We understand the frustration when a holiday on your wishlist is all booked up. This is why we’ve specifically chosen to highlight a selection of our most popular trips here that are likely to sell out early due to limited availability in the small, independently-run hotels we work with in some of our customers’ favourite destinations.
We’d strongly recommend, that if you see a trip you like below, to book as early as possible and secure a spot on your favourite holiday in 2024, particularly if you’d like to visit during the busier months of May, June and September! So, whether you’d like to cycle the heel of Italy from Matera to Lecce, discover the flower-lined levadas walking in Madeira, or wander along lush valleys in the Picos de Europa , your next wonderful self-guided holiday could be just around the corner. But hurry, these trips remain our customers' firm favourites for a reason, so don’t wait to book ahead to avoid disappointment!
Self-guided walking
7 nights,
single centre
Level: 2 & 3
Headwater
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Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
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Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
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Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
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Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
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Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
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Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
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Self-guided walking
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
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Self-guided cycling
11 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
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Self-guided cycling
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
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Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
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Self-guided walking
7 nights,
twin centre
Level: 1+ to 2+
Headwater
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Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
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Self-guided walking
8 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
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Self-guided walking
7 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
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Self-guided cycling
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
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Self-guided cycling
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided cycling
10 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
5 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
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Guided group walking
7 nights,
single centre
Level: 1+
Leisurely plus
Printed route
directions
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Self-guided walking
8 nights,
hotel-to-hotel
Level: 1
Leisurely
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided pilgrimage
10 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided cycling
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
6 nights,
single centre
Level: 2
Moderate
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
Winter snow holiday
7 nights,
single centre
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Self-guided walking
6 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
Navigation App
Self-guided pilgrimage
10 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Printed route
directions
Self-guided walking
7 nights,
single centre
Level: 1 to 2+
Headwater
Navigation App
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Printed route
directions
Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
Self-guided walking
7 nights,
hotel-to-hotel
Level: 1 to 3
Headwater
Navigation App
Self-guided cycling
8 nights,
hotel-to-hotel
Level: 2+
Moderate plus
Headwater
Navigation App
Self-guided walking
10 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.
