Upcoming Guided Hikes

Explore trails across South Africa and beyond — from Table Mountain to the Otter Trail. All hikes led by qualified, safety-first guides, listed by date.

These hikes are listed by independent, qualified guides on the Ruminate platform — they are not Ruminate's own dedicated hikes. We review each guide's credentials and registration, but the hike is run by the guide who lists it.
Region:
Open
Cape Town
Tue, 15 Sep 2026 07:00

Kasteelspoort to Diving Board - Table Mountain Guided Hike

Guide: Donovan Kyle

Date 15 Sep 2026
Duration 3.5-4 hours
Difficulty Challenging
Spots Left
9 spots left
Meeting PointTheresa Avenue, Camps Bay (Pipe Track)

One of Table Mountain's most dramatic routes - a challenging climb above Camps Bay along the Twelve Apostles ridge to the famous Diving Board, an iconic rock ledge high above the Atlantic. Around 3.5 to 4 hours, small group (max 10).

Open
Cape Town
Fri, 06 Nov 2026 07:00

Kasteelspoort to Diving Board - Table Mountain Guided Hike

Guide: Donovan Kyle

Date 06 Nov 2026
Duration 3.5-4 hours
Difficulty Challenging
Spots Left
9 spots left
Meeting PointTheresa Avenue, Camps Bay (Pipe Track)

One of Table Mountain's most dramatic routes - a challenging climb above Camps Bay along the Twelve Apostles ridge to the famous Diving Board, an iconic rock ledge high above the Atlantic. Around 3.5 to 4 hours, small group (max 10).

Open
Western Cape
Thu, 12 Nov 2026 09:00

Orangekloof

Guide: Tred Magill

Date 12 Nov 2026
Duration 8 hrs
Difficulty Easy
Spots Left
12 spots left
Meeting PointConstantia Nek

Guided hike led by a professional (qualified and experienced) guide, into the pristine fynbos of Orangekloof to the Woodhead Dam via the Woodhead Tunnel. Stop for lunch break at Woodhead dam before returning via Orangekloof, back to Constantia Nek.

Open
Cape Town
Wed, 16 Sep 2026 07:00

Platteklip Gorge - Table Mountain Guided Hike

Guide: Donovan Kyle

Date 16 Sep 2026
Duration 2-3 hours
Difficulty Challenging
Spots Left
8 spots left
Meeting PointPlatteklip Gorge Trailhead, Tafelberg Road

Platteklip Gorge is the oldest and most direct route to the summit of Table Mountain - a steep but rewarding climb with dramatic views over Cape Town, the Atlantic coastline and the Twelve Apostles. Around 2 to 3 hours up, with the option to descend on foot or by Cableway.

Open
Overberg
Sat, 06 Feb 2027 – Thu, 11 Feb 2027 15:30

Whale Trail

Guide: Annie Delport

Dates 06 Feb – 11 Feb 2027
Duration 5 Days
Difficulty Moderate
Spots Left
10 spots left
Meeting PointDe Hoop Nature Reserve

The Whale Trail is a beautiful trail in de Hoop Nature Reserve. Arguably one of the most popular trails in South Africa. The trail is suitable for medium-fitness hikers. It is a five day, 56-kilometre slack-packing trail through the De Hoop Nature Reserve that introduces you to some of the most beautiful scenes along the Western Cape coastline. The reserve is part of the Cape floral region and is a World Heritage Site that hosts one of the largest marine protected areas in Africa. Famous for the large pods of whales that congregate during breeding season annually. The dolphins are all year round. We often see large schools of resident dolphins & also seals playing in the water. An absolute feast. Expanses of fynbos, grasses and proteas lie before you every step of the way. The landscape is constantly changing as is the vegetation. The first two days are mountainous and as you move along the coast on the third, fourth and fifth day, the coastal scenery is breathtaking. De Hoop is part of the Cape floral region, which is one of the planet's smallest, and most threatened floral kingdoms. The reserve is essential in conserving rare lowland fynbos. De Hoop has an estimated 1,500 plant species of which 108 are threatened.

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