5-Day Coastal Escape: Cape Town and Surrounds Itinerary

Day 1: City Exploration

Cape Town, South Africa on May 16, 2025

8:00am

Breakfast at Jason Bakery

Start your day with artisanal pastries and freshly brewed coffee at Jason Bakery, a local favourite known for its quality and atmosphere.
ZAR60, 1h

9:30am

Visit the District Six Museum

Explore the history of District Six, a former inner-city residential area, through powerful exhibitions about apartheid and community resilience.
ZAR35, 1h30m

11:30am

Stroll through Company's Garden

Enjoy a tranquil walk in the historic Company's Garden, home to indigenous plants, birds, and colonial statues.
Free, 1h

1:00pm

Lunch at The Power and the Glory

Taste contemporary South African cuisine in a relaxed setting, famous for its creative seasonal dishes.
ZAR150, 1h

2:30pm

Explore Greenmarket Square

Browse local crafts and souvenirs at Cape Town’s iconic market, perfect for picking up unique gifts.
Free to browse, cost varies by purchase, 1h

4:00pm

Table Mountain Cableway (Tickets for next day recommended)

Purchase tickets for early morning access to avoid queues and prepare for your next day's adventure.
ZAR410, 30m

7:00pm

Dinner at Kloof Street House

Dine in a charming Victorian house offering eclectic décor and a menu full of modern dishes with a South African twist.
ZAR250, 1h30m
View Hotel Availability

Day 2: Nature and Scenery

Cape Town, South Africa on May 17, 2025

7:00am

Breakfast at Motherland Coffee Company

Fuel up with strong coffee and light breakfast options before heading to Table Mountain.
ZAR75, 45m

8:00am

Table Mountain Hike and Cableway

Climb or take the cableway up Table Mountain, enjoying stunning panoramic views of Cape Town and the coastline.
ZAR410 round-trip cableway ticket, 3h

12:00pm

Lunch at V&A Waterfront Food Market

Sample a variety of local and international dishes at the bustling V&A Food Market, open until 9pm daily.
ZAR120, 1h

1:30pm

Explore V&A Waterfront

Discover shops, galleries, and the Two Oceans Aquarium on this vibrant harbourside complex.
Free entry, aquarium ZAR195, 2h

4:00pm

Relax at the Waterfront promenade

Enjoy sunset views and a peaceful stroll along the water.
Free, 1h

7:00pm

Dinner at Harbour House

Savour exquisite seafood dishes with a view of the harbour, open until 10pm.
ZAR300, 1h30m
View Hotel Availability

Day 3: Wine and Culture

Stellenbosch, South Africa on May 18, 2025

7:30am

Breakfast at Deli @ Spice Route

Enjoy fresh pastries and coffee at this artisanal market to start your wine region experience.
ZAR85, 45m

8:30am

Drive to Stellenbosch (about 45 minutes from Cape Town)

Head to the heart of the Cape Winelands region to explore vineyards and art.
Fuel costs variable, 45m

9:30am

Wine tasting at Spier Wine Farm

Taste award-winning wines and enjoy the beautiful estate grounds, open from 9am to 6pm.
ZAR50 tasting fee, 2h

12:00pm

Lunch at The Werf Restaurant

Dine on seasonal local produce paired with Spier wines in a relaxed setting.
ZAR180, 1h30m

2:00pm

Visit Stellenbosch Village Museum

Discover the history of Stellenbosch through a collection of historic houses, open until 4:30pm.
ZAR20, 1h

3:30pm

Return to Cape Town

Drive back to Cape Town and relax before dinner.
Fuel costs variable, 45m

7:00pm

Dinner at Gold Restaurant

Experience a vibrant African dining journey with 14 tasting dishes and live entertainment, open until 11pm.
ZAR500, 2h
View Hotel Availability

Day 4: Coastal Adventure

Cape Peninsula, South Africa on May 19, 2025

7:00am

Breakfast at your hotel or nearby café

Prepare for a full day of exploring the dramatic coastline with a hearty breakfast.
ZAR70, 45m

8:00am

Drive to Cape Point Nature Reserve

Explore the wild beauty of the Cape of Good Hope with scenic hiking trails and lighthouse views, open from 6am to 6pm.
ZAR385 entrance fee, 3h

12:00pm

Lunch at Two Oceans Restaurant

Enjoy fresh seafood with spectacular views overlooking the ocean within the reserve.
ZAR220, 1h

1:30pm

Visit Boulders Beach Penguin Colony

Get close to the charming African penguins in this protected beach area, open 7am to 7:30pm.
ZAR140, 1h

3:00pm

Drive back to Cape Town

Return to the city and unwind at your accommodation.
Fuel costs variable, 1h

7:00pm

Dinner at The Codfather Seafood & Sushi

Indulge in fresh seafood dishes and sushi in Camps Bay's trendy atmosphere, open until 10pm.
ZAR300, 1h30m
View Hotel Availability

Day 5: Heritage and Markets

Cape Town, South Africa on May 20, 2025

7:30am

Breakfast at Truth Coffee Roasting

Enjoy expertly crafted coffee and a hip atmosphere to start your last day.
ZAR70, 45m

9:00am

Robben Island Tour

Take a morning ferry to Robben Island, famous for Nelson Mandela's prison, with tours running 9am to 3pm.
ZAR600, 4h

2:00pm

Lunch at Mojo Market

Experience a lively food hall featuring local eateries and craft stalls, open until late evening.
ZAR130, 1h

3:30pm

Explore Oranjezicht City Farm Market

Browse fresh produce and artisan products at this weekend market, closing at 3:30pm.
Free entry, purchases optional, 1h

5:00pm

Relax at Sea Point Promenade

Enjoy a scenic walk or sit and watch the sunset over the Atlantic Ocean.
Free, 1h

7:00pm

Farewell Dinner at La Colombe

Celebrate your trip with world-renowned fine dining offering a fusion of French and Asian flavours, reservations recommended.
ZAR900, 2h
View Hotel Availability