A beautiful picture of the Cape Winelands & Peninsula: Self-Drive Adventure tour

Cape Winelands & Peninsula: Self-Drive Adventure

8 Nights

From $1,461 USD

Tour Highlights:

The picturesque Cape Peninsula
The majestic Winelands landscapes
Whale watching on the Overberg coast

Cape Winelands & Peninsula: Self-Drive Adventure

Journey Overview

Embark on an enchanting journey from Cape Town, traversing the picturesque cape peninsula and delving into the heart of the renowned cape winelands. Immerse yourself in the charm of Stellenbosch, where centuries-old wine farms beckon with enticing wine tastings and captivating tours.

From Stellenbosch, venture southward to explore the rugged beauty of the Cape Town coast and its quaint coastal towns. Indulge in exhilarating whale-watching experiences, marveling at the majestic creatures of the sea.

Continue your adventure with a visit to the pristine Kogelberg Nature Reserve, offering scenic hiking trails amidst untouched wilderness. Whether you're savoring the finest wines, embarking on nature adventures, or savoring delectable cuisine at Stellenbosch's best restaurants, this South African road trip promises unforgettable moments.

Choose the freedom of a self-drive expedition, allowing you to explore at your own pace from Cape Town to Stellenbosch and beyond. Experience the best of South Africa's landscapes and attractions on this captivating journey through the Cape Winelands and beyond.

Discover the Cape Winelands and Coastal Charms!

DAYS 1 - 2

Embarking on a Cape Town Discovery

  • Your Accommodation

    Your home away from home:

    Cape Town
    pointb-travel.com
    14 Pine Rd, Green Point, Cape Town
    Tel +27 (0) 21 434 0902

  • Your Travel Time

  • Your Activities

    You’ll start in Cape Town, learning through your guides how this remarkable city at the foot of Africa came to be the multi-faceted, cosmopolitan capital that it is today. You’ll have walking tours following the route of the slaves and their emancipation and also the twentieth century political history to be found on Robben Island and also what is now the waterfront area. There will be plenty of opportunity to visit local markets and sample the wide variety of excellent food Cape Town offers.

  • Your Food
DAY 3

Exploring Cape Town's Coastal Wonders

  • Your Accommodation

    Your home away from home:

    Moonglow Guesthouse
    moonglow.co.za
    7 Bennett Close, Glencairn, Cape Town
    Tel +27 (0) 21 786 5902

  • Your Travel Time

  • Your Activities

    Leaving the city behind on Day 3, you’ll drive in your rental car along the wondrously varied and resplendent Cape Peninsula, taking in the sights and sounds of the delightful seaside towns of Hout Bay, Llandudno, Kalk Bay and Muizenberg. The wildlife to be found along the Peninsula is a reason to visit on its own with the Cape Point Nature Reserve having large antelope, baboons and zebra among its residents as well as the penguin colony at Boulders Beach. You’ll be staying at the water’s edge in Simonstown.

  • Your Food
DAY 4

Stellenbosch Adventures: Wine, History, and More

  • Your Accommodation

    Your home away from home:

    Oude Werf Hotel
    www.oudewerf.co.za
    30 Church St, Stellenbosch Central, Stellenbosch
    Tel +27 (0) 21 887 4608

  • Your Travel Time

  • Your Activities

    You’ll head inland on Day 4 to the university town of Stellenbosch. Another walking tour of the verdant oldest part of town will reveal all sorts of fascinating facts and little-known places. Driving out of town for the afternoon, you’ll visit two particularly ethical wine estates and then come back to spend the night in one of the oldest hotels in the country.

  • Your Food
DAYS 5 - 6

Nature's Playground: Kogelberg Biosphere Adventure

  • Your Accommodation

    Your home away from home:

    Oudebosch Eco Cabins
    www.capenature.co.za/accommodation/oudebosch-eco-cabins
    GPS: 34 19 21.0 S 18 57 58.2 E
    Tel 087 087 8250

  • Your Travel Time

  • Your Activities

    For Days 5 and 6 you’ll be visiting one of the largest wildernesses to be found this close to a major city anywhere in the world. The UNESCO Kogelberg Biosphere is less than two hours away from Cape Town but a world away in terms of wildlife, peace and serenity. With access restricted to those actually staying in the reserve rather than allowing day visitors, you’ll have two days to explore this vast area’s many gifts on foot and by bicycle.

  • Your Food
DAYS 7 - 9

Coastal Wonders: Overberg's Marine Marvels

  • Your Accommodation

    Your home away from home:

    Whalesong Lodge
    whalesonglodge.co.za
    83 Cliff Street, De Kelders, Gansbaai
    Tel +27 (0) 28 384 1865

  • Your Travel Time

  • Your Activities

    Your last two days of your journey see you driving along the magnificent coastline of the Overberg, stopping at attractions such as the Harold Porter Botanical Garden, the Stoney Point penguin colony and the myriad villages that this coastline offers. You’ll have a chance to go out to sea to spot the multitude of marine wildlife that this area offers including whales, sharks, dolphins and many marine birds.

    On your last day, you’ll drive back to Cape Town International for your onward flights.

  • Your Food
YOUR JOURNEY ENDS HERE

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Contact Us

Exceed House
Springfield Office Park
Belleville, Cape Town
7450

Cell / WhatsApp +27 72 136 9096

Email: travel@whereitallbegan.co.za

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About

Where It All Began is committed to crafting active adventures that not only thrill but also preserve the natural wonders and cultural heritage of Southern Africa.

Our mission is to provide sustainable adventure travel experiences that connect travellers with off the beaten track experiences in this diverse region through cycling, hiking, sailing, diving, off-roading and other low-emission methods of travel.

Through responsible tourism practices, we aim to leave a positive impact on local communities and ecosystems, ensuring that future generations can continue to explore and cherish the places where it all began.

Ethos

Our logo is an image of a skull found in the Rising Star Cave System in Gauteng, South Africa in 2013. It was named ‘homo naledi’, meaning ‘human of the stars’.

The cave system has so far given rise to the remains of over 15 individuals, making it the largest hominid fossil remains site ever discovered.

Travelling to Southern Africa is truly a return to the source of humankind, to Where It All Began.

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