Whirlwind Cape Town
A compact introduction to Cape Town that combines essential landmarks with three memorable guided trail adventures.
Cape Town, Cape Point, Boulders and Table Mountain
From R20,460 per person sharing
Cape Town · Western Cape · South Africa
Cape Town,beyond the postcard.
Guided hiking and trail-running holidays through Cape Town and South Africa's Western Cape, shaped around your pace, interests and sense of adventure.
Hiking & Trail Running Holidays in Cape Town, South Africa
Adventure Capital of the Southern Hemisphere
Where mountains meet the sea, every trail leads to something extraordinary.
Cape Town offers one of the world's most spectacular settings for an active holiday, with dramatic mountain trails, rugged coastlines, beautiful beaches, world-class food and wine, and unforgettable views around almost every corner.
Whether guests want to hike iconic mountain routes, experience Cape Town's legendary trail-running terrain, enjoy a guided ocean swim, explore the Winelands or slow down and take in the scenery, Cape Trail Tours creates personalised adventures around the way each guest wants to experience the Cape.
With a mild climate, excellent infrastructure and an incredible range of trails and experiences within easy reach of the city, Cape Town can be enjoyed throughout the year.
Come hike it. Run it. Explore it. Experience the Cape your way.
Four ways into the Cape.
Every journey we build draws on one or more of these. Most combine several.
Guided Hiking
Routes matched to your experience, fitness, preferred distance, season and weather. Table Mountain, Lion's Head, Cape Point, Silvermine, Jonkershoek, Mont Rochelle, Fernkloof, Kogelberg, the Cederberg and Garden Route trails.
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Trail Running
Guided Cape trail-running experiences for different ability levels, from shorter scenic outings to technical mountain routes and multi-day challenges.
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Bespoke Cape Adventures
Combine hiking or trail running with food, wine, beaches, cultural experiences, ocean swimming, wildlife, kayaking and sightseeing.
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Supported Challenges
Professionally guided and supported challenges such as the 13 Peaks Challenge, including transport, route planning, accommodation and on-trail support.
Learn moreStart with the tour that feels right.
Explore seven genuine Cape Trail Tours itineraries. Choose a length and style, then we shape the details around you.
7 tours
View tour
Cape Classic
The city, Peninsula, Table Mountain, Hout Bay and the Winelands in one active Cape itinerary.
Cape Town, Hout Bay and the Winelands
From R44,400 per person sharing
Trails, Whales & Wine
Table Mountain, Cape Point, the Winelands and the Whale Coast, shaped for hikers and trail runners.
Cape Town, Stellenbosch and Hermanus
From R63,670 per person sharing
Mountains, Merlot & Safari
Cape trails, wildlife experiences and the food and wine of Franschhoek and Stellenbosch.
Cape Town, a private game reserve and the Winelands
From R69,360 per person sharing
The Best of the West
Journey from Cape Town through the West Coast and Cederberg before finishing in the Winelands.
Cape Town, Paternoster, Cederberg and Stellenbosch
From R60,900 per person sharing
Garden to Table
A two-week journey combining mountain, coast, forest, wine, wildlife and Cape hospitality.
Cape Town, Hermanus, Cape Agulhas and the Garden Route
From R76,700 per person sharing
13 Peaks Challenge
A fully guided and supported journey linking Cape Town's 13 recognised peaks.
Approximately 6,000 metres of ascent
From R20,920 per person sharing
Prices are based on a group of six travelling during mid season. High season is December to February, mid season is March to May and September to November, and low season is June to August. Single supplements and itinerary changes may affect the final price.
The Cape, in nine frames.
Cape Town, South Africa — from the city's mountain to the forests of the Garden Route.
Table Mountain 
Cape Point 
Lion's Head 
Cape Winelands Hermanus & Walker Bay Cederberg Garden Route forests 
Ocean swims & kayaking Cape food & wine
Why Cape Town?
Cape Town brings mountain, ocean, culture, food and history unusually close together. You can begin the day on a mountain trail, swim or kayak in the ocean, visit a historic neighbourhood, taste wine in the Winelands and end the day overlooking the Atlantic.
Within easy reach of the city are distinct mountain ranges, beaches, nature reserves, Cape Point, historic Robben Island, the Winelands and opportunities for wildlife, ocean and cultural experiences.
- 01
Mountain and ocean in the same frame
Few cities let you summit a mountain before breakfast and swim in the Atlantic before lunch.
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An extraordinary variety of trails
Sandstone ridgelines, coastal paths, forest single-track and Winelands contours, all within an hour or two.
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Adventure throughout the year
A mild Mediterranean climate means there is good hiking and running in every season.
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Food, wine and culture
World-class restaurants, historic neighbourhoods and the Winelands sit right beside the trails.
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For first-timers and returning travellers
Icons for a first visit; quieter valleys and peaks for those who have been before.
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Strong tourism and medical infrastructure
Established mountain rescue, excellent private healthcare and a mature tourism industry.
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Easy access from the airport
Cape Town International is 20 minutes from the city and most trailheads are under an hour away.
Personal journeys, local knowledge.
We are South African hikers, trail runners and guides. We plan personally from the first enquiry, match routes to your ability and goals, and make decisions on the day with the benefit of knowing these mountains well.
- South African hiking experts, trail runners and guides
- Personal planning from the first enquiry
- Routes matched to your ability and goals
- Local knowledge and flexible decision-making
- Experienced guides and operational support
- Genuine connections with the places and communities we visit
- Options for first-time adventurers and experienced trail runners
- Bespoke travel rather than rigid packages
The Cape Trail Way: Real places. Good people. No rush.
Trail lovers and travellers.
Hikers, trail runners and travellers share a curiosity about what lies beyond the next turn and what the world looks like from the top of the mountain. They share a spirit of adventure, an appreciation of their environment, individuality and a love of life.
Our published packages are starting points. You may want to spend every day on the trails, alternate shorter hikes with ocean swims, or dedicate time to wine farms, food and beaches. We build the journey around you.
Adventure, professionally supported.
The first objective of every adventure is to return home safely. Everything we plan starts there.
- Experienced mountain guides
- Emergency first-aid knowledge
- Route and weather monitoring
- Compulsory equipment requirements
- Access to local rescue and medical infrastructure
- Local knowledge of trail conditions and current risks
- Flexible alternative routes when conditions change
Leaving the trails better than we found them.
Travel affects the places and people it touches. We want our journeys to contribute, not just to leave no trace.
- Leave No Trace principles
- Supporting SANParks and CapeNature
- Trail maintenance and conservation
- Environmental education
- Community upliftment
- Employment and mentorship opportunities
- Supporting local guides, drivers and service providers
Build a Cape adventure around you.
Tell us whether you are imagining a mountain-focused holiday, a supported trail-running challenge, a Cape Peninsula journey, time in the Winelands or a combination made entirely your own.