Things to do in Simon's Town, Western Cape: The Best Multi-day Tours

May 14, 2022 Renato Branum

Simon's Town (Afrikaans: Simonstad), sometimes spelled Simonstown, is a town near Cape Town, South Africa, which is home to the South African Navy. It is located on the shores of False Bay, on the eastern side of the Cape Peninsula. For more than two centuries it has been a naval base and harbour (first for the Royal Navy and now the South African Navy). The town is named after Simon van der Stel, an early governor of the Cape Colony.
Restaurants in Simon's Town

1. 10-Day Cape Town and Garden Route Guided Small Group Tour Combo

Hotspots2c
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5.0 based on 7 reviews

The iconic sights of Cape Town and the wondrous Garden Route unfold before you on this 10-Day Tour Package. Spend five days exploring the euro-chic city and its famed surrounds. Guided day trips along the Cape Peninsula and Cape Winelands gives you the opportunity to visit several local hotspots and sample award-winning wines with unique pairings.  During your Cape Town stay you can explore the city on your own with an included hop-on-hop-off City Sightseeing bus pass; that stops at popular attractions like Table Mountain, Kirstenbosch Gardens, V&A Waterfront, Camps Bay and Constantia. The guided five-day Garden Route tour sees you immersed in the breath-taking wilderness. Visit majestic national parks, Addo safari; 4x4 game drive; Cango Caves, optional bungy from the world’s highest commercial bridge jump; Knysna heads, optional surfing in J'bay and wine tasting along Route 62 are just some of the activities you'll experience. 

Inclusions: Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Local English-speaking guide during guided tours/days, Hotel pickup and drop-off for guided tours, 2x Airport transfers, 5 day guided tour of the Garden Route, 1 day guided Cape Peninsula tour, 1 day guided Cape Winelands tour, 1 day pass for the City Sightseeing Hop-on Hop-off bus, Transport by air-conditioned minivan for guided tours, Addo Elephant National Park Game Drive in tour bus

Exclusions: Lunch, dinner and drinks, unless specified, Additional optional activities and transport to activities during unguided Cape Town section

Reviewed By AlbertoVanzetto

Great trip! TK was so helpful and always available to help. The hostels we stayed in were amazing and the activities even better, I strongly suggest the elephant walk, bungee jumping and sandboarding.

2. 2-Day Private Tour of the Cape Peninsula & Winelands from Cape Town

Born in Africa Tours
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5.0 based on 4 reviews

The Cape Peninsula and the Cape Winelands are both spectacularly beautiful areas and exploring them is an essential experience for any visitor to Cape Town. This tour offers a private TWO day trip which includes all the main attractions.  On Day 1 explore the Cape Peninsula which will include Hout Bay harbour, the scenic route along Chapmans Peak Drive, Cape Point Nature Reserve, the penguins at Boulders Beach in Simons Town, Scarborough, Misty Cliffs and Kommetjie.  On Day 2 you will explore the Cape Winelands to include wine tasting at 3 exclusive wine estates and, time permitting, you can include a variety of other activities such as a visit to Johan Rupert's Classic Car collection, cheese tasting, chocolate tasting and the university town of Stellenbosch. Avoid the crowds and explore at your own pace with a friendly, professional tour guide in a luxury air-conditioned vehicle.

Inclusions: Bottled water, Professional guide, Hotel pickup and drop-off, Private tour, Transport by private vehicle

Exclusions: Food and drinks, Lunch, Wine, cheese, chocolate and beer tasting, Entrance charges (allow approx R500pp)

Reviewed By DHEHAM

This company, BornInAfrica, is amazing. I had the pleasure of dealing with their owner Dave. Dave was very quick to respond to all my queries (quite a few!) and really thought with me as to how to make the best out of my experience. I had severe time constraints but Dave managed to work around these. Even with 24 hours, Dave and his team are able to get you a wonderful game drive. The tour is great value and seems very well organised. Unfortunately due to a covid test requirement which arrived late, I never was able to fly to South Africa. Dave was very understanding and is wonderful to do business with. I am already in the process with Dave to reschedule for a date in the future. I can genuinely say BornInAfrica and Dave is an amazing team and you will not be disappointed dealing with them.

3. 2-Day Cape Town Highlights private tour - Robben Island & Table Mountain

Kabura Travel Tours
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5.0 based on 2 reviews

This private tour is aimed at travellers who have a desire to see all the Cape Town highlights main attractions in two (2) days with limited time to spend on sightseeing. On this tour, take the cable car to the top of Table Mountain; travel along Chapman's Peak drive; View the african penguins colony at Boulder's Beach; explore the Cape of Good Hope and Cape Point; take the Long March to Freedom at Robben Island; stroll through Kirstenbosch Botanical Gardens; taste fine wines at Groot Constantia Wine Estate; enjoy a boat trip to Seal Island to view the seals colony; take a photo with the colourful houses in the Bo-Kaap. All the top highlights will be visited in Cape Town on this 2-Day Private Tour.

Inclusions: Private transportation, Chapman's Peak Toll Gate, Table Mountain cable car entrance fees, Boulder's Penguins colony entrance fees, Cape of Good Hope entrance fees, Robben Island boat trip & museum tour entrance fees, Kirstenbosch Botanical Gardens entrance fees

Exclusions: Meals; Drinks & Gratuities (optional), (Optional) Seal island boat trip entrance fees (R100.00 per adult; R50.00 per child 2-11 yrs old), (Optional) Cape Point Flying Dutchman Funicular (R80.00 per adult; R35.00 per child 6-16 yrs old), (Optional) Groot Constantia wine tasting fees (R90.00 per adult)

Reviewed By nobenathibungane

Very tentative guide, well knowledgeable about the wine and the farms. I new very little about wine, after the trip I knew how it is process, difference between white and red wine. The different cultivars which are chosen for specific wines

4. Best of Cape town in 4 days

Cape Archives Tours
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5.0 based on 1 reviews

This customizable program includes but is not limited to: See all Cape town has to offer in just 4 days. Take a trip to the Cape of good hope. Discover the prestine and dramatic coastline of the famous cape. Discover abundant wildlife from penguins to Ostriches as well as the big 5. Visit the Cape winelands and try different kinds of wines and wine pairings. Visit a cellar and learn a bit about how wine is made. Dicover world heritage sites such as Roben Island and the richest floral kingdom in the world! Visit phenomenol Kirstinbosch botanical garden. A colourful and historical community known as Bo-kaap is not to be missed and Take a Cable car and go up the Tbale mountain.

Inclusions: Breakfast, Lunch, Air-conditioned vehicle, Private transportation, All entrance fees, chilled bottled water

Exclusions: Gratuities

Reviewed By Kay_Khumalo

My daughter and I had a really great trip. Xavier was on time, professional and very informative. I would definitely recommend him for a tour guide!

5. 3 - Day Private Tour - Table Mountain/Robben Island/Cape Peninsula/Wine Tasting

Wild Almond Day Trips and Charters
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5.0 based on 4 reviews

Experience the best of Cape Town and the Stellenbosch Wine Region in Three Days. Any of these days can be changed to suit your personal requirements. This is a private tour and the best way to experience Cape Town in three days. We visit the top attractions such as Table Mountain, Bo-Kaap and Robben Island on Day one. Day two will include visits and wine tastings at our favourite and most beautiful wine estates in Stellenbosch and Franschhoek. We tour the Cape Peninsula on day three. That will include an optional boat trip to Seal Island from Hout Bay, Chapman's Peak Drive, Cape Point Light House, Penguins at Boulders and more. We are the owners of Wild Almond Tours and qualified South African Toursit Guides. We will share our knowledge of South Africa and the places we visit with you in an interesting and fun way. We make holidays memorable. Hope to see you soon. Angelo Melonas & Chris Coetzee

Inclusions: Air-conditioned vehicle, Private transportation, Cost of Three Wine Tastings at the Wine Estates we visit on Day two., Entrance fees to the Cape of Good Hope National Park., Entrance fees to Boulders Beach - Penguin Colony., Bottled Water

Exclusions: Lunch is excluded., Tickets to the Table Mountain Aerial Cable Way is excluded., Ferry Tickets to Robben Island is Excluded., Tickets for the Funicular to the Lighthouse at Cape Point is excluded., Tickets for the Optional Boat Trip to Seal Island is Excluded.

Reviewed By Selley113

Angelo took me and my husband on a private Cape Town day tour. It was such an amazing trip and we fell in love with South Africa instantly. Angelo was very professional and was just so pleasant and chill throughout our tour. He was very knowledgeable and we were so grateful to have him as our guide. Even though we were on a time constraint (we only had one full day in Cape Town), Angelo was still able to show us a bit of everything, fully utilizing his expertise of the area. This tour is so worth it, and we will definitely be heading back and asking for Angelo again!

6. 2-Day Private Tour: The Cape Pensinsula & Winelands from Cape Town

Zion Escape Tours
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5.0 based on 1 reviews

You can expect an informative experience from our tours as we believe that the best tours leave you in-the-know; whether it is about the country’s riches history, food, wildlife or our sparkly Diamonds. Leave you feeling like a sommelier or learn how to express gratitude in the local dialect. We want you to feel at home, making this experience your travel tradition for years to come and we want to make this experience your ideal escape. Day 1 you can expect scenic drives along the Peninsula all the way to The Cape of Good Hope. Day 2 we visit the Cape’s famous Winelands in Paarl, Franschhoek & finish the tour in Stellenbosch.

Inclusions: Private transportation, Bottled water, Professional Guide, Hotel pick up and drop off, Cape of Good Hope

Exclusions: Food and drinks, Lunch, Wine, cheese, chocolate and beer tasting , Entrance charges (approx R500pp)

Reviewed By K3192

Given the current COVID-19 concerns, a private tour was just what my partner and I needed. We had an absolutely amazing time with our tour guide Armando! He was incredibly knowledgable about the sites we visited on our tour as well as entertaining, making for an all around great day touring the cape. Our pick up was timely as well. Armando also allowed for reasonable breaks in between tour sites so we can really enjoy the spots we visited. Anyone interested in a comfortable and fun tour should certainly book with these guys they are great!

7. 12-Day Garden Route Tour with Accommodation

Opulent Tours And Travel
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5.0 based on 1 reviews

This is an immersive tour with a very wide range of activities in 2 different provinces offering their best. This is a flexible tour. The tour includes all the main and iconic sites of Eastern Cape and Western Cape.

Inclusions: Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Breakfast, Dinner, Lunch, Breakfast, Lunch, Breakfast, Breakfast, Breakfast

Exclusions: Optional activities

Reviewed By OpulentTourAndTravel

Best time in South Africa, tasted some reaally fine wine enjoyed the different pairings like chocolate, cheese and fish.

8. Honeymoon 10 days Vacation

Santacruise Tours
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5.0 based on 1 reviews

More relaxed itinerary. Cederberg retreat will relax your mind and get you very close to nature. Expect to wake up with the sounds of singing birds, enjoy outdoors jacuzzi with the beautiful scenery of the Cederberg mountains.

Inclusions: Lunch, Breakfast, Dinner, Breakfast, Air-conditioned vehicle, Private transportation, Accomodation

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Reviewed By Darnell083178

The owner Tingo, is hands down, the most amazing, knowledgeable, kind, and sincere man I have met. He treated me like family. His knowledg of history and culture adds value to every tour on every ride. I highly recommend to anyone going to South Africa, please look him up. He helped changed my life with the experiences.

9. 3-Day Weekend Wildlife Safari Tour

CapeXtreme Adventure Tours
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4.8 based on 18 reviews

This 3-day Safari tour offers the traveler the unique opportunity to experience the best of the Cape Peninsula along with searching for the Big 5 on Safari. See other animals such as crocodiles, cheetahs and explore the Cango Caves! What an incredible adventure!

Inclusions: Accommodation as per itinerary, Lunch, Dinner, Breakfast, Professional guide, Transport by air-conditioned minivan

Exclusions: Gratuities, Optional activities, as listed in itinerary, to be booked during tour, Wine tasting

Reviewed By 141hebam

I was put on a bus with teenagers aging 15-19. They were shouting and screaming the entire way n throwing water at each other. Me and my sister got soaked wet. And when I asked them to stop they called me “LOCA” and almost got physical with me with the bus driver watching. At the hostel, I couldn’t sleep for 3 consecutive nights because of how noisy they were. I spoke to the bus driver and he just dismissed me. His excuse was it’s communal living and I had to put up with the drunk screams till 3 am every night. The tour at the safari was meant to be one hour and ended as a 45 min tour of seeing nothing. The bus driver kept on pushing and embarrassing us to buy food and drinks that we didn’t need from the restaurants and cafes to get his commission which made us extremely uncomfortable. The hostel was dirty. The entire experience unpleasant if u r anything above 30, it’s not the right place for u. When we came back, we complained to the office on long street. Again, they were dismissive and didn’t even bother to apologize.

10. 9-Day Best South Africa Tour to Kruger National Park and Cape Town

Agate Travel - South Africa Tours

Spend nine days viewing what South Africa have to offer on a private trip. Get into the wild and see the majesty of Africa's Big Five on a safari tour at the Kruger National Park. Travel through the beautiful Cape Town by a private vehicle and enjoy views of the Table Mountain, Robben Island, Cape Peninsula and finally have a wine-tasting tour.

Inclusions: Dinner, Breakfast, Breakfast, Breakfast, Lunch, Breakfast, Breakfast, Breakfast, Dinner, Breakfast, Lunch, Breakfast, 8-night accommodations based on twin-sharing room, Air-conditioned vehicle, Economy class airfare of Johannesburg - Nelspruit / Hoedspruit - Cape Town, Professional English speaking drive-guide

Exclusions: International flight into and out of South Africa., Gratuities, South Africa visa fees.

Reviewed By John M

This local based tour company is well knowledged of the area and provides a professional service to the clients in terms of site history and places of interest. Celine my tour guide for the Xi'an part demonstrated lots of passion and information of all the sites that we visited. She was extremely friendly and provided good support to everyone's needs. The Terracotta Warriors were amazing to see and also the Xian City Wall. I highly recommend Travel China Guide as a tour company choice for any China trip.

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