Winter in Cape Town (roughly May to September) is one of the best-kept secrets for hikers. Most of the year’s rain falls in these months, but it comes in spells, with clear, calm, crisp days in between. On those days the mountains are quieter, greener and cooler, and there’s far less of the strong summer wind. Waterfalls appear on Table Mountain after rain, and sunrise starts are civilised: our winter morning hikes start only about 15 minutes before sunrise.
Here are our local guides’ favourite winter hikes, and how to pick a good day.
1. Skeleton Gorge (Kirstenbosch): best for waterfalls and forest
After a few days of rain, Skeleton Gorge is at its most beautiful: a shaded climb through indigenous forest beside a flowing stream, with wooden ladders and small waterfalls. Choose the loop down Nursery Ravine (about 5.5 km, 4.5–5.5 hours) or go over the top to the cable car (7–8 km, 5.5–6.5 hours).
Winter tip: the ladders and rocks get slippery, so good grip and a guide who knows the route make a real difference.
2. Kasteelspoort: best views on a clear winter morning
Kasteelspoort climbs the Twelve Apostles side of Table Mountain from Camps Bay to the famous “diving board” rock. On a clear winter day the Atlantic views are huge and the path is far cooler than in summer. Routes range from the classic loop (about 5.4 km, 3–4 hours) to Tranquility Cracks or up-and-cable-car-down.
3. Lion’s Head: best short hike between rain spells
Lion’s Head takes 3–3.5 hours and is easy to fit into a gap in the weather. Winter sunrises over the city can be spectacular, and the summit is usually much less crowded than in summer.
4. Kloof Corner: best gentle option
Kloof Corner (about 3.9 km, 2.5–3 hours) is our easiest Table Mountain hike, with views over Lion’s Head and Camps Bay. It’s a great choice when the top of Table Mountain is in cloud but the lower slopes are clear.
5. Chapman’s Peak: best ocean views
Chapman’s Peak (about 6 km return, 3–4 hours) gives you Hout Bay and Noordhoek beach from above. It sits away from Table Mountain’s cloud, so it’s often a good alternative when the main mountain is covered.
Winter hikes at a glance
| Hike | Why in winter | Time | Difficulty |
|---|---|---|---|
| Skeleton Gorge | Waterfalls, forest, shade | 4.5–6.5 hrs | Moderate–Challenging |
| Kasteelspoort | Big, clear Atlantic views | 3–6 hrs | Moderate–Challenging |
| Lion’s Head | Short, fits between rain spells | 3–3.5 hrs | Moderate |
| Kloof Corner | Gentle, below the cloud line | 2.5–3 hrs | Easy–Moderate |
| Chapman’s Peak | Ocean views, away from the tablecloth | 3–4 hrs | Moderate |
How to pick a good winter hiking day
- Watch for the gap after a front. The day after rain is often clear, still and beautiful.
- Book early in your trip. If the weather turns, you still have days to reschedule. When you book with us, you can tell us your alternative dates.
- Trust your guide’s call. If a route is unsafe because of rain, wind or cloud, we’ll move you to a better day or a safer route.
What to wear and bring in winter
- A waterproof jacket and a warm fleece or puffer, even if it’s sunny at the start
- Shoes with good grip (rocks and ladders get slippery)
- Gloves and a beanie for sunrise starts
- 1–1.5 litres of water and a snack
- A headlamp for early starts
Frequently asked questions
Is it worth hiking in Cape Town in winter?
Yes. On clear days winter is often the nicest time to hike: cooler, greener, quieter and less windy than summer, with waterfalls after rain.
What happens if it rains on the day of my hike?
Your guide checks the forecast and will contact you on WhatsApp. If it’s unsafe, we move your hike to one of your alternative dates.
What time do winter hikes start?
Our winter morning group hikes on Table Mountain routes start about 15 minutes before sunrise. Lion’s Head sunrise hikes start about 1.5 hours before sunrise. Your exact start time is confirmed on WhatsApp after booking.


