Southern Highlands Private Tour with Wine, Waterfall and Garden

Setting out on a full-day private tour of the Southern Highlands from Sydney offers a wonderful escape into some of New South Wales’ most picturesque and charming spots. With personalized attention, expert guides, and a well-curated itinerary, this experience promises a blend of scenic beauty, cultural charm, and excellent local wine.

What we love about this tour? First, the chance to enjoy a flexible, private experience that feels tailor-made. Second, the variety—covering villages, waterfalls, gardens, and vineyards—means you get a well-rounded taste of the region. And third, the knowledgeable guides who share insights, making each stop more meaningful.

One thing to keep in mind? The itinerary is quite full, so a good level of comfort with walking and outdoor weather is advisable. This tour is best suited for those looking for a relaxed, yet diverse day trip that combines natural beauty with cultural sights and wine tasting. Perfect for couples, small groups, or anyone wanting a personalized day out of the city.

Key Points

• Private and Personalized: Small group experience with expert guides providing tailored insights.
• Diverse Stops: From waterfalls and gardens to heritage towns and vineyards, covering a range of scenic and cultural highlights.
• Included Features: Wine tasting fees and garden entry are covered, offering excellent value.
• Comfort and Convenience: Hotel pickup and drop-off make logistics easy, allowing you to relax.
• Time Investment: A full 10-hour day, so be prepared for a busy but rewarding experience.
• Authentic Experiences: Genuine visits to historic towns and private gardens, avoiding tourist traps.

What to Expect of the Southern Highlands Private Tour

The Comfort and Clarity of Private Tours

One of the biggest advantages of this experience is its private nature. Only your group participates, meaning a more relaxed atmosphere and the chance for personalized attention. According to reviews, guides like Glenn are especially enthusiastic and knowledgeable, eager to share their insights about the region’s history and natural features. This adds a layer of authenticity that larger, group tours often lack.

Transport and Timing

You’ll be picked up from your Sydney hotel at 8:00 am, with comfortable transportation arranged. The full-day excursion lasts approximately 10 hours, which is typical for a comprehensive day trip like this. The driver guides you through the scenic route, giving you time to soak in the views of rolling green hills and farmland. The journey itself is part of the experience, whisking you away from city noise into a peaceful, rural landscape.

The Itinerary in Detail

Stop 1: Bowral – The Heart of the Highlands

Your first stop is Bowral, a town that captures the essence of the Southern Highlands. Known for its historical homes, boutique shops, and the famous Don Bradman Museum, Bowral is a lively yet charming introduction. We loved the way the town seamlessly blends old-world charm with modern cafes and art galleries.

Highlights:

• Strolling along leafy streets lined with restored sandstone buildings.
• Visiting the Don Bradman Museum if cricket history interests you.
• Enjoying the peaceful ambiance of the surrounding hills.

Reviewers mention that this stop offers a good mix of sightseeing and leisure, with Glen’s commentary adding context about the area’s pastoral roots and development.

Stop 2: Fitzroy Falls – Majestic Waterfalls and Rainforest

Next, a short drive takes you to Fitzroy Falls. Here, you’ll walk a brief trail to the viewing platform at the top of the falls, capturing stunning views of the cascading water and lush rainforest below. The sound of the water and the fresh bush air make this a memorable moment.

Expectations:

• A 20-minute walk to scenic vistas.
• Plenty of opportunities for photos.
• Spotting local parrots and native wildlife.

Reviewers like Carl found this stop particularly rewarding, noting the impressive views and the chance to breathe in fresh air while observing colorful birdlife.

Stop 3: Red Cow Farm Garden – A Private Botanical Retreat

One of the highlights is Red Cow Farm Garden, a private, 2.5-hectare sanctuary. This beautifully maintained garden boasts rare perennials, roses, clematis, and woodland areas, making it a true retreat for plant lovers.

What makes it special:

• The quiet, secluded atmosphere.
• Unique collections of plants you might not see elsewhere.
• A peaceful break from sightseeing.

Guests have praised the garden’s tranquility and variety of plant life, with Glen sharing insights about the garden’s history and design, enhancing the experience.

Stop 4: Berrima – Step Back in Time

Berrima is a well-preserved 1830s Georgian village packed with sandstone architecture, quaint shops, and cozy cafes. It’s an ideal spot for a relaxed lunch or a leisurely walk along its main street.

What to do:

• Explore the local arts and crafts shops.
• Visit the oldest continually licensed pub in Australia.
• Sample local produce at cafes.

Reviews reveal this stop as a favorite for many, with visitors appreciating the historic feel and the opportunity for some downtime.

Stop 5: Bendooley Estate – Wine Tasting in a Picturesque Setting

The last stop is a visit to Bendooley Estate, where you’ll indulge in wine tasting. The region’s cool climate produces notable Pinot Noir, Pinot Gris, Chardonnay, Riesling, and Merlot. You’ll enjoy sampling these wines amid rolling hills and scenic vineyard views.

Why it’s worth it:

• Tasting included in the tour price.
• The chance to learn about local wines from knowledgeable staff.
• Relaxing atmosphere to end your day.

Reviewers like Mark found the wine tasting to be a highlight, especially appreciating the crisp, clean air and the peaceful landscape—the perfect way to wind down before heading back to Sydney.

The Value of the Tour

At $462.90, this experience is quite comprehensive. Included in the price are all wine tasting fees, garden entry, private transportation, and expert guiding. Visitors consistently note the value, especially considering the personalized service and the variety of sights covered.

Authenticity and Local Knowledge

Guides like Glenn are praised for their enthusiasm and local expertise. As one reviewer put it, Glenn “made this an enjoyable and unforgettable day,” sharing stories and tips about each location. This authentic connection enhances the overall experience, making it more than just a sightseeing trip.

Practical Tips for a Smooth Day

• Wear comfortable walking shoes, especially for the hikes at Fitzroy Falls and Red Cow Farm.
• Bring a hat and sunscreen, as much of the day is outdoors.
• The tour departs at 8:00 am, so plan your pickup accordingly.
• Since lunch is at your own expense, consider bringing some snacks or planning a quick pub stop in Berrima.
• The tour is suitable for most travelers, but keep in mind the full day involves some walking and outdoor exposure.

Who Should Consider This Tour?

This private Southern Highlands day trip is ideal for those seeking a relaxed, personalized way to experience a blend of natural beauty, historic towns, and local wines. It’s perfect if you prefer a smaller group, want flexible stops, and appreciate engaging guides.

Couples, small groups of friends, or solo travelers who love scenic landscapes, botanical gardens, and Australian history will find this trip particularly rewarding. It’s also a great choice if you’re short on time but want a comprehensive look at this beautiful region.

The Sum Up

This private Southern Highlands tour offers a well-balanced mix of scenic beauty, historical charm, and gourmet delights. The personalized approach, coupled with expert guides like Glenn, makes it an engaging and memorable experience. The itinerary’s diversity ensures you’ll leave with a genuine sense of the region’s character, not just a checklist of sights.

The value lies in the included wine tasting fees, garden entry, and the convenience of hotel pickup and drop-off — all bundled into a day that feels tailored to you. It’s an authentic taste of rural New South Wales, perfect for anyone craving a laid-back, yet enriching escape from Sydney.

If you’re after a flexible, knowledgeable, and scenic day trip that combines nature, history, and wine, this tour ticks all the boxes. Just remember to wear comfortable shoes and bring your camera — this is a day to remember.

FAQ

Is hotel pickup included?
Yes, hotel pickup and drop-off from central Sydney hotels are provided, making it easy to start and end your day without hassle.

How long is the tour?
The tour lasts approximately 10 hours, giving you plenty of time to enjoy each stop without feeling rushed.

Are wine tasting fees included?
Yes, the cost includes wine tasting fees at Bendooley Estate, so there are no hidden extras for tasting.

What should I wear?
Comfortable walking shoes are recommended, especially for outdoor stops like Fitzroy Falls and Red Cow Farm. Bring sun protection and a hat.

Can I customize the itinerary?
Since it’s a private tour, guides are often happy to accommodate small requests or tailor the experience if possible.

What is the maximum group size?
It’s a private experience, so only your group participates—perfect for a more intimate and flexible day.

This detailed review hopefully gives you a clear picture of what to expect from this private Southern Highlands tour. It’s a fantastic way to see some of Australia’s most scenic spots with comfort, expert guidance, and good value.