Where Culture And Adventure Intersect: Cape Town, South Africa

Trip Highlights

Sunrise And Sunset Hikes

Hike Table Mountain, Lion’s Head and Devil’s Peak for the panoramic, ocean views and impressive landscapes that set Cape Town, South Africa apart.

Wine Tasting In The Countryside

You’ll test your palate on the famous wines of South Africa. Choose from vineyards like Stellenbosch, Franschhoek and Constantia.

Langa Township

Experience community life in Cape Town through the lens of locals over dinner and conversation.

Wildlife

Hang out with wild penguins at the Cape of Good Hope, spot the big five at a nature reserve and support conservation efforts at a cheetah rescue.

$1000

8 days / 7 nights

Travel Dates TBA

What’s Included In Your Trip?*

Accommodation

You’ll stay in the Central Business District (CBD) right in the center of it all. You’ll have easy access to restaurants, bars and a short walk to the harbor. You get a private room in an apartment with 2 or 3 other group members.

Airport Transfers

We’ll pick you up between 7am and 6pm, and check you into your apartment. Look out for our banners and welcome signs. If you arrive after 6pm, we’ll arrange your safe arrival to the apartment.

Immersive Experiences

You’ll learn about the culture firsthand from Cape Town citizens, go people watching in local cafés and swap stories over dinner. Our Cape Town network and local guides connect you to the warm people that make this city unique

The Community

Your travel group shares your sense of adventure and curiosity. They’ve taken the leap with you to become your travel family. This part of the experience will last long after the trip is over.

The OOO Club Team Travels With You

From the moment you step off the plane, we’re here as your Cape Town experience leads. From sharing our favorite coworking cafes to finding a hike that matches your skill set. We have all the info for a smooth trip.

*Flights, food, drinks, tips, and additional excursions/transportations are not included.

Meet Your Experience Lead in Cape Town

Sharan C.
Based in London (for now), you can always count on Sharan to be on the move. With years of traveling under his belt, Sharan knows all the best coffeeshops, hidden beaches, and where to (secretly) fly your drone.
@sharan.is.ooo

A Sample 7-day Itinerary in Cape Town

Day 1: Your arrival is followed by a first-night social and welcome event

Day 2: Get to know the city and local tunes at a concert in Kirstenbosch

Day 3: Head to the Cape of Good Hope to see penguins and seals on the coast

Day 4: Free day! Museums, bar hopping, city tour, beach day or sunset hike

Day 5: Take a tasty tour of 2-3 renowned wineries in Stellenbosch

Day 6: Visit a cheetah rescue and dine with a local in Langa Township

Day 7: Hike, enjoy Cape Town and attend our farewell party in the evening

Day 8: Departure

*All events are optional

Meet Your Experience Lead in Cape Town

Sharan C.
Based in London (for now), you can always count on Sharan to be on the move. With years of traveling under his belt, Sharan knows all the best coffeeshops, hidden beaches, and where to (secretly) fly your drone.
@sharan.is.ooo

A Sample 7-day Itinerary in Cape Town

Day 1: Your arrival is followed by a first-night social and welcome event

Day 2: Get to know the city and local tunes at a concert in Kirstenbosch

Day 3: Head to the Cape of Good Hope to see penguins and seals on the coast

Day 4: Free day! Museums, bar hopping, city tour, beach day or sunset hike

Day 5: Take a tasty tour of 2-3 renowned wineries in Stellenbosch

Day 6: Visit a cheetah rescue and dine with a local in Langa Township

Day 7: Hike, enjoy Cape Town and attend our farewell party in the evening

Day 8: Departure

*All events are optional

See Past Experiences

Trip Reviews

KamalpreetOOO in Cape Town

OOO hit it out of the park.
The week was curated so thoughtfully with each day better than the last. I felt like I was adventuring with someone who knew all the secrets of the land. Epic is an understatement.

BeckyOOO in Cape Town

All the key ingredients to make a trip special:
A community of like-minded wanderlusters, experiences that are better enjoyed in a group, and special details; like a local specialist that makes the trip memorable and less touristy.

NaureenOOO in Cape Town and Mexico City

Everything exceeded my highest expectations!
I felt at home amongst new friends, faces and contexts. The itinerary was well-organized, extensive and varied. I appreciate your hard work in planning the entire trip.

READ MORE REVIEWS

Trip Reviews

KamalpreetOOO in Cape Town

OOO hit it out of the park.
The week was curated so thoughtfully with each day better than the last. I felt like I was adventuring with someone who knew all the secrets of the land. Epic is an understatement.

READ MORE REVIEWS

Check Out More From Cape Town

An Abundance Of Beaches

From the colorful Muizenberg beach, to the pristine Llandudno.

You can join a beach volleyball game or rent umbrellas for a relaxing day of reading and light snoozing. In the evening, breathtaking colors ignite the sunset skies.

An Offbeat Coffee Culture

Tea used to run the Mother City. But now there’s a vibrant coffee culture in town. 

Cafés pride themselves in creating that perfect brunch affair with Açai bowls, avocado toasts, and artisanal coffees.

Art And Heritage

Various forms of art depict the struggle, survival and the victories throughout the abolishing and aftermath of apartheid.  

Museums preserve the history behind this diverse melting pot, while graffiti art expresses the emergence of the new, alternate city culture.

Wine Tasting In The Hills

Stellenbosch, Franschhoek and Constantia are world-class wineries within your reach. Indulge in chilled whites and rosés for a summer day. 

If the mood hits you, check out the less conventional wine tram.

The Three-Peak Challenge

Lion’s Head, Devil’s Peak and the iconic Table Mountain are stunning hiking trails. Don’t worry beginners, there are different hikes for all skill levels. 

As for non hikers, a cable car takes you straight up the mountain. Enjoy the views with a glass of wine, without breaking a sweat.

Check Out More From Cape Town

An Abundance Of Beaches

From the colorful Muizenberg beach, to the pristine Llandudno.

You can join a beach volleyball game or rent umbrellas for a relaxing day of reading and light snoozing. In the evening, breathtaking colors ignite the sunset skies.

An Offbeat Coffee Culture

Tea used to run the Mother City. But now there’s a vibrant coffee culture in town. 

Cafés pride themselves in creating that perfect brunch affair with Açai bowls, avocado toasts, and artisanal coffees.

Art And Heritage

Various forms of art depict the struggle, survival and the victories throughout the abolishing and aftermath of apartheid.  

Museums preserve the history behind this diverse melting pot, while graffiti art expresses the emergence of the new, alternate city culture.

Wine Tasting In The Hills

Stellenbosch, Franschhoek and Constantia are world-class wineries within your reach. Indulge in chilled whites and rosés for a summer day. 

If the mood hits you, check out the less conventional wine tram.

The Three-Peak Challenge

Lion’s Head, Devil’s Peak and the iconic Table Mountain are stunning hiking trails. Don’t worry beginners, there are different hikes for all skill levels. 

As for non hikers, a cable car takes you straight up the mountain. Enjoy the views with a glass of wine, without breaking a sweat.

Learn more about the experience of traveling Out of Office

$1000

8 days / 7 nights

Travel Dates TBA

FAST FACTS

FAQS

IS CAPE TOWN SAFE?

You’ll be safe walking around the city in the day, hiking the popular routes, relaxing on beaches, and going to bars and restaurants at night. 

But Cape Town has its challenges and you should practice caution while traveling. It’s not advisable to walk around in quiet streets or through a park at night and avoid hiking alone on a secluded trail. 

We suggest taking Ubers at night, which are accessible, safe and affordable (less than $3-4). There have been a few incidents reported with petty theft, but many travelers come to this city and travel without incident. 

Remember to observe caution, stay in groups at night, take Ubers, and avoid secluded areas.

IS THERE STILL A WATER CRISIS?

The water situation has improved a lot since 2017. With effective water conservation efforts, the discovery of new reservoirs, and a little help from mother nature, the city no longer has a “Day 0”.

Water restrictions have been removed, but we always recommend being aware and careful with water, no matter where in the world we travel.

WILL I HAVE WIFI OR CELL SERVICE?

Yes. Your accommodation has WiFi. Local SIM cards are cheap at the airport. Make sure to check the data plan before you buy.

HOW CAN I GET AROUND CAPE TOWN?

Ubers are the way to go. They are safe, affordable and arrive quickly.

ARE THERE COOL COFFEE SHOPS?

If you love exploring new coffee joints, you’re in for a treat. There are few cities in the world that can match Cape Town’s coffee culture. From steam-punk to hipster, jungle-themed cafés. Cape Town boils over with options for the coffee-aficionados.

IS THERE FOOD FOR DIFFERENT DIETS AND SAFE DRINKING WATER?

The food scene in Cape Town is diverse, catering to every palette. You can find vegan restaurants and places that serve acai bowls with chia seeds. Or seven-course meals crafted by world-renowned chefs. 

Tap water is ok to drink in Cape Town but we recommend drinking bottled water.

Contact us today and talk
to one of our experience leads