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.
Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

5 out of 5
Constantia
Price was CA $2,423, price is now CA $2,251 per person
CA $2,251
per person
Jun 9 - Jun 12
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (96 reviews)
This hotel was so welcoming! A great "suburban" location if you don't want to be in the heart of a busy city. It is relaxing, not bustling, which is exactly what I was looking for. They were exceptionally helpful when I had a couple of special needs. Highly recommended.

Reviewed on Apr 1, 2026

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
Price was CA $6,616, price is now CA $4,970 per person
CA $4,970
per person
Jul 7 - Jul 13
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22. We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.

Reviewed on Mar 24, 2026

Kilima Franschhoek

Kilima Franschhoek

5 out of 5
Price was CA $4,406, price is now CA $3,313 per person
CA $3,313
per person
Jun 25 - Jun 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
Babylonstoren

Babylonstoren

5 out of 5
Price was CA $4,020, price is now CA $3,619 per person
CA $3,619
per person
Jun 9 - Jun 12
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (78 reviews)
Great place to stay but the cottages lack good lighting in the living room and comfy seating outside. That said we enjoyed our stay

Reviewed on Feb 27, 2026

Sante Wellness Retreat & Spa

Sante Wellness Retreat & Spa

5 out of 5
Price was CA $4,036, price is now CA $3,635 per person
CA $3,635
per person
Jun 25 - Jun 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (35 reviews)
Decor excellent in doors and outdoors. Staff in Resturant extremely friendly and helpful.

Reviewed on Mar 2, 2026

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
Victoria and Alfred Waterfront

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.

Find hotels in Victoria and Alfred Waterfront

Simon's Town Hotel Deals

Penguins View Guesthouse

Penguins View Guesthouse

4 out of 5
1 Bellevue Road Cape Town Western Cape
10/10 Exceptional! (48 reviews)
The place is a vacation paradise. If you've come for the views or the penguins, you wont be disappointed. Heather, in particular, went above and beyond her duties even after I had checked out!! Would highly recommend.

Reviewed on Apr 25, 2026

Get rates
Penguins View Guesthouse
Simon's Town Quayside Hotel

Simon's Town Quayside Hotel

3 out of 5
Jubilee Square St Georges Street Cape Town Western Cape
The price is CA $94 per night from May 9 to May 10
CA $94
CA $108 total
May 9 - May 10
includes taxes & fees
9/10 Wonderful! (332 reviews)
Nice view!

Reviewed on Apr 28, 2026

Simon's Town Quayside Hotel
Taj Cape Town

Taj Cape Town

5 out of 5
1 Wale Street Cape Town Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $254 per night from May 9 to May 10
CA $254
CA $295 total
May 9 - May 10
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
The Taj was a very enjoyable stay. The selection of breakfast items was huge and well prepared. The rooms clean and well appointed. The staff were outstanding.

Reviewed on May 2, 2026

Taj Cape Town
See all 5,003 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.
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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 $2,251. 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.

Discover the most popular places to visit in Simon's Town

Boulders Beach

Boulders Beach

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.

Boulders Beach

Things to do

Kayak to the penguins in Simons Town

Kayak to the penguins in Simons Town

CA $50
per adult
Kayak to the penguins in Simons Town
Full Day Cape Point Sightseeing Tour

Full Day Cape Point Sightseeing Tour

CA $42
per adult
Full Day Cape Point Sightseeing Tour
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour

Cape Town Full Day Table Mountain, Cape Point & Winelands Tour

CA $198
per traveller
100% of travellers recommend
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour
See all activities in Cape Town

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.