Historic England & the Highlights of Scotland – 10 Days

See ancient England and rugged Scotland over 10 action-packed days. Travel back through the ages by visiting Roman baths and Neolithic ruins in southern England and the Cotswolds region. Then work your way north, stop and visit Shakespeare’s hometown, tour famous football stadiums, and discover the rich culture of Glasgow. Finally, travel through Scotland’s Highlands region and go road tripping around its most heralded island, the Isle of Skye.
Highlights
- Tour Roman landmarks and “Bridgerton” shooting locations in Bath
- Walk in the footsteps of Shakespeare at Stratford-upon-Avon
- See the splendor of England’s historic villages on a Cotswolds road trip
- Enjoy a football tour in Manchester and city tours of Glasgow
- Visit the famous Isle of Skye and Scotland’s unspoiled Highlands region
Brief Itinerary
| Day | Highlights | Overnight |
|---|---|---|
| Day 1 | Arrive in London & Transfer to Bath, “Bridgerton” Tour | Bath |
| Day 2 | Bath Literary Tour & Day Trip to Glastonbury | Bath |
| Day 3 | Bath to Stratford-upon-Avon & Cotswolds Discovery Trail South | Stratford Upon Avon |
| Day 4 | Cotswolds Discovery Trail North & Transfer to Manchester | Manchester |
| Day 5 | Manchester Football Tour | Manchester |
| Day 6 | Transfer to Glasgow & City Tour | Glasgow |
| Day 7 | Mackintosh Architecture Tour of Glasgow | Glasgow |
| Day 8 | Glasgow to Isle of Skye, Whiskey & Chocolate Tour | Skye |
| Day 9 | Guided Driving Tour of Skye | Skye |
| Day 10 | Skye to Edinburgh, Depart |
Detailed Itinerary
Day 1: Arrive in London & Transfer to Bath, “Bridgerton” Tour

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Welcome to England! After touching down in London, a driver will transfer you from the airport to the train station. Here you’ll catch a ride west about 1.5 hours to the city of Bath. This UNESCO World Heritage Site sits on the banks of the idyllic River Avon, where tour boats ply the tranquil waters.
Day 2: Bath Literary Tour & Day Trip to Glastonbury

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Bath is synonymous with Jane Austen. The great author made her home in this city from 1801 to 1806, and she even set two of her six novels here. On a 2.5-hour tour, your guide will show you Jane Austen’s Bath and reveal fascinating insights about the nuances of life for women in Regency England, the social etiquette of the day, and the stories behind the landmark buildings.
Your personal guided tour includes stops at the 7th-century ruins of Glastonbury Abbey—once one of the richest abbeys in the country and said to be the burial place of King Arthur. You can also climb Glastonbury Tor, a hill overlooking the town. Perched atop it is St Michael’s Tower, the remains of a stone church built in the 14th century. A hike to the top of the hill rewards you with panoramic views of the town and the countryside below.
After the tour, you’ll transfer back to Bath, where you’ll have remainder of the evening free.
Day 3: Bath to Stratford-upon-Avon & Cotswolds Discovery Trail South

As you enjoy an easy stroll through the historic heart of ancient Stratford, your guide will recount the full Shakespeare story. They’ll also point out the landmark townhouses that have a historical connection to Shakespeare and his family. These include the playwright’s birthplace and childhood home as well as the New Place, Shakespeare’s last residence, where he died in 1616.
Other highlights include the picturesque River Avon, the Royal Shakespeare Theatre, and a range of architectural gems like the 13th-century Guild Chapel, King Edward VI Grammar School, Guildhall (where a seven-year-old Shakespeare attended school), and the 13th-century Holy Trinity Church, where Shakespeare is buried. Don’t forget your camera!
Know that Roman Britain is a big part of the south trail. You’ll visit major historical landmarks like the Roman amphitheater at Cirencester and a Roman villa near Chedworth, both of which date to the 2nd century. From there, the trail moves east to Bibury, a lovely Cotswolds village sitting on the River Coln.
Follow the river through picture-postcard villages along the Coln Valley. You’ll cross the Fosse Way, a Roman road built during the first century, and continue west through rolling hills to the lookout point of Painswick Beacon. A short hike to the top offers incredible 360° views. Afterward, you’ll head to the nearby village of Painswick. Known as the “Queen of the Cotswolds,” the traditional cottages and buildings are made of iconic Cotswolds limestone.
After Painswick, you’ll drive south, cutting through beautiful grasslands and dodging grazing cows until you reach the ancient market town of Minchinhampton. This hilltop town is also a great place to stop and admire the panoramic views that stretch all the way to Wales. You’ll then hop back in the car and return to Stratford-upon-Avon, where you’ll spend the night.
Day 4: Cotswolds Discovery Trail North & Transfer to Manchester

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In the morning, you’ll get back in the car and embark on a full-day tour of the northern-loop portion of the Cotswolds Discovery Trail. Like the southern loop, this circuitous route passes through gorgeous countryside and some of the region’s most historic and well-preserved medieval villages. And just like the previous day’s tour, the goal is to get out and stop every so often to admire the scenery, snap photos, and tour the towns.
Your included trail pack and maps will guide you to famous Cotswolds locations as well as lesser-known treasures. The maps have a wealth of fascinating information about each locale combined with clues to help you solve fun challenges. Finding the correct answers reveals further details about the stunning surroundings. One clue in the trail pack will even lead you through the countryside to a “hidden village” considered one of the most beautiful in the region.
Chat with a local specialist who can help organize your trip.
Day 5: Manchester Football Tour

The museum portion of the tour blends historical exhibits with state-of-the-art interactive experiences. Discover the stories of the club’s most famous players, including Bobby Charlton, George Best, Eric Cantona, David Beckham, Cristiano Ronaldo, and Wayne Rooney. Learn about the remarkable managers, including Sir Matt Busby and Sir Alex Ferguson. Whether you’re a lover of the beautiful game or not, this is a classic Manchester experience not to be missed.
Day 6: Transfer to Glasgow & City Tour

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Your northward journey through the UK continues in the morning as you travel a few hours north into Scotland and the city of Glasgow. After checking in to your hotel, you can head out to discover this fascinating city, which is even bigger than the capital of Edinburgh. Glasgow is rich in art, culture, architecture, and history, and you’ll see it all on a 1.5-hour, small-group city tour.
Your expert guide is a real weegie (native of Glasgow) who will lead you through the city’s historic center, pointing out highlight landmarks along the way. Let Glasgow’s energy carry you along its medieval streets, transporting you back through the centuries to see how a turbulent history has shaped the city into the vibrant place you see today.
Day 7: Mackintosh Architecture Tour of Glasgow

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A cornerstone of Glasgow’s culture is its legacy of art and design. You can trace much of it back to one man: Charles Rennie Mackintosh (1868-1928). Glasgow’s most renowned architect, artist, and designer, C.R. Mackintosh’s heyday was at the turn of the 20th century. That’s when he designed his most famous buildings, like the Glasgow School of Art and the city’s tea rooms. These cemented Mackintosh’s legacy as a forerunner of organic modernist innovation in architecture.
You’ll then visit the Willow Tearooms, another Mackintosh hallmark. Every detail, down to the light fixtures and cutlery, was designed by Mackintosh himself. You’ll also stop by the famous Glasgow School of Art. When you see this masterpiece, you’ll understand the dramatic impact the school has had upon Glasgow’s vibrant art scene and how Mackintosh earned the moniker “Father of Glasgow Style.”
Your walk ends with a stop at the last public commission Mackintosh was awarded: the Scotland Street School. The design of this building is fascinating, with its Scottish-Baronial tower staircases. It also houses a museum featuring recreations of school rooms that tell the story of education in Scotland over the past one hundred years. After the tour, you’ll have the remainder of the day free.
Day 8: Glasgow to Isle of Skye, Whiskey & Chocolate Tour

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Today, you’ll embark on a scenic drive north from Glasgow to the Isle of Skye—quite possibly Scotland’s most beautiful island. Along the way, you’ll pass equally gorgeous Highland scenery as you travel through Glen Coe. This otherworldly region is home to deep valleys and towering mountains formed hundreds of millions of years ago through volcanic activity. Admire the silver waterfalls streaming down the hillsides; spot ospreys flying over the glassy waters of Loch Neven.
Day 9: Guided Driving Tour of Skye

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Get ready for a full-day road trip around the Isle of Skye with your own personal guide/driver. They will pick you up from your hotel in the morning and whisk you off to the most famous landmarks and scenic locales on the island. This is a flexible tour in which you can make last-minute requests to see certain sights according to your interests.
After enjoying traditional Scottish lunch, you’ll visit Portree. This colorful lakeside town is also the capital of the island. You’ll stop at the Aros Visitor Centre and watch a 35-minute film covering Skye’s dramatic history and folklore. Following this, you’ll stretch your legs with a walk around the village. One stop here is the Lump, a rocky headland overlooking Portree’s lovely harbor. It’s not only a nice lookout point, but it’s also the site of the annual Highland Games.
Day 10: Skye to Edinburgh, Depart

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In the morning, you’ll leave Skye and travel south to Scotland’s capital of Edinburgh. The route choice depends on the available time and how much of the stunning Highland scenery you’d like to see. The shortest route is through Pitlochry, an 18th-century town on the River Tummel. It’s also the site of one of the most beautiful vistas in Scotland, Queen’s View. You’ll want to snap a lot of photos.
More Great England & Scotland Itineraries
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Map of Historic England & the Highlights of Scotland – 10 Days
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