The longest overland holidays by tour operators

Mar 13, 2014 BY Paul McWilliams

Overland tours are an incredible way to see the world. It’s only by travelling overland – either in or on a bus, car, train, horse or your own two feet – that you can really experience a place, meet people and understand the cultures you discover. And lets face it the best tours are always the longest overland holidays. It really is a question of the further you go, the more you discover.

longest overland holidays flickr image by  David Holt London

If you’re looking for a really substantial overland adventure, then check out the following tour operators who offer some of the longest guided overland holidays around the world.

Tucan Travel – 199 Days

Offering trips worldwide ranging from tailor-made adventures to family trips and gap year experiences, Tucan Travel have all the bases covered for overlanding. Their 25-years experience in the business make them perfectly placed to offer amazing adventures, helping you to visit exotic locations and get out of your comfort zone. With 6 overland tours lasting more than 100 days, the longest of which is a 199 day tour of South America. You can find out more here:

Longest overland holidays flickr image by David Holt London

Odyssey Overland – 189 Days

Odyssey Overland are a small company specialising in big adventures. With extended overland adventures exploring South America, Asia, and the Silk Road, they excel at offering some of the longest overland holidays of up to 189 days. Tours in South America last up to 27 weeks, and their Istanbul to Singapore tour passes through sixteen countries on its six month duration. This is serious travel for people who really love adventure. You can find out more by visiting:

Dragoman – 235 Days

An award-winning tour operator with a difference, is how they describe themselves and they’re not far wrong. Dragoman have been running overland tours around the world since 1981. With over nearly 100 tours lasting more than 80 days in destinations across Africa, Asia and the Americas you can experiences some of the longest overland holidays. Dragomans longest trip is 235 days going from Anchorage in Alaska to Cuzco in Peru. To learn more check out their site: to learn more.

Longest overland holidays flickr image by IndigoPrime

Oasis Overland – 273 Days

Oasis Overland have 12 trips of over 90 days in duration, including a 273 day monster of an overland journey from London to Cairo, via Cape town.  This Trans Africa overland journey visits many of the highlights in Morocco, Mauritania, Senegal, Guinea, Sierra Leone, Cote d’Ivoire, Ghana, Togo, Benin, Nigeria, Cameroon, Gabon, Congo, Angola, Namibia, South Africa, Botswana, Zimbabwe, Mozambique, Malawi, Tanzania, Rwanda, Uganda, Kenya, Ethiopia, Sudan and finally Egypt. Did we miss anywhere?

Oasis Overland specialise in extended overland tours and not just in Africa but also South America, Central Asia and Europe. They also have a range of shorter trips specialising in Morocco, Peru, Bolivia, Egypt and Jordan and are one of the only overland tour operators to offer dedicated family overland tours. With really friendly staff along for the ride, Oasis Overland adventures are highly-recommended, you can find out more here: or give them a call on +44 (0)1963 363 400.

Oasis Overland longest overland holidays

Madventure – 450 Days

But as far as we can tell the longest overland holidays by tour operators are run by Madventure. With 2 trips from London to Sydney, via South Africa, each lasting 450 days and visiting more countries then most people would visit in 10 lifetimes! There are 2 trips because you have the option of taking on either the Indian sub continent and south Asia or the Silk Route and north Asia before travelling through China, SE Asia and finally Australia. You can find out more here:

So, if you want to experience the longest overland holidays run by tour operators, check out any of the above for unforgettable adventures.

Abkhazia, Abu Dhabi, Addis Ababa, Afghanistan, Africa, Angola, Aqaba, Argentina, Asia, Australia, Balikpapan, Bangkok, Bangladesh, Beirut, Benin, Bhutan, Bolivia, Brazil, Buenos Aires, Burma (Myanmar), Burundi, Cairo, Cala Gonone, California, Cambodia, Cameroon, Canada, Cape Town, Cappadocia, Caribbean, Catalonia, Central America, Cesky Raj, Chile, China, Chora Skyros, Colchagua Valley, Colombia, Costa Rica, Croatia, Czech Republic, Dalyan, Delhi, Democratic Republic Of Congo, Djibouti, Dubai, Ecuador, Egypt, Equatorial Guinea, Eritrea, Ethiopia, Europe, Fethiye, France, Gabon, Ghana, Greater London, Greece, Guatemala, Hanoi, Ho Chi Minh City, Hong Kong, India, Indonesia, Iran, Israel, Istanbul, Italy, Ivory Coast, Jaipur, Jerusalem, Jordan, Kathmandu, Kazakhstan, Kenya, Kerala, Kuala Lumpur, Kyrgyzstan, Languedoc Roussillion, Laos, Lebanon, Leh, Liberia (Costa Rica), Liberia (Country), Libya, Litochoro, London, Macedonia (Greece), Malawi, Malaysia, Mali, Marmaris, Mauritania, Mexico, Mexico City, Middle East, Mongolia, Namibia, Nepal, New South Wales, Nigeria, North America, North Macedonia, Oceania, Oman, Panama, Peru, Phnom Penh, Punta Arenas, Quillan, Rio De Janeiro, Russia, Santiago, Sardinia Island, Sierra Leone, Singapore, Somaliland, South Africa, South America, Spain, Sudan, Sumatra, Syria, Syros Island, Tajikistan, Tanzania, Taormina, Tapalpa, Tashkent, Tel Aviv, Thailand, Togo, Transnistria, Tunisia, Turkey, Turkmenistan, United Arab Emirates, United Kingdom, United States, Uzbekistan, Venezuela, Vientiane, Vietnam, Yucatan Peninsula, Yukon, Zimbabwe, Zuljana
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