Luxury Hideaways South Africa

Special Offer

The Seventh
Night Is On Us

Book seven nights at Cutty Sark Villa and pay for six — with private chef service for one evening included.

  • Plettenberg Bay,
    Garden Route
  • Five
    bedrooms
  • Up to ten
    guests
Enquire about your stay

Ocean / Nature / Privacy / Exclusive Experiences

The Offer

Stay 7 nights,
pay for 6.

Make Cutty Sark yours for 7 nights for €14,400, a saving of €2,400 on the standard 7-night stay.

Private chef service included

Private chef service for 1 evening included.

  • Booking :  31 October 2026
  • Stay by :  30 November 2027

Subject to availability and promotional terms.
Ingredients and beverages are not included in the offer.

Your stay at a glance

Nightly rate
€2,400
Seven nights at full rate
€16,800
Guest pays
€14,400
Seventh night
FREE€2,400 value
Included
Private chef service for 1 evening, for up to 10 guests
Aerial view of Cutty Sark Villa and its infinity pool above Plettenberg Bay at sunset

The Villa

The best hill in Plett and the house on top of it.

Cutty Sark occupies a remarkable position high above Plettenberg Bay, with sweeping views across the water towards Robberg and the coastline beyond. Two infinity pools frame the house, while generous indoor and outdoor living spaces flow together. For the week, the entire villa is yours — your space, your privacy, your own rhythm.

  • 5
    Bedrooms

  • 5
    Bathrooms

  • Up to 10
    Guests

  • 2
    Infinity Pools

  • Open-plan
    Indoor / Outdoor

  • State-of-the-art
    Kitchen

  • Child-friendly

  • Bedroom with floor-to-ceiling windows over Plettenberg Bay
  • Double-height living and dining room
  • Courtyard pool in front of the glass facade
  • Covered outdoor lounge beside a stone wall

Private Dining

One evening,
a chef in your
kitchen.

A private chef comes to the villa to prepare and cook dinner for you and your guests. No restaurant reservations, no driving home afterwards — just your own table, at your own pace.

A private chef plating dinner on a candlelit terrace overlooking the bay at sunset

“The kind of evening
that stays with you.”

Cutty Sark Villa

Included

Private chef service for 1 evening, for up to 10 guests, is included.

Bespoke Experiences

Shape the week
around you.

There is every reason to stay exactly where you are. But when you want to explore, Plettenberg Bay and the Garden Route offer exceptional beaches, golf, nature, restaurants and outdoor experiences.

Our villa team can help with pre-arrival planning, private transfers and tailored arrangements.

A guest on an open game drive vehicle watching elephants at sunset

Extraordinary
experiences.
Seamlessly arranged.

Curated Experiences

Different days. A deeper connection.

Private Safari

Eastern Cape

Explore the Eastern Cape
with experienced guides
on a private safari.

Wine Tasting

Cape Winelands

A curated tasting
experience through
the Cape Winelands.

In-Villa Wellness

A therapist in the villa
for complete relaxation
and recharge.

Chauffeured Days

A car and driver for
unforgettable days
along the coast road.

Additional experiences are arranged on request, subject to availability, and charged separately.

Enquire

Make Cutty Sark
yours for the week.

Tell us when you’re thinking of travelling and your dedicated villa specialist will confirm availability, inclusions, offer details, and any arrangements you’d like help with.

A seamless start to your stay.

A notebook and coffee cup on a stone table overlooking the coast at sunset

Extraordinary
experiences.
Seamlessly arranged.

+971
Select date

No obligation. Your enquiry will be handled personally and confidentially.