The UK is famous for its historic cities, but equally dazzling is its unspoiled countryside. This two-week outdoor adventure starts in northern England, with hiking and kayaking in the glorious Lake District (home to the country's largest lakes). After walking in the footsteps of rock history in Glasgow, you'll venture into the rugged Scottish Highlands for horseback riding in national parks, whisky tours on the Isle of Skye, a cruise on Loch Linnhe, and mountain biking down the trails of Ben Nevis.

Highlights

  • Go paddleboarding and canoeing on Windermere, the UK's largest lake
  • Ride horses around the Lake District and hike along Roman ruins at Hadrian's Wall
  • See famous rock clubs and classical music venues on Glasgow's bustling streets
  • Zip around the lochs and castles of the Scottish Highlands by e-bike
  • Tour the highlights of the Isle of Skye and sip its finest whiskies on a tasting tour

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Manchester (England), Drive to Ambleside, Lake District Canoeing Ambleside
Day 2 Lake District Pony Trekking & Standup Paddleboarding Ambleside
Day 3 Lake District Highlights Drive Ambleside
Day 4 Guided Day Trip to Hadrian's Wall  Ambleside
Day 5 Drive to Glasgow (Scotland), Music Mile Tour Glasgow
Day 6 Drive to Glencoe via Loch Lomond & The Trossachs National Park Glencoe
Day 7 Trossachs Horseback Ride & Highlands E-Bike Tour Glencoe
Day 8 Drive to the Isle of Skye via Eilean Donan Castle, Skye Boat Tour Broadford
Day 9 Isle of Skye Whisky Trail Tour & Tasting Broadford
Day 10 Skye Private Guided Driving Tour Broadford
Day 11 Drive to Fort William, Cruise Loch Linnhe Fort William
Day 12 Ben Nevis Cycling Adventure Fort William
Day 13 Drive to Glasgow via Loch Lomond Cruise Glasgow
Day 14 Depart Glasgow  

Detailed Itinerary

Day 1: Arrive in Manchester (England), Drive to Ambleside, Lake District Canoeing

The Lake District town of Ambleside is a world away from the packed streets of London

Welcome to the UK! Steeped in tradition and history, this former global empire is also famous for its rugged natural beauty. In few places is this better exemplified than England's north and adjacent Scotland, whose Highlands region is one of the most famous mountain areas in the world.

You'll arrive in the city of Manchester, which is the gateway to England's north. Pick up your rental car, then set off for the roughly 1.5-hour drive to Lake District National Park. This area in the county of Cumbria is renowned for its pristine natural scenery, including 16 major lakes such as Windermere, Ullswater, and Derwentwater. The region also features numerous tarns (small mountain lakes) and waterfalls.

Your destination is the pretty town of Ambleside, which is home to handsome stone cottages and 400-year-old pubs. It's also a great home base from which to explore the Lake District's highlights—and the adventures start right away! After dropping off your bags at the hotel, you'll transfer to a nearby lake, where you'll meet a guide for a canoe tour. After learning proper paddling techniques, hop in the canoe and cruise across the glassy waters, enjoying the beauty of the surrounding woodlands and soaring mountains in the distance.

Day 2: Lake District Pony Trekking & Standup Paddleboarding

Hop on a paddleboard for an exciting day of activities on England's largest lakes

Rise and shine! More Lake District adventures are on the agenda today, starting with a morning of pony trekking. This relaxed excursion begins at a countryside pub, where you'll hop in the saddle and commence an hourlong ride down quiet bridle paths. This route passes by dazzling Lake District scenery, including patchwork farmland and green fells (hills/mountains). 

After the ride, you'll return to the lake and hit the water on a guided standup paddleboarding tour. During this 2.5-hour tour, you'll enjoy serene paddling, active diving off the board, and time to swim. There's no need to worry about the weather, as wetsuits and life vests are provided.

Day 3: Lake District Highlights Drive

See the best of the Lake District on a driving tour
Experience more of the Lake District in all its majesty as you leave after breakfast on a guided countryside tour. This half-day road trip will take you to many highlights and numerous lakes (including Lake Windermere, the largest in the UK). Along the way, you'll visit the Neolithic Castlerigg Stone Circle, stop at the arched Ashness Bridge, drive the winding Kirkstone Pass, and much more. As you go, your expert local guide will impart fascinating knowledge and lore about the region.

Day 4: Guided Day Trip to Hadrian's Wall 

The Roman Empire stretched to near the border of what is modern-day Scotland

Spend the day exploring one of ancient Britain's most popular tourist destinations—Hadrian's Wall. This Roman fortification and UNESCO World Heritage Site was built in the second century during the reign of Emperor Hadrian and was the northwest frontier of the Roman Empire for 300 years. It was constructed to control movement and trade, as well as to defend against invasions by tribes from what is now Scotland. 

This group tour begins at a viewpoint called Steel Rig. From there, hike along the wall 2.5 miles (4 km) to the well-preserved Roman fort of Housesteads. Next, head to Lanercost Priory, a medieval monastic site dating to the 12th century. Then, continue toward the central section of the wall, passing the ruins of turrets, forts, and castles on your way.

You'll stop around midday at the Roman Army Museum, which offers an immersive glimpse into the lives of Roman soldiers who were stationed along the wall. There's a café here where you'll take a break for lunch, then continue to Vindolanda, a Roman supply base that has been extensively excavated to provide insight into life on the wall. History buffs will love exploring the research station, and country walks along the wall are a popular afternoon activity. The tour ends at a lovely viewpoint called Fell End, at which point you'll transfer back to your hotel.

Day 5: Drive to Glasgow (Scotland), Music Mile Tour

Stroll Glasgow's friendly streets and discover its musical heritage

Say goodbye to England as you hit the road again this morning for the 2.5-hour drive north into Scotland and Glasgow, the country's largest city. This metropolis is abuzz with culture and excitement, filled with fine museums, art galleries, and theaters. You'll quickly learn that locals (called Glaswegians) are renowned for their hospitality, and the convivial atmosphere is infectious.

Besides historic and eye-catching architecture, Glasgow offers excellent shopping opportunities, from high-end designer brands on Buchanan Street to quirky independent boutiques in the West End. The city is also known for its diverse culinary scene, with an array of restaurants, cafés, and street food markets serving both traditional Scottish dishes and international cuisines.

Meet a local guide later this afternoon and embark on a music-themed walking tour of the gritty city's oldest and most interesting streets. This two-hour jaunt will take you down the city center's famous Music Mile, from the Royal Concert Hall to the Royal Conservatoire of Scotland. Along the way, you'll also stop at iconic rock venues like King Tut's. These not only showcase up-and-coming talent but have hosted bands like Oasis and Blur during their rise to international stardom.

Day 6: Drive to Glencoe via Loch Lomond & The Trossachs National Park

Your drive takes you through Loch Lomond and The Trossachs, one of the UK's largest national parks

Hop in the car for today's journey into the famous Scottish Highlands. Leave the city on an hour's drive north to Loch Lomond, the largest lake in Scotland. It's part of Loch Lomond and The Trossachs National Park, a 720-square-mile (1,865 sq km) protected area that's one of the largest national parks in the UK. It's known as "the Highlands in miniature" due to its captivating scenery, which abounds with mountains, lochs, forests, and glens with incredible views everywhere you look. 

During this guided exploration, you can embark on a nature hike, cruise across Loch Katrine, or kayak on Loch Lomond. Another highlight is the Birds of Prey Centre, which rescues and rehabilitates wild birds and puts on flying shows. If you like, stop at Glengoyne, a family-run distillery, for a tasting of malt whisky. Definitely don't miss the beautiful Falls of Dochart, which run through the town of Killin. Here, you can find out more about the local folklore and clan history. At the end of the day, drive 1.5 hours deeper into the Highlands to the village of Glencoe, where you'll overnight. 

Day 7: Trossachs Horseback Ride & Highlands E-Bike Tour

See the glorious Highlands from the seat of an e-bike
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Chat with a local specialist who can help organize your trip.

This morning, you'll return to The Trossachs for another horseback ride—this time amid the splendor of the Highlands. Hop in the saddle and follow an expert guide on a one-hour trot along the hills and glens around the park. The trip culminates with your arrival at a magnificent viewpoint over Loch Lomond. Get lucky, and you might spot the iconic red deer, which is native to the region. 

Afterward, you'll trade the saddle for an e-bike and set off on a half-day ride around the Highlands. Let electricity help shoulder the burden as you pedal along the scenic Caledonia Way cycling route, passing famous landmarks like Castle Stalker. You can also hop on a boat for a ride across Loch Linnhe to the Isle of Lismore, a rugged, windswept island with plenty of cycling trails. At the end of the day, you'll return to your hotel in Glencoe. 

Day 8: Drive to the Isle of Skye via Eilean Donan Castle, Skye Boat Tour

The historic Eilean Donan Castle is one of the most impressive fortresses in the UK

Continue north this morning on a two-hour drive to the coast and Eilean Donan Castle. Located on Loch Duich, this is probably the most photographed castle in Scotland. The island fortress dates to the 13th century and is named after a seventh-century Irish priest killed on the nearby island of Eigg in 617 CE. Find out how Donan came to the west coast of Scotland to try to convert the pagan inhabitants to Christianity.

The castle has been the subject of many clan battles, and during a tour, learn about these family feuds, plus how three English frigates destroyed the castle in the early 1700s. It wasn't until 200 years later that John Macrae-Gilstrap restored the building and the causeway. After soaking up the castle's extraordinary history, leave on an hour's drive west to the famous Isle of Skye. This dramatic and ethereal isle (the largest in the Hebrides archipelago) is known for its rugged terrain and the iconic Cuillin Range. The island's coastline is scattered with high cliffs, sea stacks, and picturesque fishing villages.

Once here, you'll head to the coast and board a glass-bottomed boat (the Seaprobe Atlantis) for a journey that explores the worlds both above and below the surface. You'll enjoy fantastic coastal views of Skye and the mainland as you cruise, keeping an eye out for the seals, otters, and other wildlife that frequent these waters. Then, go below decks to see the fascinating underwater world teeming with marine life. At the end of the 1.5-hour tour, you'll return to shore and drive to your hotel in the village of Broadford.

Day 9: Isle of Skye Whisky Trail Tour & Tasting

Taste fine Scottish whiskies (paired with other goodies) on the Isle of Skye

It's no secret that Scotland is known for its fine whiskies. There are around 150 such distilleries throughout the country, many of them family-owned. Some of the very best can be found in the Hebrides islands, and today you'll hit the famous "whisky trail" to seek them out. A local whisky expert will pick you up at your hotel this morning, and you'll set off on a full-day adventure into single malts.

The first stop is at Talisker, the oldest operating distillery on Skye. It's set on the shores of Loch Harport, with spectacular views of the Cuillins. Here, you'll taste the seductively sweet and full-bodied single malts that reflect the wild character of these lands. Afterward, board a passenger ferry to the Isle of Raasay.

A 10-minute walk from the port, you'll arrive at the local distillery for a very special whisky, gin, and chocolate tasting. The offering here is inspired by older styles of Hebridean single malts, resulting in a lightly peated spirit that's balanced with rich dark fruit flavors. Return to Skye and continue south to the Torabhaig Distillery, where whisky-making traditions have thrived for nearly two centuries. This historic distillery pays homage to its natural surroundings and draws on the island's pristine water, land, and climate. After a complete distillery tour, you'll taste the golden liquor made here.

Day 10: Skye Private Guided Driving Tour

Pay a visit to the Old Man of Storr on your private tour of the Isle of Skye

For your second day on Skye, you'll take a private tour of the island by car. You can tailor this full-day excursion according to your interests, as there are many landmarks on this otherworldly island to explore. If you like, stop at the geological wonder of Trotternish, the northernmost peninsula on the island. Here, you'll see Old Man of Storr (featured in the movie "Prometheus"), a soaring rock pinnacle overlooking the Sound of Raasay.

Then, continue a short way north up the coast to Kilt Rock, massive basalt columns that tower 295 feet (90 m) over the coast and resemble a Scottish kilt. Mealt Falls also plunges 200 feet (60 m) over the cliffs to the rocky coast below. Next, visit the strange landscape of Quiraing, the northernmost summit on Trotternish. This volcanic wonder is one of the most beautiful sites on Skye.

Continue west across the island to Dunvegan, the only remaining inhabited castle on the island. Home to Clan MacLeod for the last 800 years, the castle was rebuilt in the 19th century. A tour of the property and its 5 acres (2 ha) of colorful gardens is a memorable way to learn the history of the longest continuously occupied castle in the country. You can end the tour with a walk around the harbor town of Portree, the island's colorful capital, before returning to your hotel.

Day 11: Drive to Fort William, Cruise Loch Linnhe

Settle into Fort William, then head to the shores of Loch Linnhe for an evening cruise

Leave early for the 2.5-hour drive back to mainland Scotland and south to Fort William, known as the "adventure capital of the UK." This loch-side town sits between crystal clear lakes and lies at the foot of Ben Nevis. At 4,412 feet (1,345 m), this is the tallest peak in the UK, which draws outdoor enthusiasts from all over the world. Upon arrival, you'll check into your hotel.

Take the rest of the day to see Fort William at your own pace, perhaps by tasting local whiskies at a distillery, hiking a portion of Ben Nevis, or strolling the waterfront as you look out to islands like Rum, Eigg, Muck, Canna, and Skye. You can also learn about the area's history and the Jacobite risings at the West Highland Museum or get tickets for an 84-mile (135 km) round-trip ride on the Jacobite Steam Train. The train starts near Ben Nevis and travels to the village of Arisaig before passing lochs Morar and Nevis.

In the evening, head to the waterfront and hop on a boat for a relaxing cruise on Loch Linnhe. Kick back on deck and enjoy spectacular views of Ben Nevis as you pass islands teeming with birdlife. You'll also be treated to an unbeatable sunset over the surrounding granite peaks. Complementing the experience is the selection of local beers and whiskies aboard the ship.

Day 12: Ben Nevis Cycling Adventure

One of your last active adventures in Scotland is a ride up Ben Nevis
Today, you'll see the Ben Nevis range from a different perspective as you ride around its ridges and rugged trails on a mountain bike. This half-day excursion will take you up the mountain to around 3,937 feet (1,200 m) along ridges and rugged terrain. You can also hop on a gondola for a ride up to the trailhead of the Red Giant, a single-track descent packed with gravity-defying turns, or take on the ultimate challenge—the World Cup downhill track! Whatever you decide, this cycling adventure is suitable for all skill levels. 

Day 13: Drive to Glasgow via Loch Lomond Cruise

Stop in The Trossachs for one last scenic ride around Loch Lomond

It's time to make the journey back to the big city. Leave in the morning on a 2.5-hour drive south to Glasgow. On the way, you'll make one last stop in Loch Lomond and The Trossachs National Park to admire the unrivaled beauty of the Scottish Highlands. While here, you'll enjoy a boat cruise around Loch Lomond and have extra time to embark on nature hikes (keep an eye out for endemic birds like capercaillies and the elegant black grouse). If you like, you can also visit some castle ruins and historic villages in the area. At the end of the afternoon, you'll continue to Glasgow and check into your hotel.

Day 14: Depart Glasgow

Goodbye, Glasgow

Your grand adventure through the UK's glorious north finishes on the streets of Glasgow. If you like, rise early for a leisurely breakfast at the hotel, followed by one last walk around the historic streets. Later, you'll drive to the airport, drop off your rental car, and catch your flight home. Safe travels!

More Great England Itineraries

Looking for more inspiration for your trip to England? Check out these other England itineraries, with outdoor adventures, cultural trips, and best-of tours to hit the highlights. 

Map

Map of Outdoor Adventures in the English Lake District & Scottish Highlands - 14 Days
Map of Outdoor Adventures in the English Lake District & Scottish Highlands - 14 Days