Simon's Town Vacation Packages

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Your Simons Town Vacation

Book a tailored Simons Town vacation package that has everything you need and no unnecessary extras. Good for watersports, nature and skiing, think about basing yourself in the neighborhood of Scarborough. Make your trip to Simons Town even more fulfilling by including some sightseeing. Boulders Beach, Fish Hoek Beach and Kalk Bay Beach are among the most popular attractions you'll want to explore. Don't put off visiting this destination any longer. Your dream Simons Town vacation is only a few clicks away with Expedia.

Top Holiday Package Deals in Simon's Town

Price found within the past 48 hours. Click for updated prices.

Blackbrick Hotel Gardens - Cape Town

Cape Town City Centre

CA $3,184

per person

Dec 31 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Cape Town (CPT)

10/10 Exceptional! (3 reviews)

book this hotel for my staff and they only have great things to say

Reviewed on Sep 10, 2026

Cape Cadogan Boutique Hotel

Cape Town City Centre

CA $4,760

per person

Dec 31 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Cape Town (CPT)

9.6/10 Exceptional! (55 reviews)

Nice place

Reviewed on Aug 13, 2026

The Tree House Boutique Hotel

Cape Town City Centre

CA $5,169

per person

Dec 21 - Dec 27

found 20 hours ago

Roundtrip flight included

Toronto (YYZ) to Cape Town (CPT)

9.6/10 Exceptional! (242 reviews)

POD Camps Bay

Camps Bay

CA $6,046

per person

Dec 16 - Dec 22

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Cape Town (CPT)

9.8/10 Exceptional! (233 reviews)

21 Nettleton

Clifton

CA $8,104

per person

Dec 16 - Dec 22

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Cape Town (CPT)

10/10 Exceptional! (15 reviews)

Where to stay in Simon's Town

Find the best Simon's Town areas and neighborhoods for the activities you enjoy most. Learn more about Simon's Town

A marina with boats docked, a large building with a sign reading "Spirit of Victoria," and a wooden dock with a 'Please Keep' sign.

Victoria and Alfred Waterfront

Explore the oldest working harbour in the Southern Hemisphere, offering shopping, dining, and attractions like Battery Park, the 1882 clock tower, and Zeitz MOCAA contemporary art museum.

A coastal town with rocky shores, a beach, and mountains in the background.

Camps Bay

1 out of top 10 points of interest in this area

Affluent suburb with a picturesque bay, Camps Bay offers a variety of beaches, including the popular Camps Bay Beach and Glen Beach for surfing. Explore the open-air curio market at Koeël Bay and enjoy picnics at Oudekraal, all near hotels, restaurants, and shops.

A coastal promenade with a beach, a dog, and a runner.

Sea Point

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

A multi-story building with a green facade and white trim, labeled "TYNE BUILDINGS."

Cape Town City Centre

2 out of top 10 points of interest in this area

Known for its majestic mountain landscape and popular shops, there's plenty to explore in Cape Town City Centre. Check out top attractions like Cape Town City Hall and Castle of Good Hope, and jump on the metro at Woodstock Station or Esplanade Station to see more of the city.

A stadium with a circular roof and a brick facade.

Green Point

1 out of top 10 points of interest in this area

Travelers like the cocktail bars in Green Point, and Greenpoint Market is a top attraction you might want to visit.

Simon's Town Hotel Deals

Penguins View Guesthouse

1 Bellevue Road Cape Town Western Cape

9.8/10 Exceptional! (57 reviews)

"Excellent location for Boulders Beach."

Reviewed on Oct 14, 2026

Get rates

Taj Cape Town

1 Wale Street Cape Town Western Cape

Fully refundableReserve now, pay when you stay

CA $250

CA $290 total

Oct 18 - Oct 19

includes taxes & fees

The Rockefeller Hotel by NEWMARK

12 Christiaan Barnard St Cape Town Western Cape

CA $143

CA $169 total

Nov 8 - Nov 9

includes taxes & fees

See all 4,868 properties in Simon's Town

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Simons Town vacation package cost?

Be ready to book, because a getaway to Simons Town starts from only CA $3,184. When you bundle your hotels, flights and car rentals into a vacation package, you'll walk away with the biggest deals.

How do I get a cheap travel package to Simons Town?

Browse and lock in everything in the one place with our Simons Town vacation packages. You'll find deals on flights, hotels and more that'll keep your hip pocket happy and your adventurous spirit full. And, with more than 550 partner airlines and 1,000,000 properties globally to choose from, you'll have the flexibility to mix and match as you want.

Where should I stay in Simons Town?

With interesting attractions like Boulders Beach and Simons Town Museum in this neighborhood, look for a hotel situated near either one. Fishermans Beach is another sight that pulls the crowds.

What are the top hotels in Simons Town?

Get your escape off to a good start by booking a stay at Magellan's Passage. It's one of most sought-after properties in Simons Town. Another leading option is Penguins View Guesthouse.

How far in advance should I book my Simons Town vacation?

It can be tricky to know when the best time is to book your vacation to Simons Town. But generally the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels up to 12 months prior to departure. If you're thinking of a last-minute getaway, no need to stress! There are fabulous bargains posted on Expedia every single day.

What does an Expedia Simons Town travel package include?

You can choose from a combination of flights, rental cars and hotels. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to putting together your dream Simons Town escape.

What should I know before booking a Simons Town travel package?

So many places to travel to, so many things to do. With a travel package, you can check more of them off your list. Bundle your hotels, flights and rental cars and score big savings.

Can I choose my airline with a Simons Town Expedia vacation package?

You can, and with over 550 airlines to pick from across the globe, you're spoiled for choice. Look through the available options and see which airline best fits your budget and needs.

If I'm not able to travel, can I cancel my Simons Town vacation package?

You can cancel your Simons Town booking if your plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to cancel or change your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

Stay near popular Simon's Town attractions

Boulders Beach

9.2/10 (1,331 reviews)

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.

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