Stop 1 : Arthurs Seat & the Views

This is where you will be taken on a short walk down to a glorious lookout, overlooking Port Phillip Bay, the Mornington Peninsula, and all the way back to Melbourne!

Your Tour guide will escort you down to the Lookout, and then provide you the option to walk back up the top (100m up stairs) OR hop on the bus, and be driven up.

Once up top, there is another lookout here, as well as a Café and Bathrooms inside the Summit Station of the Arthurs Seat Eagle.

Good to Know:

• There are Bathrooms inside the Summit Station that are free to use
• There is a cafe inside the Summit Station too, but remember, you will be getting your lunch very soon after this stop
• There are some beautiful areas and views to admire if you wanted to walk a little further – just ask our guide!

Total time here – approx 45 minutes.

Your optional Extra: If you wanted to take a ride up the Arthur Seat Eagle, your Guide will drop you off at the Base Station, and then you will need to book and pay for your own ticket up – please ensure you only go ONE WAY as our guide will meet you up the top.
$Approx $15pp
More details on the Arthurs Seat Eagle can be found here

Stop 2 : Green Olive Estate

Next, we head into the rolling hills of Red Hill to visit Green Olive—a picturesque farm and vineyard known for its local produce, laid-back atmosphere, and stunning rural views.

Here, you’ll enjoy a relaxed sit-down lunch made with ingredients grown right on the property, alongside a glass of estate wine or a non-alcoholic option. There’s plenty of time to explore the farm shop, stroll through the vineyard, or simply soak up the peaceful surrounds.

Good to Know:

• There are Bathrooms inside Green Olive
• Please do not bring your own food & drink – we provide you lunch and drinks. Any additional items, you are welcome to purchase yourself.
• There is a lovely lake, vineyard, and nature area to explore – as well as a NEW PICKLEBALL COURT that can be hired to play.

On busy days we like to pre-order the food & drink here – you can view the menu online here

Total time here – approx. 60 minutes.

Stop 3 : 10 Minutes by Tractor

Known for its elegant wines and award-winning estate, Ten Minutes by Tractor is a premium stop for those wanting a true taste of the Mornington Peninsula’s wine excellence.

What You Can Expect:

• A guided wine tasting of refined cool-climate wines, including Pinot Noir and Chardonnay, all grown on the estate’s nearby vineyards.
• An introduction to the region’s wine story with staff who are knowledgeable yet approachable.
• Beautiful interiors and vineyard views, perfect for a calm, focused tasting.

Good to Know:

• This is one of the more premium, polished experiences on the trail.
• Seating and toilets are available, along with a gift shop offering wine and wine-related products.
• It’s a quieter, more intimate experience—great for those who appreciate detail and quality.

Time here – approx. 60 minutes

Stop 4 : Trofeo Estate

At Trofeo Estate, you’ll enjoy wines aged in large clay amphorae—an ancient method that gives a soft, earthy character to their varietals.

What You Can Expect:

• A hosted tasting of small-batch, amphora-aged wines, made without harsh additives or preservatives.
• A rustic, warm atmosphere in a beautifully restored 1930s dairy building.
• Time to chat with the staff and browse the adjoining restaurant and shop.

Good to Know:

• This winery has a welcoming, farm-meets-modern feel.
• Indoor seating, restrooms, and light food options may be available depending on the time of day.
• A great stop for guests interested in natural winemaking and something a little different.

Time here – approx. 60 minutes

Stop 5 : Pt. Leo Estate – Wine, Sculpture & Ocean Views

Set on the shores of Western Port Bay, Pt. Leo Estate offers a unique blend of coastal beauty, world-class sculpture, and stunning vineyard surrounds.

What You Can Expect:

• Free time to explore at your own pace—wander the grounds, admire the architecture, or simply take in the panoramic views.
• Guests may choose to visit the sculpture park, browse the cellar door, or enjoy a moment of quiet on the viewing terrace.

Good to Know:

• This is a self-guided stop with no formal tasting included.
• Toilets and café access available depending on the time and day.
• Great for photography, peaceful moments, or stretching your legs in a scenic, artistic setting.

This stop is all about enjoying the space in your own way—whether that’s snapping photos, exploring the sculptures, or just soaking up the view.

Time here – approx. 30 minutes