Guided Trails & Island Hopping Adventures

Follow world-famous trails that take you along historic routes and past renowned landmarks - the perfect blend of challenging and inspirational. 

Walk long distance paths and classic trails or island hop across some of the finest scenery in Britain and around the world. 

You'll stay in carefully selected hotels and guest houses where you can expect comfortable rooms, good food, and a friendly welcome. All our holidays are accompanied by an experienced leader and include luggage transfers and walks transport enabling day after day of carefree walking. 

By the end of your holiday, you’ll have achieved a huge sense of achievement so lace up and begin your trail or island hopping adventure!


Filter by…

Activity

Filter by activity

Destination

Filter by destination

  • UK and Ireland
  • Europe
  • Worldwide

Accommodation

Filter by accommodation

Level

Filter by level

Good for

Filter by good for

Holiday leader

Filter by holiday leader

Enter dates, or leave the fields empty to see all availability

10-11 nights - From £3,378.00

IMMERSE YOURSELF IN THE WILDLIFE PARADISE

  • Coastal
  • High Mountains
  • Wildlife
The Coast to Coast trail with HF Holidays

15 nights - From £1,940.00

Guided Trail

  • Coastal
  • Free WiFi
  • High Mountains
  • Hills & moorland

9 nights - From £1,194.00

Guided Trail

  • High Mountains
  • Hills & moorland
  • Wildlife

9 nights - From £1,624.00

Guided Island Hopping

  • Coastal
  • High Mountains
  • Hills & moorland
  • Wildlife

7 nights - From £1,224.00

Guided Island Hopping

  • Coastal
  • High Mountains
  • Wildlife

14 nights - From £2,399.00

Step through the island chain's volcanic terrain

  • Coastal
  • Flora
  • Hills & moorland

Guided Trail

  • Hills & moorland
  • History

6 nights - From £870.00

Guided Island Hopping

  • Coastal
New

7 nights - From £870.00

Guided Trail

  • Coastal
  • Hills & moorland
  • History
  • Wildlife

7 nights - From £805.00

Guided Trail

  • Free WiFi
  • High Mountains
  • Hills & moorland
  • Newly Refurbished

7 nights - From £1,324.00

Guided Island Hopping

  • Coastal
  • History
  • Wildlife

7 nights - From £1,039.00

WALK THROUGH MEDIEVAL VILLAGES AND PAST CASTLES ON THIS WORLD-FAMOUS PILGRIM TRAIL

  • Hills & moorland
  • History
  • Rural peace
New

7 nights - From £834.00

Guided Trail

  • Coastal
  • Flora
  • Hills & moorland
  • History
New

7 nights - From £1,124.00

Island Hopping

  • Coastal
  • Hills & moorland
  • History
  • Wildlife

7 nights - From £1,104.00

Guided Trail

  • High Mountains
  • History
  • Wildlife

7 nights - From £1,060.00

Guided Trail

  • Coastal
  • High Mountains
  • Wildlife

10 nights - From £1,899.00

TAKE ON THE CHALLENGE OF EUROPE'S MOST POPULAR LONG-DISTANCE TRAIL

  • High Mountains

7 nights - From £799.00

Guided Trail

  • Coastal
  • Free WiFi
  • Rural peace
  • Wildlife
special offer

7 nights - From £839.00

TOP OFFER: 7 nights at £30 off

Guided Trail

  • Free WiFi
  • High Mountains
  • Rural peace

10-11 nights - From £1,718.00

BEAUTY AND CULTURE ACROSS A TRIO OF DIVERSE ISLANDS

  • Coastal
  • Culture
  • High Mountains

Sign up for our newsletter

Our newsletters are a great way to receive special offers, inspiring articles, stories and news from HF Holidays.

To subscribe, please enter your email address below and click 'submit'.

We won't pass your details on to any third party unless we have your express permission, you are free to unsubscribe at any time.