The Wonders, Wildlife, and Wines of Cape Town with Rashad Jiles

duration
6 days · 5 nights
travel date
Oct 5 - 10, 2025
activity level
Light/Moderate
group size
7 – 10
transportation
Group transfers, safari vehicle, boat
Your TourHero

Rashad Jiles is a passionate culinary enthusiast, travel lover, and cookbook author, inspired by his family's rich food traditions. With a flair for creating diverse dishes, he blends nostalgia and innovation, encouraging others to explore global flavors. His vibrant personality and love for cooking invite everyone to embark on their own culinary adventures.
Instagram: @rashadeatstheworld

South Africa > The Wonders, Wildlife, and Wines of Cape Town with Rashad Jiles

Foodies, thrill-seekers, and memory-makers just hit the jackpot: a Cape Town travel experience crafted for explorers just like you. From jaw-dropping wildlife encounters and adrenaline-pumping shark cage diving to sipping world-class wines alongside perfectly paired bites, this trip blends iconic adventures with unique moments like a Bo Kaap cooking class that lets you taste the city’s soul. Whether you’re hiking up Table Mountain for panoramic views or cruising into a sunset straight out of a postcard, every day offers something unforgettable. This journey is packed with unforgettable moments and those “I can’t believe I’m here” vibes. If you’re craving a mix of action, culture, and community with like-minded travelers, this is your ticket to a story worth sharing.

Itinerary timeline
Day 1 · October 5, 2025 · Cape Town
Arrive in Cape Town at Cape Town International Airport (CPT)
Group transfer from airport to accommodation
Check in at Sunsquare Cape Town City Bowl (or similar)
Free time
Dinner
Day 2 · October 6, 2025 · Cape Town
Breakfast
Half-day game drive with welcome drink
Lunch (not included in price)
Return to hotel
Free time
Dinner
Day 3 · October 7, 2025 · Cape Town
Breakfast
Full-day shark cage diving tour
Lunch (not included in price)
Return to hotel
Free time
Dinner
Day 4 · October 8, 2025 · Cape Town
Breakfast
Full-day Winelands tour with food and wine tasting
Return to hotel
Free time
Dinner
Day 5 · October 9, 2025 · Cape Town
Breakfast
Cape Town City & Table Mountain tour
Lunch (not included in price)
Bo Kaap cooking class with dinner
Sunset cruise
Return to hotel
Free time
Day 6 · October 10, 2025 · Departure
Breakfast and check out of hotel
Group transfer from accommodation to Cape Town International Airport (CPT)
Journey ends
Details
Day 1 · October 5, 2025
Welcome to the Mother City

-Touch down at Cape Town International Airport (CPT), where your adventure begins. Meet up with your travel crew for the first time and meet your group transfer that’ll whisk you away to your home for the next few days.

-After check in, settle into your room, then enjoy some well-deserved free time to shake off the jet lag or explore the vibrant energy of the city streets.

-In the evening, we’ll come together for a welcome dinner that sets the tone for an unforgettable journey. Think good vibes, even better company, and a taste of Cape Town’s world-renowned culinary scene. Raise a glass to new friends and adventures ahead!

Day 2 · October 6, 2025
Wild at heart

-This morning, we’re heading out on a half-day game drive, seeking the Big Five and other spectacular sights.

With breathtaking landscapes and a front-row seat to South Africa’s incredible wildlife on this safari, don’t forget to have your cameras ready – you’ll want to capture this! Plus, we’ll sip on a fun welcome drink to add a little extra sparkle to the experience.

-The afternoon is all yours for free time. Grab lunch on your own, take a stroll through the city, have a snooze back at the hotel, or dive into an activity of your own. The possibilities are endless!

-In the evening, gather for dinner and swap stories from the day. Nothing brings people together quite like shared adventures.

Day 3 · October 7, 2025
Into the deep

-Get ready for a jaw-some day!

-It’s time to dive into one of South Africa’s most thrilling experiences: a full-day shark cage diving tour. Feel the adrenaline as you come face-to-face with some of the ocean’s most majestic (and misunderstood) creatures.

-Spend the afternoon at your leisure, perfect for reflecting on the day's adventures. Have you spotted something you want to explore yet? Now’s the time!

-As the sun sets, we’ll come together for another memorable dinner to cap off this action-packed day.

Day 4 · October 8, 2025
Wine down in the Winelands

-Rise and shine for a day dedicated to South Africa’s liquid gold: wine!

-We’re off to the picturesque Winelands for a full-day tour that’s equal parts scenic and scrumptious. Rolling vineyards, charming estates, and, of course, food and wine pairings that will have your taste buds dancing all await. Whether you’re a wine connoisseur or just here for the vibes, this tour will not disappoint.

-After soaking up the flavors and sights through the day, we’ll return to the hotel. Grab dinner, relax, or hit the town for some unforgettable nightlife. We’re here for it!

Day 5 · October 9, 2025
Table Mountain highs, Bo Kaap vibes, and everything in between

-We are diving even deeper into Cape Town’s vibrant culture and jaw-dropping landscapes today.

-We’ll start with a city tour that takes you through the highlights, including a trip up the iconic Table Mountain for panoramic views you’ll be dreaming about for years to come. Don’t forget to snap some iconic photos overlooking the city!

-Next, we head to the ultra-colorful Bo Kaap for a hands-on cooking class. Learn the secrets of the Cape’s cuisine as you roll up your sleeves and craft a flavorful dinner in this storied neighborhood full of rich history and bold spices. Can you believe YOU made this amazing dinner?

-As the day winds down, hop aboard a sunset cruise for breathtaking ocean views and a golden hour you’ll want to bottle up and bring home.

-From here, you are free to explore to your heart’s content. Relax back at the hotel or get in those last-minute adventures – it’s your final night here, your way.

Day 6 · October 10, 2025
So long to South Africa

-Enjoy one last breakfast together as you soak in the final moments of this unforgettable journey. Exchange IG handles and phone numbers with your new friends before we head out.

-After checking out of the hotel, the group will transfer to the airport, wrapping up a trip filled with adventure, flavors, and memories that will last a lifetime.

-Though the journey ends here, the stories and connections made are yours to carry forward forever. Until next time – safe travels and cheers to the next adventure!

Tour Price
USD 2,000
per person
USD 500 deposit only
10 people are interested
Looks like this trip is getting views. Secure your spot now!
Your fellow explorers
Age range
18+
Travel interest
Food & wine, adventure, exploration, cultural experiences
Your local guide
Southern Africa 360's vision has always been to make your Southern Africa travel dreams come true with carefully-designed itineraries that focus on offering high-quality luxury holiday experiences while at the same time sharing the best experiences that the region offers. With an established track record for providing luxury holidays and exclusive tours to South Africa, Swaziland, Lesotho, Namibia, Botswana, Zimbabwe, Zambia, and Mozambique, Southern Africa 360 has grown from a small husband-and-wife team into a group of highly-skilled and experienced travel experts committed to crafting unique and exciting trips that are safe, enjoyable, and unforgettable. Let them take care of all the little details while you enjoy an experiential journey you will remember forever.
Accommodation
Sunsquare Cape Town City Bowl (or similar according to availability)

Situated on the corner of Buitengracht and Strand, the SunSquare Cape Town City Bowl hotel combines a design edge with modern city hotel amenities, TripAdvisor Travellers’ Choice awarded accommodation, and affordability in the very heart of Cape Town. The hotel’s 202 contemporary rooms feature iconic Cape Town views, a sleek en-suite, free uncapped Wi-Fi, air-conditioning, a work desk, DStv, and more. Accommodation is available in a choice of great-value Standard Rooms, Family Rooms with two double beds, spacious Executive Rooms, and Suites designed for urban living. Secure basement parking and a location less than 10 minutes from Long Street ensure easy Cape Town exploring. Just off buzzing Bree Street, Vigour & Verve is a hip, all-day dining experience on the hotel’s ground floor. Head up to the 14Stories Rooftop Bar for drinks with uninterrupted views stretching from Table Mountain to the V&A. Connected to the terrace, an indoor plunge pool for guests is the perfect spot to relax, and the 15th-floor gym offers incredible workout views. Room type: Double occupancy. Room configuration: 2 beds.

Included
  • 5 nights accommodation in Cape Town

  • Shared double occupancy in accommodation

  • All breakfasts and dinners

  • One group airport arrival transfer

  • One group airport departure transfer

  • All activities described in the itinerary

  • Local guides during activities

  • Entrance fees where applicable with included activities

Not included
  • Flights

  • International airport departure tax

  • Visas

  • All food and drinks not mentioned in inclusions

  • Personal expenses

  • Optional add-ons

  • Travel insurance

  • Gratuities

FAQ
Cancellation policy

Refunds for deposits
We will hold your spot as soon as you put down your deposit. However, if you decide to cancel your trip, we will be unable to refund your deposit.

Refunds for balance payment
If you cancel your trip on or before Jul 31, 2025 at 11:59 PM local time (GMT +2), you will get a refund of the remaining balance. This may or may not include the deposit amount. See deposit refund section above.

If you cancel your trip from Aug 1, 2025 at 12:00 AM local time (GMT +2) onwards, no refunds will be issued.

You can change or cancel your trip in your TourHero account by clicking on Your Trips.

Trip disclaimer
To offer the best group rates, we need a minimum number of travelers. If that number isn't met—or if unexpected events occur (such as force majeure)—TourHero, the trip host, and the tour operator may need to cancel or reschedule.


If changes happen: You'll be notified by Jul 31, 2025 at 11:59 PM local time (GMT +2), and if the trip is canceled or rescheduled beyond your control, you'll get a full refund. We'll always update you at least 7 days in advance if this date changes.


Book smart: We recommend refundable flights and accommodations to protect your plans from any last-minute changes.

Available add-ons
Single supplement

Upgrade to total privacy with a room of your own for the duration of our trip.

USD 502
2 spots left