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Explore Sideways

Cape Town, South Africa
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About Explore Sideways
Exploring Sideways is all about getting off the beaten track and experiencing South Africa like never before. The bespoke collection of private day tours from Cape Town are outfitted for discerning and curious travellers seeking unique experiences and unforgettable moments, rather than generic, “one-size fits all” tours. Whether you’re a sip-savvy connoisseur seeking out the best of the South African Winelands or a family looking for fun and adventure, we’ve got a spectrum of activities, sights and tastes no matter your interests. Our passionate and professional guides are what truly complete the perfect Sideways experience. We match the expertise and personality of each expert guide to every single tour, with additional on-the-day customisation that will match your mood, your pace and even your most specific requests.
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Hours Today: 08:30 - 18:00
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Shannon Thieneman wrote a review May 2022
1 contribution
Had a fabulous wine tour with Ryan! He went above and beyond for our group of friends during the wine tour. He was very knowledgeable, had a great personality and arranged everything for our day trip. He even handle an emergency for one couple in our group during the tour. Cannot wait to schedule another tour with Ryan. The scenery is spectacular and the wines were fabulous!!
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Date of experience: May 2022
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LKC wrote a review May 2022
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Our experience with Ryan was incredible! We had an amazing time exploring for 4 days. Ryan knew everything about the city and we had a great time together along the way. I would highly recommend if you are planning a trip to Cape Town!
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Date of experience: February 2022
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Kelly Lucchesi wrote a review Feb 2022
New York City, New York1 contribution
Our experience with Ryan at explore sideways was EXCEPTIONAL! We toured with him for three days and wish we could have brought him along to our next destination. He was incredibly knowledgeable, took us to both local spots and “must hit’s”. We spoke about everything from the language, the history, the cuisine, the animals, and the land. He is also extremely flexible- he can mold the perfect trip to your interests, as he did for us. We will continue to stay in touch with Ryan far past our honeymoon :) thanks again!!
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Date of experience: February 2022
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Tenutae wrote a review Oct 2021
116 contributions53 helpful votes
Total bliss! We were taken so good care of by Ryan, that we got really spoiled. His knowledge about the area and the History was impressive and enlightening. We liked his relaxed style, always adapting to our needs and wants. Highly recommended.
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Date of experience: October 2021
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lori g wrote a review Aug 2021
3 contributions1 helpful vote
Best time with Ryan! so our travel agent arranged for my family’s 3 days of private cape town touring with ryan from explore sideways, and we had the best time! we weren’t easy - we needed someone flexible, good humored when we were perpetually late, full of information but not stuffy, talkative (hubby, 21 and 25 year old sons and me all talk a lot) good sense of humor and accommodating “off the beaten track” with us. Explore Sideways put together a great itinerary and sent us Ryan who was all this and more, he exceeded the challenge of my family! we had a great time with Ryan seeing the cape of good hope on e-bikes, saw the winery countryside on ATVs (quads), hung with the cool people at a trendy place in Camps Bay and Ryan kept us endlessly amused and laughing during the long drives. he was knowledgeable, fun, and flexible, even changing the itinerary to best match the weather patterns, we strongly recommend Ryan and Explore Sideways for a great time in cape town!! ps hope folks start returning to south africa vacationing, we felt perfectly safe everywhere we went with their covid protocols.
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Date of experience: August 2021
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