Self Guided Walking Holidays & Cycling Holidays

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Fife Coastal Path Short Break Self Guided Walking Holiday


  • Immersing yourself in the history and culture of the ‘Kingdom of Fifes Coastal Communities.
  • Tucking in to an award winning fish supper at Anstruther Harbour.
  • Breathing in the sea air and looking for basking seals and dolphins as you walk along the coast.
  • Searching for wild flowers and walking along stunning sandy beaches on your journey.

The Fife Coastal Path Short Break is the perfect way to discover the wild and spectacular natural landscape of the East Coast. The hike will take you past many of Fifes coastal communities aswell as passing the historic Wemyss caves and many castle ruins. Averaging at 10 miles per day this hike is suited to regular walkers and is the perfect introduction to long distance hikers.

Your journey starts in Kirkcaldy which can be easily reached from Edinburgh by train. Dysart follows where you can visit the Harbourmasters House with its wealth of information about the area. East Wymes follows where you can visit the famous pre-historic caves and Macduff Castle. From Leven to Elie you pass through golf courses and walk along the sandy beach at Shell Bay. Try an award winning fish supper in Anstruther harbour while listening to the seabirds as they soar above the waves. This hike really gives you a chance to explore Scotland's rich history while offering fantastic views from the coast.

This short break features hand-picked overnight accommodation in high quality B&B’s, country inns, and guesthouses. Each is unique and offers the highest levels of welcome, atmosphere and outstanding local cuisine. We also include daily door to door baggage transfers, a detailed map and route notes and pre-departure information pack as well as emergency support, should you need it.

Day 1 - Arrive Kirkcaldy

Kirkcaldy is easily accessible and located just 25 mins from Edinburgh by train.  Arrive early and you can visit the Museum and Art Gallery and spend your first night relaxed and ready for your walking adventure.

Day 2 - Kirkcaldy to Leven

Ravenscraig Castle is your first historic remain as you start the walk followed by Dysart where the Harbourmaster’ House lives with its popular bistro and visitors centre. From Dysart, the path climbs over Blair Point to the walled chapel garden which is the private burial ground of the Wymess family. The caves of Wemyss are reached as you head up to the town of Leven.

Walk: 10.5 miles / 17 km

Overnight: Leven B&B

Day 3 - Leven to Elie 

From Leven the main route leads to Lunden Links along the glorious sandy beaches. There is an alternative route at high tide up into the sand dunes which are a haven for wild flowers and butterflies. Heading north towards Elie walk along the sandy beach of Shell Bay before you reach the beautiful little fishing village.

Walk: 8.5 miles / 14 km

Overnight: Elie B&B

Day 4 - Elie to Crail

Passing the lighthouse as you head on up to St Monans on the coastal path and you reach an old Windmill which used to pump seawater into the fossil rich limestone beds below. Heading up to Anstruther you pass the fishing harbour of Pittenweem which is worth a stop for photos. Anstruther is a popular tourist town with daily boat trips to the Isle of May nature reserve where thousands of birdlife can be seen. Heading into Crail you pass through fields with livestock and also an old salmon. bothy.

Walk: 10.5 miles / 17 km

Overnight: Crail B&B

Day 5 - Onward Travel


One of the highlights of this short break is the high standard of the accommodation. We specifically choose the hotels, inns, guesthouses and B&B’s to ensure that you enjoy every minute of your stay. They all offer a warm welcome to walkers, traditional hospitality and delicious local food.

Below you will find a list of the accommodation we regularly use which will give you a good idea of the standard of accommodation we use:

Single Rooms

This independent walking holiday is available to solo walkers but as all our holidays are priced per person based on two sharing there is a single supplement payable to cover the additional costs we incur.


A hearty breakfast is included each morning. Lunch and dinner are not included so you are free to choose from the available options. Most of your accommodations will more than happy to provide a packed lunch on request and this can be booked on arrival. Dinner is available either at your accommodation or nearby pubs or restaurants.

Baggage Transfer

Your bags will be transferred from your accommodation as per your itinerary and moved onto your next overnight accommodation. We ask you to limit your luggage to one bag of up to 15kg per person. Equipment Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes and a day pack.


This walking holiday is best enjoyed between April and October. You can start on any date that suits your travel plans and you will find up to date availability on our website. The Fife Coastal Path is very popular so it is best to book as far in advance as you are able to.





Lomond Guest House - Leven

Lomond Guest House - Leven

Lomond Guest House is situated in the conservation area of Leven, Fife, in Scotland and provides quality bed & breakfast accommodation within a comfortable, friendly environment.







Dunclutha Guest House - Leven

Dunclutha Guest House - Leven

A warm welcome awaits at Dunclutha Guest House, the house was originally an old rectory and was built with the grace and solidity associated with such structures.







Rockview Guest House - Elie

Rockview Guest House - Elie

Rockview is owned and run by the neighbouring and famous Ship Inn in Elie. The guest house boasts stunning views over Elie Bay.







Caiplie House - Crail

Caiplie House - Crail

Caiplie House is located in the majestic village of Crail, and the business is run with one major goal in mind, the guests’ enjoyment.







Selcraig House - Crail

Selcraig House - Crail

Set in the beautiful old fishing village of Crail, Selcraig is a traditionally built sandstone home dating back to the 1700s.





This trip is available from April to October.

Single Rooms & Solo Walkers

This holiday is available to solo walkers, although a single supplement is payable. If you require single rooms within your party we would be happy to accommodate your request, although it is not generally possible to secure more than three single rooms in a party. A single supplement is payable.

Grade & Terrain

This holiday is graded easy to moderate with daily walking distances varying between 10 - 11 miles. Some days will be more challenging than others and the terrain will be varied with some rough and rugged footpaths. There are ascents and descents involved so a good level of fitness will be required.


The route is well way marked and easy to follow. We supply a detailed map and guidebook so you shouldn’t have any problem finding your way.

Baggage Transfer

Your bags will be collected from your accommodation each day and moved onto your overnight accommodation. We ask you to limit your luggage to one bag of up to 15kg per person.

Travel Insurance

It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.

General Information

The distances and ascent/descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack. 

Getting to Kirkcaldy

This 'Best of' Itinerary starts in Kirkcaldy, which has a train station and is easily accessible from Edinburgh (approx 30-40 mins). For information on all rail routes contact National Rail Enquires.


Getting back from Crail

Crail doesn't have a train station but there are plenty of buses to the rest of Fife and beyond.

Please visit Traveline  for further information.


Many people chose to drive and leave their car at the start or the finish, some of the B&B's have parking spaces but these are limited.  On street parking is available but again very limited. 

 Getting to Kirkcaldy

Kirkcaldy is located North East of Edinburgh and is easily accessible from there.  Kirkcaldy has a train station and there are frequent trains throughout the day (approx 25 mins)

Getting back from Crail

From Crail you can catch a bus back to Edinburgh on onwards to St Andrews or Dundee. 


Many people chose to drive and leave their car at the start or the finish, some of the B&B's have parking spaces but these are limited.  On street parking is available but again very limited. 



  • Hand picked B&B, guesthouse and small hotel accommodation including breakfast.
  • Door to door baggage transfer.
  • A detailed info pack, guide book and map for the group leader.
  • Emergency telephone support from our office in the event of a problem.


  • Travel to the start or from the finish of the walk.
  • Lunches, dinners, snacks and drinks.
  • Travel Insurance. Personal Equipment.


  • Single room supplement.
  • Extra nights before, after or during your walk.

Planning a trip on the Fife Coastal Path can be daunting, especially if this is your first long distance walking holiday. We are often asked the following questions and I hope that you will find the answers useful.

How fit do I need to be?

The Fife Coastal Path Short Break is a good introduction to long distance walking.  It is recommended for regular walkers and beginners.  If you currently don’t enjoy an active lifestyle we suggest regular walking in hilly terrain supplemented by cardio vascular exercise for at least 6 months prior to your walk. A good gym or personal trainer will be able to draw up a personalised training programme.

How far in advance do I need to book?

We suggest you book as soon as your plans are finalised as the Fife Coastal Path is extremely popular especially over April/May and July/August. You will find up to date availability on our website and we will always try and accommodate your plans.

What personal equipment do I need?

You will need good walking shoes/boots (ideally waterproof), comfortable walking clothes, waterproof jacket and trousers, a daypack and hats/gloves etc. You can download a full equipment list from the downloads page of our website.

When is the best time of year?

Traditionally April/May has always been the most popular time of year because the theory goes that the weather is better. Although I believe any time between late March and October offers a wonderful experience.

Am I able to take my dog?

Unfortunately we are unable to accommodate walkers with dogs as many of the accommodation providers we use do not accept pets.

What happens if I can’t walk a stage?

You can use public transport or local taxis to continue to your next overnight stop.

I would not b uy this roduct again


I found some of the accommodation inadequate and the single room rate posted by the ;proprietors was hardly justification for Macs costs. In one case the landlady was expecting a guest via Contours which puzzled me. In one Bed and breakfast there was no hot water and it was out of town. The proprietor was dictating the terms on which she provided the service. So with the exception of Leven the accommodation fell short of what I expected. Kirkcaldy was not a good place to start the walk, but it improved further north




Amazing Scenery


Wonderful walk along the picturesque Fife coast. The easy walk makes it possible to stop and learn more about the history of the area and also to enjoy the scenery. Don't forget to stop for fish and chips at Anstruther!




Beautiful hike, easy experience


A lovely, not overwhelming hike for those who want peace, quiet and beautiful views. Well organized, easy to follow trip, very nice accommodations. Only warning would be that the smaller villages seem like they would have some sort of cafe/pub for a pit stop but don't -- so grab a bush on the trail instead of planning to use the restroom in town.




Fantastic, wish we could have kept walking


My husband and I did this walk for our 25th anniversary and it was absolutely perfect. We are active, but not in super shape, and this activity level was perfect. Around every corner/cove was something new to look at, different ruins, beaches, towns, harbors, and paths, the scenery did not get old. We did not do the "chain walk" portion and that was a good call. We did 11-12 miles a day, the last mile on the last day was a challenge. But overall it was great. The hotel/B&B hosts were fantastic, very friendly, comfortable beds, and food was great and everyone was will to adjust the traditional Scottish breakfast to our liking. All of the accommodations were really very clean. Coming from California, the time change is rough for us. We spent 5 days in outside Edinburgh before our walk with friends and this was key. Highly recommend bringing zip-lock bags for maps and a water proof bag for your phone/camera. It is every kind of weather, everyday. It is all about layers. We would go from t-shirts to sweatshirt, jacket and rain coat within an hour. Our first day it rained for 6 hours of our hike, which we did not min because we were prepared with plastic bags for day packs and rain gear. We probably could have walked on to St Andrews the 4th day. This is a popular path for locals, our walk started on a Thursday and we only saw one or two hikers on the path until Friday afternoon. Saturday there were more walkers and lots of dogs, it was really great. Could not have had a better trip!


Santa Barbara, CA USA


Fantastic short break with stunning views


Very well organised hike, nice, comfy and friendly accommodations, best weather conditions, good food, beer and cider. We saw many wild animals on the way (e.g. pheasants, seals, rabbits, cormorants, sandpipers....)


Bern (Switzerland)


Good easy walk


I had a great time walking the Fife Coastal Path (Short Break). I did this walk easter of 2019, which meant lots of sun and people on holiday, so keep that in mind. I found the path lovely. It was very clearly marked and on mostly very good paths. It was a fairly easy walk, as there was few ups and downs. There were also many smaller villages that you walked through, which means, that there were many options for lunch, snacks etc. The BnBs/Hotels were lovely. I recommend this walk as a good beginners walk for people with less experience walking.




great trip


I could have booked this trip myself, but didn't want the hassle. Macs did a great job and made the walk hassle free!




Awesome Experince!!


My husband and I had an incredible time walking this trail. Each B&B was Excellent! The hosts were cordial and helpful. The rooms were extremely nice. The breakfasts each morning were AWESOME! We loved it so much we're looking at doing another trip next year.

Steve the walker



Brilliant family reunion holiday


We are a family of four who live in different parts of the world. The walking tour was a great way for us to spend time together. The Fife Coast walking tour was great for us as, although we are all very fit, we are not very experienced walkers. In hindsight, we probably should have started in Lower Largo and not Kirkcaldy, and then walked on into St Andrews. We were on the shorter walk as that was all the time we had available for that part of our holiday but we would have loved to have had a few more days. The walk out of Kirkcaldy was not the prettiest. Days 2 and 3 were gorgeous though. The villages we walked through are beautifully kept and the scenery is sublime. The tour was very well organized, our bags were always there when arrived toward the end of the day. And the instructions in the travel pack were easy to follow.




Don't mind doing it again!


It was the first time my travel companion and I travelled with MacsAdventure, and it was a superb experience both from the booking and through it all :) We are Norwegians, and we both enjoyed Scotland very much. It was raining and it was sunny; just as we have at home :)


Bergen, Norway


Fife Coastal Path Short Break

4.5 19


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