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Tailor-made Holiday · England

Luxury England Tour: London, Windsor & the Cotswolds

Duration 10 days
From £16,775 pp
Trip type Tailor-made Holiday

Tailor-made, always

Every trip built from scratch around your dates, pace and preferences.

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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 isn't just another trip to England - it's your chance to experience the country like royalty, with all the perks and none of the protocol or ribbon-cutting.

Start in London, where you'll skip the tourist crowds and dive straight into the good stuff. Take a private tour of Kensington Palace (yes, where Diana lived), then settle in for afternoon tea in the palace gardens. The Tower of London comes next, where you'll get up close with the Crown Jewels.

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When you're ready to escape the city buzz, private transfers whisk you off to England's countryside gems. Windsor Castle gives you that proper royal grandeur, while the Cotswolds serve up those picture-perfect villages you've seen in every British film. Blenheim Palace? Pure aristocratic excess in the best possible way.

You'll stay in places that know how to treat guests right - Gilbey's Townhouse and The Randolph Hotel aren't just pretty facades; they're where comfort meets character. Think four-poster beds, exceptional service, and that distinctly British attention to detail that makes you never want to leave.

Back in London for your final nights, you'll upgrade to an Executive Double Room at The Clermont. It's the perfect bookend to a trip that shows you England's most sophisticated side.

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Day by day

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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.

Day 1: Arrival in London

Your adventure begins as a representative warmly greets you at London Heathrow Airport and escorts you to The Clermont Charing Cross, where you’ll stay in a Classic Double Room. A seamless transfer and Welcome Package ensure a smooth start to your journey.

Day 2: Exploring London

Embark on the iconic Hop-On Hop-Off Bus Tour, which provides a flexible way to explore London’s landmarks. Capture stunning views of the Tower Bridge, Big Ben, and Buckingham Palace from the open-top deck. Your day includes a visit to the Tower of London, home to the Crown Jewels, the fabled ravens, and steeped in over 1,000 years of history.

Day 3: Royalty at Kensington

Enjoy a private tour of Kensington Palace, where you’ll delve into royal history and savor a classic British afternoon tea in the palace grounds. Stroll through Kensington Gardens, viewing the Diana Memorial Fountain and Prince Albert’s grand creations.

Day 4: London to Windsor

Travel to Windsor with a private transfer and enjoy a one-night stay at Gilbey’s Townhouse, a charming boutique property steps from Windsor Castle. Explore the castle’s State Apartments, St George’s Chapel, and the picturesque town of Windsor.

Day 5: Oxford and Blenheim

Head to Oxford, the “City of Dreaming Spires,” for a guided tour of its historic colleges and charming streets. En route, visit Blenheim Palace, a UNESCO World Heritage Site and the birthplace of Sir Winston Churchill. Stay at The Randolph Hotel, where you’ll enjoy a Graduate King Room.

Day 6: Cotswolds Villages

Venture into the Cotswolds, a picturesque landscape of rolling hills and honey-colored villages. Enjoy guided private tours of towns like Stow-on-the-Wold and Lower Slaughter, and discover hidden gems such as Minster Lovell Hall.

Day 7: Chatsworth House and York

Travel to Chatsworth House, a grand estate set in the Derbyshire Dales. Wander its opulent halls and gardens before arriving in York, where you’ll stay at The Grand Hotel & Spa in an Executive Double Room.

Day 8: Castle Howard

Spend the day exploring Castle Howard, a baroque masterpiece surrounded by breathtaking grounds. Marvel at its stunning interiors and tranquil gardens, immersing yourself in centuries of British heritage.

Day 9: Return to London

Board a first-class train from York to London and return to The Clermont Charing Cross, staying in an upgraded Executive Double Room. Enjoy the city at your leisure, revisiting favorite spots or uncovering hidden treasures.

Day 10: Farewell to England

Conclude your journey with a private transfer to Heathrow Airport.

Our Experts

Jaike Rowe
England is a great destination solely for the diversity of its experiences. You can visit ancient castles, or modern art galleries. Enjoy swanky bars on a Saturday night, or wholesome country pubs on a Sunday afternoon.
Jaike Rowe Luxury Travel Expert
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Maria Gardner
England has a quaint, idyllic feel to it that you really have to experience to understand. The lush green of the countryside is a must-see for nature lovers.
Maria Gardner Luxury Travel Expert
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What our travellers say
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Anthony S.

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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.

Did you know?

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.

Our charity partner

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.

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