Simon's Town Vacation Packages 2026 from $1,817

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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.

The Sir David Boutique Guest House

Bloubergstrand

$1,817

per person

Oct 14 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

9.8/10 Exceptional! (25 reviews)

Kilima Franschhoek

$2,323

per person

Oct 14 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

10/10 Exceptional! (2 reviews)

The Cellars-Hohenort

Constantia

$2,642

per person

Oct 14 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

9.6/10 Exceptional! (171 reviews)

Great hotel - we travelled as a large family of eleven. Staff were amazing, helping us with local transport and always fast to respond. We organized a late check out and a late lunch before our long flight back to the states. Nice surrounding area - very safe with Constantia village and the botanical gardens

Reviewed on Aug 20, 2026

Nova Constantia Boutique Residence

Constantia

$2,226

per person

Oct 14 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

9.6/10 Exceptional! (99 reviews)

Impeccable service and peaceful, beautiful surroundings.

Reviewed on May 28, 2026

Le Petit Manoir Boutique Hotel

$3,531

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

9.8/10 Exceptional! (19 reviews)

We had an amazing stay, recommend to anyone! Rooms are fantastic, every little detail thought through. We will be back!

Reviewed on Apr 6, 2023

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 Castle of Good Hope and South African National Gallery, 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

1 Bellevue Road Cape Town Western Cape

10/10 Exceptional! (54 reviews)

"Great location to the penguins, very accommodating and friendly host. My wife and I have traveled over 50 countries and this guesthouse was one of our favorite place."

Reviewed on Aug 28, 2026

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Taj Cape Town

1 Wale Street Cape Town Western Cape

Fully refundableReserve now, pay when you stay

$176 total

per night

Sep 19 - Sep 20

9.6/10 Exceptional! (1,005 reviews)

"A top class experience all round, I have stayed at the Taj Cape Town on a couple of occasions and they always manage to exceed my expectations. All of the staff are both attentive and friendly and the facilities are excellent. Breakfast is a joy with a huge amount of choice and the Spa is ..."

Reviewed on Sep 7, 2026

Hotel Verde Cape Town Airport

15 Michigan Street, Airport Industria Cape Town Western Cape

$179 total

per night

Sep 30 - Oct 1

9.6/10 Exceptional! (1,006 reviews)

"A very good airport hotel which is about 30mins taxi from the center of Cape Town. The buffet breakfast offers a good range of hot and cold items. No noise from the airport could be heard in our bedroom. The hotel provides an airport shuttle service."

Reviewed on Sep 7, 2026

See all 4,817 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

A rocky beach with large boulders, clear turquoise water, and a few penguins on the shore.

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.

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