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Activity Holidays in Ireland

The Emerald Isle is a naturally stunning country and our walking and cycling holidays in Ireland encompass all the highlights of the beautiful Iveragh Peninsula; the Ring of Kerry and Ireland's longest trail, the Kerry Way.

Nestled in the south-west corner of Ireland, you'll enjoy contrastingly different vistas and landscapes at every turn on one of our holidays in Ireland - rugged cliffs, lush green fields and friendly villages, with fantastic live music and good 'craic' on an evening.

Enjoy the traditional and rural feel of this small corner of Ireland - with enough sites to explore on foot or by bike for longer than a week.


Why choose Headwater?


Dublin & The Wicklow Way Walking
Ireland

Dublin & The Wicklow Way Walking

This 5-night holiday offers a perfect balance between the delights of Dublin city and the ancient east as you walk part of the Wicklow Way through the “Garden” of Ireland, discovering the mythology and landscapes that make this area of Ireland so unique and magical.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW05DW
  • Holiday typeSelf-guided walking
  • Duration5 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1640per person, tour only
  • All accommodation
  • 4 breakfasts
  • Navigation app provided
  • Luggage transfers between hotels
  • Flights from London (if booking incl. flights)
Walking the Kerry Way and Killarney N.P.
Ireland

Walking the Kerry Way and Killarney N.P.

The Kerry Way is the Emerald Isle's longest trail - at 210km, it offers fantastic views of the unspoilt landscapes - a walk here will swathe you in 10,000 years of dramatic Celtic history. Admire crisp blue lakes, pretty waterfalls, lovely little villages and velvety green pastures.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07KE
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1730per person, tour only
  • All accommodation
  • All breakfasts
  • Navigation app provided
  • Luggage transfers between hotels
County Kerry Cycling
Ireland

County Kerry Cycling

Cycle a quieter mix of inland and coastal routes close to the famous Ring of Kerry. Experience the 'real' Ireland on the Iveragh Peninsula; it's mystical, beautiful and grand, and you'll certainly soak up the charming Irish welcome en route, with live music and delicious seafood too.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC06KE
  • Holiday typeSelf-guided cycling
  • Duration6 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2150per person, tour only
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels
Walking the Kerry Way and Killarney N.P. - Short Break
Ireland

Walking the Kerry Way and Killarney N.P. - Short Break

The Kerry Way is the Emerald Isle's longest trail - at 210km, it offers fantastic views of the unspoilt landscapes - a walk here will swathe you in 10,000 years of dramatic Celtic history. Nestled in the south-west corner of Ireland, on this 4-night trip you'll spot contrastingly beautiful landscapes at every turn. From rugged cliffs to some of Europe's finest golden beaches, small friendly villages and velvety green fields to picturesque mountain ranges.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW04KE
  • Holiday typeSelf-guided walking
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1445per person, tour only
  • All accommodation
  • All breakfasts
  • Navigation app provided
  • Luggage transfers between hotels
Walking the Antrim Way
United Kingdom / Ireland: Northern Ireland

Walking the Antrim Way

This 4 night self guided walk along part of the Antrim Way explores one of the most beautiful sections of Ireland's northern coast. Boasting the fabulous Glens of Antrim, the magnificent Giant's Causeway, fantastic castles & beautiful beaches - to say nothing of a wonderful distillery - it is a place that is a pleasure to discover. This way-marked trail passes rugged and windswept cliffs, spectacular scenery and fabulous unspoiled beaches.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW04AN
  • Holiday typeSelf-guided walking
  • Duration4 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$1490per person, tour only
  • All accommodation
  • Breakfasts daily
  • Navigation app provided
  • Luggage transfers between hotels
The Antrim Coast and Glens Walking
United Kingdom / Ireland: Northern Ireland

The Antrim Coast and Glens Walking

This 7 night self guided walk along part of the Antrim Way explores one of the most beautiful sections of Ireland's northern coast. Boasting the fabulous Glens of Antrim, the magnificent Giant's Causeway, fantastic castles & beautiful beaches - to say nothing of a wonderful distillery - it is a place that is a pleasure to discover. This way-marked trail passes rugged and windswept cliffs, spectacular scenery and fabulous unspoiled beaches.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeW07AN
  • Holiday typeSelf-guided walking
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2000per person, tour only
  • All accommodation
  • Breakfasts daily
  • Navigation app provided
  • Luggage transfers between hotels
Walking and Cycling the Wild Atlantic Way
Ireland

Walking and Cycling the Wild Atlantic Way

County Kerry contains some of Ireland's most iconic scenery, with sea cliffs carved by the wild Atlantic Ocean, and soft golden beaches, emerald-green farmland criss-crossed by stone walls, mist-shrouded bogs and cloud-torn mountain peaks.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeM07KE
  • Holiday typeMulti activity holiday
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2195per person, tour only
  • All accommodation
  • All breakfasts
  • Bike hire included
  • Navigation app provided
  • Luggage transfers between hotels
Unspoilt Ring of Kerry Cycling
Ireland

Unspoilt Ring of Kerry Cycling

Cycle a quieter mix of inland and coastal routes close to the famous Ring of Kerry. Experience the 'real' Ireland on the Iveragh Peninsula; it's mystical, beautiful and grand, and you'll certainly soak up the charming Irish welcome en route, with live music and delicious seafood too.

DEPARTURE MONTHS

JFMAMJJASOND

  • Holiday codeC07KE
  • Holiday typeSelf-guided cycling
  • Duration7 nights, hotel-to-hotel
  • Activity level
  • Excellent for
  • From US$2255per person, tour only
  • All accommodation
  • All breakfasts and 1 evening meal
  • Bike hire included
  • Headwater navigation provided
  • Luggage transfers between hotels