Top Chester Private Sightseeing Tours

Journey deep into Chester’s dark history on this self-guided walking tour. Rather than follow a timetabled group tour, set out when you want at your preferred pace to experience the city’s creepy locations: uncovering stories and other secrets you may not hear on your own. Visit sites reputedly still guarded by long-ago Roman soldiers, hear about phantom-roamed pubs, wander murky graveyards, and linger as you wish at each stop to absorb the atmosphere. Ideal for ghost-hunters and history buffs.

Welcome to Chester, where history and charm create unforgettable memories! This city, with roots in Roman times, invites you to explore its ancient architecture and vibrant ambiance. Begin at the majestic Chester Cathedral, offering free entry to stunning Gothic architecture and centuries of heritage. Stroll through the Chester Rows, unique medieval shopping galleries blending history with modern flair. Wander along the scenic River Dee for picturesque views and magical boat rides. Visit the Roman Gardens, showcasing ancient remnants, and the UK’s largest Roman Amphitheatre, where you can imagine thrilling gladiatorial battles. Don’t miss walking the historic Chester City Walls for breathtaking views and a timeless experience. Stop at the iconic Eastgate Clock to capture the perfect photo. Chester beautifully combines history, beauty, and adventure—making it an experience you’ll cherish!

Explore Chester's rich history and stunning architecture at your own pace with this self-guided walking tour. Navigate through 10 essential landmarks, including the Chester Cathedral and the Eastgate Clock, using an easy-to-follow map and engaging audio stories. Perfect for solo adventurers or groups, the tour includes interactive quizzes that unlock fun facts about each stop. With a duration of approximately 1.5 hours, it’s a flexible way to immerse yourself in the charm of Chester anytime, rain or shine. - Self-guided tour allowing you to explore Chester without the rush - Audio stories and quizzes enhance your understanding and enjoyment - Covers 2 km of iconic sites including Chester Castle and Roman Amphitheatre - Available daily with no minimum group size; enjoy with friends or solo

Are you a food lover and someone who loves to explore? Then you’re in the right place, as this award-winning walking food tour is perfect for any foodie! Let us guide you round the historic walls of Chester City, visiting our favourite local eateries and trying many different culinary delights guaranteed to get your taste buds tingling. Our passionate and experienced local guide will lead you to 4 independents where you will enjoy a range of food and drink whilst learning more about the venues and their influences from the owners themselves. Our unique tour also passes by key sights in the city, where you'll hear interesting stories about Chester’s ancient history while sipping on an award-winning ale, or even maybe sampling some artisanal cheese. Each of our Chester tours are unique and we reveal each of the stops to you as we go. We can’t wait for you to join us for this tummy-filling and fun group tour learning and eating around Chester and its best food spots.

If you’re visiting the historic city of Chester for the first time, explore at a pace set by you and your party—rather than that of a large group—on a self-guided walking tour that only requires your smart phone. You’ll cover top Chester attractions such as Chester Cathedral, the beautiful Eastgate Clock, the Roman Gardens, the Roman Amphitheatre, while enjoying the flexibility to stop for photos and take breaks whenever you like.

Chester’s medieval streets witnessed real witch trials and barrel-dunkings centuries ago, but today they’re home to a different kind of magic. On this self-guided audio tour, you’ll follow the enchanted adventures from Evelyn Winter’s children’s book The Chester Witches, where thirteen-year-old Winona Wren and her spell-casting Granny transform the city’s dark history into whimsical storytelling wonderment. You’ll start at Chester High Cross, where four medieval streets converge, and follow an enchanted barrel’s chaotic path down Eastgate Street. You’ll pass beneath the iconic Eastgate Clock, wind through the Roman Amphitheatre, and discover how a mischievous barrel once flattened the mayor’s podium and sent enchanted flapjacks into song. You’ll continue along The Groves riverside promenade where Granny Wren’s magical market boat once bobbed, and to Billy Hobby’s Well, where maidens wished for husbands.

This private North Wales day trip is a more luxurious way to explore the local area than a crowded bus tour. After a private pickup, travel in a comfortable air-conditioned vehicle to a selection of interesting sights with a Blue Badge accredited guide to provide commentary. Highlights include Pontcysyllte Aqueduct, Snowdonia National Park, Conwy, Llandudno, and a slate splitting demonstration at the National Slate Museum.

Explore Chester with a self-guided trail that reveals the city’s rich history, hidden gems and fascinating details many visitors pass by. Over 3 hours and 3.6 miles, discover iconic landmarks including Eastgate Clock and Chester Cathedral, while exploring the famous Rows, ancient bridges and lesser-known corners of the city. At each stop, test your observation skills with questions and challenges based on what you can see, then use your answers to tackle the final challenge. Explore at your own pace and discover Chester differently.

Turning the streets of Chester Into an Adventure Playground! Get a unique perspective of the city centre on this self-guided, interactive treasure hunt. It's the best way to explore the city! On your adventure, unlock a hidden trail by finding clues, solving puzzles and completing challenges, earning points along the way. During your Quest, not only discover the city's highlights but explore hidden gems, learn some fun facts about the places you visit and see things that most people just pass by. As the activity is all self-guided through the app, you can start your Quest when you want (must be played during daylight hours), there are no set starting/ending times. No groups to follow. You can go at your own pace, stopping for longer in one location, taking a break or having a snack in one of the many cafes and pubs along the trail OR you can make it a race and try to get to the top of the city leaderboard! Instant acess with nothing to print from home. Will you conquer the Quest?

Discover the ancient Roman history of the city of Chester, once the largest Roman fortress in Britain, during this walking tour. Follow your guide who is dressed as a Roman soldier and learn about the Roman heritage of Chester as you visit landmarks such as the amphitheater, the city walls, and the Roman gardens.

• Explore Chester's rich history and culture on this Self-Guided Audio Tour • Discover the fascinating history of medicine at Sick To Death • Admire the Roman engineering skills at the Chester Roman Amphitheatre • Feel the medieval ambiance at Chester Cathedral, a 900-year-old architectural gem • See the Victorian-era grandeur of the Eastgate Clock, a symbol of Chester's heritage

Perfect for Beatles fans who want a personal way to follow in the Fab Four's footsteps, this private tour of Liverpool visits many of the city's top Beatles sights—and even includes round-trip transportation from Manchester for hassle-free logistics. With just your guide for company, learn fun facts about Beatles history that don’t make it into the average guidebook, and spot highlights from Penny Lane and Strawberry Field to the Cavern Club.

Chester is a Roman-walled wonderland, where every corner has a captivating tale to tell. On this self-guided audio tour through its cobbled streets, you’ll discover the real history behind the places in the story of The Blessington Dolls. Get ready for some wacky, wonderful stories you won’t hear anywhere else! Whether you’re a kid with a wild imagination or an adult who’s young at heart, this enchanting journey is designed for all ages to enjoy. Your amazing adventure begins at the Chester Visitor Information Centre where you can grab a souvenir, like a copy of Smelly Stories of Giants, Goblins, and Nincompoops, a fun-filled book packed with tales of Chester’s wacky past. After that, it's off to the Chester High Cross, which has been standing in front of St Peter’s Church since its restoration in 1975, close to its original 14th-century location. Who knows what secrets it might reveal?