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8250+ reviews
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Cape Town 5 Nights 6 Days Group Itinerary

Curated by Naveen, planned 4502+ South Africa trips



Your Itinerary
Cape Town
5 nights
Day01

Arrive in Cape Town airport and drive down to your hotel.

At leisure
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Day02

Cape Town: Stand-Up Paddle Board Rental with Basic Training - Cape Town: Stand-Up Paddle Board Rental with Basic Training
Day03

Cape Town: Art, Culture & History Walking Tour - Cape Town: Art, Culture & History Walking Tour

At leisure
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Cape Town: 1 Hour Table Bay Sailing Tour - Cape Town: 1 Hour Table Bay Sailing Tour
Day04

Cape Town: Tandem Paragliding with views of Table Mountain - Cape Town: Tandem Paragliding with views of Table Mountain

At leisure
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Cape Town: Lions Head Hike & Picnic - Lions Head Hike & Picnic
Day05

Table Mountain, Penguins & Cape of good hope full day Tour - Small mixed Group tour Including All National Park fees
Day06

At leisure
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Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
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/ person
Excluding Applicable Taxes
Your route
Arrival at CPT
Cape Town
5N
Departure at CPT
Your trip includes
Transfers, Visa & Insurance
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Hear from a traveller who chose a similar itinerary has to say

I had really great trip to South Africa very well planned
Rishab Daga, South Africa
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Discover the vibrant allure of Cape Town over an unforgettable 5-night itinerary. Nestled under the iconic Table Mountain, Cape Town is a captivating city that seamlessly combines natural beauty with rich cultural heritage. Picture yourself sailing across Table Bay, indulging in local wines, and capturing stunning landscapes featuring both historical and modern landmarks. Whether you're exploring the colorful streets of Bo-Kaap or hiking Lion's Head, each day offers new adventures that reveal the essence of this unique destination.
Highlights of the Destination
- Sail Across Table Bay: Experience breathtaking views of the city and Table Mountain while enjoying a relaxing sailing tour.
- Visit the Cape of Good Hope: Explore this magnificent natural reserve known for its stunning landscapes and diverse wildlife, including the African penguin colony.
- Experience the Art and Culture: Join a walking tour to unfold the rich history and vibrant culture embedded in the city's architecture and local neighborhoods.
- Tandem Paragliding: Get ready for an adrenaline rush as you soar over Cape Town's breathtaking coastline, taking in panoramic views from above.
Travel Tips for Cape Town
- Weather Awareness: Always check weather conditions before outdoor activities, especially hikes and paragliding, as they can be impacted by sudden changes.
- Local Etiquette: Embrace the local culture by greeting residents in Afrikaans or Xhosa; a simple 'hello' goes a long way in building rapport.
- Safety First: Stick to well-lit areas at night and travel in groups to ensure a safe and enjoyable experience throughout the city.
- Transportation: Familiarize yourself with local transport options, including ride-hailing apps and public transport, to navigate the city conveniently.
Conclusion
Your 5-night Cape Town journey will undoubtedly be filled with a tapestry of unforgettable experiences. From savoring local dishes at waterfront eateries to conquering scenic trails, each moment will be etched in your memory. Cape Town is more than just a destination; it's an experience waiting to be discovered, where every corner tells a story and every view leaves you in awe.
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8250 reviews
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Rishab Daga
Reviewed on: 09 Jul 2026
I had really great trip to South Africa very well planned

Akash Baskar
Reviewed on: 11 Mar 2020
Trip to SA -The itinerary planning was sloppy from start. Couple of swapping of hotels without reasons being said. Due to the swap of hotel in Capetown, things were bit not in favour for tourists. The hotel had no parking and they had paid valet parking. And then the entry and exit of the hotel leads to a square inn with refugees staying there. No complaints on the refugees, but just that they stare at the tourists which we wouldnt feel secure.Miscalculation of driving timings while planning.A practical knowledge on the places will help them probably in planning.The place itself, activities over there, the hospitality by the locals and the support team from PYT were great. South Africa is a beautiful place indeed. Thanks to Sunil, Alex, Preetha and the other support members.

Ankita Desai
Reviewed on: 19 Feb 2020
It was an amazing trip and management team is working upto the mark.👍👍🙌vl prefer it again for future trips

Sathish Kumar
Reviewed on: 03 Jan 2020
I for India, an Indian Event Management Company from UK Organised a trip for its patrons to South Africa in Dec 2019 for Christmas and New Year.The group had 42 members in total (12 families).The planning started as early as Feb 2019 for the holiday in Dec 2019.Before finalising on Pick Your Trail (PYT), we obtained competitive quotes from various vendors and finally finalised it with PYT based on the professional approach they exhibited, attention to detail and of course competitive pricing.Since Feb 2019 to Dec 2019 we had a very pleasant journey with PYT – especially Sanjay in planning the itinery, hotel, sight seeing, food choices and Sanjay was able to cater to all our requirements. We had regular conference calls at various stages to make sure all the things were addressed.PYT helped us in choosing the right partners based on our requirements and made the holiday an excellent experience.We are a large Indian community in UK and would definitely recommend PYT to our wider circles and patrons.We are also planning our Dec 2020 group holiday with them.

Kartik Sridhar
Reviewed on: 29 Dec 2019
We travelled to south Africa through these guys ...they were awesome from the starting answering all our queries patiently as well as handling the ticketing the visa process well on time .....our trip was like something out of a movie or a book ....it was the most amazing experience of my life .......there was no glitch in the trip and everything was perfect .......full Marks to pick your trail ....looking forward to our next trip :)

Shruti Kriti
Reviewed on: 18 Sep 2019
Pick your trail was really helpful in planning and executing our fabulous trip to South Africa. The team was really prompt on responding to queries and the suggestions were really helpful. The right moment updates on whatsapp/their app were really helpful. I would recommend pick your trail to everyone. They have got a permanent customer in me.

Abhishek Aggarwal
Reviewed on: 08 Dec 2018
Wonderful experience! A very pro active team both before and during the tour. We got in touch with PYT to plan our honeymoon trip to South Africa. They were very pro active in planning out an itinerary which fits our budget and also made prompt changes as we suggested. Their support during the trip is also commendable, someone is always in touch to answer last minute queries eg identifying indian restaurants around your hotel etc.
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