Please note that the listed maximum run distances can always be shortened - all abilities accommodated! - and that itinerary is subject to minor adjustments due to weather, logistical considerations, etc.

Arrive at Cape Town International Airport (CPT) where we will meet you and take you for a short drive to Stellenbosch, in the heart of South Africa's famed Winelands. Take some time to settle in before we get the group together for our welcome dinner at a local restaurant. Then, get some rest – the first run starts tomorrow morning!

Running: no running
Meals: D (dinner) included

Today kicks off with a leisurely morning breakfast followed by a run on the private trails at one of Stellenbosch’s wineries. You will be rewarded with a picnic lunch and afternoon wine tour & tasting.  You’ll have some free time in the afternoon to explore the historic colonial town before sitting down for a wonderful dinner.

Running: up to 10 mi / 17km, single track trail & dirt road
Meals: BLD included

After a light breakfast we’ll pack up and head to a nearby park for an epic run with a dramatic backdrop of jagged mountains. Finish with a picnic lunch, cold beer, and a chance to relax before we travel to Skeiding, where we will spend the night at an ostrich farm. There we’ll kick back with a traditional braai (barbeque) and a good night of sleep.

Running: up to 20 mi / 32km, dirt road, single track, pavement
Meals: BLD included

Today we head further along the Garden Route, beginning with a short drive to the start of our run in Mossel Bay. The run is an 8 mile / 13km contour trail featuring spectacular cliff top views the entire way – bring a camera! Finish with a picnic lunch and time to relax before continuing our journey on to Plettenberg Bay for the evening.

Running: up to 8 miles / 13km, single track trail
Meals: BLD included

Did you know that South Africa is one of the best places to see whales? We will start the day with a boat tour to get a close up view of humpback whales, southern right whales, sea lions, and dolphins. After a picnic lunch we will head to Robberg Nature Reserve for an easy hike along some of South Africa’s most stunning, surreal and colorful coastline: picture vibrantly green cliffs rising above a turquoise sea with waves crashing against rocky, bright orange beaches. You won’t want to miss it! Afterward you’ll drive on to Storm’s River, our home for the next two nights. Along the way we will stop at Bloukrans Bridge, home of the worlds highest bungee bridge jump. If this is on your bucket list then we can help arrange a jump!

Running: No run - rest day. Hiking up to 6.5 mile / 11km (time dependant), technical rocky trail
Meals: BLD included
*whale-watching will be dependent on weather and migratory conditions, but chances are good!

Wake up in Storm’s River, the adventure epicenter of the Garden Route, surrounded by Tsitsikamma National Park. We’ll enjoy a cruise-y run along the soft dirt forest paths surrounding the village with stunning lookout spots for those who go far enough! Once everyone has logged their miles and eaten their fill at a big lunch, it’s time to choose your afternoon adventure: possible options include river tubing, kayaking, a canopy tour or simply kicking back at the village microbrewery!

Running: up to 13 miles / 21km, dirt roads & single track

Meals: BLD included

Wake up early for our final run errr full body recovery run. We will head to the mouth of Storm’s River and run (scramble, hike, boulder hop, run) a short stretch of the famous Otter Trail along the seafront to a breathtaking waterfall that plunges right into the sea. Trust me you wont want to miss this! After breakfast we’ll pack up and head to our final stop of the trip – the Addo Elephant National Park! Addo was created in 1931 as a sanctuary for 11 remaining elephants, and is now home to over 600 of them, along with cape buffalo, lions, zebra and black rhinos. We’ll take an afternoon safari drive in hopes of spotting all of these and more!

Running: up to 3 miles / 5km, rugged trail - easy to add distance.
Meals: BLD included

It may be departure day, but we’ve got one last thing on the schedule – another game drive! This time we’ll head out at sunrise, a prime wildlife spotting time, before returning for breakfast, packing and then a drive to Port Elizabeth airport (PLZ) for departures.

Running: no scheduled run
Meals: B included


DATES: October 26 - November 2, 2019

A $600 deposit secures your spot. Balances are due by July 26, 2019; registrations after July 26 will be due in full.

Standard price:
Late price (after July 26): $4,195

2Night/3Day Early Arrival Package: $745
You cannot make a trip to South Africa and not explore Cape Town. Go for an “off the beaten path” hike up Table Mountain, have an amazing picnic waiting for you in the botanical gardens after the hike, take a boat ride out to Robben Island and learn about some recent history while visiting the prison that held Nelson Mandela, walk on the beach with penguins, and explore the rugged peninsula & beaches at Cape Point. The early arrival option includes: transportation for each activity, licensed guided hike at Table Mountain, 2 breakfasts, 1 picnic lunch after the hike, boat ride and tour of Robben Island, visit to the penguin colony, visit to Cape Point, all entry fees, 2 nights stay (private room) at a boutique hotel in Cape Town. Whats not included: 1 lunch, 2 dinners (there are so many options within walking distance and the area is very safe), airport pickup (its hard to beat Uber or local taxis for the short ride to the hotel).

We prioritize unique, family-run accommodation which are often limited in size. Because of this we are unable to offer single rooms for this trip; solo travelers will be placed with a same-sex roommate. If a single room becomes available then we will offer it to those registered.

Please refer to the FAQs for our cancellation & refund policy.


  • Pre-trip guidance + communication

  • Pickup from Cape Town Airport (CPT) on October 26 (please arrive no later than 3pm)

  • Drop off at Port Elizabeth Airport (PLZ) on November 2 (please depart no earlier than 2pm)

  • Transportation and drivers

  • Seven nights in comfortable, unique three and four-star hotels or guesthouses (double occupancy)

  • Six organized runs with flexible distance options

  • Experienced Rogue Expeditions trip leaders & run guides

  • Experienced South African logistics team

  • All meals + snacks from dinner on Day 1 to breakfast on Day 8

  • All drinking water + coffee/tea with breakfast

  • Wine tasting in Stellenbosch

  • All necessary entry fees/permits

  • Rogue Expeditions tech shirt & buff

  • Experiences that you'll remember forever!



  • Flight (please see flight requirements below)

  • Alcohol and beverages other than water (coffee & tea are provided with breakfasts as is a wine tasting)

  • Optional post-run activities in Storm's River (Day 6)

  • Travel Insurance

  • Personal purchases/souvenirs

  • Tips

There will be a minimum of 10 and a maximum of 14 runners. Spots are available on a first-come, first-serve basis, so early deposits are recommended!

Please do NOT make travel arrangements until we notify you that the group size has met the minimum. If for some reason we do not meet the minimum by July 26th then we will refund your deposit in full.


  • US citizens will need a passport with at least 30 days of validity remaining beyond your return date; no visas or vaccinations are required for US citizens. Participants from other countries should check with their consulate for entry requirements.

  • Please ensure that you arrive in Cape Town no later than 3pm on October 26 and depart Port Elizabeth no earlier than 2pm on November 2. If you arrive/depart outside of those parameters then you will be responsible for your own airport transfers (we can help you make arrangements).

  • Please note that travel insurance is strongly recommended. Although we hope you never need it, we've seen enough to know that it can be a lifesaver in the event of a medical emergency, flight delays that cause you to miss the start of the trip, lost baggage or cancellation on your part (break your leg two weeks before departure? Insurance could cover the entire cost of your trip!).

You can find those here.

Gabe Steger at