Southern Highlands Private Tour with Wine, Waterfall and Garden

Imagine escaping the hustle and bustle of Sydney for a day of rolling green hills, charming villages, and lush gardens. That’s exactly what this Southern Highlands Private Tour offers, with a focus on personalized experience, stunning scenery, and regional indulgence. For around $495 per person, you’re treated to a roughly 10-hour journey that includes stops at Fitzroy Falls, the heritage towns of Bowral and Berrima, an exclusive visit to Red Cow Farm Garden, and a tasting at Bendooley Estate. Guided by friendly, knowledgeable hosts, this tour makes a perfect day trip for those wanting more than just sightseeing — it’s about authentic moments in a beautiful landscape.

What we really love about this tour is the attention to detail — from the intimate private setting that ensures your questions get answered, to the carefully curated stops that highlight regional charm and natural beauty. The wine tasting at Bendooley Estate is a highlight, offering insight into the boutique wines that thrive in this cool climate. Plus, Red Cow Farm’s gardens and the historic villages give you a sense of local life and history that larger tours might overlook.

One possible consideration is the price point — at nearly $500, this isn’t the cheapest day trip, but the value lies in the exclusivity, comfort, and depth of experience. It’s especially suited for travelers who appreciate a relaxed pace, personalized guides, and meaningful stops rather than quick photo ops.

If you’re someone who loves authentic scenery, engaging commentary, and regional wines, this private tour will suit you well. It’s ideal for those who want a well-rounded taste of the Southern Highlands without the hassle of planning every detail on your own.

Key Points

• Personalized Experience: Private tour means your group gets tailored attention and flexibility.
• Scenic & Authentic: Stops at Fitzroy Falls, heritage towns, and private gardens reveal the region’s natural beauty and history.
• Wine Tasting Included: Boutique wines at Bendooley Estate give a taste of local viticulture.
• Comfort & Convenience: Hotel pickup and drop-off from Sydney’s CBD simplify logistics.
• Time Management: The 10-hour day balances sightseeing, leisure, and tasting without rushing.
• Authentic Local Insights: Guides share knowledgeable commentary, making each stop meaningful.

An In-Depth Review of the Southern Highlands Private Tour

The Convenience of a Private Day Trip

Starting bright and early at 8:00 am with hotel pickup, this tour is designed for those who want to maximize their day without the stress of driving or navigating public transport. The private nature means only your group participates, fostering a relaxed atmosphere and allowing your guide to tailor the experience. Reviewers frequently mention how guides like Glenn combine enthusiasm with deep local knowledge, enhancing the journey. One guest noted, “Glenn was very knowledgeable… and didn’t hesitate to share his knowledge of the area and the places we visited.”

First Stop: Bowral – The Heart of the Highlands

Your adventure begins in Bowral, a town famous for its green rolling hills and history-filled streets. While the stop here is brief — about an hour — it’s enough to soak in the charming atmosphere. You can stroll past historic buildings, browse local shops, or just settle onto a bench and enjoy the scenery. It’s an excellent introduction to the region’s old-world charm. Travelers have shared that this stop sets a relaxed tone for the day, letting you appreciate the area’s tranquil beauty before heading to more natural sights.

Fitzroy Falls – Nature’s Power and Beauty

Next, the tour takes you to Fitzroy Falls, a true highlight. With admission included, you’ll walk a short trail to the top of the falls, where the view over the lush rain forest is breathtaking. The falls are impressive, and the vantage point offers a perfect photo opportunity. Expect to spend around 20 minutes here, making it a manageable but memorable stop. Many reviews mention how the guide’s commentary helps you appreciate the geology and ecology of this stunning feature, making it more than just a photo op.

Red Cow Farm Garden – A Private Sanctuary

A unique aspect of this tour is the visit to Red Cow Farm Garden, a secluded property of 2.5 hectares. This private garden is a surprise for many travelers, who love the sense of discovery. You’ll explore walled gardens, the monastery garden, and a stunning collection of plants. The owner’s care shows through the meticulous landscaping, and the tranquility here makes it a highlight for garden lovers. Reviewers like the one who called it “enchanted,” emphasizing how this stop enriches the experience beyond typical sightseeing.

Berrima – A Step Back in Time

The historic georgian village of Berrima offers a glimpse into early Australian life, with beautifully restored sandstone buildings lining the main street. The one-hour stop here provides ample opportunity for wandering, shopping for local arts and crafts, or simply absorbing the vintage atmosphere. It’s a quiet but evocative taste of regional heritage. Guests mention how this stop feels genuine, not commercialized, providing an authentic historical experience.

Bendooley Estate Wine Tasting – A Toast to the Region

The final highlight is the wine tasting at Bendooley Estate. This boutique vineyard specializes in cool climate wines, and the tasting fees are included in the tour price. You’ll sample a variety of wines, learning about the region’s grape-growing conditions — cool nights, dry ripening — that produce such distinct flavors. The setting is picturesque, and the guide’s commentary makes the tasting educational as well as enjoyable. Visitors often mention how this part of the tour feels like a privileged experience, with the opportunity to savor regional wines without added expense.

Overall Experience and Value

The 10-hour itinerary balances sightseeing, relaxation, and tasting, with each stop carefully chosen for its scenery or cultural significance. The inclusion of hotel pickup and drop-off eliminates the hassle of travel logistics, making it ideal for visitors unfamiliar with the area or those who prefer a hassle-free day. The small group setting, combined with expert guides, offers a more intimate and engaging experience than large tours.

What the Reviews Say

Several reviewers praised their guides, especially highlighting Glen’s enthusiasm and local knowledge. One noted, “Glen made this an enjoyable and unforgettable day,” emphasizing how a good guide can elevate the experience. The feedback about the scenery being “stunning” and the gardens “enchanting” aligns with what you’d hope for in a day out in the Southern Highlands.

The Price: Is It Worth It?

At nearly $500, this tour isn’t a budget option, but when you factor in private transport, guided commentary, garden and waterfall entry fees, and wine tasting, the value becomes clearer. It’s a curated, comfortable experience that’s suitable for travelers who want depth and quality over speed and quantity. If you’re looking for a stress-free way to enjoy a region full of natural beauty, history, and regional wines, this tour offers a good balance of all.

Who Would Enjoy This Tour?

This experience is perfect for those who value personalized attention and want to explore the Southern Highlands with someone who knows the area well. It suits visitors who enjoy natural scenery, historic towns, gardens, and wine. It’s also ideal if you prefer a relaxed pace and don’t want to worry about logistics, as the tour takes care of transportation and planning. Travelers who appreciate authentic local experiences and are willing to pay a little extra for comfort and insight will find this tour highly rewarding.

Frequently Asked Questions

Is this tour suitable for all ages?
Yes, most travelers can participate, but the minimum drinking age is 18, so children are not eligible for the wine tasting.

What is included in the price?
The tour price covers hotel pickup and drop-off, admission fees for Fitzroy Falls and Red Cow Farm, wine tasting fees, and bottled water. Food and additional drinks are not included unless specified.

How long does the tour last?
The tour is approximately 10 hours, starting at 8:00 am and returning later in the day, providing a full but relaxed experience.

Is it a group or private experience?
This is a private tour, meaning only your group participates, allowing for a more tailored and intimate experience.

Can I cancel if my plans change?
Yes, you can cancel free of charge up to 24 hours before the scheduled start time for a full refund.

What should I wear or bring?
Comfortable shoes for walking, layers for changing weather, and your camera are recommended. The tour provides bottled water, but bring your own snacks if needed.

Final Thoughts

For travelers seeking a well-curated day out that combines natural beauty, heritage charm, and regional wine, this private Southern Highlands tour delivers in spades. It’s a chance to slow down, enjoy stunning scenery, and learn about local history from passionate guides. The personal touch — from the private gardens to boutique wine tastings — makes it stand out from larger, more generic day trips.

While the cost might be a consideration, the experience’s quality, comfort, and depth offer good value for those wanting an authentic, hassle-free taste of the Southern Highlands. It’s particularly suitable for couples, small groups, or anyone who appreciates personalized service and immersive experiences.

Whether you’re a first-time visitor or a seasoned traveler, this tour can add a memorable chapter to your Australian adventures, offering a perfect blend of scenery, history, and regional flavors.