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.
Lagoon Beach Hotel Apartments

Lagoon Beach Hotel Apartments

4 out of 5
Milnerton
Price was CA $2,736, price is now CA $2,399 per person
CA $2,399
per person
Apr 8 - Apr 13
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
7.4/10 Good! (15 reviews)
Value for your money

Reviewed on Jan 26, 2024

O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
Price was CA $4,004, price is now CA $3,223 per person
CA $3,223
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
excellent location, clean rooms, friendly staff

Reviewed on Feb 11, 2026

Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

5 out of 5
Constantia
Price was CA $3,341, price is now CA $2,777 per person
CA $2,777
per person
Mar 26 - Mar 31
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.6/10 Exceptional! (89 reviews)
Lee was a great help advising and booking restaurants and things to do

Reviewed on Feb 9, 2026

Canopy By Hilton Cape Town Longkloof

Canopy By Hilton Cape Town Longkloof

4 out of 5
Cape Town City Centre
Price was CA $3,314, price is now CA $2,813 per person
CA $2,813
per person
Apr 8 - Apr 13
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.8/10 Exceptional! (20 reviews)
Clean and new amenities, nice breakfast, friendly staff

Reviewed on Feb 12, 2026

Cape Heritage Hotel

Cape Heritage Hotel

4 out of 5
Cape Town City Centre
Price was CA $2,807, price is now CA $2,447 per person
CA $2,447
per person
Apr 8 - Apr 13
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.8/10 Exceptional! (291 reviews)
Great location for discovering Cape Town.

Reviewed on Oct 27, 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 which includes a marina

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
9.8/10 Exceptional! (43 reviews)
Clean, comfortable, lovely location, what more could you want.

Reviewed on Feb 7, 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 CA $80 per night from Mar 1 to Mar 2
CA $80
CA $93 total
Mar 1 - Mar 2
includes taxes & fees
8.2/10 Very Good! (1,071 reviews)
Yes, price was also competitive

Reviewed on Feb 10, 2026

Road Lodge Cape Town International Airport
ONOMO Hotel Waterfront

ONOMO Hotel Waterfront

3.5 out of 5
24 Alfred Street, V& A Waterfront Cape Town Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Mar 12 to Mar 13
CA $156
CA $181 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (325 reviews)
The helpful and helpful staff

Reviewed on Feb 5, 2026

ONOMO Hotel Waterfront
See all 4,938 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $2,399. 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 which includes rocky coastline and a sandy beach as well as a small group of people

Boulders Beach

4.5/5(68 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
Kayak to the penguins in Simons Town

Kayak to the penguins in Simons Town

CA $51
per adult
Kayak to the penguins in Simons Town
Penguin Paddle

Paddle with the Penguins

CA $51
per adult
Paddle with the Penguins
See all activities in Cape Town

Explore a world of travel with Expedia

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