Simon's Town Holidays from AU$686

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Your Simons Town Holiday

With a holiday package to Simons Town, you'll spend less time planning and more time enjoying this interesting neighbourhood. From its nature to its views, there's plenty to discover here. Not sure where to go during your trip to Simons Town? Nearby attractions like Boulders Beach, Simons Town Country Club and Simons Town Museum are good places to begin. Whatever your travel goals or the size of your budget, booking the ultimate Simons Town holiday has never been easier with Expedia.

Top Holiday Package Deals in Simon's Town

Price found within the past 48 hours. Click for updated prices.
La Felicita Boutique Villas and Apartments

La Felicita Boutique Villas and Apartments

4 out of 5
Somerset West
Save 100% on your flight
Price was AU$1,002, price is now AU$686 per person
AU$686
per person
15 May - 20 May
found 3 hours ago
Return flight included
Johannesburg (JNB) to Cape Town (CPT)
9/10 Wonderful! (2 reviews)
185 on Beach Boutique Suites and Apartments

185 on Beach Boutique Suites and Apartments

4 out of 5
Gordon's Bay
Save 100% on your flight
Price was AU$1,159, price is now AU$743 per person
AU$743
per person
15 May - 20 May
found 3 hours ago
Return flight included
Johannesburg (JNB) to Cape Town (CPT)
9.4/10 Exceptional! (45 reviews)
Such a beautiful spot and incredible hosts! If you are going to Agulhas you need to stay here! We should have booked more than one night 😍

Reviewed on 10 Aug 2025

13 Olives Somerset West

13 Olives Somerset West

4 out of 5
Helderberg Rural
Save 100% on your flight
Price was AU$1,457, price is now AU$1,042 per person
AU$1,042
per person
15 May - 20 May
found 3 hours ago
Return flight included
Johannesburg (JNB) to Cape Town (CPT)
No reviews
O' Two Hotel

O' Two Hotel

4 out of 5
Mouille Point
Save 100% on your flight
Price was AU$1,776, price is now AU$1,280 per person
AU$1,280
per person
15 May - 20 May
found 3 hours ago
Return flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
excellent location, clean rooms, friendly staff

Reviewed on 11 Feb 2026

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Save 100% on your flight
Price was AU$4,863, price is now AU$3,552 per person
AU$3,552
per person
15 May - 20 May
found 3 hours ago
Return flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (366 reviews)
The most amazing hotel. Beyond amazing

Reviewed on 26 Nov 2025

Our guide on 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 featuring a marina

Victoria and Alfred Waterfront

Blending modern buildings with colourful period structures, the architecture at the Victoria & Alfred Waterfront reflects its vibrant, cosmopolitan atmosphere.

Find hotels in Victoria and Alfred Waterfront

Our pick of the best 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! (44 reviews)
Clean, comfortable, lovely location, what more could you want.

Reviewed on 7 Feb 2026

Get rates
Penguins View Guesthouse
Road Lodge Cape Town International Airport

Road Lodge Cape Town International Airport

3 out of 5
Adjoining BP Service & Filling Station Cape Town Western Cape
The price is AU$114 per night from 3 Mar to 4 Mar
AU$114
3 Mar - 4 Mar
includes taxes & fees
8.2/10 Very Good! (1,067 reviews)
Clean room, and friendly staff as well as airport transfers

Reviewed on 1 Mar 2026

Road Lodge Cape Town International Airport
AC Hotel by Marriott Cape Town Waterfront

AC Hotel by Marriott Cape Town Waterfront

4 out of 5
Dockrail Road, Foreshore Cape Town Western Cape
The price is AU$337 per night from 2 Apr to 3 Apr
AU$337
2 Apr - 3 Apr
includes taxes & fees
9.4/10 Exceptional! (697 reviews)
I loved the room! The staff were always polite, courteous and helpful.

Reviewed on 19 Feb 2026

AC Hotel by Marriott Cape Town Waterfront
See all 4,912 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.
All Inclusive Holidays
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beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Simons Town holiday package cost?
Be ready to book, because a getaway to Simons Town starts from only AU$686. When you bundle your hotels, flights and car rentals into a holiday 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 holiday 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 neighbourhood, 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 holiday?
It can be tricky to know when the best time is to book your holiday 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 holiday 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 holiday 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 featuring a beach and rugged coastline as well as a small group of people

Boulders Beach

4.5/5(24 reviews)

Sun, sand and spectacular sea life are all available at Boulders Beach, home to an impressive African Penguin colony.

Boulders Beach

Activities

Cape Town: Great African Sea Forest Guided Snorkel

Cape Town: Great African Sea Forest Guided Snorkel

AU$106
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

AU$208
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

AU$53
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.