Simon's Town Vacations
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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.
Price found within the past 48 hours. Click for updated prices.
- The Halyard Apartments
Aug 15 - Aug 21The Halyard Apartments + Flight
Cape Town City Centre5 nights9.0/10 - Wonderful (2 reviews)Roundtrip • New York (JFK) - Cape Town (CPT)JFK - CPT • 1 stop CPT - JFK • 1 stop$2,586$2,291found 1 day agoper traveler - Kilima Franschhoek
Aug 7 - Aug 14Kilima Franschhoek + Flight
Franschhoek6 nights10/10 - Exceptional (2 reviews)Roundtrip • Chicago (ORD) - Cape Town (CPT)ORD - CPT • 1 stop CPT - ORD • 1 stop$3,411$2,689found 1 day agoper traveler - Sante Wellness Retreat & Spa
Aug 7 - Aug 14Sante Wellness Retreat & Spa + Flight
Paarl6 nights9.6/10 - Exceptional (36 reviews)"Really lovely hotel, wonderful staff and beautiful spa. Rooms are gorgeous too"Reviewed May 19, 2026Roundtrip • Chicago (ORD) - Cape Town (CPT)ORD - CPT • 1 stop CPT - ORD • 1 stop$3,975$3,260found 1 day agoper traveler - 13 Olives Somerset West
Aug 7 - Aug 1413 Olives Somerset West + Flight
Helderberg Rural6 nightsRoundtrip • Chicago (ORD) - Cape Town (CPT)ORD - CPT • 1 stop CPT - ORD • 1 stop$3,190$2,795found 1 day agoper traveler - Brookdale Estate - Manor House
Aug 15 - Aug 21Brookdale Estate - Manor House + Flight
Cape Town5 nightsRoundtrip • New York (JFK) - Cape Town (CPT)JFK - CPT • 1 stop CPT - JFK • 1 stop$3,197$2,821found 1 day agoper traveler
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
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.
Simon's Town Hotel Deals
Penguins View Guesthouse
1 Bellevue Road Cape Town Western Cape
10/10 Exceptional! (52 reviews)
"Wonderful base for a few days exploring the Cape Peninsula. So delightful to see the adorable African Penguins from our room and to get to go down early to see them at Boulder’s Beach before the crowds. 🐧 Room was so lovely and had everything we needed - highly recommend!"
Reviewed on May 21, 2026
Taj Cape Town
1 Wale Street Cape Town Western Cape
Fully refundableReserve now, pay when you stay
The price is $197 total per night from Jun 19 to Jun 20
$197 total
per night
Jun 19 - Jun 20
9.6/10 Exceptional! (1,009 reviews)
"Exceptional staff, beautiful room, amazing restaurant!"
Reviewed on May 26, 2026
Hotel Verde Cape Town Airport
15 Michigan Street, Airport Industria Cape Town Western Cape
The price is $148 total per night from May 29 to May 30
$148 total
per night
May 29 - May 30
9.6/10 Exceptional! (1,004 reviews)
"Hotel very close to CT airport, they provide a free shuttle from/to the airport and their staff were fantastic helping with my bags and bike. Their restaurant stays open until 1am, useful if you arrive late and breakfast was great also."
Reviewed on May 24, 2026
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.
Discover the most popular places to visit in Simon's Town
Boulders Beach
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 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.
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.
Things to do
Cape Town: Great African Sea Forest Guided Snorkel
$73
per adult
Cape Town Full Day Table Mountain, Cape Point & Winelands Tour
$144
per traveler
100% of travellers recommend
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- Hotels near Boulders Beach
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- Aparthotels in Sunny Cove Station
- Hotels near Scarborough Beach
- Apartments in Fish Hoek Station
- Hotels near Fish Hoek Station
- Hotels near Misty Cliffs
- Hotels near Fish Hoek
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- Resorts & Hotels with Spas in Kalk Bay
- Hotels near Kalk Bay Harbour
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- Apartments in False Bay Station
- Hotels near Noordhoek Beach
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- Hotels near Muizenberg
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- Hotels near Noordhoek
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- Beach Hotels in Noordhoek
- Hotels with Hot Tubs in Noordhoek
- Noorul Islam Heritage Museum
- Simon's Town Museum
- Boulders Beach
- Simon's Town Country Club
- Scarborough Vacations
- Scarborough Beach
- Visit Scarborough
- Cape Peninsula Vacations
- Fish Hoek Vacations
- Visit Fish Hoek
- Kalk Bay Vacations
- Kalk Bay Beach
- Visit Kalk Bay
- Visit Capri
- Visit Clovelly
- Visit St. James
- Table Mountain National Park
- Learn 2 Surf Cape Town
- Muizenberg Beach
- Muizenberg Vacations
- Visit Kommetjie
- Silvermine Nature Reserve
- The Farm Village Noordhoek
- Visit Muizenberg
- Lakeside Vacations
- Visit Noordhoek
- Car rentals near Boulders Penguin Colony
- Car rentals near Boulders Beach
- Car rentals near Glencairn
- Car rentals near Brooklands
- Car rentals near Kilfinan
- Car rentals near Scarborough
- Avis Rental Cars in Fish Hoek
- Car rentals near Fish Hoek
- Car rentals near Kalk Bay
- Car rentals near St. James
- Car rentals near Kommetjie
- Car rentals near Good Hope
- Car rentals near Muizenberg
- Avis Rental Cars in Muizenberg
- Luxury Car Rentals in Noordhoek
- Car rentals near Noordhoek
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.