•   My wife and I took the tour with Dizzy and Pedro, they were awesome! So friendly and caring, of course the wine was really good, and the farms they've picked were amazing, definitely recommended! The launch at Aunty Siena was unforgettable...

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  •   Absolutely fantastic, for a new tour business they are doing a fantastic job!! Very knowledgeable, fun and entertaining... The only bad thing about this tour was that we didn’t have cash to tip at the end... I can’t recommend this enough!!!!

    thumb Danapersonaltraining
  •   This was a wonderful tour. A great way to see the magic of Cape Town and it’s beautiful surroundings. Brendan has all the inside knowledge and takes you to the best places that you’d never find as a tourist. Fab way to meet people and...More

    thumb Rowena T
  •   We booked a private tour for our group of 6 through Ziggy and communication was excellent. Diane was our guide for our Saturday tour and was amazing from start to finish. She very quickly got a sense of what we were and were not interested...More

    thumb nrg242
  •   Brenden was a great tour guide and a highlight of my trip. We covered quite a lot in a day; everything went pretty smoothly. Definitely recommend it! Make other tours! 😉

    thumb Alexis G
  •   We had a great day, everything from the random facts about everything to the delicious food in beautiful surroundings was just perfect. Would totally recommend everyone to take a trip like this! And the music was a great plus, creating a great atmosphere from the...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