Simon's Town Vacations

Look down on the city and the Atlantic Ocean from the top of one of the mountains that tower over Cape Town.

Experience an end-of-the-world sensation while discovering dramatic landscapes and spotting myriad bird species at Africa’s most southwesterly point.

See and be seen, admire beautiful sunsets and go hiking in the famous Twelve Apostles at one of Cape Town’s most stylish beaches.

Listen to live music performances and admire regal architecture at this landmark structure, made famous after Nelson Mandela gave a speech from its balcony.

Soft white sand, aquamarine water, striking mountain views and picture-perfect sunsets lure visitors to this collection of four fashionable beaches.

Enjoy food, wine and art and experience the majesty of birds of prey at one of the oldest wineries in South Africa.

Take a guided tour of this modern sports arena and then watch a soccer or rugby match while sitting among an energetic, vuvuzela-playing crowd.

Visit this attractive beach on Cape Town’s False Bay to enjoy safe swimming, shark cage diving, whale watching and beautiful mountain scenery.

Climb to the top of this serene mountain peak and bike or drive along a scenic road for some of the best views of the Cape Peninsula.

Hike up a prominent Cape Town landmark to enjoy gorgeous vistas across Table Bay and witness the firing of the Noon Gun.

Swimming fun for all ages in four open-air seawater swimming pools from which you can enjoy wonderful views of the Atlantic Ocean.

At one of South Africa’s oldest buildings, browse exhibitions about the history of Cape Town and walk on ramparts to enjoy stunning views of Table Mountain.

Sample award-wining wines, take a cellar tour and visit historical buildings at this 330-year-old vineyard nestled in the lush green Constantia Valley.

With sharks, rays, tropical fish and forests of kelp, this aquatic attraction provides deep insights into life under the ocean waves.

In the shadow of Table Mountain is this pleasant public park where you will find grassy lawns, themed gardens and statues of notable figures.

Shop for art and handicrafts from across the African continent and watch the busy action of Long Street from a café balcony. 

The origin and development of the Jewish community in South Africa is revealed in the exhibitions and presentations at this compelling museum.

Rising to the east of the iconic Table Mountain, this soaring peak has accessible hiking trails, challenging climbs and exceptional city views.

Relax on the sand, take part in watersports and barbecue in front of beautiful ocean views at this attractive seaside location.

Swim, surf, bodyboard or just work on your tan while enjoying the scenery at this pretty coastal spot on the Atlantic.

This fascinating museum retells the story of District Six, a former multicultural community that was evicted during the turbulent apartheid years.

South African, African and Western European art are the big stars of this cultural attraction. Study hundreds of years of work by prominent artists.

Take a cellar tour to see the barrels, tanks and bottles in this illustrious wine farm that dates back 300 years.

Visit the cell where Nelson Mandela spent most of his sentence and explore the Table Bay island that has also served as a leper colony and a military base.

Enjoy superb waterfront shopping and dining and exquisite views at South Africa’s most visited destination.

Get a privileged close-up view of an African penguin colony among the spectacular rock formations at this beach that also offers excellent swimming conditions.

One of the world’s oldest mountains creates an iconic backdrop to the Cape Town skyline. Climb to the summit for breathtaking views of the surrounding coast.

Experience the stunning scenery and a wealth of native wildlife at what is almost Africa’s most southerly point.

Discover the diversity of South Africa’s extraordinary flora with a stroll around the country’s premier botanic gardens.

Bring the kids to the playgrounds and cafés in this dynamic, rejuvenated coastal area in the shadow of a mossy mountain.

Browse stalls and enjoy live music in the harbor market, trek along the mountain trails and surf atop Atlantic swells.

Visit this serene oceanfront town in the Western Cape area. Here you’ll find some of South Africa’s best beaches, scenic coastal drives and wildlife.

Ride horses along white-sand beaches and gaze up at the picturesque mountains in this artistic neighborhood beside a nature reserve.

Partake in a fish auction and enjoy the charming ambiance among the fisherman and surfers of this suburban village on False Bay.

Surrounded by an amphitheater of mountains on the Western Cape, this town is a hub of nature reserves, wine estates and South African history.

Fill your whole day with exciting activities at a family-friendly attraction that offers games and fun amid fields full of strawberries.

Pack your swimsuit for a day of beachside fun. Paddle, swim, stroll along the promenade and dine with ocean views.

Gaze up at the majestic Lion’s Head mountain from this swimming site that uses filtered seawater in its four pools.

Learn about extinct and modern land and sea animals and ponder the mysteries of the universe at this popular Cape Town institution.