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Regal Reminiscence: 3 Day Tour Through Kent with Leeds Castle, Dover, Canterbury, Sissinghurst Castle and more + Accommodation

  • When does it run?
  • Start time


  • Duration

    3 days

  • Transport in a 16 seat Mercedes mini-coach (Your ride’s on us!)
  • English speaking guide (Language barrier? What’s that?)
  • Accommodation  (We got it all covered!)
COVID-19 Safety guidelines

Key Highlights

  • Explore the “loveliest castle in the world, Leeds Castle and its incredible history
  • Sample the legendary and absolutely delicious fresh Whitstable Oysters
  • Stay at the Cathedral town of Canterbury, a integral pilgrimage spot for Christians
  • Tour the town immortalised by Chaucer with visits to the Canterbury Cathedral, St. Augustine’s Abbey and more
  • Visit the “Key to England”, Dover Castle and its intriguing labyrinth of tunnels
  • Make a stop at the spot where Louis Bleriot landed the first cross-Channel flight in 1909
  • Feast your eyes on the magnificent white Dover Cliffs and exquisite views of the English Channel
  • Tour the infamous town of Sandwich, known for lending its name to one of our beloved dishes
  • Experience the enigma of the winding lanes and narrow passages of Rye
  • Savour a pleasant walk around the Sissinghurst Castle Gardens, the finest in England
  • Treat your palate to some delicious wines at the White Chapel Vineyard
  • Enjoy a visit to the Chartwell House which was the home of Winston Churchill for over forty years


A tour taking your through some of the prettiest places in England, this 3 day journey is as memorable as it gets. Regaling you with charming flavours of Kent, an array of castles, the gorgeous English Channel Coast, wine tasting and more, the tour also comes with convenient accommodation (included in the tour price) at Canterbury which will be our base of stay once we depart from London. The fascinating sojourn takes you to the Kent Castle, Whitstable, Canterbury, Dover Castle, Dover Cliffs, Sandwich, Rye, Sissinghurst Castle, Chapel Down Vineyard and Chartwell House.


About The Supplier: Rabbie’s is your dream travel partner, providing you with incredible experiences all while travelling ethically. They are known to support local communities and donate to environmental programmes, besides having some of the best storytellers in the world. Small groups, comfortable rides, unforgettable travel experiences - it really just couldn’t get better!

Activity Schedule

  • When does it run?


  • Duration

    3 days

  • Start time


  • Meeting Point

    Make your way to Stance 3, Greenline Coach Terminal, Bulleid Way, Victoria, London

  • Ending Point

    Same as the starting point.


  • Day 1: Tour of Leeds Castle and Sampling Whitstable Oysters

    Our day starts at a hotspot of historical events and the “loveliest castle in the world”, the Leeds Castle. Travelling close to the Roman Watling Street route that connected London and Rome back in the days, we will arrive at the spectacular Leeds Castle sitting partially on an island on the shimmering waters of the River Len. One of the most elegant castles in the world, it has been a former Norman stronghold as well as a royal palace and residence.

    The pretty fishing port at Whitstable is up next, known for delicious locally-sourced oysters. Whitstable oysters had been a royal favourite back with the Romans who used to get them imported, but their popularity holds strong till today around the world. We will treat you to a sample of these amazing delicacies before heading off to explore the Cathedral town of Canterbury.

    A historic city as well as a UNESCO World Heritage site, Canterbury has been a pilgrimage spot for Christians for hundreds of years. Besides being immortalised by the ‘Father of English Literature’, Geoffrey Chaucer, in the masterpiece The Canterbury Tales, the city is a visual feast of Gothic and Roman architectures - from the Canterbury Cathedral to St. Augustine’s Abbey and more.

  • Tour of Dover Castle, Dover Cliffs and Sandwich

    The second day begins with us heading to Dover and visiting the incredible Dover Castle first. The largest castle in England, it was built around the 11th century and has been called the “Key to England” thanks to its integral role in keeping up the country’s defenses. Dover Castle’s brilliant labyrinth of tunnels carved into the chalky cliffs has been a haven for people through war and peace, and invokes a sense of tragic nostalgia that is hard to resist.

    Continuing our tour, we make a short stop to soak up some gorgeous views of the English Channel before visiting the spot where Louis Bleriot landed the first cross-Channel flight in 1909. A stroll along the spectacular white Dover Cliffs is sure to leave you breathless with its natural beauty - white chalky limestone cliffs jutting out of the turquoise waters of the English Channel.

    Sandwich awaits us next with a fantastic lunch. A major port in its heydays, the city is of course well known to lend the name to one of our favourite dishes - sandwiches. We will savour a quick tour around the city and its medieval buildings before heading back to Canterbury where we will indulge in another round of sightseeing.

  • Day 3: Tour of Rye, Sissinghurst Castle and Gardens, Chapel Down Vineyard and Chartwell House

    The final day of our tour takes us to the enchanting town of Rye, fraught with a tangle of winding lanes and narrow passages. A favourite with the rogues back in the days, from raconteurs to smugglers, thanks to making it easy to lose oneself in the labyrinthine roads, we will revel in a similar experience to soak up the same thrill.

    The 16th century hunting tower of Sissinghurst Castle is next, known for its remarkable garden designed by the poet Vita Sackville-West and considered the finest in the country. The Castle was used as a prison during the tumultuous Seven Years’ War and naturally harbours a crazy number of tales. The reminiscence enveloping the castle is palpable and almost feels like the walls speak to you, narrating its share of haunting tales. While we take a stroll around the marvellous gardens, you can enjoy stellar views extending from the Weald of Kent to the North Downs.

    Post our visit to Sissinghurst, we begin our return journey to London, stopping along the way at the Chapel Down Vineyard. Ramble along the lovely expanse of vineyards and pamper your palate with some delectable wines. Our final stop on the tour is the Chartwell House - a beautiful country house dating back to the 14th century - which had been the home of Winston Churchill for over forty years and is now under the National Trust as a Grade I listed building.

Inclusions & Exclusions

  • Transport in a 16 seat Mercedes mini-coach (Your ride’s on us!)
  • English speaking guide (Language barrier? What’s that?)
  • Accommodation  (We got it all covered!)
  • Entry fees to visitor attractions (For once, we’ll go by the surface!)

Please note

Voucher Information: Sorry, but you will need to print a paper version of your booking voucher (we promise we are working on changing this). Unfortunately, at this time, we will not be able to give anyone a refund without a printed copy of his/her voucher/

The confirmation voucher includes the local activity operator’s contact details. They’re a nice bunch, and will happily answer any logistical questions you may have. Please give them a call at least 48 hours before your organised  activity to reconfirm.

Please make sure you reach the meeting point at least 10 mins before the departure time to avoid getting caught up in any last minute rush.

Please make sure that all children are accompanied by their respective guardians.

We’re afraid little ones under the age of 5 will have to sit this one out.

Please remember that child rates are based on the arrangement that one child shares a room with a parent or two children share a twin room.

The tour can accommodate up to six passengers. But in case your group is comprises 7 people, you can contact the local operator to make arrangements.

Don’t forget to pack in waterproof clothing and comfortable walking shoes.

A maximum of two single rooms are allowed per booking on this tour. Besides, hotel availability, as you all know is a tricky thing so when it is short, B&B rooms will be booked instead of hotels with the respective price reductions. In case you have any specification about your accommodation, you can always list it out in our Special Requests section.

The Sissinghurst Gardens are open only between April and October, although the castle is open the year round.

Chartwell House, too, is open only between April and October. For rest of the months, the tour includes visits to the  beautiful Hever Castle which the ancestral home of Queen Anne Boleyn.

Additional info

Please remember that each person can only carry up to 14kg (31lbs) of luggage, comprising an airline carry-on bag (approximately 55cm x 45cm x 25cm / 22in x 17in x 10in) and a small hand bag to keep items you might use on the way.

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