3 Day Castles, Dover & Canterbury Self Drive Tour

Day 1: From London to Dover – Castles & Countryside

• Collect Rental Car From London Airport
• Surrey Hills National Landscape
• Leeds Castle – Entry Tickets Included
• Check-In At Your Dover Accommodation

Total Distance: Approximately 105 miles (169 km)

Total Drive Time: Approximately 3 hours 15 minutes

Day 1: Detailed Tour Description

Your self-drive journey begins as you collect your rental car from London Airport, giving you the freedom to explore at your own pace. Leaving the city behind, you’ll head into the Surrey Hills National Landscape, an area of outstanding natural beauty known for its rolling hills, ancient woodlands, and charming villages. This scenic route offers a peaceful introduction to England’s countryside, with plenty of opportunities to stop for photos or a traditional pub lunch.

Continuing southeast, your next stop is the stunning Leeds Castle, often referred to as “the loveliest castle in the world.” Nestled on an island surrounded by a tranquil moat, this historic fortress has over 900 years of history, serving as a royal palace, military stronghold, and elegant country retreat. Explore the opulent interiors, wander through beautifully landscaped gardens, and get lost in the famous hedge maze before continuing your journey.

As the day winds down, drive toward the coast to check in at your Dover accommodation, where you can relax after your first day of exploration. If time allows, take an evening stroll along the waterfront and admire the iconic White Cliffs of Dover, a breathtaking sight that perfectly sets the tone for the adventures ahead.

Optional Extra Private Tour: Surrey Hills & Leeds Castle Tour

Private Surrey Hills & Leeds Castle Chauffeured Tour – Enjoy a guided scenic drive through the rolling hills of Surrey with a local expert before arriving at Leeds Castle for an exclusive behind-the-scenes tour of the castle and its stunning gardens.

Day 2: White Cliffs of Dover Exploration

• Depart Your Dover Accommodation
• White Cliffs of Dover – Explore At Your Leisure
• Dover Castle – Option 1
• Dover Sea Safari – Option 2
• Stay At Your Dover Accommodation

Total Distance: Approximately 20 miles (32 km) (including local driving)

Total Drive Time: Approximately 45 minutes

Day 2: Exploring Dover’s Iconic Landmarks & Coastal Wonders

Start your day by departing your Dover accommodation and heading to one of England’s most breathtaking natural sights—the White Cliffs of Dover. These world-famous chalk cliffs are a dramatic gateway to Britain, offering sweeping views across the English Channel. On a clear day, you may even spot the coast of France in the distance. Enjoy a leisurely walk along the South Foreland Lighthouse Trail, where you can stop for a cup of tea at the Victorian lighthouse perched on the edge of the cliffs. The National Trust Visitor Centre provides insight into the cliffs’ historical and ecological significance, making this an enriching and scenic start to your day.

Next, you have two fantastic options to explore Dover’s fascinating history and rugged coastline.

Option 1: Dover Castle

Step back in time at Dover Castle, a fortress with over 2,000 years of history. Often called the “Key to England,” this mighty stronghold has defended the coastline from medieval sieges to World War II operations. 

Walk through the Great Tower, where costumed actors bring the castle’s royal past to life, and descend into the Secret Wartime Tunnels, used as a command center during WWII. From the castle walls, you’ll be rewarded with panoramic views of the town and sea, offering a true appreciation of Dover’s strategic importance.

Option 2: Dover Sea Safari

For a more adventurous experience, embark on a Dover Sea Safari, a thrilling boat trip along the coastline. Speed across the waves on a RIB (rigid inflatable boat) and see the White Cliffs from an entirely different perspective. 

Depending on your chosen tour, you may visit the remote Goodwin Sands, spot seals basking on the sandbanks, or cruise past historic shipwrecks. This high-energy excursion is perfect for nature lovers and thrill-seekers alike.

After a day filled with exploration, return to your Dover accommodation for a relaxing evening. If you’re in the mood for a local dining experience, consider one of Dover’s traditional pubs or seafood restaurants, where you can enjoy freshly caught fish while reflecting on the day’s adventures.

Optional Extra Private Tour: White Cliffs & WWII History Tour

Private White Cliffs Hike & Secret Wartime Tunnels Experience – Explore the White Cliffs of Dover on a privately guided walking tour, learning about their natural and historical significance. Then, go deep into Dover’s wartime past with a VIP tour of the Secret Wartime Tunnels.

Day 3: Historic Canterbury – Medieval Streets & Riverside Charm

• Check Out Of Your Dover Accommodation
• Canterbury Town – Explore At Your Leisure
• Canterbury Cathedral -Option 1
• Canterbury Punting Tour – Option 2
• Check-In At Your Canterbury Accommodation

Total Distance (Day 3): Approximately 30 miles (48 km)

Total Drive Time: Approximately 50 minutes

Day 3: Detailed Tour Description

After checking out of your Dover accommodation, set off on a short but scenic drive inland to the historic city of Canterbury, one of England’s most famous medieval destinations. Known for its stunning architecture, rich literary connections, and vibrant café culture, Canterbury is where history and charm blend seamlessly.

Once you arrive, explore Canterbury Town at your own pace. Wander through the city’s ancient streets, lined with half-timbered buildings, boutique shops, and traditional tea rooms. The Westgate Towers, England’s largest surviving medieval gateway, offer incredible views over the city if you climb to the top. The town’s Roman Museum and The Beaney House of Art & Knowledge provide further insight into Canterbury’s fascinating past.

You’ll have two fantastic options for experiencing Canterbury’s most iconic sites:

Option 1: Canterbury Cathedral

Visit the world-famous Canterbury Cathedral, a UNESCO World Heritage Site and the seat of the Archbishop of Canterbury. This awe-inspiring Gothic cathedral is one of England’s most sacred religious sites, known for its stunning stained-glass windows, intricate stone carvings, and the shrine of Saint Thomas Becket, a site of pilgrimage since the 12th century. If time allows, join a guided tour to uncover the cathedral’s deep history, from its medieval foundations to its pivotal role in English religious life.

Option 2: Canterbury Punting Tour

For a more relaxed experience, opt for a Canterbury Punting Tour along the tranquil Great Stour River. Glide through the city’s hidden waterways aboard a traditional punt as your guide shares stories of Canterbury’s medieval past and architectural wonders. This peaceful journey offers a unique perspective of the city, passing through secret gardens, Tudor buildings, and the impressive Marlowe Theatre. It’s the perfect way to slow down and soak in the historic atmosphere.

After a full day of discovery, check into your Canterbury accommodation, where you can unwind and enjoy a relaxing evening. The city is home to an array of excellent restaurants and cozy pubs, ideal for celebrating the final night of your journey.

Optional Private Tour Experience: Canterbury Cathedral & Literary Walking Tour

Private Canterbury Cathedral & Chaucer’s Canterbury Tales Experience – Uncover the fascinating history of Canterbury with a private tour of its famous cathedral, followed by a literary-themed walking tour focusing on Geoffrey Chaucer and medieval life in Canterbury.

Drop Of Your Car Hire At London Airport

It’s time to say goodbye to Canterbury as you make the final drive back to London Airport to return your rental car.

This marks the conclusion of your self-guided journey through Southeast England, where you’ve explored everything from dramatic coastlines and medieval castles to charming towns and UNESCO heritage sites. If you have time before your flight, consider a quick detour to one of London’s outer attractions, such as the Greenwich Royal Observatory or Hampton Court Palace, for a final taste of England’s history before heading home.

For those looking to customize their next self-drive adventure, our team is always available to craft a tailored itinerary designed just for you!