South Africa Adventure: Cape Town, Winelands, Garden Route & Safari

• Explore Cape Town’s iconic Table Mountain, vibrant waterfront, and coastal beauty
• Sip award-winning wines in the renowned Stellenbosch Winelands
• Experience the dramatic scenery of the Garden Route—whales, cliffs, botanical forests
• Stay at a private nature reserve with exceptional Big Five safari opportunities
• Enjoy boutique accommodations selected for comfort, charm, and location
• Travel with expert hosts who know South Africa deeply
• A seamless, stress-free itinerary with all logistics handled for you
• Curated itinerary from start to finish in Malaria-free regions including Big 5 South African Safari

Video Trip of Itinerary

Per Person (Shared Room)

• $4,800 for the first 6 travelers
• $4,950 thereafter (7-14 spots max)

Solo Supplement: $1,400
Optional Pre-Trip Hotel Night: $300/night

• All ground transportation + domestic flights
• Double/twin accommodations (B/L/D as outlined)
• Drinks while on safari
• Activities + entrance fees
• Guided touring
• Travel with your Travel Hosts Alexis Boyles & Nelle Lees
• Tips for included activities

• International flights
• Lunch on Days 1, 3, 5
• Additional beverages
• Laundry, personal items
• Optional activities
• Additional gratuities

If you're wondering what these eight days actually feel like—here’s a glimpse.

As the sun sinks behind the silhouette of Table Mountain, you find yourself on a waterfront terrace at the V&A Wharf, a glass of Stellenbosch wine in hand. The breeze is crisp, the city hums softly below, and there's that unmistakable thrill of arrival—the sense that something extraordinary is about to begin.

A short flight from Cape Town brings you to the Garden Route, where nature takes center stage. Southern right whales breach offshore, dolphins dance across the waves, and seabirds glide over dramatic cliffs. Botanical gardens, quiet beaches, and golden-rose sunsets invite you to slow down, breathe deeper, and savor the beauty around you.

From the coast, your path leads into the heart of a private nature reserve. Here, the pulse of the wild is unmistakable. Guided by experts, you’ll track the legendary Big Five across open plains—moments that are intimate, raw, and unforgettable.

This journey blends cosmopolitan charm, tranquil vineyards, coastal wilderness, and the untamed splendor of the African bush. Every detail is handled so you can fully immerse yourself—alongside a small group of women seeking connection, adventure, and profound beauty.

Only 14 spots are available for this experience.

Canopy by Hilton Cape Town Longkloof
Aug 28 - Aug 30
B&B 2 Nights

Simbavati Fynbos on the Sea
Au 30 - Sep 1
FB+ 2 Nights

Kariega Game Reserve Ukhozi Lodge
Sep 1 - Sep 4
B&B 3 Night

Alexis Boyles

A global explorer with a deep love for culture and adventure, Alexis has lived and traveled across Boston, San Francisco, Mexico City, France, and beyond. Her passion for South Africa began in 2023, where she fell in love with its extraordinary variety: cosmopolitan cities, world-class wines, and unforgettable wildlife experiences.

Nelle Lees

With a decade of experience across seven continents, Nelle has led and designed journeys for renowned brands including National Geographic Journeys, G Adventures, Road Scholar, and Vacations By Rail. Her first African safari in 2018 ignited a lifelong love for the continent’s wildlife and landscapes. She believes South Africa is a life-changing experience...and the best time to go is always now.

Have questions?

Grab a spot on either of our calendars to book a meeting. We are local to Bend, so we are happy to meet in person, by phone, or virtually.

Alexis

Nelle

Travel insurance is required for this trip. It protects you from:

• trip cancellations or interruptions
• illness or injury abroad
• medical emergencies & evacuation
• lost luggage, flight delays, missed connections
• unexpected travel changes

It ensures your journey remains joyful, safe, and stress-free.

Quotes can be requested during checkout.

Extend your adventure with curated experiences:

Stand before one of the world’s greatest natural wonders, explore rainforest trails, or take a scenic helicopter flight over the falls.

Turquoise water, white-sand beaches, luxury resorts—the perfect post-safari unwind.

The possibilities are endless.

Let us handle your international and regional flights for a seamless, stress-free travel experience.

$1400 non refundable deposit

Due May 1, 2026 (120 days prior)

• 121+ days before: loss of deposit
• 91–119 days: 50% of final payment
• 61–90 days: 75% of final payment
• Within 60 days: 100% of final payment