
challenging
21 days
Good aerobic fitness with experience in multi‑day trekking is recommended; ability to walk 5–6 hours a day with a light daypack is required.
Covering Kenya’s best reserves, a Machame ascent of Kilimanjaro and two days of tropical recovery at Diani Beach, this 21‑day private tour blends epic wildlife viewing, high‑altitude trekking and coastal relaxation. Read on for what to expect, where the challenges are, and how to prepare.
The trip begins before sunrise, when Nairobi’s traffic thins and the air takes on a dry, warm edge. You climb into a private vehicle and trade the city’s pulse for the wide, restless horizon of the Rift Valley — and the easy hunger of the savannah. In one sweep this 21‑day route moves from Lake Naivasha’s papyrus edges to morning game drives in the Maasai Mara and Serengeti, then up the forested flanks of Mount Kilimanjaro via the Machame Route, finally dissolving into the turquoise shallows of Diani Beach.

Allow extra time on the Machame route — slow, steady ascents and hydration reduce altitude sickness risk.
Temperatures swing from hot plains to subzero summit nights — pack base layers and an insulated shell.
Many park fees, community levies and crew gratuities are paid in cash — bring small denominations in USD or local currency.
Sturdy, broken‑in hiking boots are essential for volcanic scree on Kilimanjaro and uneven terrain on game walks.
Paths across these plains have been used for millennia; the Maasai people have grazed cattle across Rift Valley grasslands for centuries while coastal Swahili towns grew from Indian Ocean trade networks.
Parks here balance tourism revenue with habitat conservation; support for local anti‑poaching units and community projects is common — minimize waste and respect wildlife distances.
Support and grip for steep, rocky trails on Kilimanjaro and uneven game paths.
Keeps you warm for summit night and high‑camp temperatures.
Flexible protection for hot safari days and cold alpine nights.
Reduce knee strain on steep descents and help with balance on scree sections.