1994:

Peet Cilliers and Roy Tucker, together with their families, acquire the first 4000ha collection of farms on the upper escarpment. Whereafter it is rightfully dubbed Entabeni—“The place of the mountain”. Being conservationists at heart, they had a great desire to establish a Big 5 game reserve in the Waterberg region of the Limpopo Province. Entabeni became a holiday destination for both families.

1994 – 1996:

• Entabeni is developed into a private game reserve and tourist destination.
• The building of the Entabeni Lake at Lakeside Lodge is completed over a three year period – 1.2 km long, holding 1,2 million cubes of water.
• 2,400ha of additional land, consisting of different farms, is acquired on the lower escarpment.

1996 – 1997:

• Ravineside Lodge is opened at Entabeni by October 1996.
• Cape Buffalo is introduced on the upper escarpment of Entabeni.
• Entabeni is established as a safari destination for international guests.

1998:

• Lakeside Lodge is opened in December of 1998 with the launch of the new BMW 3 series.
• Peet Cilliers acquires the 1st helicopter and helicopter flights become a popular activity with guests.

1999 / 2000:

• Construction of the Yellowwood Gorge Road, linking the lower and upper escarpment, is completed over a two-year period.
• Wildside Safari Camp is developed as a luxury tented camp and opens in 1999.
• Entabeni is established as a Big 5 destination with the introduction of a pride of lions on the lower escarpment.
• The first helicopter picnic on Hanglip Mountain takes place on 5 November 2000, which ignited the “meal-on-the mountain” helicopter experience, as a unique offering at Entabeni.

2000 – 2003:

• Entabeni Kingfisher Lodge is developed & opens next to Lakeside Lodge on the upper escarpment of Entabeni.
• Entabeni Hanglip Mountain Lodge is developed and opens on the lower escarpment of Entabeni.
• The Pedi Cultural Village is developed on the lower escarpment of Entabeni.
• Horseback Safaris through the game reserve is added to the existing activity list.

2004:

• The property where the 18-Signatures Golf Course is developed acquired.
• Peet Cilliers envisages the concept of a golf course and estate
• development in the bush, combining Big 5 safaris and golf with an estate in a natural environment.

2005:

• The development plan for Legend Golf & Safari Resort is initiated.
• More property and partnerships are acquired to develop Entabeni into a large and sustainable conservancy.
• The Public Investment Corporation invests in Entabeni via a BEE consortium.

2006:

• Legend Golf Development Project is approved by government in August. Consultation proceeds through IMG with the 18 professional golfers, each hand-picked to design a golf hole on the 18-Signatures Golf Course.
• Basic course lay-out with criteria finalised.
• Ground broken on golf course in September.
• Soren Rasmussen becomes a partner in the development project
• Earthworks started on the infrastructure for the Legend Estate in October

2007:

• Concept of Extreme 19th finalised, put into practise and construction starts.
• Partnership with IFA Hotels & Resorts – Legend/IFA Development company established in September.
• International media launch of Legend Golf & Safari Resort.
• Partnership between private enterprise and government announced
• Agreement between Limpopo Parks and Entabeni to extend reserve to Doorndraai Dam – Entabeni becomes a 22 000 hectares conservancy.
• Entabeni Private Game Reserve rebranded as Entabeni Safari Conservancy.

2008:

• Building of the 18 Hole Signature Course with 18 designers from 15 countries (through IMG) is finalised.
• Two golf courses concept is finalised and building of the Tribute 10 Hole Golf Course commences.
• Gary Player officially opens the Extreme 19th hole.
• Luke Donald is the first professional golf to arrive and inspect his hole design, no. 13.
• Great Enclosure entrance and amphitheatre are completed.
• Museum in Great Enclosure walls opens in December.
• Miss World delegates are hosted for a safari experience at Entabeni and Legend.
• Infrastructure for phases 1,2 and 3 completed and construction of Field of Legends commences.

2009:

• Padraig Harrinton & Raphael Jacquelin have an Extreme 19th shootout.
• First residences in estate are completed, and the rental pool is established.
• Semi-permanent buildings are completed: Signature Clubhouse and Monomotapa Hall.
• Operations start on a small scale in the 2nd quarter – managed by Legend
• Lodges, Hotels & Resorts.
• First predator islands for white lions at the Wildlife Centre opens.
• Miss World delegates are hosted for a safari and cultural experience at Legend for 2nd time.

2010:

• New venues are completed: White Lion Boma and the Shebeen.
• Semi-permanent buildings are completed.
• Tribute Clubhouse and Sofala Conference Room.
• Predator islands for white lions and other endangered species at WildlifE
  Centre are completed.
• 200 hotel rooms are completed – many new investors and home owners.
• During the World Cup July 2010 operations are in full swing. Legend hosting up to 500 guests a night for five weeks.

2011/2012:

• Business increases with conferences, launches and events.
• New grass Airstrip of 1.2 km is built at Legend and can take up to King Air and
DC3.
• Queen of Sheba Conference Centre for up to 650 delegates or guests opens.
• Re-design of clubhouse buildings by Peet and Mart Cilliers of Legend, IFA Developments and Andre Dippenaar of Insitucrete Construction. Only the footprint of original design is kept.
• Tour of Legends mountain biking event is hosted at Legend.

2013/2014:

• Hotel operations are in full swing. Family packages and Little Legends programmes for children are introduced.
• Legend Vacation Club’s Monomotapa Village (with Holiday Club) show units and leisure area are completed.
• Five medium size conference rooms are completed.
• Construction of five new clubhouse buildings by Insitucrete Construction.
• Launch of the new Signature Clubhouse buildings in November 2014.
• The first Ballet in the Bush charity event is hosted at Legend in 2014.
• Legend hosts it first Extreme Summer Showcase.

2015/2016:

• Legend hosts it second Extreme Summer Showcase.
• Lookout is transformed from a combined restaurant and spa, to a full time spa.
• Horseback safaris, archery and quad biking is added to the existing list of activities.
• The Tour of Legends mountain biking event is hosted at Legend.
• The Telkom Supersport Shootout is hosted for the first time at Legend in 2016.
• The second Ballet in the Bush charity event is hosted at Legend in 2016.

2017:

• The Starlight Boma is constructed and completed in anticipation of the Porsche Cayenne Launch.
• The International Porsche Cayenne Launch is hosted at Legend with attendees from across the globe.
• BCX Supersport Shootout is hosted for the second consecutive year at Legend.
• The third Ballet in the Bush charity event is hosted at Legend in 2017.

2018:

• ITV’s Survival of the fittest reality show is filmed at Legend.
• Various elements are added to Starlight Boma for filming of ITV’s Survival of the fittest.
• BCX Supersport Shootout is hosted for the third consecutive year at Legend.
• The fourth Ballet in the Bush charity event is hosted at Legend in 2018.

2019:

• Miss Universe, Catriona Gray, is hosted for her first safari experience at Legend and visits The Rhino Orphanage.
• The fifth Ballet in the Bush charity event is hosted at Legend in 2019.
• IFA requests to take over management of the Resort & Entabeni from July 2019. Shortly thereafter the golf courses (and resort) are closed, whilst Entabeni is kept operational.

2022-2026:

• After the Covid pandemic Legend Hospitality starts managing group, leisure & safari events at Legend.
• In 2023 Peet Cilliers closes a business deal where he, together with 2 conservationists, Tim Gregory & Soren Rasmussen, and their respective companies, acquires the IFA Hotels & Resort shares.
• The Tribute Golf Course is reconstructed.
• The new Tribute Clubhouse is built and reopened.
• The Extreme 19th and Signature Course are reconstructed.
• Major changes are made to the Signature Clubhouse Complex.