•   Originally we wanted to rent a car, but our hostel recommended this tour. It was the best decision to go with Brandon (our tour guide) and Lucky and Lost Tours. Brandon thank you for making this trip a roadtrip with stunning places to visit. After...More

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  •   Amazing one of the best tours!! Would highly recommend for solo travelers. Guide was so knowledgeable and friendly.

    thumb Danielle M
  •   We had a great day with Ziggy, while getting to know a lot about the culture and history of Cape Town and it’s beautiful surroundings. Ziggy is a very fun and empathetic person. I highly recommend them and wish you guys all the best. Thank...More

    thumb Kilian P
  •   Lucky and Lost Tours is a great way to experience all the highlights of the Cape peninsula in one day: The penguins at Boulders, Cape Point, Chapmans Peak Drive, a delicious homemade Cape Malay style curry, wine tasting and the wonderful, welcoming atmosphere of the...More

    thumb DeEgge
  •   We did Cape Peninsula Day Tour and it was fantastic. Our guide (who was simply amazing!) was knowledge and shared very interesting facts. We also stopped for wine tasting which was fun and relaxing and the drive around Chapman's Peak was breathtaking ! The tour...More

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  •   We have been coming to South Africa every year for the past six years on business and work in a week or two of fun. This was our third Cape Tour all of which were good but this was spectacular with kayaking, a beautiful hike...More

    thumb Greg P



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