Tailor-made Holiday · South Africa
Ultimate Luxury in South Africa: Safari, Winelands & Cape Town
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
This itinerary offers the pinnacle of luxury when it comes to visiting the sparkling jewels of South Africa. With time in both the country's most exciting cities and sprawling natural landscapes, experiencing the country's best hotels and most exclusive experiences, you'll be able to appreciate South Africa's unique cultural and natural wonders without ever compromising on a truly exceptional sense of luxury.
Throughout your expedition, you'll have the privilege of encountering some of the world's rarest and most magnificent species in their natural habitats, providing an unparalleled opportunity for wildlife enthusiasts and nature lovers. You'll also have the chance to experience the authentic flavors of local cuisine, immersing yourself in the culinary delights that South Africa is known for.
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To further elevate your stay, we have selected a range of South Africa's top luxury resorts and hotels, each offering its unique charm and style. From the timeless elegance of the Belmond Mount Nelson to the down-to-earth charm of Kruger National Park's iconic safari lodges, your accommodations will certainly match the grandeur of your surroundings.
Given the vastness of South Africa and the abundance of unmissable experiences it offers, it's important to ensure seamless travel between each destination and each adventure. That's why we provide private drivers, VIP transfers, and even coordinate with private jet companies, should you desire the utmost in convenience and style.
Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Days 1-2: Johannesburg
Arrive in Johannesburg in ultimate style via private jet, with a chauffeur-driven transfer to the Saxon Hotel, Villas & Spa. Settle into the Nelson Mandela Platinum Suite, where impeccable service awaits. Take to the skies on a private helicopter tour, soaring over the city’s iconic landmarks before indulging in a multi-course gourmet lunch at Cube Tasting Kitchen, paired with exquisite South African wines.
Day two begins with a luxurious bush breakfast, followed by a bespoke spa experience at Saxon Spa. The evening features a private art gallery viewing, culminating in a Michelin-starred chef’s table dinner at DW Eleven-13, showcasing Johannesburg’s finest cuisine.
Days 3-4: Kruger National Park
Fly to Kruger National Park, where a chauffeur-driven transfer takes you to the ultra-exclusive Singita Lebombo Lodge. Your glass-walled suite offers panoramic wilderness views, immersing you in untamed beauty. Begin your adventure with a bespoke safari, tracking the Big Five with an expert ranger. Afterward, enjoy a gourmet bush breakfast, followed by an afternoon of relaxation by the pool before dining at Singita’s renowned restaurant.
Wake to the sounds of the bush, enjoying a leisurely breakfast on your private deck. Later, indulge in luxurious spa treatments or a private photography masterclass. End your journey with a sunset game drive, followed by a private bush dinner under the stars.
Days 5-6: Stellenbosch
Board a private jet to Stellenbosch, where the Delaire Graff Estate awaits. Stay in an idyllic villa, surrounded by rolling vineyards. Begin with a private art tour, followed by a wine tasting and gourmet lunch at Delaire Graff Restaurant. In the afternoon, take a helicopter tour over Stellenbosch’s vineyards, with exclusive tastings and cellar visits.
Wake to breathtaking views and enjoy a spa experience inspired by South Africa’s landscapes. Explore the Dylan Lewis Sculpture Garden, then soar over the Cape Winelands at sunset in a hot air balloon, arriving for a fine dining experience at Rust en Vrede.
Days 7-8: Cape Town
Cape Town is the grand finale of your ultimate luxury tour of South Africa, with a stay at the iconic Belmond Mount Nelson. Begin with a private city tour, visiting Table Mountain, the Twelve Apostles, and the Cape of Good Hope, each showcasing the city’s breathtaking landscapes. Enjoy a Michelin-starred lunch at La Colombe, nestled in the Constantia Valley vineyards. In the afternoon, explore the historical depths of Robben Island, gaining exclusive access to normally restricted areas with a private guide. The evening is a culinary masterpiece, dining at The Test Kitchen, one of Cape Town’s finest restaurants.
Your final day begins with a gentle exploration of Kirstenbosch Botanical Gardens, where a private guide leads you through lush greenery, culminating in a luxurious picnic. Spend the afternoon unwinding at the spa before ending your journey in ultimate style—a private yacht cruise around Table Bay, complete with champagne and canapés, offering a perfect farewell to South Africa’s beauty and elegance.
Our Experts
There's no better way to appreciate the natural world than by taking part in a South African safari. You'll have the chance to see the Big Five whilst never compromising when it comes to luxury.
The cosmopolitan hub of Cape Town is often overlooked as a fantastic travel destination. It has a palpably vibrant character and a flourishing food scene. I'd recommend it to anyone wanting to experience something completely different.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalised experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalised itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travellers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of travelling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first enquiry to homecoming. No call centre, and nothing is charged until you decide to book.