5-Day Cape & Wine Explorder

Day 1: Arrival & African Welcome

Travel time: ±1 hr / ±30 km – Unguided

The moment you touch down in Cape Town, you’ll feel the energy shift. This is the start of the most amazing holiday you’ll ever have.

A private airport transfer will bring you to your city hotel, where you’re free to unpack, unwind, and begin discovering the Mother City at a pace that best suits you.

Whether you want to just chill with a cocktail at Camps Bay, browse boutiques on Long Street, or go on one of the optional activities, which include a helicopter flip, a Table Mountain hike, or a trip on the City Sightseeing bus, the city is yours to explore.

We ask that you let us know beforehand what you would like to do, so we can arrange your bookings. You should also keep in mind that the time you arrive in the city will determine what kinds of activities you can do. All other transport today is at your own cost, so go wherever your wanderlust leads.

After a day spent becoming acquainted with the city, you’ll be treated to a GOLD African Dinner & Show; a 14-dish tasting menu served with praise-singing, puppetry, and live African drumming.

Overnight Stay: Garden Court Victoria Junction or similar (4-star)

Day 2: Cape Town by Cableway & Hop-On Bus

Unguided, with included bus and Table Mountain pass

After waking up in one of the world’s most beautiful cities, you’ll have breakfast before setting off on another full day in Cape Town. Today, you can shape your own perfect adventure using your included hop-on-hop-off bus pass and Table Mountain cableway ticket.

You can start your morning by boarding the city’s iconic open-top red sightseeing bus, and then you can choose your route. The blue line glides through leafy suburbs en route to the lush Kirstenbosch Botanical Gardens, while the purple line weaves through Constantia, Cape Town’s oldest wine-growing region. The red line loops past the golden sands of Camps Bay and winds its way to the foot of majestic Table Mountain.

When the skies are clear, the Table Mountain Aerial Cableway is the ultimate ride. You’ll soar to the summit and step into another world where city and ocean views stretch endlessly in every direction. While here you can take a leisurely trail walk, enjoy a refreshing snack at the top, and if you’re lucky, you might even be serenaded by your cable car operator on the ride back down.

As day turns to night, you can let your taste buds take over. Cape Town’s dining scene is a melting pot of flavours and no matter what you’re craving, whether its bold African spices, a seafood feast, or shareable plates at a trendy tapas bar, you’ll find something delicious.

Overnight Stay: Garden Court Victoria Junction or similar (4-star)

Day 3: Cape Winelands Full-Day Tour

Guided, ±8 hrs / ±150 km

*Subject to availability, a similar trip with a different supplier may be booked.  

It’s time to swirl, sniff, and sip your way through the beautiful Cape Winelands on this full-day group tour through Franschhoek and Stellenbosch.

Depending on your departure day, you’ll explore at least three exceptional wine farms, which include Dieu Donné, Simonsig, Mitre’s Edge, Middelvlei, Vergenoegd, and others.

Your wine guide will collect you from select Cape Town city hotels between 8:00 and 9:00 AM.

If you’re touring on a Monday or Tuesday, you will head to Franschhoek, a valley famed for its French flair, boutique wineries, and gourmet culture. You’ll visit two wine estates here and enjoy a leisurely stroll through the town with your guide. After lunch at one of the village’s eateries, you’ll continue to Stellenbosch, where a cosy winemaker’s home sets the scene for a cheese and chocolate pairing, and a peek into their cellars.

If you’re touring between Wednesday and Sunday, you’ll go to Stellenbosch, where you’ll learn all about its winemaking heritage, see its Cape Dutch architecture and just enjoy the viticulture. While in Stellenbosch, you’ll go on guided vineyard walks, cellar tours, and, if you’re visiting during harvest season, you’ll even do a few barrel tastings. After a morning of learning and tasting wine, you’ll be treated to a traditional South African lunch, paired, of course, with more local wines. The third stop of the day will bring you to a delightful winemaker’s home for another wine, cheese, and chocolate session to wrap up the day.

With over 15 tastings and a variety of local pairings, you’ll return to Cape Town by late afternoon, around 5:30–6:30 PM, content, relaxed, and with a few new favourite wines to remember.

Overnight Stay: Garden Court Victoria Junction or similar (4-star)

Day 4: Cape Point Explore tour (Full-Day Guided Tour)

Travel time: ±8 hrs / ±150 km

*Subject to availability, a similar trip with a different supplier may be booked.  

Today you’ll be taking a trip to Cape Point.

After an early morning pick-up from your accommodation in Cape Town, you’ll go on a coastal drive to Hout Bay, a harbour town with a laid-back vibe and an irresistible smell of fresh sea air. Here, you have the option to hop aboard a short boat ride to Duiker Island, home to hundreds of playful Cape fur seals, or take it slow as you explore the harbour market and buy a few handmade souvenirs and colourful curios.

Next, it’s time to hit the famed Chapman’s Peak Drive, affectionately nicknamed Chappies by locals. With over a hundred curves hugging the dramatic cliffs above the wild Atlantic Ocean, this scenic stretch has photo opportunities at every turn, so make sure that you have your camera close.

You’ll continue on to the Cape of Good Hope Nature Reserve, one of South Africa’s most iconic natural landmarks where you can hike through fragrant fynbos trails, keeping an eye out for bontebok, ostriches, and baboons, and climb the steps (or take the funicular) to the historic lighthouse perched above where the Atlantic and Indian Oceans famously meet.

To wrap up your coastal day, you’ll visit Simon’s Town, a naval village, and nearby Boulders Beach, which is home to a dapper crowd of adorable African penguins. From the raised wooden boardwalks, you’ll get an up-close look at these endangered birds as they waddle along the sand or swim through the surf, all without disrupting their natural habitat.

As the day comes to an end, you’ll return to Cape Town late in the afternoon, just in time to grab a delicious dinner and turn in for the night.

Overnight Stay: Garden Court Victoria Junction or similar (4-star)

Day 5: Farewell Mother City

Unguided – Transport only for airport transfer included

Make the most of your last day in Cape Town with some free time for shopping, coffee, or a last seaside stroll. You can browse Green Market Square, enjoy the sights and sounds of Sea Point Promenade, or pick up those last-minute souvenirs at the V&A Waterfront. Optional boat trips or a final winery visit can be arranged at an additional cost.

Your airport transfer will ensure you reach your flight on time, relaxed, inspired, and already planning your return.