Simon's Town Holidays

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Price found within the past 48 hours. Click for updated prices.
Charles Hope Cape Town

Charles Hope Cape Town

4 out of 5
Cape Town City Centre
Price was €975, price is now €829 per person
€829
per person
29 Oct - 2 Nov
found 13 hours ago
Return flight included
Dakar (DSS) to Cape Town (CPT)
No reviews
O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
Price was €1,527, price is now €1,278 per person
€1,278
per person
29 Oct - 2 Nov
found 13 hours ago
Return flight included
Dakar (DSS) to Cape Town (CPT)
9.6/10 Exceptional! (49 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 13 Jul 2025

Oceanscape Penthouse

Oceanscape Penthouse

2 out of 5
Bloubergstrand
Price was €1,483, price is now €1,289 per person
€1,289
per person
29 Oct - 2 Nov
found 13 hours ago
Return flight included
Dakar (DSS) to Cape Town (CPT)
No reviews
The Onyx Apartment Hotel by NEWMARK

The Onyx Apartment Hotel by NEWMARK

4 out of 5
Cape Town City Centre
Price was €1,158, price is now €1,014 per person
€1,014
per person
29 Oct - 2 Nov
found 13 hours ago
Return flight included
Dakar (DSS) to Cape Town (CPT)
9.2/10 Wonderful! (531 reviews)
Our 2 bedroom apartment was very spacious with excellent furniture and all amenities including a washer even though I was told there wouldn't be one.

Reviewed on 31 Jul 2025

Newkings Boutique Hotel

Newkings Boutique Hotel

4 out of 5
Sea Point
Price was €1,007, price is now €910 per person
€910
per person
29 Oct - 2 Nov
found 13 hours ago
Return flight included
Dakar (DSS) to Cape Town (CPT)
9/10 Wonderful! (100 reviews)
Much better than where I was originally supposed to stay.

Reviewed on 21 Sept 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 showing a marina

Victoria and Alfred Waterfront

Enjoy superb waterfront shopping and dining and exquisite views at South Africa’s most visited destination.

Find hotels in Victoria and Alfred Waterfront

Top hotels in Simon's Town

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 €228 per night from 27 Sept to 28 Sept
€228
27 Sept - 28 Sept
includes taxes & fees
9.4/10 Exceptional! (1,005 reviews)
"Staff was very friendly and helpful. Breakfast buffet had very good choices. Hotel is near many sights. Our room was spacious with private balcony looking at Table Mountain."

Reviewed on 19 Sept 2025

Taj Cape Town
Hotel Sky Cape Town

Hotel Sky Cape Town

3.5 out of 5
Lower Long St, Cape Town, Western Cape
The price is €129 per night from 11 Oct to 12 Oct
€129
11 Oct - 12 Oct
includes taxes & fees
8.4/10 Very Good! (275 reviews)
"This is our 2nd of 3 back to back congresses at the CTICC in Cape Town and all our bookings was at The Sky Hotel that worked out perfect for us"

Reviewed on 18 Sept 2025

Hotel Sky Cape Town
Radisson RED V&A Waterfront, Cape Town

Radisson RED V&A Waterfront, Cape Town

3.5 out of 5
Silo 6, South Arm Road, V&A Waterfront, Cape Town, Western Cape
Fully refundableReserve now, pay when you stay
The price is €145 per night from 11 Oct to 12 Oct
€145
11 Oct - 12 Oct
includes taxes & fees
9/10 Wonderful! (681 reviews)
"The restaurant staff at dinner seemed a little disorganised or uninterested. Some just stand and you have to wave to get attention whilst one or two do everything. Hotel itself is great but I’m not sure the whole team really feel committed and proud to work for Radisson. To some it’s a boring “job” ..."

Reviewed on 16 Sept 2025

Radisson RED V&A Waterfront, Cape Town
See all 4,845 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.

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 €829. 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.

Popular places to visit

Boulders Beach featuring a beach and rugged coastline 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

€59
per adult
Cape Town: Great African Sea Forest Guided Snorkel
Picture 7 for Activity Cape Town: Shark Cage Dive

Cape Town: Shark Cage Dive

€196
per adult
Cape Town: Shark Cage Dive
Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour

Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour

€64
per adult
Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour
See all activities in Cape Town
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.