Simon's Town Vacations from $742

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.

The Latest Simon's Town Vacation Packages

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

La Felicita Boutique Villas and Apartments

Somerset West
$742
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
7.6/10 Good! (5 reviews)
Great views and staff! Felt a little like home.

Reviewed on Jul 27, 2026

Charles Hope Boutique Hometel

Charles Hope Boutique Hometel

Cape Town City Centre
Save 100% on your flight
$1,466
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.4/10 Exceptional! (25 reviews)
Apart-hotel walking distance from many excellent restaurants. Excellent helpful staff

Reviewed on Aug 18, 2026

Hippo Boutique Hotel

Hippo Boutique Hotel

Cape Town City Centre
Save 100% on your flight
$952
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9/10 Wonderful! (411 reviews)
The location is excellent - right near Kloof st. The hotel felt very safe. My room was quite large and had nice amenities. However, the property felt more like an upscale hostel than a boutique hotel. There was constantly noise coming from downstairs (music, party sounds, etc). If that wasn't enough, the fumes of fried food from the restaurant below permeated my room. Between the oily smell and the noise, I did not sleep particularly well.

Reviewed on Aug 10, 2026

The Bantry Bay Aparthotel by Totalstay

The Bantry Bay Aparthotel by Totalstay

Sea Point
Save 100% on your flight
$1,528
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
8.8/10 Excellent! (347 reviews)
This was my second stay at Bantry Aparthotel. It was actually an extension to my first booking which I did as a separate booking which I was pleased to see did not cause any problems and I was able to retain my same room. All the staff there were helpful and friendly. My room was one of the Penthouse suites so I have a nice little kitchen and a big full size bathroom. There are views with balcony from both the living room and the bedroom and there is a nice roof patio area to the rear. Ocean views are magnificent. The suite was quiet, comfortable, well equipped. Some areas show a little age / wear but nothing I'd find an issue. Its a good, solid, honest aparthotel in a fantastic location. Parking is fine for smaller cars but may be rather tight if you turn up in a Range Rover or something. You can safely walk around the area - the beach, local shops, bars, restaurants and other amenities are all near. Ideal stay to explore the area from.

Reviewed on Sep 27, 2026

5 Seasons Guesthouse

5 Seasons Guesthouse

Save 100% on your flight
$883
per person
Dec 27 - Jan 2
found 1 day ago
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.2/10 Wonderful! (25 reviews)
Yes

Reviewed on Mar 17, 2026

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
A marina with boats docked, a large building with a sign reading "Spirit of Victoria," and a wooden dock with a 'Please Keep' sign.

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.

A coastal town with rocky shores, a beach, and mountains in the background.

Camps Bay

1 out of top 10 points of interest in this area

Affluent suburb with a picturesque bay, Camps Bay offers a variety of beaches, including the popular Camps Bay Beach and Glen Beach for surfing. Explore the open-air curio market at Koeël Bay and enjoy picnics at Oudekraal, all near hotels, restaurants, and shops.

A coastal promenade with a beach, a dog, and a runner.

Sea Point

Bring the kids to the playgrounds and cafés in this dynamic, rejuvenated coastal area in the shadow of a mossy mountain.

A multi-story building with a green facade and white trim, labeled "TYNE BUILDINGS."

Cape Town City Centre

2 out of top 10 points of interest in this area

Known for its majestic mountain landscape and popular shops, there's plenty to explore in Cape Town City Centre. Check out top attractions like Cape Town City Hall and Castle of Good Hope, and jump on the metro at Woodstock Station or Esplanade Station to see more of the city.

A stadium with a circular roof and a brick facade.

Green Point

1 out of top 10 points of interest in this area

Travelers like the cocktail bars in Green Point, and Greenpoint Market is a top attraction you might want to visit.

Simon's Town Hotel Deals

Penguins View Guesthouse

Penguins View Guesthouse

1 Bellevue Road Cape Town Western Cape
9.8/10 Exceptional! (55 reviews)
"The arrival / check in process is very easy. However the cleanliness was an issue. I had to myself re wash the washroom and parts of living room to remove build up/dirt. We only had a short stay, and the hotels near by were sold out, if not we would have left on the first night."

Reviewed on Oct 1, 2026

Get rates
Penguins View Guesthouse
Boulders Beach Hotel and Restaurant

Boulders Beach Hotel and Restaurant

4 Boulders Place Cape Town Western Cape
$61 nightly
$71 total
Oct 12 - Oct 13
Total with taxes and fees
Boulders Beach Hotel and Restaurant
Taj Cape Town

Taj Cape Town

1 Wale Street Cape Town Western Cape
Fully refundableReserve now, pay when you stay
$171 nightly
$199 total
Oct 18 - Oct 19
Total with taxes and fees
Taj Cape Town
See all 4,868 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.

Stay near popular Simon's Town attractions

Boulders Beach

9.2/10 (1,331 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.
See properties

Boulders Penguin Colony

You can take time to visit Boulders Penguin Colony during your travels to Cape Town. Wander the seaside and beaches in the area.
See properties

Simon's Town Museum

You can spend time browsing the exhibits at Simon's Town Museum in Cape Town. Wander the seaside and beautiful beaches in the area.
See properties

Fisherman's Beach

Why not spend a carefree afternoon at Fisherman's Beach during your travels in Cape Town? While you're in the area, stroll along the seaside.
See properties

Seaforth Beach

Why not spend a lazy afternoon at Seaforth Beach during your trip to Cape Town? Wander the seaside and beaches in the area.
See properties

Simon's Town Country Club

Enjoy a round of golf in Cape Town at Simon's Town Country Club. Wander the seaside and beautiful beaches in the area.
See properties

Long Beach

Why not spend a lazy afternoon at Long Beach during your trip to Cape Town? Wander the seaside and beaches in the area.
See properties

Water's Edge Beach

Why not spend a lazy afternoon at Water's Edge Beach during your trip to Cape Town? Wander the seaside and beaches in the area.
See properties

Things to do

Cape Town: Great African Sea Forest Guided Snorkel

Cape Town: Great African Sea Forest Guided Snorkel

$74
per adult
Cape Town: Great African Sea Forest Guided Snorkel
Cape Town Pristine Location Photoshoots

Photoshoots in Cape Town Pristine Locations

$100
per adult
Photoshoots in Cape Town Pristine Locations
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour

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

$145
per traveler
100% of travellers recommend
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour
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.