Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Sussex’s secret spots on this private 6-hour driving tour with flexible stops including castles, chalk cliffs, villages, and scenic views, led by local expert Matt.

This Seven Sisters and Sussex Villages Private Driving Tour offers a personalized way to experience East Sussex’s most captivating sights. For $509.22 per group of up to four, the tour lasts approximately 6 hours and departs from Lewes Railway Station at 10:00 am. Led by Matt, a knowledgeable local guide, the trip features seven carefully selected stops, including historic castles, iconic chalk cliffs, and picturesque villages.
One of the tour’s strengths is the ability to customize the experience. Whether you’re interested in history, local pubs, scenic walks, or scenic drives, Matt is ready to adapt the itinerary to your preferences. The tour is conducted in an air-conditioned vehicle, ensuring comfort throughout the day. With five reviews rating it a perfect 5 out of 5, this private tour is praised for its expert guide and stunning scenery. However, it requires booking about a month in advance and does not include lunch, so planning ahead is recommended.

Prefer personalized experiences? Here are other private options we've covered in Brighton

This tour begins promptly at Lewes Railway Station, making it easy for visitors staying nearby to join. After the briefing, the guide begins the journey exploring Sussex’s scenic beauty and historic sites. The 6-hour duration ensures a relaxed pace, with ample time at each stop to enjoy the sights, take photos, and learn about local history. The tour ends back at Lewes or a prearranged location convenient for your onward plans.
The first stop is Lewes Castle, a Norman fortress built shortly after the Norman conquest in 1066. Visitors climb The Keep’s steps to enjoy panoramic views across Sussex. The castle’s 950-year-old walls offer insights into medieval life, and its strategic location highlights its importance in regional history.
Adjacent to the castle, Barbican House Museum showcases local history collections, providing context about Lewes’ past. While admission tickets are not included, the site offers a compelling introduction to the area’s medieval heritage. Expect around 30 minutes at this stop, making it a fitting start for the day.
Next, the tour visits Anne of Cleves House, which features 16th-century timber-framed architecture. This house was part of Henry VIII’s divorce settlement with Anne of Cleves, although she never lived there. Today, it contains a variety of historical collections that tell stories from the Tudor period.
Visitors have about 30 minutes to explore the house and its displays. The house offers a glimpse into royal history and domestic life in the 1500s, making it a highlight for those interested in England’s Tudor past.
The Long Man of Wilmington is a major highlight of this tour. It’s Europe’s largest chalk figure, cut into the South Downs, and measures hundreds of meters long. Its origins remain debated—some believe it is prehistoric, while others think it was created by monks between the 11th and 15th centuries.
Admission to this site is included, and visitors typically spend about an hour here. The monument’s intriguing history and impressive scale make it a must-see for anyone interested in archaeology or ancient symbols.

Following the chalk figure, the tour stops at Cuckmere Haven, known for its flower-rich chalk grassland and views of the iconic Seven Sisters cliffs. The meandering Cuckmere River adds to the landscape’s beauty, creating a haven for wildlife and wildflowers.
This location provides about an hour for visitors to enjoy the scenery, take photos, or walk along the riverbank. The area is renowned for its geographical significance, making it an ideal spot to appreciate England’s natural landscape.
The next stop is Seven Sisters Country Park, famous for its dramatic white chalk cliffs. Visitors can walk to the Coastguards cottages or simply take in the panoramic sea views from the cliff edges.
The visitor center offers local information, souvenirs, and refreshments, making it a convenient and scenic break point. Expect about an hour here, perfect for soaking in the coastal scenery and perhaps enjoying a quick snack or drink.
Alfriston is a quaint medieval village where the tour pauses for about an hour. It features Clergy House, dating from the 14th century, and a historic village cross from the 15th century. The village’s timeless charm makes it a favorite for those interested in England’s rural past.
Visitors can enjoy a meal or a pint at one of the classic English pubs and take a leisurely stroll through cobbled streets. The village’s beauty and history provide a relaxing contrast to nature-focused stops.
The tour continues to East Dean, a quiet village close to Beachy Head. Known for its green village square, it features the Tiger Inn, a former smugglers’ pub, and the nearby site associated with Sherlock Holmes.
Spend about 30 minutes exploring this charming spot, which offers a peaceful atmosphere and fantastic views. Its proximity to the chalk cliffs makes it a scenic finale before heading back towards Lewes.
The tour wraps up with a 30-minute drive back to Lewes or an agreed-upon drop-off location. This flexible ending ensures convenience for participants, whether they plan to stay in Lewes or continue to other destinations in Sussex.
The private nature of this tour means it can be adapted based on your interests. During the initial briefing, the guide offers suggestions and listens to your preferences, allowing for a focus on history, pubs, scenic walks, or driving along secluded country lanes.
The air-conditioned vehicle ensures comfort, and pickup at Lewes Railway Station simplifies logistics. Since most travelers can participate, the tour accommodates a range of physical capabilities, with options to include walks or scenic drives depending on your preferences.
At $509.22 for up to four people, this tour offers a personalized experience without the crowds. It’s often booked about 33 days in advance, highlighting its popularity. The full refund policy applies if canceled at least 24 hours before the scheduled start, providing peace of mind when planning.
Since lunch is not included, visitors should plan to bring snacks or dine independently during the day. The tour’s flexible structure and customization options make it suitable for different interests and physical needs.
This Seven Sisters and Sussex Villages Private Driving Tour appeals most to those seeking a personalized, relaxed exploration of Sussex’s most iconic and secretive spots. It’s ideal for history enthusiasts, scenery lovers, or small groups wanting a tailored experience.
The guide’s local expertise and the chance to customize stops make this a standout option for visitors looking for a comfortable and informative day in East Sussex. While it doesn’t include lunch or entrance fees, the flexibility and scenic stops more than compensate, offering a well-rounded snapshot of Sussex’s charm.
“Matt was an absolute gem. He went out of his way to pick us up from our hotel in Brighton and we spent a wonderful day with him. He was completely …”
Is this tour suitable for children or those with limited mobility?
Yes, the tour is designed to be accessible for most travelers, with options to include walking or driving as preferred.
Can the tour be tailored to focus on specific interests?
Absolutely, the guide offers suggestions and is happy to adapt the itinerary to suit your interests, whether history, scenery, or local food.
What is included in the price?
The private tour, air-conditioned vehicle, and admission to the Long Man of Wilmington and Cuckmere Haven are included.
Are meals included?
No, lunch is not included, but there are plenty of pubs and cafes at stops like Alfriston and East Dean.
How far in advance should I book?
Booking typically occurs around 33 days in advance due to the tour’s popularity.
What is the cancellation policy?
You can cancel free of charge up to 24 hours before the start time for a full refund.
Where does the tour end?
The tour concludes back at Lewes Railway Station or a prearranged drop-off point.
Is pickup offered?
Yes, pickup at Lewes Railway Station is included in the tour.
What time does the tour start?
The tour begins at 10:00 am sharp.
Can I bring service animals?
Yes, service animals are allowed on the tour.