Boutique Scotland travel planning & private tours.

Wander Somewhere Scotland offers bespoke travel planning, custom itineraries, and private tours for travellers seeking culturally rich, one-of-a-kind experiences in Scotland.

Run by Scottish natives Lesley & Trev (meet us here), we specialise in slow, thoughtful journeys through the Highlands, Skye, Edinburgh, and beyond — with boutique accommodation, exceptional food stops, and handpicked experiences woven into every trip.

Whether you're planning a scenic self-drive adventure, a guided tour, or a fully personalised itinerary, we’re here to make your trip to Scotland seamless, personal, and completely unforgettable.

Let’s Plan Your Trip

Explore Our Itineraries

SCOTLAND ITINERARY HIGHLIGHTS

Scotland Collections

5 Scotland Itineraries For First Time Visitors

The best Scotland itineraries for first time visitors.

8 Charming Weekend Getaways In Scotland | Coast to Country

Our favourite getaways in Scotland to inspire your next weekend break.

The 8 Best Luxury Hotels In Scotland | Couples Getaway edition

The very best Scottish luxury hotels - boutique, stylish, and small, you’ll never want to leave.

Scotland’s 10 Best Road Trips | Routes & Hotels

Our 10 best Scotland road trips to plan this year, including the iconic NC500, magical Isle of Skye, and spectacular West Coast.

The 20+ Best Cafes In Scotland

Our round up of the best coffee shops and cafes in Scotland.

The 5 Best Whisky Distilleries In Scotland

The best whisky distilleries in Scotland, perfect for enthusiasts and beginners.

All Guides

Happy Scotland Travellers

★★★★★
“Thank you for your support and quick responsiveness in helping us have such a memorable trip. We did take the roads and followed your suggestions that day, which was a spectacular drive! I really appreciated your ability to quickly give us such detailed information on that.
Vince, USA: Finishing Touches Service
★★★★★
“Thank you for all your help. I appreciated how quickly you responded and managing to squeeze in all our families numerous activities and things we wanted to see! We couldn't have booked this without you.”
Laura, USA (Custom Itinerary)
★★★★★
“Your advice was very helpful, particularly the suggested stopping points and routes along the drives. I did a lot of navigating on the trip, and leaned on your expertise quite a bit.”
Kate, USA (Finishing Touches)
★★★★★
"As a first-time visitor to Scotland, I was feeling completely overwhelmed trying to plan the perfect route. Lesley's itinerary review was a total game changer. She helped me simplify the trip, avoid unnecessary backtracking, and add in a few hidden gems I’d never have found on my own. The peace of mind was worth every penny. Highly recommend this to anyone wanting to make the most of their Scotland trip!"
Becky, USA (Itinerary Review)
★★★★★
“Your map will be an excellent resource and I just wanted to thank you for this service.”
Rodger, Scotland (Digital Guide)
★★★★★
“Lesley was amazing to work with! She understood what we were looking for, asked questions to understand our priorities, and gave great tips for our autumn trip. And the hotels she suggested were perfect. We can’t wait to work with her again!”
Maddie, USA (Custom Itinerary + Hotels)

MEET YOUR ITINERARY PLANNER

Hi, I’m Lesley,

— and welcome to Wander Somewhere Scotland.

This is a space for travellers seeking unforgettable journeys across Scotland — and that’s exactly what I love to create. I’m a travel planner and road trip specialist with a deep love of slow travel, boutique stays, muddy boots, and unique experiences!

Here, Scotland travel becomes more than just a checklist. I create bespoke itineraries, offer private tours, and share curated tips on the blog to help you plan a trip that feels personal, immersive, and entirely your own.

I’m on a mission to help travellers from around the world explore Scotland more immersively, and I’d love to do the same for you.

About / Travel Planning

Scenic landscape in Glencoe, Scotland, featuring green rolling hills with rocky cliffs and a winding road.

CUSTOM ITINERARIES

Isle of Skye Road Trip Guide

Join the thousands of travellers who trust our Isle of Skye guide.

Download the guide.

Featured Stays

Travel

Edinbane Lodge Review: A Luxury Skye Hotel For Discerning Foodies

A review of our stay at the exceptional Edinbane Lodge - a luxury hotel and Michelin Guide restaurant on the magical Isle of Skye.

The Best Hotels in Portree, Scotland (For First Time Visitors)

A round up of the best places to stay and hotels in Portree, Scotland.

The 10 Best Glencoe Hotels (2025)

The best hotels, luxury lodges, and cosy B&Bs in Glencoe, Scotland.

Portree Stylish Stay | Marmalade Hotel Review

We’ve found the perfect Portree stay - welcome to Marmalade Hotel, a chic small stay in the town’s leafty outskirts.

Aviemore Lodges: 10 Amazing Lodges For Group Stays In Aviemore

A round up of the best Aviemore lodges for a winter getaway.

Glamping Scotland: 15 Amazing Places to Stay

From shepherds huts to riverside cabins, these are the best stays for glamping in Scotland.

The Best 5 Boutique Hotels in Plockton, Scotland (2024)

The best hotels in Plockton, Scotland.

The Taybank | A Unique Dunkeld hotel

I knew it was going to be beautiful, but my visit to The Taybank exceeded all expectations. My review of this wonderful Dunkeld hotel.

The Best Accommodation in Ardnamurchan

The best accommodation in Ardnamurchan, to suit all budgets! Choose from cute cottages to boutique luxury hotels and great value quirky Airbnb’s.

Where To Stay At Loch Awe: The Best Hotels and Lodges

From forest cabins to chic inns, boutique B&Bs and luxury small hotels, this is the best accommodation around Loch Awe.

Featured Food & Drink

Travel

5 Best Fort William Pubs | A Highlands Drinks Guide

A round-up of the best Fort William pubs, from craft beer to whisky bars and cocktails.

Where To Eat In Fort William: Restaurants & Cafes

The best Fort William restaurants and delicious places to eat in the Scottish Highlands town.

10 Best Restaurants in Portree, Isle of Skye (2025)

The 10 best restaurants in Portree, Skye for this year.

Edinbane Lodge Review: A Luxury Skye Hotel For Discerning Foodies

A review of our stay at the exceptional Edinbane Lodge - a luxury hotel and Michelin Guide restaurant on the magical Isle of Skye.

Isle of Skye’s Best Cafes & Coffee Shops (For 2025)

Where to find barista level coffee and boujee brunches. Read our round up of the best cafes and coffee shops on the Isle of Skye for your next trip.

15 Best Restaurants On The Isle of Skye For 2025

A round-up of the best restaurants on the Isle of Skye, Scotland. Michelin-recommended, cosy inns, seafood shacks, and everything in between.

The Boathouse, Ulva | Seafood Heaven on Scotland’s West Coast

The Boathouse on charming Ulva serves some of the most delicious seafood on Scotland’s west coast. This is how to visit.

St Andrews Restaurants: 10 Incredible Places To Eat In St Andrews (2025)

Rounding up the St Andrews restaurants I love the most.

10 of the Best Aviemore Cafes & Coffee Shops (2024)

A round up of the best Aviemore cafes for coffee, breakfast, & lunch.

Pubs In Aviemore: 5 Best Pubs for Drinks

Rounding up my favourite pubs in Aviemore for drinks.

3 Best Restaurants In St Monans, Fife

A round up of the best St Monans restaurants, serving everything from fresh seafood to excellent coffee.

The 5 Best Elie Restaurants

A round up of the best Elie restaurants, cafes, delis, and takeaways.

Anstruther Restaurants: 7 Delicious Places To Eat in Anstruther

A round up of the best Anstruther restaurants and cafes.

A Slow Lunch At The Glenfinnan Dining Car

The Glenfinnan Dining Car is a must for tea, coffee, and cake lovers after a visit to the Glenfinnan Viaduct. Here’s my review of this vintage steam train cafe.

Featured Adventures

Travel

The Complete Guide To Climbing Ben Nevis: Route, Tips, & Essentials

This is how to climb Ben Nevis, including practical tips, essentials, and information on how to have the best day.

Old Man of Storr, Skye: How To Hike The Storr Trail (In 2025)

This is how to hike the Old Man of Storr, how to avoid the crowds, and practical tips.

The Rob Roy Way: Everything You Need To Know

Thinking about walking the Roy Roy Way but not sure where to start? I’ve walked the route, so my guide has everything you need to know.

How To Hike Ben Cruachan, Scotland

Everything you need to know to hike Ben Cruachan, Scotland.

Glencoe Lochan Trail: Everything You Need To Know (2024)

Everything you need to know for the perfect trip to Glencoe Lochan Trail.

How To Hike Buachaille Etive Mòr, Glencoe | Hiking Tips & Route

Everything you need to hike Buachaille Etive Mòr, Glencoe.

Three Lochs Forest Drive: How to Visit

Everything you need to know about the Three Lochs Forest Drive, including walks, the best views, camping, and permits.

The Best Places To Wild Swim: Loch Lomond & Trossachs

A round up of the best places for wild swimming in Loch Lomond & the Trossachs National Park.

Winter Walks In The Pentland Hills, Edinburgh: Scald Law & Carnethy Hill

How to hike the best Pentland Hills walk this winter - Scald Law, the highest point in the park.

The 10 Best Walks In Ardnamurchan

The top 10 walks on Ardnamurchan, Scotland’s hidden west coast peninsula.

A winding street Rosemarkie, in Scotland's northeast, lined with white houses with tiled roofs, surrounded by trees with autumn foliage in the background.

CUSTOM ITINERARIES

Bespoke Scotland Travel

Not sure where to start with your next Scotland trip? Our travel services are designed to help you easily explore Scotland, so you can hit the ground running - scenic routes, cosy hotels, daily itineraries, and great places to eat.

Find out more.

Scotland Travel Guides

At Wander Somewhere, we’re lucky enough to call Scotland home. That’s why we know all about the tricky logistics, route planning, and how hard it is to narrow down the best Scottish destinations.

Thankfully, we have answers! Choose from our Scotland ready-made itineraries + carefully curated maps. Or we can help you plan something custom.

Either way, we’ll help you plan something perfect.

Scotland Travel Itineraries