Tours of Kent & Castles

Postcard of Kent showing timber framed building, Dover Casyel and interior of Canterbury Cathedralf

We’ll show you around the county known as the ‘Garden of England’. There are castles, stately homes, cathedrals, pretty villages… and picturesque seaside resorts. You can do this tour in a day from London, but please note you can see 2 to 3 venues per day you cannot see all that is stated below. So please let us know when booking what you want to see out of some of the places on this page. If you do want to see them all you would need to a book a 2 to 4 day overnight tour, please let us know if this also interests you

Chartwell

Chartwell was bought as a family home by Sir Winston Churchill in the 1920s, and you can still see his daily newspapers and cigars lying around. The house looks out over the stunning gardens and the Weald of Kent with its wooded countryside, hop fields and orchards. The museum displays exhibits from the great statesman’s life including photographs, uniforms and medals.

Canterbury Cathedral

Canterbury

Canterbury Cathedral was the first abbey built in Britain and is one of the most spectacular. For centuries, pilgrims traveled here from all over the world (inspiring Chaucer to write his celebrated Canterbury Tales). The quaint streets in the city are perfect for a spot of shopping, or visit the museum.

Whitstable

You will notice the atmosphere buzzing with activity at the North Kent resort of Whitstable, with its working harbour, picturesque lanes, fish market and yacht club. The world-famous ‘Whitstable oyster’ has been collected here since Roman times along with other kinds of fish, the delights of which can be sampled in one of the many restaurants in the town.

Dover Castle

Dover Castle

Dating back to 1180, Dover Castle stands proudly on a hill above the famous white cliffs of Dover. There’s a wonderful Saxon church in the grounds, and the remains of a Roman lighthouse. Plus take time to see the Princess of Wales Royal Regiment Museum, a treasure trove of military paraphernalia.

Hever Castle

The small village of Hever is home to the magnificent Hever Castle, that dates back to the 13th century. Anne Boleyn lived here in the 15th century until she literally lost her head to Henry VIII. American millionaire William Waldorf Astor restored the castle in the 1900s, landscaping the beautiful gardens that you can still enjoy today. You can also stay here for a night of luxury, if you want to live like a Laird.

Rochester Castle

Rochester Castle

Rochester Castle was built by William the Conqueror after the invasion by the Normans in 1066. The fortifications tower over one hundred feet, and the castle still dominates the town today (which is also worth a visit with its Cathedral and cobbled streets).

Leeds Castle

The picturesque village of Leeds is the idyllic setting for one of the country’s most stunning castles. Leeds Castle was built shortly after the Norman Conquest on two islands in the River Len. It’s surrounded by 500 acres of beautiful gardens and parkland. As well as rare paintings and tapestries, there’s a ‘dog collar museum’ (the only one in Britain!) and an aviary for rare birds.

"A day away from Chartwell is a day wasted"
Winston S. Churchill, wartime prime minister of Britain, on his Kent home
Our customers say...
"The level of comfort is wonderful: his vehicles are great to take day trips in, and David is a superb driver"
Anton - Texas, USA
"David is an interesting, knowledgeable and amusing companion who provided us with a stress-free, enjoyable day from start to finish. We recommend him highly"
Tom & Susan - Chicago, USA
"The tour with David was wonderful - he is extremely knowledgeable on England history and he took us to many places outside the city"
Jane - on behalf of Chauffeur Tour Scotland
Whitstable harbour

Whitstable Harbour

Hever Castle

Hever Castle

Leeds Castle

Leeds Castle

Kentish oast house

Kentish oast house