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.
O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (45 reviews)
Cute boutique. Lobby smelled great. Jug of ice cold water flavored with lemon or cucumbers or strawberries, nice touch. Great decor. Staff friendly and receptive and helpful. The room although small had great windows, view of golf course. Terrace view of ocean. Shower very hot which was outstanding. . Thin walls could hear shower next door. Terrace close together could smell smoke from room next door. Would prefer no smoking Period.

Reviewed on Jul. 13, 2025

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (51 reviews)
We had a very pleasant stay, the staff was friendly and always helpful.

Reviewed on Jun. 12, 2023

Labotessa Luxury Boutique Hotel

Labotessa Luxury Boutique Hotel

5 out of 5
Cape Town City Centre
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.8/10 Exceptional! (36 reviews)
The staff at this charming, boutique establishment were the most welcoming and helpful I have ever encountered, with a level of service and hospitality exceeding any reasonable expectations.

Reviewed on Jul. 26, 2025

Glen Avon Lodge Boutique Hotel

Glen Avon Lodge Boutique Hotel

5 out of 5
Constantia
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (21 reviews)
Lovely people making us feel so at home... Excellent chef Solomon - dinners were a 5 star event! Nice comfortable suite with pleasing gardens well cared for by gardener Nixon. Nothing was too much trouble for Lisa in reception and the lovely waitresses Ashley and Beauty

Reviewed on Mar. 18, 2025

Zest Boutique Hotel

Zest Boutique Hotel

5 out of 5
Cape Town City Centre
per person
Oct 6 - Oct 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.8/10 Exceptional! (196 reviews)
Great little boutique hotel! Clean, modern, lots of great little extras! Lovely and helpful staff.! Would highly recommend and would definitely stay here again !!

Reviewed on Mar. 12, 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

1 out of top 10 points of interest in this area

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

Taj Cape Town

Taj Cape Town

5 out of 5
1 Wale Street, corner St Georges Mall, Cape Town, Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $268 per night from Aug 13 to Aug 14
CA $268
CA $311 total
Aug 13 - Aug 14
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Concierge Dale provided fantastic service for booking tours to getting my party of 15 around and to and from airport."

Reviewed on Aug. 8, 2025

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
Fully refundableReserve now, pay when you stay
The price is CA $160 per night from Aug 15 to Aug 16
CA $160
CA $187 total
Aug 15 - Aug 16
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
"Personnel were friendly and helpful. Transfer to the airport was easy"

Reviewed on Aug. 11, 2025

Hotel Verde Cape Town 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 CA $221 per night from Aug 29 to Aug 30
CA $221
CA $257 total
Aug 29 - Aug 30
includes taxes & fees
9.2/10 Wonderful! (603 reviews)
Wonderful hotel, but location is remote
"Stayed for 3 nights in June 2025 prior to a group tour. The hotel is great and all of the staff members were lovely and kind! The only negative about this hotel is that it is essentially at the end of a dead end road (there is a security fence surrounding the hotel), so you have to follow the road ..."

Reviewed on Jul. 11, 2025

AC Hotel by Marriott Cape Town Waterfront
See all 4,413 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
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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 $2,493. 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

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 $85
per adult
Cape Town: Great African Sea Forest Guided Snorkel
Picture 7 for Activity Cape Town: Shark Cage Dive

Cape Town: Shark Cage Dive

CA $308
per adult
Cape Town: Shark Cage Dive
African Penguins

African Penguins (Boulders Beach) Half Day tour from Cape Town

CA $77
per adult
100% of travellers recommend
African Penguins (Boulders Beach) Half Day tour from Cape 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.