Simon's Town Vacation Packages 2025/2026 from $1,427

Simon's Town flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Atlantic Palms

Sunset Beach

per person

Aug 17 - Aug 22

found 1 hour ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free English breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a snack bar/deli are also on offer.

One&Only Cape Town

Victoria and Alfred Waterfront

Save 100% on your flight

per person

Aug 17 - Aug 22

found 1 hour ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

This luxury hotel features a full-service spa, a marina, and 2 restaurants. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and free perks like buffet breakfast and valet parking.

President Hotel

Sea Point

per person

Aug 17 - Aug 22

found 1 hour ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

This hotel features an outdoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, express check-in, and airport shuttle. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

The Cellars-Hohenort

Constantia

per person

Aug 17 - Aug 22

found 1 hour ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

A full-service spa, 2 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy a meal from the a restaurant and perks like free self parking.

Steenberg Hotel & Spa

Steenberg Estate

per person

Aug 17 - Aug 22

found 1 hour ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the outdoor pool and perks like free valet parking and a free area shuttle.

Top Simon's Town hotels deals

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This traditional hotel features 3 restaurants, 2 outdoor pools, and a 24-hour gym. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A poolside bar, a 24-hour front desk, and a terrace are also provided.

Pool

Parking included

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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.

Popular places to visit

Boulders Beach

4.5/5(296 reviews)

If a restful vacation is part of your travel plans, Boulders Beach might be the perfect place to seek out during your trip to Cape Town. While you're in the area, stroll along the seaside.

Lovely to see so many beautiful penguins together! Can get very busy though!

Foxy Beach

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

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.

Frequently asked questions

How much are vacation packages to Simon's Town?

Travelocity offers hotel and flight vacation packages starting at an incredible $1,427. With such amazing bargains, you'll be saying hello to Simon's Town in no time.

How long should my Simon's Town vacation be?

There are no strict rules for how long you should spend in Simon's Town, but the majority of people opt to stay around 3 nights. Got some flexibility with your departure date? Extend your escape by another night or two. That way, you'll have enough time to check out the area's hidden gems as well.

Where can I get the best vacation package deals for Simon's Town?

It's hard to beat Travelocity when it comes to putting together your Simon's Town package deal. There are as many as 400 partner airlines and 1,000,000 properties around the world to select from. Plan your escape now and get ready to tick another amazing destination off your travel bucket list.

Why should I book my Simon's Town vacation bundle with Travelocity?

Because you'll never roam on your own if you book your vacation with us, and we offer round-the-clock support and top-quality service to boot. Add to that our Price Match Guarantee and tons of experiences to select from. We're here to help you jet off on the vacation of a lifetime.

Will I save money on my Simon's Town car rental if I combine it with a hotel or flight?

You sure can with our Simon's Town vacation packages. With one of these, there are lots of ways to stretch your travel budget further. Bundle any two or more car, hotel, flight and tour bookings and see the savings start to pile up. With a rental car, all the popular attractions around Simon's Town are just a road trip away.

Which airport is best for Simon's Town?

Cape Town Intl. Airport (CPT) is located 18 mi northeast of central Simon's Town.

What is there to do in Simon's Town?

While veering off the tourist trail can be rewarding, you really shouldn't miss the popular sights that make a destination famous. Simon's Town Museum and Simon's Town Country Club are a couple of them in Simon's Town.

Where should I stay when visiting Simon's Town?

The Seagetaway is recommended by many visitors. Book soon to avoid missing out.