Best of the Isle of Man Guided Trail Holiday

Guided Trail


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Activity types:

  • Coastal
  • Flora
  • Hills & moorland
  • History


  • 3
More information

Choosing the level of your walks

Our easy grading system shows whether a region offer gentle strolls or more challenging routes to help you choose the right holiday for you. Difficulty is measured on many factors such as distance, ascent/descent, terrain, weather and more. There's no magic formula, but from our experience we grade our walks 1 to 5 (where 1 is easy and 5 hard). Our challenger holidays require a high level of fitness and stamina.

More about difficulty levels

From £825.00 - 7 nights


Prices are per person

Room 1:
Room 2:
Room 3:

Holiday overview

Download the Best of the Isle of Man Trip Notes 2018

Enjoy cliff top walking, quaint seaside villages, high peaks and sandy beaches following the best of the Raad ny Foillan or Way of the Gull. Enjoy spectacular sections including Port St Mary to Port Erin. Visit Castletown and Peel and enjoy dramatic cliff coastal scenery. Optional trip up the highest mountain Snaefell either by foot or train.

Price includes

  • 7 nights’ full board en-suite accommodation 
  • The services of an experienced HF Holidays’ trails leader
  • All transport on walking days

In pictures...


 Ascot Hotel exterior

Ascot Hotel, Douglas - 7nts

The Ascot Hotel is a warm, friendly and contemporary hotel which enjoys a fantastic location just 100 yards off Douglas Sea Front and Promenade.

All hotel rooms feature: en-suite with overhead shower, most with spa bath, writing desk and chair, hospitality tray, remote control Flat Screen TV, complimentary fast speed WIFI, iron & ironing board, in-room safes, hairdryer, free tea & coffee machine for all guests in the restaurant.

Check-in is available from 1500


Download the Best of the Isle of Man Trip Notes 2018

Day 1: Arrival Day

Check in at the hotel is available from 1500 hours and you will meet your trail leader prior to your evening meal for a welcome meeting.

Day 2: Glen Mona to Ramsey

Maughold Head to LaxeyWe start today with a delightful descent through Glen Mona to the hidden cove of Port Cornaa. From here we head North East, passing the Ballafayle Cairn and a Quaker Burial ground on our way to Maughold Head – the most easterly point of the island. After a chance to admire the Celtic crosses at Maughold church we continue along the coast to Ramsey. With views (on a clear day) which stretch to the Lake District and Scotland this really is a fantastic way to end the day. 10 miles (16km) with 800 feet (240m) of ascent.

Day 3: To ancient Castletown

To ancient CastletownThis section of the coast path skirts around coves and follows beaches to end at Castletown, the old capital of the Isle of Man with winding narrow streets, medieval castle and harbour. Taking in Santon Head, Port Soldrick and passing the airport we head to Derby Haven, once the islands chief fishing port before we explore the peninsula of Llangness with its rocks and caves and St Michael’s island; a small grassy appendage with Derby fort and ruins of St Michael’s chapel. 10.5 miles (16.5km) with around 800 feet (240m) of ascent.

Day 4: Port St Mary to Port Erin

Port st Mary to Port ErinWe leave Port St Mary with it pretty harbour, once home to herring fishing boats and climb through patchwork pastureland with great views ahead and behind. We pass The Anvil and Sugar Loaf and The Chasms with breathtaking scenery unfolding as we head towards the Calf of Man and Spanish Head, the most southerly point on the Raad ny Foillan. Dropping down into Calf Sound we continue on the undulating coastal path with views of Braddha Head and Port Erin in sight. Port Erin had its heyday in Victorian times as a holiday destination and has a picturesque bay and refreshments and shops. 8 miles (13km) with around 1,300 feet (390m) of ascent.

Day 5: Free day

Free Day Isle of ManToday no walks are organised allowing you to explore on your own. However there is an option to walk or take the mountain railway to the top of Snaefell.

Day 6: West Coast to Niarbyl

West Coast to NiarbylFrom Fleshwick Bay we will have a couple of significant climbs today but the dramatic coastal cliff scenery should make it worth every step. Cronk ny Arrey Laa with its prehistoric burial mound on top and Millennium Cross is the highest point on the Raad ny Foillan at 1,434 feet above sea level. We are heading for Niarbyl Bay with its pretty thatched cottage used in various film sets including Waking Ned and it has a welcome cafe. 7 miles (11 km) with around 2,500 feet (750m) of ascent and descent.

Day 7: Tynwald to Peel

Kirk Michael to PeelFrom Tynwald we follow a pleasant rising traverse around the southern flank of Slieau Whallian, before passing through pleasant pasture land to the pretty village of Glen Maye. From here we follow the cliffs, taking in excellent views before a spectacular descent takes us to Peel and its castle, with some time spare to explore. 9.5 miles (15.5km) with 950 feet (300m) of ascent.

Day 8: Departure Day

If you have a National Trust and/or English Heritage card it is advised that you bring it, as this will give you discounts at some of the many historic or natural sights.

The itinerary may be subject to change at the discretion of the leader with regard to the weather and other external factors.


 Travel by plane

By air:

Flying is the quickest and, for many, the most convenient way to reach the Isle of Man. Flights operate from airports all over the British Isles - see,, or for timetables, fares and bookings.

The 9 mile journey from the airport to the Ascot Hotel can be made by taxi or bus. Bus No 1 or No 2 stops 50 metres from the hotel at the Queens Promenade. Buses run approx every 20 mins and cost around £2.70. See Isle of Man buses for timetables.

All passengers aged 16 and over are required to provide photographic ID at the check-in desk and at the departure gate.

 easyJet flight


By ferry:

Choose between the conventional ferry, the Ben-my-Chree, which operates all year from Birkenhead, Heysham, Dublin and Belfast or the fast craft, Manannan, which runs between March and November from Liverpool, Dublin and Belfast.

All ferries are operated by the Isle of Man Steam Packet Company.

The Ascot Hotel is around 1 mile from the ferry terminal. There is a taxi rank outside the terminal, or frequent buses along the promenade. 

High speed ferry to the Isle of Ma


Leader to be announced

We don't have the information on the leader for this holiday at the moment. As soon as we do we will publish it here.


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Dates & Prices

Date Description Nights Brochure price Book
27 Apr 2019 ZMLDW - Best of the Isle of Man 7 £825.00 Book Now
6 Jul 2019 ZMLDW - Best of the Isle of Man 7 £825.00 Book Now

Prices are per person

  • Single room: £175 (complete holiday)
  • Non member associate fee: £10 per person

If at eight weeks prior to the start of the holiday a sharing partner is unavailable, a single room or room for single occupancy with associated supplement will be allocated to you instead.


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