Private tour in Rye Jamie O

Chartwell House and Hever Castle Full Day Tour

-
Hours icon 10 hours
Private transportation
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 10 hours
Private transportation
Private tour for 1-6 people
Your party size

1

View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later

Jamie O.

5.0

Guide rating

7

Reviews

Tours delivered

6 hrs

Avg. response time

Hi, I'm Jamie — a born-and-bred Londoner, raised in Bermondsey and proud to call myself a true Cockney. As a kid I worked the market stalls selling fruit and veg — a proper Cockney Barrow Boy. I spent much of my childhood in Kent, the beautiful Garden of England, and fell so deeply in love with the place that I moved there about eight years ago and haven't looked back. After school I trained as an Audio-Visual Technician, which sparked a lifelong passion for photography, videography, and audio production. That curiosity eventually led me to host my own podcast for over 13 years and launch my own YouTube channel. My love of history was ignited on a school trip to Hampton Court Palace and has never gone out. I passed the legendary Knowledge of London in 1991 and have been a licensed Black Cab driver ever since. In 1999 I qualified as an accredited London Taxi Tour Guide, and I've spent every year since deepening my knowledge of London, Kent, and the wider south of England. I genuinely believe every day is a school day. The tours I offer are unlike anything else. Fun, relaxed, and packed with stories, anecdotes, and photo opportunities — they're built around you. Whether your heart is set on London's iconic landmarks, the sweeping White Cliffs of Dover, Canterbury's ancient streets, the mystery of Stonehenge, the elegance of Bath, the dreaming spires of Oxford, or the honey-stone villages of the Cotswolds, I'll make it memorable. I'm flexible, knowledgeable, and genuinely love what I do. Shore excursions, airport layovers, private transfers — whatever your situation, I'll plan everything so you can simply sit back and enjoy. Beyond tours, I'm also available for a full range of transfers. Whether you need a reliable Airport Transfer to or from any London airport, a Cruise Transfer to or from the major UK ports, or a Theatre Transfer to arrive at the West End in style and be collected afterwards, I'll get you there comfortably and on time — every time. No rushing, no stress, just a smooth, enjoyable journey in a premium London Taxi. Our carriage is a brand-new electric London Taxi, complete with a panoramic glass roof, seating for up to six passengers, full air conditioning, free Wi-Fi, USB charging ports, and complimentary water and snacks. I'm an active member of the Worshipful Company of Hackney Carriage Drivers, a Freeman of the City of London, and a member of English Heritage, the National Trust, Historic Royal Palaces, and the London Historians. Since 2000 I've proudly participated in the Children's Magical Taxi Tour to Disneyland Paris — a convoy of around 100 taxi drivers, police, paramedics, and support staff giving children with serious and life-threatening illnesses the trip of a lifetime. I also have a personality — which, I'm told, helps.

Have a question or want to customize this tour? Message Jamie O.

Overview of your Rye tour

Take a wonderful full-day tour through the Kent Countryside often referred to as "the Garden of England and visit Winston Churchill's family home, explore the grounds and the house of England's most famous Prime Minister. Explore the grounds, the walled garden and Winston's art studio where he painted over 500 canvases, see the wonderful lakes and Rose Avenue and learn how Winston completed most of the work himself. Take a journey back in time and visit Hever Castle which is said to date back from the early 14th century, Explore the castle once the childhood home of Anne Boleyn, second wife of Henry the Eighth and mother of Elizabeth 1st. The Castle and house are set on 125 acres of glorious grounds. The castle is also home to fine furniture, tapestries, antiques and an impressive collection of Tudor portraits

Your Rye tour itinerary

From your pickup, we will travel through the Kent Countryside, taking in some of Kent's hidden gems to Chartwell House near the village of Westerham. We will spend approx 3 hours at Chartwell checking out the house, Winston's studio and the beautiful gardens. We will then stop for lunch at either the excellent restaurant at Chartwell or at a traditional Kent Country Pub en route to Hever Castle. We will then arrive at Hever Castle allowing roughly 3 hours to explore the extensive grounds, and the various exhibits within the castle before heading back to your destination

Want to customize this tour?

Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.

Transport details
Type: Private Transportation / Category: Other

Our mode of transport will be my stunning new Electric - Hybrid London Taxi that can seat 6 passengers is wheelchair accessible and fully air conditioned. free WiFi and USB ports to charge your Phones and devices.

What's included
Private Guide
What's not included
Tickets
Food Drinks Snacks
Meeting location

England, England, United Kingdom

Pickup from anywhere in Kent, Hotel, Seaport or Airport

Other details
Tour categories
City Highlights
History
Nature Wildlife And Safaris
Day Trip
Art And Culture
Tour reference number
1408227
Languages
English
Activity level
Moderate
Accessibility
Kid Friendly

FAQs

Who is this private tour in England best suited for?

This private tour is perfect for history enthusiasts and those interested in British heritage. It's also kid-friendly, making it a great option for families. You'll explore significant historical sites like Chartwell House and Hever Castle, offering a deep dive into the lives of Winston Churchill and Anne Boleyn.

What should I bring or wear?

Can this private tour in England be customized to focus on what I want to see and skip places I've already visited?

How long is the tour, and can the start time or duration be adjusted?

Where does the tour start and end?

Is transportation included?

How much walking is involved, and is it suitable for kids, seniors, or travellers with mobility concerns?

What happens if a site is closed, crowded, or the weather changes?

What languages is this tour offered in?

AI-generated. Please confirm details with your guide

-
Hours icon 10 hours
Private transportation
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
-
Hours icon 10 hours
Private transportation
Private tour for 1-6 people
Your party size

1

Tour date
View our cancellation policiesUpgrade for total flexibility with Any Reason Cancellation
Book with a depositSecure your tour today and pay your balance later
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