A coastal town with a marina, boats, and a beach.

Simon's Town Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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.

The Latest Simon's Town Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dec 14 - Dec 19

    Bliss Boutique Hotel + Flight

    Sunset Beach
    4 nights
    5.0 star property
    9.4/10 - Exceptional (97 reviews)
    "The staff were fantastic. The breakfast was delicious."
    Reviewed October 15, 2026
    Roundtrip • Toronto (YYZ) - Cape Town (CPT)
    YYZ - CPT • 2 stops CPT - YYZ • 1 stop
    CA $3,370
    CA $2,771
    per traveller
    found 17 hours ago
    Bliss Boutique Hotel
  • Jan 10 - Jan 16

    One&Only Cape Town + Flight

    Victoria and Alfred Waterfront
    5 nights
    5.0 star property
    9.6/10 - Exceptional (395 reviews)
    "One of a kind"
    Reviewed October 29, 2026
    Roundtrip • Toronto (YYZ) - Cape Town (CPT)
    YYZ - CPT • 1 stop CPT - YYZ • 1 stop
    CA $8,899
    CA $6,991
    per traveller
    found 1 day ago
    One&Only Cape Town
  • Dec 30 - Jan 6

    Mayfair Luxury Apartments + Flight

    Century City
    5 nights
    3.5 star property
    8.4/10 - Very good (5 reviews)
    "Very dirty, ants and mosquitoes everywhere. Struggle coordinating to check in"
    Reviewed March 21, 2025
    Roundtrip • Toronto (YYZ) - Cape Town (CPT)
    YYZ - CPT • 2 stops CPT - YYZ • 2 stops
    CA $4,480
    CA $3,586
    per traveller
    found 1 day ago
    Mayfair Luxury Apartments
  • Dec 14 - Dec 19

    The Cellars-Hohenort + Flight

    Constantia
    4 nights
    5.0 star property
    9.6/10 - Exceptional (175 reviews)
    "The setting is absolutely beautiful, the gardens are well maintained."
    Reviewed November 3, 2026
    Roundtrip • Toronto (YYZ) - Cape Town (CPT)
    YYZ - CPT • 2 stops CPT - YYZ • 1 stop
    CA $5,249
    CA $4,320
    per traveller
    found 17 hours ago
    The Cellars-Hohenort
  • Dec 30 - Jan 6

    Charles Hope Boutique Hometel + Flight

    Cape Town City Centre
    5 nights
    4.5 star property
    9.2/10 - Wonderful (27 reviews)
    "Apart-hotel walking distance from many excellent restaurants. Excellent helpful staff"
    Reviewed August 18, 2026
    Roundtrip • Toronto (YYZ) - Cape Town (CPT)
    YYZ - CPT • 2 stops CPT - YYZ • 2 stops
    CA $4,270
    CA $3,549
    per traveller
    found 1 day ago
    Charles Hope Boutique Hometel

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
Learn more about Simon's Town

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.

Camps Bay

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.

Sea Point

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

Cape Town City Centre

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.

Green Point

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

Discover the most popular places to visit in Simon's Town

What to do near Simon's Town

Simon's Town Hotel Deals

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 CA $2,771. 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.

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