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.
Three Anchor Heart

Three Anchor Heart

3 out of 5
Sea Point Promenade
Price was CA $2,323, price is now CA $2,231 per person
CA $2,231
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
No reviews
Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
Price was CA $3,843, price is now CA $3,281 per person
CA $3,281
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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

Cape Finest Guesthouse

Cape Finest Guesthouse

4 out of 5
Cape Town City Centre
Price was CA $2,489, price is now CA $2,375 per person
CA $2,375
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (57 reviews)
Fabulous boutique hotel ina scenic, historic location with easy access to the best of Cape Town. Beautiful rooms, lovely staff. Highly recommended.

Reviewed on Apr 5, 2025

Zevenwacht Wine Estate

Zevenwacht Wine Estate

4 out of 5
Kuils River
Price was CA $2,497, price is now CA $2,395 per person
CA $2,395
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
8.4/10 Very Good! (22 reviews)
Very roomy cottage, staff is nice. Breakfast is great. Cleaning crew did an excellent job of cleaning the cottage. Only issue was no air-conditioning.

Reviewed on Dec 27, 2025

Wild Olive Guest House

Wild Olive Guest House

4 out of 5
Claremont
Price was CA $2,528, price is now CA $2,436 per person
CA $2,436
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (92 reviews)
We thoroughly enjoyed every minute and every aspect of our stay at the Wild Olive. The food was amazing and the staff genuinely friendly and kind. You'll not regret the decision to spend your holiday here!

Reviewed on Nov 14, 2025

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! (52 reviews)
"Wonderful base for a few days exploring the Cape Peninsula. So delightful to see the adorable African Penguins from our room and to get to go down early to see them at Boulder’s Beach before the crowds. 🐧 Room was so lovely and had everything we needed - highly recommend!"

Reviewed on May 21, 2026

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Penguins View Guesthouse
Taj Cape Town

Taj Cape Town

5 out of 5
1 Wale Street Cape Town Western Cape
9.6/10 Exceptional! (1,003 reviews)
"The Taj hotel Cape Town is an excellent hotel. The staff are very friendly and obliging.the hotel is very clean. Breakfast is excellent with a very wide choice One very minor point.During the check in process please give out the wireless password and don't keep people waiting unnecessarily. Also ..."

Reviewed on Jun 19, 2026

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Taj Cape Town
Hotel Verde Cape Town Airport

Hotel Verde Cape Town Airport

4 out of 5
15 Michigan Street, Airport Industria Cape Town Western Cape
The price is CA $162 per night from Jun 23 to Jun 24
CA $162
CA $192 total
Jun 23 - Jun 24
includes taxes & fees
9.6/10 Exceptional! (1,001 reviews)
"The hotel was conveniently located for an early arrival at the airport."

Reviewed on Jun 19, 2026

Hotel Verde Cape Town Airport
See all 4,686 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 $2,231. 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

4.5/5(71 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.

Boulders Beach

Things to do

Cape Town: Great African Sea Forest Guided Snorkel

Cape Town: Great African Sea Forest Guided Snorkel

CA $102
per adult
Cape Town: Great African Sea Forest Guided Snorkel
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour

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

CA $199
per traveller
100% of travellers recommend
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour
Kayak to the penguins in Simons Town

Kayak to the penguins in Simons Town

CA $98
per adult
Kayak to the penguins in Simons Town
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.