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One of the Most Far-Out Scotland Itineraries You’ll Ever See

Traditional turf roofed cottages and stone walls scattered across a lush green valley in the Faroe Islands. A winding stream and narrow road lead toward a tranquil lake surrounded by steep rocky mountains, with a waterfall cascading down the hillside beneath low clouds.
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I don’t know why, but there’s something romantic about Scotland, isn’t there? Not romantic in the sense of Italy (i.e., Roman in origin), but the fresh highland air and old castles-type romantic. It’s no wonder there’s a shit-ton on Scotland itineraries out there. I don’t need to add to the list… but come on! Too many are vanilla beans-bland. I’m putting out a custom trip plan with that slightly off-kilter approach I’ve made my trademark. (Get it? Off-KILTer? Okay, I’ll stop now.)

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Scotland Itineraries With Castles, Islands, Whisky, and a Little Chaos

Looking Over our Scottish Routes (another pun!)

There is so much to see in Scotland, and Jeff and I went all out during our trip there. We wanted to visit all the major cities and the islands, so our Scotland road trip itinerary is a bit convoluted.

You can follow in our steps or chop it up and switch it out – but here’s a basic overview of what we did:


PLANNING A TRIP TO SCOTLAND SOON?

Below are some of the best tours, hotels, and more to kickstart your plans! Before you go, check out our tips for packing light and ways to save money on travel to make the practical side of the trip a little easier.

Popular Tours & Activities in Scotland:

Top Places to Stay in Scotland:

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Glasgow

Getting Around Glasgow

Most people can get away with walking everywhere since most of Glasgow’s sightseeing is smack-dab in the city center. But in case you want to stretch out your wings a bit more…

Where To Stay in Glasgow

I’d suggest citizenM Glasgow. It’s a bit pricey, but frankly, everything with a decent location is. And you want a convenient area to maximize your travel time.

On top of that, citizenM has top-notch service and a cool, modern interior for its rooms and lobbies. The bar and lounge is a nice hangout, too. If the hotel bar isn’t enough debauchery for you, check out some of the city’s cocktail bars in Glasgow or take things upstairs at these rooftop bars in Glasgow.

PHOTO CREDITS: CITIZENM GLASGOW VIA HOTELS.COM


Glasgow Must-Sees

While Glasgow was fun enough, there isn’t much to see – at least, for my tastes. I’m sure plenty of travelers are spitting at the screen because I didn’t love it. At least your wallet doesn’t have to suffer for it. There are plenty of free things to do in Glasgow if you want to give the city a little more time.

Still, you can always check out some other Scotland itineraries expounding on Glasgow’s beauty if you’re curious.

Glasgow CathedralGeorge Square
Necropolis

PHOTO CREDIT: DepositPhotos.com


Edinburgh

Getting Around Edinburgh

If you plan to travel a lot, you might want to consider a DAYticket for Edinburgh. It gives you unlimited bus and tram rides for £4.50 (US$5.80), excluding the NightBus and Airport Bus.

Where To Stay in Edinburgh

Let me tell you: Edinburgh hotels are expensive. But there are some reasonably priced places that are still gorgeous to visit.

Case in point: EDI B&B. The rooms are simple, but the building has the castle aesthetic down to a T, and the location can’t be beat. It’s just a short walk from the Royal Mile, an essential stop for any traveler going through the Old Town of Edinburgh.

PHOTO CREDITS: EDI B&B VIA HOTELS.COM


Edinburgh Must-Sees

Edinburgh is a historical haven. It’s got a very different feel to it than Glasgow, with narrow alleys and winding staircases. It’s also really easy to take day trips from Edinburgh to nearby villages and towns, even without a car.

If the Royal Mile starts feeling a little too respectable, these unusual things to do in Edinburgh bring the weird back. And if you’re ready to replace sightseeing with sipping, here are some of the best places to taste test whisky in Edinburgh.

The Royal MilePrinces Street Gardens
St. Giles’ CathedralDean Village
Edinburgh CastleStockbridge

PHOTO CREDIT: DepositPhotos.com


The Faroe Islands

Getting Around the Faroe Islands

Where To Stay in the Faroe Islands

Travelers, take note! The Faroes don’t have a huge number of accommodations to choose from, so you want to pick carefully.

We stayed in Tórshavn, the capital, and I’d recommend Hotel Brandan. You can’t expect huge, spacious rooms – pretty much the whole city is tiny, from its roads to its buildings. But they’ve got clean, comfortable beds and friendly staff.

PHOTO CREDITS: HOTEL BRANDAN VIA HOTELS.COM


The Faroe Islands Must-Sees

One thing I liked about driving around the islands is that we got to see the famous Faroe sheep everywhere, just roaming the hillsides and roads.

The lambs, especially, were so small and cute. You can also take a look at my Faroes to-do list to learn more about each.

Village of SaksunTjørnuvík Cliffs
Sørvágsvatn Hanging LakeMúli’s Abandoned Settlement
Gásadalur WaterfallTórshavn Harbor Town
Mykines Puffins

PHOTO CREDIT: DepositPhotos.com; PanWoyteczek Wikimedia Commons CC BY 4.0


Inveraray and the Scottish Countryside

Getting Around the Scottish Countryside

Where To Stay in Inveraray

I would adamantly not recommend the hotel we stayed at. The beds were rock-hard.

Instead, go with Maggie’s B&B – friendly staff with a very “home away from home” feel to it. Best part is that reviews say the beds are nice and comfy.

Seems to be a rarity in Scotland, but then again, maybe I was just unlucky during my stay.

PHOTO CREDITS: MAGGIE’S B&B VIA BOOKING.COM


Must-Sees in the Scottish Countryside

I took loads of pictures of the Scottish countryside, but I must admit, photos don’t do the views justice. It’s way more gorgeous in person, especially the Devil’s Pulpit.

Also, for those who are curious, I heard that the town of Luss was supposed to be nice, but it was pretty clearly a tourist trap. So, you can just skip that one.

StirlingBalquhidder Parish Church
Lake of MenteithArgyll Forest Park
The Devil’s PulpitInveraray Castle
Jacob’s LadderAuchindrain Township

PHOTO CREDIT: DepositPhotos.com; Panoramio, Wikimedia Commons, CC BY-SA 3.0; Thesupermat2, Wikimedia Commons, CC BY 2.0; GeographBot, Wikimedia Commons, CC BY-SA 2.0; Panoramio, Wikimedia Commons, CC BY 3.0; David Hawgood, Geograph, CC BY-SA 2.0


Scottish Isle Hopping

It’s important to distinguish between “getting to” and “getting around” the isles.

For getting to, you’ve got to go by boat or air. For getting around, you walk, take a bus, or drive your rental car.

The procedure is roughly the same for all the islands, so we’ll just tackle it in one fell swoop here.

Isle of Islay

Where To Stay on Isle of Islay

We stayed at Glenegedale House, and I 100% recommend it. Its owners, Emma and Graeme, are well-known on Islay, and they were amazingly accommodating. Emma’s cooking is also top-notch, with fresh eggs from their very own hens – delicious!

I’d forgotten to sort out our ferries to Islay before coming, and they not only helped us book it but also found out where the departure port for our next ferry would be. (It kept changing on us.)

If Glenegedale House isn’t your jam, I’ve rounded up more accommodation on Islay so you can pick your own island hideout.

PHOTO CREDITS: GLENEGEDALE HOUSE VIA HOTELS.COM


Isle of Islay Must-Sees

Islay is very beachy and a great place for distillery tours. I’d highly recommend booking one that lets you indulge in a bit of taste-testing!

Kildalton ChurchBowmore Church
Ardbeg DistilleryPortnahaven Seal Cottage
Laphroaig Distillery

PHOTO CREDIT: DepositPhotos.com; Rob Farrow, Geograph, CC BY-SA 2.0; Cizeta111, Flickr, CC BY-NC 2.0


Oban and Isle of Mull

Where To Stay on the Island of Mull

Make sure to book accommodations way in advance for Mull, because if you don’t, you might end up with the craptastic hotel hell we endured during our stay.

Aim for the Carnaburg Guesthouse in Tobermory, which is highly-rated and affordable, but please note that it is not the place where we stayed.

PHOTO CREDITS: CARNABURG GUESTHOUSE VIA BOOKING.COM


Oban and Isle of Mull Must-Sees

If you’re taking one of the ferries to the Isle of Mull, you’ll most likely be passing through Oban first, and there’s a surprising amount to see once you’re there. If you have the time, take a quick side tour of some nearby castles. Mull is full of forests and picturesque villages, so it’s perfect for photo-taking.

Then branch out with these unusual things to do on the Isle of Mull, including plenty of time to explore the island’s beaches. And because all that ferry-hopping and castle-hunting requires fuel, bookmark a few Isle of Mull restaurants while you’re at it.

Oban DistilleryMcCaig’s Tower
Saint Columba CathedralTobermory Village

PHOTO CREDIT: DepositPhotos.com; GeographBot, Wikimedia Commons, CC BY-SA 2.0; GeographBot, Wikimedia Commons, CC BY-SA 2.0


Isle of Skye

Getting to Skye is part of the adventure, especially if you’re bringing the rental car along for the ride. Check out my guide to ferries to the Isle of Skye before you start island-hopping.

And if ruins and fortresses are more your speed, there are some seriously dramatic castles on the Isle of Skye worth working into the drive.

Where To Stay on the Isle of Skye

Skye has a bunch of gorgeous hotels, and while I can’t fully recommend the one I stayed at (mold in the bathroom), Aurora Rural Retreats is as good as gold. It’s got beautiful views and you can rent an entire chalet for maximum privacy.

PHOTO CREDITS: AURORA RURAL RETREATS VIA HOTELS.COM

PHOTO CREDITS: AURORA RURAL RETREATS VIA BOOKING.COM


Isle of Skye Must-Sees

Skye has a lot of dramatic yellow-grass hills and stunning sights. It’s a bit like the Faroes that way – perfect for nature buffs. All that dramatic scenery pairs suspiciously well with whisky, so you can also work a few Isle of Skye distilleries into the route.

Old Man of StorrBrother’s Point
Fairy GlenDunvegan Castle
Kilt Rock

PHOTO CREDIT: DepositPhotos.com; Colin, Wikimedia Commons, CC BY-SA 4.0


Scottish Highlands

Getting Around the Scottish Highlands

Where To Stay in the Scottish Highlands

If you want to swing by Fort Williams, I’d recommend spending the evening at the Clan Macduff Hotel. It has all the slick, modern conveniences you could wish for after spending all day roaming the countryside.

It’s next to a lovely loch, and all the reviews rave about the delicious breakfast buffet.

PHOTO CREDITS: CLAN MACDUFF HOTEL VIA HOTELS.COM


Scottish Highlands Must-Sees

The highlands have some majestic sights and even more majestic (and hairy) cows. But don’t bother going to Loch Ness unless you’re really into the Loch Ness monster stuff. It honestly bored the living daylights out of me.

InvernessCawdor Castle
Clava CairnsBen Nevis

PHOTO CREDIT: DepositPhotos.com


Scotland, Whisky, and a Wee Bit of Chaos

From Glasgow and Edinburgh to the Scottish countryside, Islay, Mull, Skye, and the Highlands, this trip covers a whole lot of ground. Throw in a Faroe Islands detour, some questionable ferry-planning skills, and more castles than your camera roll can handle, and you’ve got one hell of an adventure.

If there’s one place worth slowing down for, it’s Islay. Between the distilleries, wildlife, and weird little historic stops, there’s plenty more to do than knock back whisky. I’ve mapped out an Islay day trip if you want to give the island a little extra love.

Still itching for more road-trip chaos? Keep those car keys handy and head south with my UK road trip itinerary. This time, we’re hitting England and Wales, with plenty of cool stops along the way.

And if Islay and the Faroes have you dreaming about more places that fly under the radar, check out my hidden gems in Europe. There are plenty more wonderfully offbeat adventures out there.

So, what do you think? Would you follow this Scotland itinerary as-is, or switch things up with a few detours of your own? Drop your thoughts in the comments. Cheer!

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