This leisurely tour is ideal for families or those wanting to enjoy the wonderful beaches and fascinating history of this unspoilt area, on a largely traffic free and flat route. There is glorious cycling right beside the sea, castles and medieval towns to explore and a rich maritime history of old ports, shipwrecks and smuggling to discover.

You will ride through the many orchards that define this area as 'The Garden of England'. And then there's 'ye olde' Canterbury, full of pilgrim history, packed with museums, famous tales and vibrant with its maze of intriguing side streets.

Holiday details



from £1,440 per person
£190 per person supplement for Dover start. Please note prices are based on a Tuesday start

Based on two people sharing a room

What’s included?

There are no extras, however you’ll love what’s included as standard


6 nights

Start & Finish

Starts daily from Canterbury and is circular



A village inn, a small hotel, and a boutique B&B

Holiday type


This tour is priced without a guide and you are free to explore on your own.  If you would like a guide for part or all of your trip, we are happy to provide a knowledgeable, local guide

Activity level

Gentle cycling (1) More info...

Electric bikes



5 days of cycling 13 -17 miles (21 - 27 km) per day




Very largely


  • Additional nights in Canterbury or Broadstairs
  • Enjoy our local guide cycling with you and sharing their knowledge on your first day
  • Stay just outside Canterbury if you prefer

Itinerary day-by-day


  1. 1. Day one

    Arrive Canterbury

    Arrive in Canterbury and check into your hotel in the heart of the city. There's so much to explore in this astounding heritage city with its magnificent cathedral, and many museums. Collect your bikes from our base nearby and discover Canterbury by following our largely traffic free tour for an insider’s guide to the city. Your Host will meet you tonight or tomorrow morning to run through your itinerary and to familiarize you with the route.

  2. 2. Day two

    Canterbury to Whitstable

    Leave Canterbury by pedalling along the old Crab and Winkle railway line to Whitstable and savour its famous oysters. There's a bustling harbour here and some cute shops to explore too. If you fancy more pedalling, then head towards Faversham along the coast, turning around at any point that suits you. Enjoy an award winning restaurant stop perhaps for lunch en route and Faversham's historic brewery and barge lined creek. The town also boasts the best medieval street in England.

    8 miles (13 km) or up to 24 miles (38 km)

  3. 3. Day three

    Whitstable to Broadstairs

    This is idyllic safe cycling along the seashore and the dramatic chalk cliffs. There are sandy beaches, a Roman Fort and a long sea wall for you to ride along. As you arrive in Broadstairs with its seven lovely bays you discover an unspoilt town with a traditional sweet shop and fisherman's cottages. We love our hotel choice here which faces the sea.

    20 miles (32 km)

  4. 4. Day four

    Broadstairs to Sandwich

    Take the morning fully to enjoy Broadstairs. Then cycle along the cliffs and take in Ramsgate with its enticing mix of maritime history and Royal harbour. Something quite different awaits you at Sandwich - a Cinque port and medieval town full of old timbered buildings. Your stop for the next two nights is in the heart of the town on the river..

    10 miles (16 km)

  5. 5. Day five

    Sandwich to Deal and Back

    This circular route heads inland through tiny hamlets and you ride the old cycle path taken by the miners on their way to the former coal pits. Discover the fascinating history of Deal with its pier and charm and cycle adjacent to the shore, to take in the Cinque castles. Head back to Sandwich on a route through the dunes.

    13 miles (21 km) or more

  6. 6. Day six

    Sandwich to Canterbury

    Pedal through orchards and pretty villages today and you will discover wonderful pubs and Roman antiquities. Your journey end leads you traffic free into the heart of Canterbury where your hotel awaits you.

    17 miles (27 km)

  7. 7. Day seven

    Depart Canterbury

    Enjoy Canterbury and depart at your leisure.