Exploring the Charms of Fife and Beyond: A Family Adventure in Scotland

Earlier this year, we embarked on a memorable journey to Fife, Scotland, immersing ourselves in the quaint coastal villages, historic landmarks, and scenic landscapes. While this was not our first foray into Fife it was the first time in several years we made it past the Lothians! Our base for this trip was the picturesque fishing village of St Monans, and from here we explored the surrounding gems of the East Neuk as well as venturing further afield into the Cairngorms National Park. Here are the highlights of our trip and tips for anyone planning a similar adventure.


St Monans: our cosy, characterful, coastal base

St Monans served as our home for the trip, offering the perfect blend of tranquillity and character. We booked a renovated old fisherman cottage via Airbnb which was mere steps from the Giddy Gannet - which made for a great start to each morning; serving up great coffees and small bites! The village has a small convenience store, a couple of takeaways, and restaurants including the renowned East Pier Smokehouse. St Monans has that quintessential fishing village vibe - dotted with colourful cottages, a serene harbour, and the iconic St Monans Windmill. Evenings were spent enjoying stunning sunsets over the Firth of Forth while wandering along the coastal path, which offers great views of the rugged coastline and neighbouring villages.

Day 1: Exploring the East Neuk of Fife

We dedicated our first full day to exploring the many neighbouring towns and villages, each with its unique identity and charm;

  • Elie: if there’s a better beach on the Fife coast - we’re yet to find it! Elie’s golden sands and charming streets were perfect for an early picnic lunch and in our case, an Olympics-inspired family long jump competition on the soft sands. On the far ends of the main beach, you have the Elie Ness Lighthouse, which provides picturesque views of the surrounding coastline, and equally on the opposite end, the Chapel by the Sea.

  • Pittenweem: Known for its vibrant arts scene and working harbour, this village is bursting with independent stores and galleries. The kids particularly enjoyed an impromptu visit to St Finnans cave - accessed by collecting the key from the charming chocolate shop around the corner, it provided an unexpected (and free) piece of entertainment.

  • Anstruther: famed for its award-winning fish and chips at the Anstruther Fish Bar (which didn't disappoint!) this town also offered delightful harbour views and a fascinating maritime museum. While bigger than other places we visited in the East Neuk it’s no less charming, had we had more time we would certainly have taken a short boat trip to the Isle of May, to see the puffins and seals.

  • Crail: The smallest yet arguably the most picturesque of the East Neuk villages, Crail’s cobbled streets and historic harbour felt like stepping into a postcard. We had a browse in the Crail Pottery shop and followed by a stroll along the coast.

Day 2: A Day in St Andrews

Our full day in St Andrews was the real highlight of the trip and one of the best days of our year! This historic town is like few others - it effortlessly blends academia, history, and coastal beauty.

Here’s how we spent our time:

  • The town has plenty of parking options, but the best (IMO) is the public parking by West Sands Beach. For golf lovers, being able to stroll within touching distance of the 1st and 18th on the old course is a real treat, while marvelling at the R&A clubhouse. For those inclined, you can step on to and get those famous pictures on the Swilken Bridge, or sample the delights of the jigger inn near the 17th fairway.

  • Our first stop was St Andrews Castle and the nearby Cathedral Ruins: Steeped in history, these sites offered a glimpse into Scotland’s medieval past. The kids were fascinated by the underground mine tunnels at the castle, we paid £28 for the family to visit (2 adults, and 2 children) - TIP: be sure to ask for an explorer pack for the kids which includes binoculars and a jester hat, among other things- allowing them to enjoy a real immersive experience.

  • We continued our loop around the town to the first beach stop of the day at East Sands Beach: The kids loved running along the wide-open stretches of beach, while we lapped up the coastal vibes.

  • The afternoon was spent relaxing and letting the kids roam free on the West Sands on the other side of town - the huge expanse of beach ensures it never feels crowded, and everyone has plenty of space to roam and frolic in the surf!

  • This itinerary was structured around a mini Foodie Adventure we’d planned, specifically structured around everything we wanted to see in the town:

    • The Cheesy Toast Shack was the first stop right by East Sands Beach for their famous mac and cheese toasty - a real hit with the whole family.

    • A short walk back into town took us for a creamy scoop at Jannetta’s Gelateria - with dozens of flavours there's something for everyone and with plenty of outdoor seating it made the perfect spot to take a minute, and watch the world go by.

    • Around the corner is Fisher & Donaldson - a local chain bakery serving up delicious treats for over 100 years, we enjoyed a huge cream-filled doughnut, and with their Royal Warrant: if it's good enough for the royals, it's good enough for us!

    • A visit to Balgove Larder to stock up for a cosy night back at base was the perfect end to the day - we enjoyed a farm-to-table dinner and picked up some artisanal goodies.

Day 3: Venturing Beyond Fife and into the Cairngorms

We took a day to venture beyond Fife, driving up to Dunkeld and further into the Cairngorms National Park. The journey was worth the effort and we’ve already made plans to visit the Cairngorms as a dedicated trip soon, here’s what we managed to get done in a day:

  • Birnham and Dunkeld: These charming little towns separated by the River Tay provided a perfect pit stop before our adventures in the Highlands. We explored the Beatrix Potter Garden, sampled the delights of ARAN Bakery, picked up a punnet of strawberries from a local grocer and spent time in the park on the river's edge enjoying the sounds of the river passing by.

  • The Hermitage Walk is a nearby family-friendly trail leading through majestic ancient woodlands to a spectacular waterfall, this was a highlight for all of us. The towering Douglas firs along the trail were amazing, we would recommend arriving early or later in the afternoon to avoid the peak - this is certainly not a ‘hidden gem’.

  • House of Bruar - known as the "Harrods of the Highlands," this luxury shopping destination offers everything you never knew you needed in the middle of nowhere in the Scottish Highlands! From Scottish tweeds to gourmet treats - we enjoyed browsing the food hall and indulged in some (relatively expensive yet) delicious fish and chips!

  • Pitlochry: A charming stop on our way back, where we enjoyed exploring the town’s shops and cafes. The Explorers Garden was a peaceful retreat where we learned about Scottish plant collectors’ contributions to horticulture.

  • Pine Cone Point: Not content with just the one walk earlier in the day, we revisited the Dunkeld area on the way back from Pitlochry and took the short hike to this viewpoint. We were rewarded with panoramic views of the surrounding landscapes, which was well worth the effort. The kids, while slightly grumpy on the way up, were particularly excited about the whimsical pine cone sculpture which greeted us at the top!

Reflections and Recommendations

For us, this trip perfectly blended relaxation, exploration, and family bonding. Fife’s coastal villages offer a laid-back quaint charm, while St Andrews added a touch of history and vibrant energy. Venturing into the Cairngorms brought a taste of Scotland’s remote and wilder side, making this one a bit of everything!

Our top tips for your Scottish adventures:

  • Pack for all weather: Scotland’s weather can be unpredictable, so layers and waterproofs are essential. That said - having spent many short breaks in Scotland over the last decade - we’ve regularly found the May half-term to offer the best weather as a general rule.

  • Embrace local flavours: Scotland is full of small independent, artisan stores - in particular, don’t miss the seafood, baked goods, and farm-fresh produce. Fresh strawberries were everywhere during this visit - they even have roadside vending machines offering up on the go, fresh snacks!

  • Plan scenic drives: The roads between villages and into the Highlands are all part of the adventure - take your time and enjoy the journey!

Whether you’re seeking coastal charm, historic intrigue, or rugged natural beauty, Fife and its surroundings offer something for everyone. We cannot wait to return and uncover even more of this enchanting corner of Scotland.

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Home away from home: our favourite places in the scottish borders and East Lothian