SOUTH AFRICA | Cape Town + Winelands + Safari
SOUTH AFRICA | Cape Town + Winelands + Safari, September 8 - September 18, 2028
Begin your On the Go Journey in Cape Town, South Africa, a captivating destination where dramatic mountain landscapes, stunning coastlines, and vibrant city life come together. Discover the city’s cosmopolitan charm as you explore iconic landmarks, colorful neighborhoods, and lively cultural districts that reflect South Africa’s rich history and diverse heritage. From breathtaking views of Table Mountain to the welcoming atmosphere of local cafés and markets, Cape Town offers an unforgettable introduction to the beauty and spirit of South Africa.
As your adventure unfolds, venture along the spectacular Cape Peninsula, where rugged coastlines, scenic ocean drives, and breathtaking natural wonders await. Take in the beauty of the Atlantic coastline, discover charming seaside communities, and experience the incredible landscapes that make this region so extraordinary. Along the way, enjoy memorable encounters with South Africa’s natural beauty and uncover the unique experiences that make every stop along the peninsula special.
Continue your On the Go Journey into the renowned Cape Winelands, where rolling vineyards, picturesque landscapes, and charming estates create the perfect setting for a leisurely escape. Savor exceptional local flavors, discover the region’s celebrated wine culture, and indulge in delicious cuisine surrounded by breathtaking scenery. It’s an opportunity to slow down, appreciate the finer things, and experience another beautiful side of South African life.
But the adventure doesn’t end with coastal views and vineyard afternoons. Trade the energy of the city for the thrill of an African safari, where the wilderness offers the possibility of unforgettable wildlife encounters and a deeper connection with nature. Experience the excitement of exploring the African bush, appreciate the incredible diversity of wildlife, and embrace the magic of seeing South Africa from an entirely different perspective.
Your On the Go Journey is about more than checking off a bucket-list destination. It’s about immersing yourself in new cultures, savoring extraordinary food, discovering remarkable landscapes, and sharing once-in-a-lifetime experiences with like-minded women. From Cape Town’s cosmopolitan charm to the scenic Cape Peninsula, the elegance of the Winelands, and the unforgettable thrill of safari, this South African escape brings together adventure, culture, relaxation, and discovery—with the signature OTG flair you’ll remember long after you return home.
PRICING: Starting at $2,388!
Itinerary
Depart the U.S.
Begin your journey to South Africa. Depart the U.S. for an unforgettable adventure exploring Cape Town, the Winelands, and a thrilling safari.
Arrive Cape Town, transfer and rest
Arrive in Cape Town, transfer to your accommodation and rest after your journey.
Table Mountain and Bo-Kaap Tour
Discover the breathtaking views from Table Mountain, where you can take a cable car to the summit and enjoy panoramic vistas of Cape Town. Then, stroll through the vibrant Bo-Kaap neighborhood, known for its brightly painted houses and rich cultural heritage, offering a glimpse into the city’s history and traditions. This combination of stunning natural beauty and colorful local culture makes for an unforgettable experience.
Cape Peninsula, Cape Point and Boulders Beach
Embark on an unforgettable adventure as you explore the stunning Cape Peninsula. Witness the breathtaking views at Cape Point, where the Atlantic and Indian Oceans meet. Don’t miss the charming penguins at Boulders Beach, a delightful experience that brings you up close to these adorable creatures in their natural habitat. This excursion promises to be a highlight of your trip!
Premium Stellenbosch/Winelands Tasting and Food-Pairing Experience
Enjoy a premium Stellenbosch/Winelands tasting and food-pairing experience that tantalizes your palate with exquisite wines and delectable dishes.
FREE Day in Cape Town
Enjoy a FREE DAY in the vibrant city of Cape Town. Stroll along the iconic V&A Waterfront, where you can shop for unique souvenirs, indulge in a rejuvenating spa treatment, or savor delicious meals at a variety of restaurants. Take this opportunity to explore independently, discovering the city’s stunning landscapes and rich culture at your own pace. With no scheduled group activities, this day is all about you and your interests. Meals are on your own, allowing you the freedom to choose your culinary adventures.
Transfer/fly to a high-quality safari lodge and evening game drive
Transfer or fly to a luxurious safari lodge nestled in the heart of the wilderness, where the sounds of nature surround you. As the sun begins to set, embark on an exhilarating evening game drive, where you’ll have the chance to witness majestic wildlife coming to life under the golden hues of dusk.
WOW: Sunrise and/or sunset game drives
Experience the breathtaking beauty of nature with our WOW: Sunrise and/or sunset game drives, where you can witness the vibrant colors of the sky as the sun rises or sets over the stunning landscapes. Enjoy luxurious downtime at our exquisite lodge, where you can relax and unwind in comfort, taking in the serene surroundings and the sounds of the wild. This perfect blend of adventure and relaxation will create unforgettable memories.
Game drive, spa/leisure
Embark on an exhilarating game drive, where you’ll have the chance to spot Africa’s incredible wildlife in their natural habitat. Afterward, unwind at the luxurious spa or enjoy leisurely activities designed for relaxation. The highlight of your evening could be a spectacular private OTG bush/Boma dinner, where you’ll dine under the stars, surrounded by the sounds of the African wilderness, if the lodge permits. This is a truly enchanting experience that promises unforgettable memories.
Return toward Cape Town. Visit Robben Island if timing permits, followed by an elevated OTG farewell experience.
Return toward Cape Town. Visit Robben Island if timing permits, followed by an elevated OTG farewell experience.
Departure from South Africa
As your unforgettable journey comes to an end, take a moment to cherish the memories, breathtaking landscapes, and rich cultural experiences of South Africa. Depart with a heart full of beautiful moments and experiences to treasure long after you return home.
WHAT’S INCLUDED:
- 4–5 star hotel accommodations
- Private/group airport and ground transfers
- Table Mountain and Bo-Kaap touring
- Cape Peninsula, Cape Point and Boulders Beach
- Premium Winelands tasting/food-pairing experience
- Robben Island and V&A Waterfront experience
- Cape Malay cooking/dining experience
- Safari lodge stay with scheduled game drives
- Bush/Boma dinner if confirmed by lodge
- Breakfast, lunch and dinner included daily, except on the designated FREE DAY
WHAT’S NOT INCLUDED:
- International airfare to/from South Africa
- Domestic flight/transfer to safari lodge unless specifically included in final supplier package
- Victoria Falls + Chobe extension
- Travel insurance
- Optional spa treatments/excursions
- Meals not listed above
- Alcoholic beverages unless included
- Personal expenses
- Gratuities and tips
ADDITIONAL INFORMATION
- Traveler must make a NON-REFUNDABLE deposit payment of $400 at time of registration to secure a spot.
- Monthly minimum payment of $400 is required 1st of every month until paid in full to keep your reservations current.
- Final payment must be made 90 days before the trip date (August 3, 2026).
- A $250 penalty will be charged for any outstanding balance after the final payment date found on your invoice.
- NO REFUNDS after September 3, 2026.
- Travel Insurance is strongly recommended. Do not risk losing your money you invested to travel. Suggested travel Insurance companies are Travel Guard and Allianz Travel Insurance.
- Please contact info@onthegojourneys.com with any questions.