Duration40 days

From

USD 6,199

USD 4,510

Saving

USD 1,689

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Southern Africa Cape to Falls - 20 days - May 2026

No booking fees

Best price guaranteed

SMALL GROUP COMFORT CAMPING: Embark on a momentous overland journey from Cape Town in South Africa to Victoria Falls in Zimbabwe, taking in the highlights of Namibia and Botswana en route. Admire iconic Table Mountain, enjoy game drives in the Kgalagadi Transfrontier Park, Etosha and Chobe National Parks, explore the Okavango Delta and more.

Explorer

Tour Type

Small Group Tour

Accommodation

Camping, Hotel, Lodge, Tent, Sleeper Bus

Age Range

18-80 yrs

Operated in

english

Destinations

Cape Town, Victoria Falls, Swako

Cape Town, Victoria Falls, Swakopmund, Spitzkoppe, Etosha National Park, Rundu, Okavango Delta, Cape Peninsula, Namaqualand, Augrabies Falls National Park, Kgalagadi Transfrontier Park, Fish River Canyon, Sesriem

Duration20 days

From

USD 3,535

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12% OFF TODAY

25-day Kruger Victoria Falls to Cape Town Accommodated - May 2026

No booking fees

Best price guaranteed

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Camping, Resort

Age Range

18-75 yrs

Operated in

english

Destinations

Kruger National Park, Pretoria

Kruger National Park, Pretoria, Hazyview, Maun, Okavango Delta, Ghanzi, Windhoek, Etosha National Park, Spitzkoppe, Swakopmund, Sossus, Sesriem, Fish River Canyon, Orange River, Cederberg, Cape Town, Tshipise, Bulawayo, Livingstone, Kasane, Elephant Sands

12% OFF TODAY

Duration25 days

From

USD 6,675

USD 5,874

Saving

USD 801

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15% OFF TODAY

56-day Cape Town to Gorillas Camping - May 2026

No booking fees

Best price guaranteed

The 56-day Cape Town to Gorillas Camping tour is the ultimate African odyssey for families who want it all. Starting in Cape Town and ending in Nairobi, this explorer experience includes Cape Town, Eldoret, Cederberg, Sossus, and 32 more destinations in South Africa and Kenya. With every detail—accommodation, transport, meals—handled, it’s a true journey of discovery. The unique feature is the incredible diversity, from Table Mountain to gorilla habitats, ensuring there’s something extraordinary for every traveler in this extensive tour package.

ExplorerWildlife

Tour Type

Small Group Tour

Accommodation

Camping, Hotel, Lodge, Tent

Age Range

18-75 yrs

Operated in

english

Destinations

Nairobi, Cape Town, Cederberg, E

Nairobi, Cape Town, Cederberg, Etosha National Park, Windhoek, Gobabis, Maun, Okavango Delta, Nata, Kasane, Livingstone, Gariep River, Lusaka, South Luangwa National Park, Kande Beach, Chitimba, Iringa, Mikumi National Park, Dar Es Salaam, Fish River Canyon, Zanzibar, Marangu, Arusha, Serengeti National Park, Ngorongoro Crater, Sesriem, Lake Nakuru National Park, Eldoret, Kampala, Queen Elizabeth National Park, Lake Bunyonyi , Jinja, Sossus, Swakopmund, Spitzkoppe

15% OFF TODAY

Duration56 days

From

USD 8,845

USD 7,518

Saving

USD 1,327

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All Cape Town Tours in May 2026

Page 5 of 62 Trips in Cape Town during May 2026 with 141 Reviews

Cape Town to Nairobi Overland Safari & Participation Camping - May 2026

Namibia to Cape Town Overland Safari & Participation Camping - May 2026

Nairobi to Cape Town Overland Safari & Participation Camping - May 2026

Southern Africa Cape to Falls - 20 days - May 2026

25-day Kruger Victoria Falls to Cape Town Accommodated - May 2026

56-day Cape Town to Gorillas Camping - May 2026

Page 5 of 62 Trips in Cape Town during May 2026 with 141 Reviews

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 5 of 62 Trips in Cape Town during May 2026 with 141 Reviews

Cape Town to Nairobi Overland Safari & Participation Camping - May 2026

Namibia to Cape Town Overland Safari & Participation Camping - May 2026

Nairobi to Cape Town Overland Safari & Participation Camping - May 2026

Southern Africa Cape to Falls - 20 days - May 2026

25-day Kruger Victoria Falls to Cape Town Accommodated - May 2026

56-day Cape Town to Gorillas Camping - May 2026

Page 5 of 62 Trips in Cape Town during May 2026 with 141 Reviews