Tailor made Scotland Journeys

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

Run by Scottish natives Lesley & Trev, we specialise in slow, thoughtful journeys through the Highlands, Skye, Edinburgh, and beyond — with design-led accommodation, exceptional food stops, and handpicked experiences woven into every trip.

Step into an extraordinary Scotland adventure with us.

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.

From our clients

  • ★★★★★

    “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)

Choose Your Scotland Adventure

  • Food

    Sharing the very best places to eat and drink in Scotland - from boujee coffee shops to seafood shacks and Michelin restaurants - to help you choose exceptional foodie experiences rooted in local produce.

    Explore Food & Drink

  • Stays

    Showcasing Scotland’s best accommodation - from luxury hotels to boutique cabins, rural cottages to design-led apartments - to help you book stays that elevate your trip and root it firmly in Scottish hospitality.

    Explore Stays

  • Places

    Discover Scotland’s most extraordinary places — from charming villages to city breaks, iconic locations to lesser-visited gems — with carefully curated travel tips for easy planning and memorable journeys.

    Explore Places
  • Whisky glass in a Scottish distillery that says Oban on the front

    Whisky

    Discover Scotland’s best whisky distilleries, tours, and bars - from contemporary to quaint, well-known to independent - all experiential and offering a true taste of uisge beatha.

    Explore Whisky

Adventures Custom-Made For You

Every Wander Somewhere Scotland journey is unique. Whether you want to personalise one of our expert-designed tailor-made itineraries or an adventure that’s completely bespoke, we’ll craft the Scotland trip of your dreams, exclusively for you.

Lesley from Wander Somewhere Scotland in black puffer jacket and gray beanie standing in a grassy field with mountains and cloudy sky in the background.

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.

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