SELF GUIDED WALKING HOLIDAYS IN KENT
Choosing Boots On Adventures for your self guided walking holiday in Kent, (with easy transport links to London), ensures an exceptional and worry-free experience.
Our in-depth local knowledge and meticulous planning provide access to carefully curated routes showcasing the best scenery, historical sites, and hidden treasures.
With comprehensive online maps and detailed itineraries, you can explore at your own pace without navigation stress. We guarantee excellent support, including pre-arranged accommodations and luggage transfers, so you can focus on enjoying your journey.
Our commitment to personalized service tailors your trip to your preferences and needs, making for a truly memorable adventure.
Whether you wish to explore the North Downs Way, beautiful stretches of coastline, Kent's rich history, or thick woodland, Boots On Adventures ensures your self-guided holiday is seamless, enriching, and perfectly suited to your desires, whether you're a seasoned hiker or a casual walker.
Birchington - Dover - 5 days
Experience the vibrant tapestry of Kent's landscapes and heritage as you embark on a journey from Birchington to Dover, passing through picturesque towns, quaint villages, and historic cities such as Canterbury and Dover. Traverse expansive seaside panoramas, delve into ancient woodlands, and meander through scenic countryside vistas.
Unlock the essence of Kent in our self guided walking holidays in Kent as you immerse yourself in its diverse scenery and rich history on this unforgettable journey.
Canterbury to Faversham and Whitstable: A Scenic Loop Adventure - 3 days
Embark on a delightful journey through Kent's breathtaking landscapes and charming towns with the "Canterbury to Faversham and Whitstable: A Scenic Loop Adventure." Discover the region's rich heritage, vibrant culture, and coastal beauty, starting in the iconic city of Canterbury, home to its magnificent cathedral and medieval architecture.
Your first stop is Faversham, a bustling market town filled with artisanal shops and local eateries. Be sure to sample local distilleries. Next, head to the coastal town of Whitstable, known for its vibrant beach, colorful huts, and thriving seafood scene. Enjoy fresh local catches while taking in stunning coastal views.
This scenic loop offers an unforgettable experience of Kent's landscape, culture, and culinary delights, perfect for families, couples, and solo travelers. Pack your bags for an exquisite escape in Canterbury, Faversham, and Whitstable!
The Neolithic Trail - 2 days
Embark on a captivating self guided walking holiday around the Neolithic Medway on the North Downs Way national Landscape, an area rich in prehistoric significance and natural beauty. This region, situated in Kent, England, offers a unique journey through ancient landscapes dotted with remarkable archaeological sites. Begin your adventure with a visit to the Medway Megaliths, a fascinating collection of Neolithic tombs including Kits Coty House and Little Kits Coty House, each steeped in mystery and history.
Enjoy the flexibility to explore at your own pace, stopping to appreciate the lush surroundings, charming villages, and local flora and fauna. Along the way, interpretative signs and guide materials provided by Boots On Adventures offer insights into the significance and history of each site, enhancing your understanding and appreciation of this ancient landscape.
Discover the North Downs Way: Farnham to Cuxton - 6 days
Discover the rich history and natural beauty of the North Downs Way on this self-guided walking holiday from Farnham to Cuxton.
Meander through picturesque landscapes, including the Surrey Hills Area of Outstanding Natural Beauty, ancient woodlands, and rolling chalk downs. Along the way, visit historic sites like the medieval ruins of Waverley Abbey, the charming village of Guildford, and the iconic chalk cliffs of Box Hill.
Perfect for independent adventurers, this journey combines scenic views, quaint villages, and fascinating landmarks, all with the freedom to walk at your own pace. Detailed route guides and insider tips ensure a memorable countryside escape.
Journey the North Downs Way: Cuxton to Dover via Canterbury - 6 days
Set off on an unforgettable self-guided walking holiday from Cuxton to Dover, passing through the historic city of Canterbury along the iconic North Downs Way.
Enjoy sweeping views of the Kent Downs, stroll through ancient woodlands, and explore charming villages along the way. Highlights include the majestic Rochester Castle, the rolling vineyards near Hollingbourne, and the UNESCO World Heritage site of Canterbury Cathedral. As you approach Dover, take in the breathtaking sight of the famous White Cliffs.
Perfect for independent travellers, this scenic route offers a blend of history, natural beauty, and captivating landmarks, with comprehensive route guides to enhance your experience.
Experience the North Downs Way: Canterbury Loop - 5 days
Explore the stunning landscapes of Southern England on our 5-day self-guided walking holiday along the North Downs Way Canterbury Loop.
Starting in the historic city of Canterbury, you’ll journey through the Kent Downs Area of Outstanding Natural Beauty, visiting Shepherdswell, the iconic white cliffs of Dover, and the coastal charm of Folkestone. The route continues to the tranquil village of Wye before returning to Canterbury.
This adventure is ideal for solo travellers, couples, and groups looking for a scenic escape. Book your self-guided holiday today and embark on an unforgettable journey through the heart of Kent!
Walk the North Downs Way - 2 - 15 day options available
Embark on a self guided walking holiday with Boots On Adventures along the picturesque North Downs Way, where every step immerses you in the natural beauty and historical charm of Southern England.
This trail, stretches 153 miles from Farnham in Surrey to Dover in Kent and offers a perfect blend of scenic countryside, ancient woodlands, and charming villages.
With meticulously planned routes and online maps provided by Boots On Adventures, you can confidently explore at your own pace, discovering hidden gems and panoramic views along the way.
Whether you're trekking through the rolling hills of the Surrey Downs or marvelling at the White Cliffs of Dover, a self-guided holiday on the North Downs Way promises a memorable and enriching experience, combining the freedom of solo exploration with the assurance of expert guidance.
Saxon Shore Way Adventure - Gravesend to Upstreet - 7 days
Explore the stunning coastal landscapes of Southern England on our 7-day self-guided walking holiday along the Saxon Shore Way!
Starting in the historic town of Gravesend, you’ll embark on an unforgettable journey that showcases the breathtaking beauty of the Kent coastline. Discover the rich history of Rochester, stroll through the charming streets of Sittingbourne, and explore the picturesque market town of Faversham. As you continue along the coast, take in the delightful seaside atmosphere of Herne Bay before concluding your adventure at the serene Grove Ferry.
This holiday is perfect for solo travellers, couples, and groups seeking a scenic escape along the coast. Book your self-guided holiday today and immerse yourself in the natural beauty and rich history of the Saxon Shore Way!
Saxon Shore Way Adventure - Upstreet to Hastings - 7 days
Set off on an exhilarating 7-day adventure along the Saxon Shore Way, journeying from Upstreet to the historic town of Hastings.
This captivating trail meanders through the stunning Kent countryside, showcasing picturesque landscapes, charming villages, and rich history at every turn. As you walk, you’ll uncover the secrets of the Saxon era while enjoying breathtaking views of the coastline and lush wetlands.
Perfect for adventurers of all levels, this unforgettable experience invites you to immerse yourself in the beauty and heritage of this remarkable region. Lace up your boots and prepare for a week of exploration and discovery along the Saxon Shore Way!
Walk Saxon Shore Way - 2 - 14 day options available
Embark on an unforgettable self-guided walking holiday along the breathtaking Saxon Shore Way with Boots On Adventures!
Spanning approximately 163 miles from Gravesend to Hastings, this stunning trail takes you through the heart of Kent's coastal charm, revealing picturesque landscapes, rich history, and hidden treasures at every turn.
With our meticulously planned routes and comprehensive online maps, you’ll confidently navigate through quaint seaside villages, lush marshes, and iconic landmarks. Experience the beauty of the English coastline as you wander along sandy beaches and dramatic cliffs, all while discovering the fascinating stories of the Saxons who shaped this remarkable region.
Whether you're seeking a week of adventure or a leisurely exploration, we can tailor the trip to suit your needs, ensuring a unique experience that matches your walking style. So, lace up your boots and get ready for a remarkable journey along the Saxon Shore Way, where every step is an adventure waiting to unfold!
Bespoke Self Guided Walking Breaks
Contact us today, and let our seasoned guides tailor your ideal self guided walking holidays. Whether you seek cosy accommodations or a night under the stars in one of our comfortable tents, we've got you covered. Leave the details to us and focus on creating unforgettable memories.
Nestled in Kent, just a short train ride from London, we're perfectly positioned to customize your ideal self-guided walking break to suit any preference or budget. Let us tailor an unforgettable experience just for you.
what is included
ACCOMMODATION
LUGGAGE TRANSFER
LUGGAGE TRANSFER
Our self-guided holiday stays range from charming countryside inns and family-run guesthouses to modern hotels with all the amenities you need to feel at home. Many accommodations feature en-suite rooms, free WI-FI, and locally sourced breakfasts to set you up for the day ahead.
LUGGAGE TRANSFER
LUGGAGE TRANSFER
LUGGAGE TRANSFER
Our seamless luggage transfer service ensures that your belongings are safely transported between accommodations each day, allowing you to travel light and focus on the journey ahead.
INFORMATION PACK
LUGGAGE TRANSFER
INFORMATION PACK
You will receive everything you need to confidently navigate your journey. This includes a comprehensive guidebook, a detailed, marked-up route map, and a GPS link from OS Maps, allowing you to track your progress with precision.
FULL SUPPORT
LUGGAGE TRANSFER
INFORMATION PACK
We offer full support throughout your self-guided holiday to ensure peace of mind. With our full backing, you can focus on enjoying the adventure, knowing that reliable support is always within reach.