Hebridean Hopscotch Holidays

Freedom of the Isles with bike hire
– by sea from £1059* per person

The Freedom of the Isles holiday sets you up with all that’s necessary for a one-way adventure by bicycle. Starting at either Oban or Ullapool and travelling to the Outer Hebrides by sea.

Collect your bikes on arrival and leave them at your accommodation when you leave. All the bikes are regularly serviced so that they can be expected to whisk you safely along the 185 mile route.

We do not consider that an end-to-end cycling holiday of this type is suitable for under-12s. Allowing yourself 8 days means that you have time within the schedule to enjoy some of the historic landmarks that the islands have to offer.

Helmets, panniers, spare tube and a mini-toolkit are provided with each bike.  Ideally, you should travel here with a foldable/rollable rucksack or soft bag, which you can empty into the panniers, then attach it with bungees to the rack top.  Total capacity of the two panniers is about 40 litres.  The bikes are all hybrid style, built for comfort, reliability and robustness.  Wide range derailleur gears mean that you’ll be riding most hills rather than walking.  The bikes have mudguards, rack and decent size tyres, with front suspension to help soak up the bumps.

At the end of each day, there will be a comfortable bed waiting for you at each accommodation of your choice – whether you have selected B&B’s, four-star hotels or a mix of properties, we’re certain you’ll enjoy wonderful hospitality.

What cycling experience is necessary?

Riding a bike in the Hebrides is much like riding a bike anywhere else.  However, with a daily distance to cycle that may be 20 or 30 miles and confirmed accommodation to reach by late afternoon, you are making a commitment to yourself that you will achieve the day’s target.  Although that’s easy on a sunny day with a tailwind, even if it’s rainy and the wind is against your travel direction, you need to be prepared to cover the distance (or find a large taxi and be prepared to pay the fare).

The bikes are serviced and checked before every hire, but you’ll need to understand that occasional small tasks, such as adjusting a mudguard, changing handlebar/saddle heights or puncture repairs may be necessary during your travel (using the tools we provide with the bikes). Ensuring you have experience in these small repairs and adjustments will allow for a successful trip.

A typical 8 night itinerary

Although you are at liberty to pick your places to stay and time to stay in each, we have produced this very leisurely itinerary to provide average daily cycling distances of between 20 and 30 miles, not counting diversions to explore side roads along the way. If you want to do it differently, one of our holiday advisors would be happy to discuss your plans with you, to help you create your own unique Hebridean experience.

Travel Stay
Day 1 Morning departure from Ullapool for your crossing to Stornoway (Lewis). Collect your bike and have an easy day. Lewis
Day 2 A gentle ride over rolling moorland to spend the night at a country inn, 17 miles south of Stornoway. Lewis
Day 3 Today, tackle the steepest (and only significant) climb of the holiday as you cross the Clisham and then descend to Tarbert, the capital of Harris (22 miles – including a mile or so that you’re likely to choose to walk). Harris
Day 4 An easier day today, ambling along beside the Harris beaches, taking time off along the way, to reach Leverburgh in South Harris. (19 miles) Harris
Day 5 After crossing by ferry to Berneray, you have a choice of three routes through North Uist to stay the night a little north of Benbecula. (20 to 23 miles) North Uist
Day 6 Today, make a diversion or two around some of the side roads as you travel to the south coast of South Uist to spend the night in a seaside inn. (30 miles) South Uist
Day 7 You can reach the ferry from Eriskay to Barra in less than an hour from last night’s accommodation.  It’s worth spending time on Eriskay to explore a little, before catching your ferry.  Upon reaching Barra, all accommodation choices are within about 9 miles. Barra
Day 8 Tour the Isle of Barra by making a full trip around the circular road – if feeling energetic, take the high road followed by the causeway to Vatersay, before spending a second night in your chosen Barra accommodation. Barra
Day 9 An early morning departure from Castlebay for the scenic ferry crossing to Oban

Travel information

Travelling by ferry, you can choose to begin your holiday in Oban or Ullapool and foot passenger fares are included in the prices below.  We can also arrange air transfers between Glasgow/Barra (land on the beach) and Stornoway/Glasgow (or vice versa).

If you are travelling by car from the south, leaving your car at Glasgow international airport, then making the rest of your journey to and from the Hebrides by air, train or coach is a good way to avoid having to return the length of the Outer Hebrides to collect your car.

You will need to mix and match between accommodation price groups, so please consider these prices as a guide.

Call us now on 01851 706611 and chat to one of our friendly holiday advisors who will be happy to discuss your plans with you and help you create your own unique Western Isles experience.

We do not accept cycle holiday bookings outside of May to September, due to the increased likelihood of stormy weather

Example prices including pedal cycle hire 01/05/23 – 30/09/23
8 nights B&B
Option 1
Arrive and depart by ferry
Option 2
Arrive and depart by air
Group 1 64
Group 2 79
Group 3 87
Group 4 114
Group 5 129
Extra Nights: The extra night prices shown are for additional B&B only. Our holiday adviser will provide more information for you. Prices shown in this panel are per person, based on two adults travelling together and sharing a twin or double room. Per person prices will generally be higher for one person in a room and lower for three or more. Please ask our advisor for more information.