Eleven days will allow you to encounter many of the highlights of the Western Cape with this itinerary. You'll start off in Cape Town with scenic city tours, wine tastings, and a shark dive before you set out on the Garden Route. This classic road trip will wind you through wilderness, wildlife, and more wine before loop back to Cape Town to depart.


  • Gaze out over Cape Town from atop Table Mountain
  • Sip world-class wine in Stellenbosch
  • Hike through lush Tsitsikamma National Park
  • Meet some four-legged locals in Addo Elephant National Park
  • Encounter the ostriches of Cango Ostrich Show Farm

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Cape Town, Bloubergstrand Beach Cape Town
Day 2 Cape Town City Tour & Table Mountain Cape Town
Day 3 Atlantic Seaboard, Cape Pensinsula, & Stellenbosch Stellenbosch
Day 4 Stellenbosch to Cape Agulhas, Wine Tasting Cape Agulhas
Day 5 Shark Cage Diving Adventure, Overnight in Hermanus Hermanus
Day 6 Garden Route Drive & Wilderness Canoe Sedgefield
Day 7 Bungee Jumping or Tsitsikamma National Park Jeffreys Bay
Day 8 Addo Elephant National Park Safari, Explore Jeffrey's Bay Jeffreys Bay
Day 9 Oudtshoorn, Caves, & Ostriches Oudtshoorn
Day 10 Wine Tasting on Route 62 Cape Town
Day 11 Depart Cape Town  

Detailed Itinerary

Day 1: Arrive in Cape Town, Bloubergstrand Beach

Cape Town with Table Mountain in the background
Cape Town with Table Mountain in the background

Welcome to South Africa! Arrive at Cape Town International Airport and transfer to your accommodation to unpack and unwind. After you settle in, spend the rest of your day exploring the city. 

Known as the 'Rainbow Nation,' Cape Town and South Africa have a long and complicated history involving a multitude of ethnic and cultural groups. The area's history starts with the indigenous Khoisan and Bantu people, who were the primary residents of the area until the Portuguese and Dutch arrived in South Africa, beginning a centuries-long occupation. 

These days, South Africa is home to a diverse population. Roughly 80% of South Africans are of Bantu ancestry from a variety of ethnic groups, each with a distinct language. The remainder of the community is made up primarily of European, Asian (Indian, Chinese, and others from the formerly enslaved and indentured population), and mixed-race (Cape Coloured) ancestry. 

After checking in to your accommodation, spend the afternoon relaxing and taking in the views at Bloubergstrand Beach. The area is a favorite with locals and visitors for its views of Table Mountain, and it's also one of the world's top kitesurfing destinations. Walk along the beach to see a handful of historical and cultural markers, and comb the sand for seashells and bits of sea glass. 

In the evening, it's time for an intimate multi-course dinner, prepared by a chef in front of you in the open-plan demo kitchen. Explore local cuisine, then end the evening with dessert and a glass of local wine.

Day 2: Cape Town City Tour & Table Mountain

Cable car to Table Mountain
Cable car to Table Mountain

In the morning, meet your local guide in the city center for a 4-hour walking tour of the historic city. You'll explore the different eras of Cape Town and learn about South Africa's history, as well as the people who shaped it. Stops along the tour include the Company's Garden, Parliament, Green Market Square, The Castle of Good Hope, and the Slave Lodge.

The Company's Garden dates back to the 1650s when European settlers farmed the land to grow fresh produce to replenish ships rounding the cape. Around the corner is the Iziko Slave Lodge, a national history museum dedicated to exploring the history of slavery at the Cape. Since its construction in 1679, the building has functioned as a center for the bustling slave trade (primarily operated by the Dutch East India Company) as well as a government building and supreme court. 

Nearby sits the historic Green Market Square, which has served as a slave market, vegetable market, and center for political protests under Apartheid. These days it hosts a flea market with African souvenirs and crafts for sale.
Just down the street is the Castle of Good Hope, South Africa's oldest existing Dutch East India colonial building. On the way, you'll pass by several memorials and monuments, including the We Are Still Here Street Memorial to destitute children and the District Six Museum, which commemorates forced relocation under apartheid. 

After strolling the streets of Cape Town, stop for lunch in the city center. In the afternoon, give your legs a rest with a hop-on-hop-off tour aboard the distinctive red open-top bus. Start at the Cape Town City Center Terminal, then take the bus to Table Mountain. From the bus stop, continue to the summit on the cable car for spectacular views of the city, mountains, and ocean.

Return to Cape Town in time for dinner at the bustling downtown area near Greenmarket Square. 

Day 3: Atlantic Seaboard, Cape Pensinsula, & Stellenbosch

Walkway along the Cape

Hit the road with your guide for a full-day adventure on this Cape Peninsula Tour. The Cape Peninsula is a rocky peninsula that juts out into the Atlantic Ocean at the south-western extremity of the African continent. At the southern end of the peninsula are Cape Point and the Cape of Good Hope. On the northern end is Table Mountain, overlooking Cape Town. The Cape Peninsula has outstanding flora and fauna and is part of the UNESCO World Heritage Cape Floral Region.

Start the day on Chapman’s Peak Drive along the scenic roads of the Atlantic Seaboard. You'll pass by Llandudno and Camps Bay beaches before reaching Cape Point, an hour away from Cape Town. Take in the views and enjoy the local wildlife (baboons, zebras, eland, and ostriches).

Once you've had your fill, head to the nearby town of Kalk Bay (half an hour away) to browse the local shops and stroll along the waterfront, then stop for classic South African fish and "slap chips" (deliciously oily and wrapped in thick white paper). Round out lunch with a beer at a brewery on the oceanfront. 

In the afternoon head to the scenic Boyes Drive above Muizenberg—famous for its surfing—then continue to the  Winelands district. Spend your afternoon in the historic town of Stellenbosch (located 45 minutes to the north,) South Africa's wine and food capital. Thanks to the university, the city has a vibrant culture and youthful vibe. Go for a stroll in the "Village of the Oaks" on the shaded avenues, following the creek which runs through town. As you walk through town, enjoy the views of the preserved Cape Dutch architecture. 

Settle in for the evening and enjoy a relaxing night.

Plan your trip to South Africa
Chat with a local specialist who can help organize your trip.

Day 4: Stellenbosch to Cape Agulhas, Wine Tasting

Cape Agulhas marking point
Cape Agulhas marking point

Set out in the morning for your three-hour drive to Cape Agulhas, the southernmost tip of Africa. Your first stop is the Kayamandi Township within the city of Stellenbosch, whose bright colors stand in contrast to the stark whites of the old Dutch architecture. Hear local stories and enjoy tea or homemade ginger beer, accompanied by an array of regional Xhosa snacks like amagwinya (small fried dough balls, also known as vetkoek) and chakalaka, a spicy relish. 

A short drive from here is Simonsig Winery, home of South Africa's first MMC (Méthode Cap Classique). It's a traditional sparkling wine made of 70% Malbec, 15% Merlot, and 15% Cabernet Sauvignon. Stop here for a tasting as you soak in the country air and the beauty of the Stellenbosch Winelands. 

Your next destination is the postcard town of Franschoek, where you'll arrive just in time for lunch. Head to another winery for a traditional wine tasting paired with hazelnut, cranberry, or mint chocolates. For a taste of local cuisine, opt for a wine and biltong (cured, dried meat) pairing. 

Franshoek boasts a multitude of small eateries, local farmers' markets, and 5-star restaurants, with plenty of options for every budget and preference. After lunch, stroll through the 17th-century streets to learn about French Huegenot culture and shop for knick-knacks along the main road. 

Leave the rolling vineyards behind you as you head south to Cape Agulhas. Arrive in time for sunset and watch the sky explode into color at the place where the Indian and Atlantic Oceans collide. Spend a relaxing night on the coast, falling asleep to the feeling of the sea breeze through the window.

Day 5: Shark Cage Diving Adventure, Overnight in Hermanus

This could be you
This could be you

Get an early start for your full-day shark diving adventure. Meet the rest of your group at the Great White House in Kleinbaai, a two-hour drive from Cape Town, where you'll gather for breakfast and a wetsuit fitting. Throughout the day, you'll be accompanied by a marine biologist and an expert crew, who will guide you on the whole experience. No previous diving experience is necessary.

Kick things off with a pre-trip safety briefing, as well as a biology lesson on the life history of great white sharks. From here, make the short walk down to the harbor to board Slashfin—a custom-designed, luxury boat named after a legendary shark with a unique dorsal fin. It's an exhilarating 20-25 minute boat ride to Dyer Island, which, together with the nearby Geyser Island, forms a narrow channel known as Shark Alley.  Keep in mind that depending on the time of year, the ride to Shark Alley can be quite cold and windy, so be sure to bring a jacket. 

After finding a suitable place to anchor, the adventure begins! You'll spend about two hours anchored, but this depends on shark activity, conditions, as well as the number of divers. After getting suited up, dive down to see the incredible animals close-up from the safety of a shark-proof cage. While you're waiting for your turn, spend time learning about the behavior of this misunderstood apex predator. You'll learn how and where the sharks feed, breed, and breach. 

Depending on the day, you'll likely also see at least two or more members of the Marine Big Five—dolphins, whales, penguins, seals, and sharks, as well as a variety of bird species. After the dive, if the weather permits, take a quick trip through the infamous Shark Alley. 

Arrive back at the Great White House, and debrief with soup and bread to warm you up. Showers are available here if you want to freshen up before heading out for your next adventure.

Continue to Hermanus where you'll spend the night.

Day 6: Garden Route Drive & Wilderness Canoe

Out in the Wilderness
Out in the Wilderness

Head out in the morning for your five-hour drive east. Spot troops of baboons along the winding mountain roads, and pass through fertile micro-climates where rows of grapevines cover the hills.

Stop in Riviersonderend for a mid-morning snack like the creamy melktert (milk tart), a traditional Dutch pastry.

Larger-than-life aloe plants mark your arrival into Albertinia and provide plenty of photographic opportunities. The small nearby towns of Wilderness and George feel like an oasis in the arid landscape. Cool off from the drive with an afternoon canoe paddle. The area borders national parks, and there are plenty of opportunities for bird watching and wildlife viewing. 

End the day with a drive to the coastal towns of Sedgefield or Knysna. Find the perfect place for a sundowner as you watch the sun sink below the watery horizon, then hit the hay for a restful night's sleep.

Day 7: Bungee Jumping or Tsitsikamma National Park

Bloukran's Bridge
Bloukran's Bridge

Beautiful landscapes and adrenaline-filled adventures go hand-in-hand today. Start your day with a relaxing stroll on the beach in Knysna and breathe in the smell of the sea.

Make your way to the postcard town of Plettenberg Bay. Continue east along the coast to Bloukran's Bridge where daring travelers leap into the gorge from the world's highest commercial bridge bungee jump. If you're feeling adventurous try the 708 ft (216 m) jump and experience the thrill for yourself.

If you would rather keep your feet on solid ground, head to the thick forests of nearby Tsitsikamma National Park for a beautiful hike. The hike to Tsitsikamma’s suspension bridge is short but steep, and it's worth the effort for the panoramic views. 

Leave the Garden Route behind you as you arrive in the town of Jeffrey's Bay, known as South Africa's quintessential 'Surf City'. Take a surfing lesson, hang with the locals, or hit the shops along the main street promenade for a relaxing evening on the coast.

Day 8: Addo Elephant National Park Safari, Explore Jeffrey's Bay

Time for cuddling
Time for cuddling

Start the day with a pre-dawn wake-up call for your hour-long drive to head out into the African bush. Spend the morning on a game drive in the Addo Elephant National Park, South Africa's third-largest national park. Keep an eye out for Africa's giants as well as other members of the Big 5 as you navigate the dusty dirt roads in search of wildlife. 

Return to "J'Bay," the local name for Jeffrey's Bay, for an afternoon of free time. Catch up on sleep or hit the discount outlets for some shopping. If surfing is your thing (or you want to learn), rent a surfboard or sandboard and make the most of the area's famous waves and sand. For a relaxing beach adventure, go for a horseback ride along the sandy shores of a secluded beach nearby.

Day 9: Oudtshoorn, Caves, & Ostriches

Within the Cango Caves

Experience the diversity of South Africa's landscapes and lifestyles today as you drive three hours inland away from the Indian Ocean. Wind your way through the Langkloof Mountains as you make your way to the arid landscapes of the Klein Karoo, home turf of the African ostrich. 

As you drive along the highway you'll pass by countless bird-filled paddocks, colorful feather stalls, and show farms. Palatial sandstone homesteads dot the landscape, a throwback to a time when ostrich feathers were worth more than gold.   

A stop at the Cango Ostrich Show Farm offers a glimpse into the farming industry and gives you the chance to come face-to-beak with the world's biggest bird. 

From here it's time to dive deep underground, into the spectacular limestone chambers of the Cango Caves. Opt for the casual Heritage Tour to check out the cave's stalactite and stalagmite formations, as well as remnants of Khoikhoi paintings. To test your agility and contortion skills choose the Adventure Tour, where a series of tight squeezes and wiggles lead through narrow limestone chimneys on an unforgettable adventure. 

If there's time later, head out for a game drive in the Buffelsdrift Private Game Reserve to catch glimpses of the area's resident wildlife. 

Round out your day with ostrich steaks or kebabs at one of Oudtshoorn's many eateries and experience the region's legendary hospitality for yourself. If you get the chance, make sure to try the Karoo lamb—it's delicious.

Day 10: Wine Tasting on Route 62

Town views in Barrydale
Town views in Barrydale

After a relaxing breakfast, it's time to drive the five hours west to Cape Town on the famous Route 62. Modeled after America's Route 66, Route 62 brings its own unique South African flair and distinct local character. 

More than just dive bars, farms stalls, or small country towns, Route 62 is also the Western Cape's longest wine tour. Stop along the way to sample port-style wines as you wind your way back to Cape Town. 

One of the highway's legendary attractions is Ronnie's Sex Shop, a roadside bar, and restaurant. Legend has it that in the 1970s, local farmer Ronald Price set about opening a roadside produce stand, complete with a proudly handpainted sign. Mischevious friends took it upon themselves to amend the sign, ultimately convincing Ronnie to scrap the farm stand idea and open a bar for highway travelers. 

Forty years later, the bar's quirkiness doesn't end with the sign. Inside, the entire room is decorated with traveler's graffiti, donated neckties and bras, and a random assortment of other oddities. As well as a restaurant, Ronnie's offers overnight accommodation, a pool with landscape views, and good old-fashioned respite from the dusty road. 

Continue to Cape Town, arriving in the evening.

Day 11: Depart Cape Town

Take to the skies
Take to the skies

Transfer to the airport for your connecting flight home.


Map of Cape Town & Garden Route Adventure - 11 Days
Map of Cape Town & Garden Route Adventure - 11 Days
Written by Sonya Pevzner, updated Feb 18, 2021