Live Music and Sunset Wine: Cavalli’s Sunset Sessions Return for Summer Season!

What happens at Cavalli’s Sunset Sessions?

Summary: Cavalli’s Sunset Sessions return to the Stellenbosch Winelands from October 2026 through March 2027, offering complimentary entry, live music, Cavalli wine and cheese or charcuterie platters. Guests can arrive from 15:00, with live music from 15:30 to 18:00. Sessions take place on the first Friday of each month, with January’s session on 8 January.


Friday afternoons have a rather appealing habit of improving once the working week is over, and Cavalli’s Sunset Sessions are designed to make the transition into the weekend even more enjoyable.

Returning from October 2026 through March 2027, the sessions invite guests to settle in at Cavalli, order a bottle of Cavalli wine, share a cheese or charcuterie platter and listen to live music as the afternoon gradually gives way to sunset.

There is no entrance fee, so the idea is refreshingly simple: arrive, relax, enjoy the food and wine offering, listen to some live music and stay as the light changes over the Helderberg.

  • Guests can arrive from 15:00, with live music running from 15:30 to 18:00. The Sunset Sessions take place on the first Friday of each month, with January’s session moving to Friday, 8 January 2027.

The summer line-up brings a different performer to each session:

  • 2 October 2026: Leonard Born2Fire
  • 6 November 2026: Timothy De Monk
  • 4 December 2026: Warren Sayer
  • 8 January 2027: Dani Ville
  • 5 February 2027: John Niel
  • 5 March 2027: Jan Hendrik

The combination is intentionally relaxed: no entrance fee, no complicated schedule and plenty of reason to linger. The main attraction is the gradual change from afternoon into sunset, accompanied by live music, wine and food.

Cavalli is located on the R44, Strand Road, in the Stellenbosch Winelands, in the Helderberg region. The estate sits between Stellenbosch and Somerset West, with views towards the Helderberg mountains. Bookings are advised.

  • 021 855 3218
  • info@cavalliestate.com

Quick details

  • Event: Sunset Sessions
  • Venue: Cavalli
  • Location: R44, Strand Road, Stellenbosch
  • Season: October 2026 to March 2027
  • Frequency: First Friday of each month
  • January date: 8 January 2027
  • Arrival: From 15:00
  • Live music: 15:30 to 18:00
  • Entry: Complimentary
  • Food: Cheese and charcuterie platters available
  • Wine: Bottles of Cavalli wine available for purchase
  • Booking: Strongly encouraged due to limited seating

FAQs

When are Cavalli Sunset Sessions taking place?

They take place on the first Friday of each month from October 2026 through March 2027. The January session is on 8 January 2027.

What time do the Sunset Sessions start?

Guests can arrive from 15:00, with live music from 15:30 to 18:00.

How much does entry cost?

Entry is complimentary.

Is food available?

Yes. Cheese and charcuterie platters are available to purchase.

Is wine available?

Yes. Bottles of Cavalli wine are available for purchase.

Do guests need to book?

Bookings are strongly encouraged due to limited seating.

Where is Cavalli located?

Cavalli is on the R44, Strand Road, Stellenbosch, in the Helderberg region.

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