Simon's Town Vacations from ￥191,960

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The Latest Simon's Town Vacation Packages

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 ￥241,341, price is now ￥191,960 per person
￥191,960
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
Price was ￥341,106, price is now ￥248,259 per person
￥248,259
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Cape Town (CPT)
9.6/10 Exceptional! (55 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

Pepperclub Hotel

Pepperclub Hotel

5 out of 5
Cape Town City Centre
Price was ￥272,996, price is now ￥221,673 per person
￥221,673
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Cape Town (CPT)
8.6/10 Excellent! (465 reviews)
Staff were friendly and helpful. Room was very clean.

Reviewed on Nov 20, 2025

The Winchester Hotel by NEWMARK

The Winchester Hotel by NEWMARK

4 out of 5
Sea Point
Price was ￥303,709, price is now ￥247,846 per person
￥247,846
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Cape Town (CPT)
9.2/10 Wonderful! (306 reviews)
Upgraded our room but is was ground floor right next to the housekeeping closet. Very noisy.

Reviewed on Oct 15, 2025

Lawhill Luxury Apartments

Lawhill Luxury Apartments

5 out of 5
Victoria and Alfred Waterfront
Price was ￥341,386, price is now ￥281,476 per person
￥281,476
per person
Feb 3 - Feb 7
found 1 day ago
Roundtrip flight included
Osaka (KIX) to Cape Town (CPT)
9.2/10 Wonderful! (163 reviews)
Spacious, clean, secure, incredibly friendly staff and only a short walk from all the amenities of the V&A. Highly recommended for anyone planning to stay near the Cape Town waterfront.

Reviewed on Nov 16, 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 featuring 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! (37 reviews)
Great view in a lovely area
Lovely stay in a lovely place, without doubt one of the best views we have enjoyed in accommodation anywhere. Hosts are very hands off and that was fine as we didn't need anything. There is no lift to the property which might be an issue for an older or weaker peron but I am sure they would have ...

Reviewed on Sep 15, 2025

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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 ￥8,575 per night from Dec 4 to Dec 5
￥8,575
￥9,874 total
Dec 4 - Dec 5
includes taxes & fees
8.2/10 Very Good! (1,050 reviews)
Plenty of choice at breakfast

Reviewed on Nov 26, 2025

Road Lodge Cape Town International Airport
Hotel Sky Cape Town

Hotel Sky Cape Town

3.5 out of 5
Lower Long St Cape Town Western Cape
The price is ￥15,540 per night from Dec 12 to Dec 13
￥15,540
￥18,360 total
Dec 12 - Dec 13
includes taxes & fees
8.4/10 Very Good! (321 reviews)
Great location with the best views in Cape Town

Reviewed on Nov 26, 2025

Hotel Sky Cape Town
See all 4,838 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 vacation package cost?
Be ready to book, because a getaway to Simons Town starts from only ￥191,960. 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 rugged coastline and a sandy beach as well as a small group of people

Boulders Beach

4.5/5(296 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

Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour

Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour

￥11,806
per adult
Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour
Cape Point

Full Day Cape Point Sightseeing Tour

￥4,525
per adult
Full Day Cape Point Sightseeing Tour
Beautiful chapman's peak drive

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

￥15,036
per traveler
100% of travellers recommend
Cape Town Full Day Table Mountain, Cape Point & Winelands 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.