•   It was a very nice and enjoyable tour! The vibe during that tour was lovely and all the spots we have seen are worth it.Thanks to our guide and guide to be!

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  •   As a tourism professional, I can’t rave enough about this company! Professional, knowledgeable, friendly and sustainable! The best way to see the Cape and get a bang for your buck! A smaller tour group, which gives a more personal touch and allows you to meet...More

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  •   The energy of our guide Ziggy set the tone for the day ahead! She's also a superb cook and made us an amazing, local, healthy lunch, even suitable for vegetarians (which I am)! I had considered renting a car and doing a Cape point tour...More

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  •   Did the trip with Dave, he was a really funny guy and told us a lot about cape Town and the living there. The tour contained Bo-Cap, the penguins at Simon's town and the Cape of good Hope and a lunch with a lot of...More

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  •   If you stay a couple of days in cape town this is the perfect day out! Ziggy was our guide and she was great! Don't hesitate and book this tour, you won't be disappointed!

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  •   Excellent! The best choice I could make. Lucky and Lost offers you an unique wine tour experience. Try wines with cheese and chocolate, in four different winelands, situated in three different cities: Stellenbosch, Franschoek and Paarl! Also, have a lunch with a local leader who...More

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We want you to experience Cape Town with all of your senses

Lucky and Lost was started by two backpackers who are passionate about traveling and people, but ‘hate’ tours in the traditional sense!

We realized that our most memorable travel experiences were with locals who showed us the best places to go, how to experience them and the friends we made along the way.

We want to provide the same experience for other travellers in our home town.

That’s why we do things a little differently …

We swim upstream

Our tour goes in the opposite direction of everyone else, that’s because we do it like a local and crowds aren’t exactly our idea of fun

Small Groups

13 people max. That equals a great day out whether you are a lone wolf, happy couple or traveling in a pack -as long as you are fun at heart

Guides who love this city

We only use local guides who are stoked to show and share with you stories, knowledge and tips about their home town 

Local Cuisine

Expect to experience South Africa with your taste buds! All food included and lovingly prepared for you to enjoy

Local  Music

We love music and we love local! When we put them together you will get a real taste of the diversity that is South Africa. Trust us on this one



Instead of offering a bunch of different tours and doing them half heartedly we focus on 2 unmissable Cape Town experiences.

Cape Peninsula Day Tour and Cape Town Wine Tour!

Departing between 8 and 9am we combine local sights, flavours, sounds and charm to make your day unforgettable!


We start the day in colourful Bo kaap before heading down the Peninsula to visit our penguin friends at Boulders beach. After a picnic lunch packed with South African flavour and hiking at the Cape of Good Hope we get to taste some famous South African wine. The breathtaking Chapmans Peak Drive leads us back along the coastal road to Camps Bay and the city center.

if you only have a few days in Cape Town then you should definitely spend one with us!




We have had to taste A LOT of wine but it was worth it!

We have curated a wine tour that showcases 4 completely different wine farms and most importantly shares the stories behind the people that make the Cape and its grapes so unique. We visit farms in Stellenbosch, Paarl and Franschoek but our best part is enjoying a 3 course South African lunch surrounded by a majestic mountain range in the quirky garden of a local legend!


Rolling in a crew or just want some extra leg room? You can follow one of our usual itineraries

Or, think penguin paddles, exploring Table Mountain, inner city adventures, giraffe smooches, champagne pairings or come face-to-face with some furry friends. Your itinerary will be custom built according to your preferences

Please note we only associate with reputable eco tourism and animal conservation centres

Below prices exclude lunch and all entrance and activity fees. This allows us to be more flexible on the day!

1 – 2 pax R3000/US$240 per day

3 – 4 pax R4000/US$320 per day

5 – 6 pax R5000/US$400 per day

7-13 pax R6000/US$480 per day

We are not fond of rules but here are a few guidelines to make the best of your day:

Please wear comfortable walking shoes

Bring a hat & sunscreen (spf30+), the African sun is serious!

Bring a refillable water bottle. It really does help the environment!

Pack a swimming costume and towel so you can dry off after lunch if you decide to have a swim.

Pack something warm, the weather in Cape Town can change quicker than it takes Brendan to eat a large pizza

Have a few days in Cape Town? Check out our insider tips

Get in Touch to Book Now