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Explore Sideways

Woodstock 7915, South Africa
+27 79 607 1978
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Private Half Day Wine Tour from Cape Town
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Whales and Wine Day Tour from Cape Town
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Cape Town History Tour
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Explore Sideways is the premiere luxury provider of wine experiences in the Western Cape. We specialize in highly curated, private tours, offering intimate access to the most amazing wines and estates Wineries know and love us which means they offer tastings and experiences exclusively for Sideways guests. All tastings and activities less lunch are included in the cost and are pre-arranged to perfection. Each fully accredited guide is only selected once the tour is booked, ensuring a perfect match to both the person and the experience. We source each guide individually so are able to offer bespoke, luxury experiences with guides that are passionate, knowledgable and experienced. Day tours take you off the beaten path and into the hidden gems of Franschhoek, Stellenbosch, Hemel-en-Aarde, Paarl, Elgin, Constantia and many of the other lesser known wine regions.
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  • Very good1%
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Travellers talk about
Suggested Duration: More than 3 hours
Woodstock 7915, South Africa
+27 79 607 1978
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Reviews (67)
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1 - 10 of 66 reviews

Reviewed 3 weeks ago

Thank you Ryan for looking after us today, driving us around Cape Town. Enjoyed Robben Island and Durbanville Hills Estate Wine Tour on Table Mountain. Appreciet the ideas for a seld drive tomorrow to Cape of Good Hope, great ideas cannot wait. Would highly recommend...More

Thank GriffinFamily4
Reviewed 4 weeks ago

We had limited time for leisure on a business trip to Cape Town and enjoyed our 4x4 wine safari with Henri. Magnificent views and a fun time. We would highly recommend Explore Sideways to others looking for a unique experience in the "Mother City".More

Thank Xavier C
Hawkbritt, Manager at Explore Sideways, responded to this reviewResponded 3 weeks ago

Hi Xavier, I'm so glad you were able to fit in this unique way to experience Table Mountain! There's nothing else like sitting on the top of Table Mountain in a 4x4 with a glass of local South African wine in hand. I hope the...More

Reviewed 8 June 2017

We had been told about the wonderful and beautiful wine country in South Africa. Coming from the Napa Valley area of California, we were feeling a bit smug about other areas measuring up. We were so wrong! Justin drove us to 5 different wineries all...More

Thank TravelinLaurie
Reviewed 1 May 2017 via mobile

Our guide, Justin, took us round a day long tour of various wine tastings. He was excellent. Affable, a really nice chap, and extremely knowledgeable about wine, the wine regions and South Africa in general, and offered insight into the European wine market from his...More

Thank Zemross
JolizeA, Manager at Explore Sideways, responded to this reviewResponded 2 May 2017

Hi Matt and Emma, Firstly congratulations on your nuptials. Hope you are having fantastic honeymoon here in Cape Town. I am so happy to hear you had a great time with Justin and that you enjoined the Winelands! Justin's knowledge is fantastic and you could...More

Reviewed 25 April 2017

Henri took us on an amazing trip around the "No Drive" zone of Table Mountain. The views are breathtaking... and what do you know... Wine and food at the top! Henri was very knowledgeable about the local flora & fauna and was able to guide...More

Thank brandenmcdonald
Hawkbritt, General Manager at Explore Sideways, responded to this reviewResponded 2 May 2017

Hi Branden, I'm so glad to hear you had a phenomenal time going offroad on Table Mountain! This is quite a unique way to experience a bucket list aspect of the Cape. Henri is very knowledgeable so we're happy to hear he was able to...More

Reviewed 15 April 2017

Had a great time, Explore Sideways gets you VIP treatment at the area's wineries. Our guide Eon was an expert and made our day tour fun and seamless and every representative at each winery was an expert in their field and their product. We did...More

Thank K C
Hawkbritt, General Manager at Explore Sideways, responded to this reviewResponded 18 April 2017

I'm so glad to hear you got to see a VIP view of the Constantia winelands! Eon is truly passionate about wine and has done multiple harvests both in South Africa as well as other countries so he's always excited to share his knowledge. Please...More

Reviewed 26 March 2017

I organised a corporate day out in the wine region with Explore Sideways and they were an absolutely pleasure to work with. Trying to organise something from overseas (I am based in Australia) can be difficult, but these guys were an absolute dream to work...More

Thank Natasha W
JolizeA, Manager at Explore Sideways, responded to this reviewResponded 28 March 2017

Hi Natasha, It was such a pleasure to work with you and this exciting itinerary, not to mention fun! Thank you for allowing us to host your group and show them the Winelands, and some of my favourite places. Hope to welcome you back soon...More

Reviewed 24 March 2017

Being an expat living here in Cape Town, I of course have to show off my new home to my family. Our Experience Sideways tour of Stellenbosch was a perfect way to spend a day learning about wine with our very knowledgeable guide, Karen. We...More

2  Thank MMK2008
JolizeA, Manager at Explore Sideways, responded to this reviewResponded 27 March 2017

Hi Meg, Thank you for the great review! How interesting that 4 vineyards in the same region can be so different and unique, but special in their own way. We look forward to showing your parents around Cape Town this week on the History Tour....More

Reviewed 14 March 2017

What a spot! How exploring Table Mountain through sideways... Henri, our guide, was a lovely host, as the 2 rangers who were escorting us all along the way. The wine was good, and we appreciate to be served with proper cutlery & platlery and the...More

Thank sophieagostini
JolizeA, Manager at Explore Sideways, responded to this reviewResponded 15 March 2017

Hello Sophie! So glad you and your family enjoyed the Table Mountain Safari, it was our pleasure to host you. Hope you enjoy the rest of your stay. Warm regards Jolize

Reviewed 12 March 2017

The head of the agency and the staff are very thoughtful and knowledgeable and worked with me to create the best organized tour for a couple i have had in years. We explored old and new wine areas of the Stellenbosh region. She booked all...More

Thank barry p
JolizeA, Manager at Explore Sideways, responded to this reviewResponded 13 March 2017

Dearest Barry, It really was a pleasure to assist with your trip, and it is great to work with a client who has a clear idea of their preferences. Cape Town has so much to offer and we want to make sure each guest receive...More

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