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Selected Trips

    Tailor Made Holidays

    Our tailor made holiday service caters for private groups of all sizes to enjoy a customised tour in the Highlands and Islands of Scotland.

    Rated 4.92 out of 5 based on 409 reviews

    Dedicated expert Travel Designer
    Privileged Access
    Personalised Travel Experiences
    Handcrafted Details

    Creating Your Tailor Made Holiday

    Our tailor made holidays are perfect for those who are looking for a bespoke trip in the beautiful wilds of Scotland. Whether you wish to travel with your partner, your family or a close-knit group of friends, whether you wish to travel for a week, a fortnight or a month, we can design a trip that ticks every box on your Scottish wishlist.

    Designing Your Custom Tour

    Travel entirely at your own pace and enjoy a personalised itinerary full of activities, experiences and accommodations that have been carefully chosen just for you. Whether you know exactly how you would like your tailor made holiday to look or simply have an inkling that Scotland might be next on your bucket list –  don’t hesitate to get in touch. Drop us an email or give us a call to chat with one of our expert trip designers. With a wealth of knowledge about Scotland and all its best-kept secrets, our team specialises in building seamless, wonderful trips that showcase the best of our country’s treasured crown.

    Tailor made holidays feature

    • Let’s talk: chat with one of our expert trip designers so we can help craft your perfect holiday.
    • Get creative: we love designing innovative, unique itineraries, so don’t hold back if there’s something special you would like to see or do.
    • Follow your passion: we can build a trip around what you love – whether it’s whisky, history, or hiking.
    • Let’s do it: once we have an itinerary you’re happy with, pay a 25% deposit, and we’ll confirm all the necessary arrangements for you to have an amazing holiday.

    Build Your Bespoke Trip

    We specialise in transformative travel. Use our interactive trip builder tool to let us know what sort of tailor made holiday you’re dreaming of.

    Start here

    Meet Your Private Travel Designer

    Rachael Gavan

    Rachael’s passion for Scotland is effusive, and she’s perfectly suited to her role, allowing her to dream up some of the most memorable, intimate and personalised travel experiences in the world. It’s why time and time again, our travellers turn to Rachael to design their holiday.

    Meet Rachael

    Chris Page

    A mindful mountain biker and hiker, Chris has had the privilege to call the Highlands home for the majority of his life. With a love of the mountains and the change of pace exploring Scotland provides him, he’s perfectly placed to tailor your next tour.

    Meet Chris

    Bridget Brown

    Born in New Zealand, Bridget’s sense of adventure brought her to Scotland where she’s put down roots. She now gets to call two amazing places home and though the tailor made holidays she creates, people fall in love with Scotland in the same way she did.

    Meet Bridget

    Tailor Made FAQs

    Why choose a tailor made holiday? Read More

    Tailor made holidays are perfect for those who wish to see Scotland entirely at their own pace. Opting for a fully customisable trip means that you can travel precisely when you want, where you want and with who you want. Perhaps a particular itinerary caught your eye, but the dates don’t fit. No problem – we can run the itinerary just for you while also customising it to fit your group. Perhaps you are looking for some advice about Scotland’s must-see destinations and would like to chat with an expert. No problem – we have an in-house team of knowledgeable trip designers who would love to help craft your perfect adventure.

    Destinations Read More

    Wilderness Scotland operates over the entirety of Scotland – from the Shetland Islands in the north to the Trossachs in the south, from the Cairngorms in the east to the Hebrides in the west.

    We also regularly join forces with our sibling companies Wilderness Ireland and Wilderness England, meaning that we can incorporate any combination of Scotland, England, Ireland and Wales into your perfect tailor made tour.

    When should I book? Read More

    Given that we create each trip from the ground up, the earlier you can book the better. Many of our custom trips are designed and booked more than six months in advance.

    Of course, the more details you can provide us with at the start, the better equipped we are to be able to build you the perfect bespoke holiday. Our Interactive Trip Builder Tool can help identify the most important aspects of your trip, such as must-see destinations, accommodation type, activity choice, trip length, group size and budget.

    How do I start the process? Read More

    Call us for inspiration or use our Interactive Trip Builder Tool to submit your first thoughts, ideas and desires about your tailor made trip to Scotland. The earlier you get in touch, the more likely we will be able to secure our top choice of accommodations for your chosen dates.

    Your personal trip designer will provide you with an initial trip proposal to make sure you are happy with the general overview, before working more closely with you to finesse the final details.

    Pricing and Confirmation Read More

    Once you are happy with the itinerary, we will price the trip for you and provide a more detailed proposal, if required.

    With the itinerary, number of travellers, and trip price agreed, we will take a 25% deposit to confirm your booking. Once we have received your payment we will go ahead and secure your accommodations and source the perfect guide to lead your bespoke holiday.

    If having seen the pricing, you want to make a change before confirming the trip, we may ask for an initial trip design fee of £500. The balance of the deposit would then be taken once the itinerary and price have been agreed.

    We will send you a final document with all the information you require no later than 4 weeks before your travel date, as well as giving you a ring 2 weeks before departure in case you have any last minute questions. Of course, you are more than welcome to chat with your dedicated trip designer at any time.

    When you arrive to start your holiday everything will be taken care of, leaving you to relax and enjoy your truly unique Wilderness Scotland adventure!

    Our holidays reviewed
    in your own words

    We have traveled all over the world, from Paris to the Galapagos, and this is the only experience when before we had departed Scotland, we said, "We want to come back. Let's plan on next year." Wilderness Soctland's team exceeded our expectations in every way and we plan on booking with them in the future.

    Jean Dillon
    17WSTM Tailor Made trips
    Reviewed on 17/07/2017

    Rated 4.92 out of 5 based on 409 reviews

    Read More Reviews

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