Whale Watching & wine tour in Hermanus
Cultural Tours
Cost: From R 1275 per person
My Big, Fat, Whale, Wine and Wors Tour
Departs: Seasonal July to begin December – Every Tuesday and Thursday. Other days on request.
The fun-loving company will whisk you away on an unforgettable whale watching and wine tour to discover the hidden gems of the Western Cape. Experience a variety of wines from different wine regions, taste craft ciders paired with Wors (sausage), and savor other local delicacies. Meet fascinating characters along the way and marvel at the majestic whales of Hermanus. This diverse and exciting day showcases the art of winemaking, the rich history and culture of the area, and, of course, the true highlight—our incredible whales—all delivered in a Big, Fat, Fun-loving way.
Tour Itinerary:
My Big Fat Whale, Wine and Wors Tour (Seasonal July to begin December – Every Tuesday and Thursday. Other days on request). All inclusive – all wines, ciders & beers, local food pairings, cellar tour, whales (nature depending of course), guide and transport, lunch, local treats.
Stellenbosch
The first is the world-renowned, Stellenbosch, where you will visit the quirky but legendary Oom Samie Se Winkel followed by the family-owned Middelvlei Wine Farm to sample some top end reds and whites as well as take a cellar tour.
Grabouw
Next, it is off to Grabouw in the Overberg region, for a uniquely South African pairing of Everson’s Ciders with locally made Boerewors (sausage) and delicious produce from Peregrine’s (a local farm stall considered by locals as an institution).
Hermanus
The Hemel and Aarde valley is next with breath-taking views and award winning wines being sampled at a local wine estate. Hermanus being one of the best land based whale watching locations in the world, is where we will indulgence in some local cuisine. Finally, to top it all off, you’ll take a trip around Clarence drive, considered to be in the top 10 scenic drives in the world, hugging the False Bay coast line en-route to Gordon’s Bay for our final tasting at Red Sky Brewery, a local craft producer brewing some experimental & exciting beers. All in all, it’s a diverse and unique day trip, showcasing ridiculously delicious local food & drink led by charming & experienced tour guides as well as big, majestic whales.
Cost:
Wine Flies’ Whale, Wine and Wors Tour costs R 1275 per person, which includes all tastings, food pairings and lunch. Tours run every Tuesday and Thursday (July to November) from 07h00 – 18h00.
What Our Clients Say on Tripadvisor
- AlexR9901
Fabulous and unique! - Thank you so much for a fabulous tour!
Etian our guide was knowledgeable and a perfect host. We got local knowledge and additional insights into the wines we... read more
February 7, 2023 Beautiful wine tour in Stellenbosch - Excellent wine tour, 4 properties. No sales pressure and great explanations in wonderful Stellenbosch. Nice lunch and closure
1st Simonsig
2nd Mitres Edge
3rd Middelvlei
4th... read more Kurt C
December 18, 2025 We decided to opted-in for the Half Day Wine Tour Stellenbosch as a part of our Honeymoon in South Africa! Overall it was a good experience. We visited four vineyards... read more bryanandlisles
December 29, 2022 - Amazing wine, chocolate & cheese 🍷 - What a wonderful experience we had with Wine Flies! We were picked up and driven out to Stellenbosch where we visited 4 wine farms, tasting wines MCC, doing cheese and... read more Teva S
November 28, 2025 All in one tour operator. Qualified guides with the best experiences. From cheese and wine pairing in the winemakers house with the winemaker presenting the wine tasting to visiting the... read more WebJaxer
November 29, 2022 This trip is so amazing to see the famous wine farm and i recommend for anyone want to visit cape town Waleedaliali
December 28, 2022 - Amazing day! Did 5 wine stops including lunch sampling over 20 wines!
Mark Shelton was fabulous, so much knowledge, professional and great company all day.
Would thoroughly recommend. PaulaH37
October 27, 2022 Incredible experience! - Wine Flies curated the perfect itinerary for us including a tasty lunch. Our tour guide Julian was incredibly knowledgeable — we learned so much. I would highly recommend! Whitney B
January 1, 2026 It was amazing. I got picked up on time and we went to do so some sightseeing because we were a little early for the tasting. Throughout the day we... read more 788lilyk
November 11, 2022
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