STANLEY ISLAND
AUTUMN - WINTER
WHAT IS HAPPENING THIS AUTUMN
Autumn on Stanley Island is full of golden moments — from our Island Wine & Olive Festival to 2-for-1 Sunset Specials and Thursday Date Nights at Stowaway, there’s something for everyone. Explore our Winter Accommodation Specials, plan your trip with our Garden Route Itinerary, or start dreaming of your adventurous low-season wedding. And yes — our new coffee shop is brewing something special! Click below to discover it all.
SUNSET SIPS AT STOWAWAY
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Join us every Monday, Wednesday, and Friday from 6–7 PM for our 2-for-1 Sunset Special at Stowaway. Sip back and relax as the sun dips over the river with our featured drinks of the month:
Double Malfy Gin & Indian Tonic OR Double Brandy & Coke
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Whether you're winding down after a day of adventure or kicking off the evening in style, there’s no better place to be. Great company, golden hour views, and your second drink is on us.
See you at the bar!
DATE NIGHT AT STOWAWAY
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Every Thursday from 6 PM, join us for Date Night — a cozy evening made for two. Each month we feature a new signature dish and paired drink, perfect for reconnecting and unwinding in our laid-back island setting.
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This month, enjoy a pasta special for two paired with a bottle of wine — because nothing says romance like carbs and good conversation.
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Whether it's your first date or your forever one, Date Night at Stowaway is your excuse to linger a little longer.
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WINTER ESCAPE SPECIAL | 15% OFF
CODE: WINTER15​
Unwind this winter on your very own private island. From May to August 2025, enjoy 15% off all accommodation at Stanley Island when you book directly through our website using the code WINTER15.
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Think misty mornings, riverside strolls, crackling fires, and zebra sightings — the perfect off-season retreat.
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Offer valid for stays between 1 May and 31 August 2025. Only applicable to bookings made via our website. T&Cs apply.
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PAINT + SIP WITH KRISTI MARIE
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Renowned Cape Town-based artist Kristi Marié will be hosting an exclusive Paint & Sip workshop - the ultimate creative escape. During which you'll be able to try your hand at painting your own unique wine label - all whilst sipping against our iconic Keurbooms backdrop.
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Thursday, 24 April 2025
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From 6.30 PM - 9.30 PM
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Stowaway by Stanley Island
R400 per person - including complimentary bottle of wine, snacks & painting supplies
Space is limited so contact us directly to secure your spot!
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ISLAND WINE & OLIVE FESTIVAL
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Set your senses adrift at the Island Wine & Olive Festival — a relaxed celebration of local flavour, held on our very own private island.
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Sip your way through a curated selection of boutique wines, bubbles, and olive oils, meet passionate producers, and indulge in delicious tastings under the trees. Expect slow island vibes, live music, and good company — all surrounded by the beauty of the Keurbooms River.
Whether you're a connoisseur or just here for the vibes, this is a festival made for barefoot wandering and full glasses.
WEDDINGS ON STANLEY ISLAND ​
Tucked away on the Keurbooms River in Plettenberg Bay, Stanley Island offers a one-of-a-kind setting for couples looking to celebrate in nature, without compromising on style. With zebra roaming the plains, forest-framed ceremony spots, and riverside reception areas, it's the kind of place where unforgettable moments happen naturally.
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Whether you're planning an intimate elopement, a laid-back boho gathering, or a full island takeover with friends and family, Stanley Island gives you the space to dream big and the privacy to do it your way.
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Take advantage of our low season pricing and enjoy everything the island has to offer at a more accessible rate.
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YOUR WINTER ITINERARY ON STANLEY ISLAND
Embrace the quiet magic of winter with our handpicked seasonal highlights — from crisp beach walks and river cruises to wine tastings by the fire, spa escapes, and zebra-spotting strolls. Whether you’re here to unwind or explore, our Winter Itinerary is your guide to the best of Plettenberg Bay in the off-season.
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SOMETHING'S BREWING...
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We heard you — mornings on the island needed coffee.
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We’re thrilled to introduce our brand-new coffee bar, an intimate extension of both Stowaway and Stanley Island, created in response to guest feedback (because yes, you were very clear about the coffee!).
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This space blends boho charm with a touch of botanical calm, offering a slightly different aesthetic from Stowaway — light, layered, and made for slow sips. Expect your favourite classics, seasonal specials, and a cozy corner that invites you to linger just a little longer.
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Whether you’re staying on the island or just popping in for a cup, this is your new go-to for good coffee, good conversation, and a whole lot of vibe.
Opening soon — see you there.
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