Tours for Tripsite

Welcome to the SouthWest of Scotland

a cyclist’s paradise

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Dumfries and Galloway tucked away in the South West of Scotland has long been a desirable holiday destination. It is certainly a hidden gem for cyclists. The region has more than hundred (yes 100, though some say more!) castles and a breathtaking landscape with stunning glens and rolling hills fringed by 200 miles of coastlines. In every direction there is a quiet road for you to ride and enjoy.


General Info

Season

From April to October

Dates are flexible

Group size

From single people to groups up to 10

We give a 10% Per person on groups of 4+people

Type of tours

Most of our tours are Self-guided tours.

We can provide guided tours on request

Accommodation

Hotels and B&Bs are 3 and 4* family run hotels with individual flair.


Included in the price:

  • Transfers from the train station in Lockerbie to first accommodation and final accommodation back to Lockerbie. We also pickup and return to from Dumfries train and bus station.

  • Accommodation with breakfasts

  • Luggage transfers

  • Maps and Guiding material, gps systems.

  • Personal contact and support

  • Bike Setup and getting you comfortable.

Extras (not included)

We have not included the bike hire as you have two options and can bring your own:

  • Hybrid @ £15 per bike per day

  • Ebike @ £30 per bike per day

Bike hire includes: helmets, bike tools, bike bags.

Terrain of tours

Dumfries & Galloway offers a wide range of landscapes. It is flat to the South East, “undulating” along the coast, and some hills as you go inland. Most of the gradients are gentle, fine for every type of cyclists.

All routes are on roads that are very quiet, often with just a few cars every hour, most of which will be driven by drivers who wave greetings for you.

Tripsite Tours 

 
Craggy shores near Kirkcudbright

Craggy shores near Kirkcudbright

new for 2019: Tour 1

The Coastal Stewartry

9 nights / 10 days

Castle Douglas > Kirkcudbright > Gatehouse of Fleet > Wigtown

 

Intro

A tour along the centre part of the Solway Coast. From the "Food Town", via the "Artist Town" along beautiful hidden beaches, craggy shores, through the UNESCO protected Biosphere to Scotland's "Book Town". This is a tour for those who want to experience Scotland's culture

highlights

Threave Castle, Threave Gardens; Dundrennan Abbey - Mary Queen of Scots last night in Scotland; MacLellan Castle in “The Artist Town” Kirkcudbright; Cream O’ Galloway - ice cream factory, Carrick shore, Cally Palace and woods, Cardoness Castle; Creetown Gem museum, Queens Way and Clatteringshaws, Wigtown - “The Book town”, ‘The Machars”, standing stones & circles.

route description

Please press "+" sign >>>

day 1

Transfer from Lockerbie to Castle Douglas

A day for looking out of the window as you drive to your B&B.

0 miles


day 2

Castle Douglas > local tour

The historic and rather wonderful Threave gardens followed by Orchardton Tower. An unusual free-standing round tower, the only one of its type in Scotland. It operated as a fortified residence for a nobleman named John Cairns, who may have acquired the land after James II’s overthrow of the Douglases in 1455. Continue to the harbour at Palnackie before returning for a craft beer at Castle Douglas.

16.5 miles


day 3

Castle Douglas > Kirkcudbright

Highlight of today are the coast views and Dundrennan Abbey - was a Cistercian monastery in the Romanesque architectural style, established in 1142 by Fergus of Galloway, King David I of Scotland (1124–53), and monks from Rievaulx Abbey. Mary, Queen of Scots, after the Battle of Langside, spent her final night in Scotland here, in 1568. There is a great cafe as well! You end your ride in the artist town of Kirkcudbright which has galleries, antique shops and a wide choice of places to eat.

26.7 miles


day 4

Kirkcudbright > Local Tour

Circular ride from Kirkcudbright - A day to enjoy the town if you like and/or ride a circular route inland a little.

24.3 miles


day 5

Kirkcudbright > Gatehouse of Fleet

Leaving Kirkcudbright along the coast where John Paul Jones sailed to St Mary’s Isle across the bay, stole the Earl of Selkirk’s silver and was captured and imprisoned in the Tolbooth – now Kirkcudbright’s arts centre. Out along the coast where Vikings sailed, before you arrive at Gatehouse through the grounds of Cally Palace.

21.7 miles


day 6

Gatehouse of Fleet > Newton Stewart

Todays ride is about the views of the Solway Firth, up the coast and across to England. You begin with a climb out of Gatehouse into open moors a little inland. The route picks up National Bike route 7 to ride some miles on a rail to trail through forests and farmland, before descending to Newton Stewart.

18.7 miles


day 7

Newton Stewart > Local Tour

24 miles


day 8

Newton Stewart > Wigtown

Is a short day on the bikes. Time can be spent in Newton Stewart or going from bookshop to bookshop in Wigtown. The Bladnoch distillery is due to reopen soon a mile outside Wigtown and will be a great place to visit.

8.3 miles


day 9

Wigtown > Local Tour

This is a circular ride out and back to Wigtown and can be as long as 34 miles if you wish. Highlights early today is Torhouse Stone Circle where local tradition maintains that the three large stones in the center of the circle contained the tomb of Galdus, a mythical Scottish king. Further on there is Sorbie Tower, the ancient seat of the Clan Hannay. It is in an L-shaped format, rubble-built in the late sixteenth century,  possibly by Patrick Hannay. The poet and courtier at the court of James VI.

34.7 miles


day 10

Departure : Transfer from Wigtown to the train station in Lockerbie

0 miles

new for 2019: Tour 2

Castles & Coast

7 nights / 8 days

Thornhill > Kirkcudbright

 

Intro

Only two hubs that gives you the experience of the Galloway Highlands and the Southwest Seas. Discover the open moors ...

highlights

Drumlanrig Castle & Estate (as featured in Outlander), Morton Castle, Durisdeer Italian marble, MacMillan - inventor of the pedal bicycle; Glenkens & Galloway Forest Park, Ken-Dee nature reserve; MacLellan Castle in “The Artist Town” Kirkcudbright; Cream O’ Galloway, Carrick shore, Cally Palace and woods, Cardoness Castle; Dundrennan Abbey - Mary Queen of Scots last night in Scotland; prehistoric sights: cup & ring mark.s

route description

Please press "+" sign >>>

day 1

Transfer from Lockerbie to Thornhill

A day for looking out of the window as you drive to your B&B. A Welcome and the setting up of the bikes,

0 miles


day 2,3

Thornhill > Local Tours

There are longer rides if you want a challenge, but to get to the highest pub in Scotland and take a dram perhaps. The shortest route takes in Morton Castle, Durisdeer Church and then the ascent of the Dalveen Pass before turning for Wanlockhead, the highest village in Scotland. You have done most of the days work and now have miles of high speed descending ahead down the Mennock Pass ( look these passes up online for the many films ).

You return to Thornhill through the grounds of Drumlanrig Castle. Save some energy for the tree lined road used often by the Tour of Britain that leads to the castle. We often go straight to the Thomas Tosh cafe - our favorite in the area. There are few rides of just 43 miles that you will ever do.

A short ride would be to the grave of Kirkpatrick Macmillan the inventor of the modern bicycle. It is tucked away almost out of sight and almost the final entry on his family gravestone. There is a nice cafe stop in Penpont and a roadside early medieval cross before you return to Thornhill having done less than 7 miles.

Flexible miles


day 4

Thornhill > Kirkcudbright

41.1 miles


day 5,6,7

Kirkcudbright > A rest day and Local tours

We call this example, the ice cream ride as it takes you along the coast by ‘ The Cream of Galloway ‘ - the home of the best in the area. The ride links together views of quiet beaches and bays, the places of pirates, smugglers and vikings over the years. You ride into Gatehouse of Fleet through the grounds of Cally Palace on off-road tracks. There is a loop around the back of the town to the nature reserve of Carstramon Woods, one of the best places in Scotland for springtime carpets of bluebells.

Take your time just to watch the river flow by and take in views to Rusko Tower across the fields before you turn to descend into Gatehouse for coffee and cake. Time now to ride back to Kirkcudbright for more culture time. 30 miles

The second ride example is a visit to the 3,000 year old rock carvings. You ride out of town and park the bike for a short walk to the cup & ring marked rocks. Back on the bike you ride on quiet roads to Dundrennan to visit the abbey. This is where Mary Queen of Scots spent her final day in Scotland. There is a great cafe just over the road to visit, before you return to Kirkcudbright through the military firing range with views across to England. 17.4 miles.

Flexible


day 8

Departure: Transfer from Kirkcudbright to train station in Lockerbie

0 miles

Tour 3

Big Sky Tour (long)

9 nights / 10 days

Castle Douglas > Kirkcudbright > New Galloway > Thornhill

 

Intro

Starting from Castle Douglas, the “Food Town”, cycling along the coasts of the Solway to the “Artists Town” , exploring the Glenkens region around New Galloway and heading over the Highland Moors to Thornhill in the Galloway Highlands.

highlights

Threave Castle, Threave Gardens - Castle Douglas; Scottish Riviera - the seafront by Kippford; Dundrennan Abbey - Mary Queen of Scots last night in Scotland; MacLellan Castle in Artrist Town Kirkcudbright; Cream O’ Galloway - ice cream factory; Cally Palace and UNESCO Biosphere in Gatehouse of Fleet; Ken-Dee Nature reserve; Queens Way and Clatteringshaws, MacMillan - inventor of the pedal bicycle, Drumlanrig Castle ( as features in Outlander) in Thornhill, prehistoric sights: cup & ring mark

route description

Please press "+" sign >>>

day 1

Arrival and Transfer from Lockerbie train station to Castle Douglas

If you wish to move your legs a bit and explore the area, the bikes will be ready for you to go to Threave Castle or their beautiful house and gardens. You may just fancy a spin around town and visit the award winning micro brewery.

6 miles


day 2

Castle Douglas > Local Tour

A trip to the Scottish Riviera along the River Urr. Out on the National Cycle Route 7 to Haugh of Urr. The Laurie Arms (opens at 12pm) is in the village. Then you head for the coast through Dalbeattie. There is a free museum full of eccentric charm. Join the coast at Sandyhills and drop into Kippford for a pub meal, or a visit to "the Ark" for coffee and cake. You can continue through the forest, off-road for the next bit with panoramic views over the bay. Return by quiet roads to Castle Douglas and a brewery visit or coffee and cake.

32 miles


day 3

Castle Douglas > Kirkcudbright

A journey along the Solway coast with pretty fishing villages and breathtaking views of the coast line. On the horizon across the Firth, the mountains of the English Lake District. There is coffee and cake and the ruins of Dundrennan Abbey to explore. The Artists' town of Kirkcudbright with its pastel coloured houses, castle, art galleries and museums are your destination today. It has a working harbour and the best Fish & Chips in Galloway.

23 miles


day 4

Kirkcudbright > Local Tour

A short ride today plus a walk. The highlight today is a visit to High Banks cup and ring Rock Art. This is may be at least 3,000 years old. There is time to stand there and take in the views before you ride on. You ride to the coast beside the Balmae Burn. There are more cup and ring stones for you to find before you return to Kirkcudbright.

12 miles


day 5

Kirkcudbright > Gatehouse of Fleet

You have just managed to learn how to spell and pronounce Kirkcudbright and now you are on your way again. You follow a path along the River Dee, passing the abandoned wooden fishing boats subject of thousands of photos. This is one of the best views of Kirkcudbright and you can see why so many artists came here.

Twynholm could be your first stop at the chocolate factory for coffee and cake before you head for the coast and the village of Borgue. The coast beyond is full of history and curiosities. Pirates, smugglers and Viking harbours and the extravagant castle shaped dairy known as Cow Palace.

Some of the most beautiful beaches in Scotland are dotted along this stretch of coast. The route goes off road to visit some of them before passing through the grounds of Cally Palace where afternoon tea is served or you could wait until your first pass through Gatehouse.

Refreshed, you have a loop around one of the most beautiful quiet valleys as you ride along both banks of the Water of Fleet. Look out for some of the most beautiful old Beech trees in the area and Rusko Castle as you cross Castramont bridge to return to Gatehouse. There are gallery's, second-hand and antique shops and of course more cafes to visit.

25 miles


day 6

Gatehouse of Fleet > New Galloway

Many local people have strong views on which is their favorite valley and you begin today by riding through ours. It’s day, with fantastic views back to the coast as you climb into the uplands. Enjoy the most perfect of downhill runs into Lauriston and the photography gallery.

You will have our most iconic bird flying above you for the next few miles, the Red Kite. You can stop at the Visitor Centre to get even closer to the birds and some closer photos.

At the village of Glenlochar you take a minor road, across the river here there was a Roman camp. Up ahead a few years ago $4 million worth of Viking treasure was found buried near the local church ( look up The Galloway Hoard ). You have the choice now to ride on forest tracks or continue on the road towards New Galloway along Loch Ken. There are two tea rooms in New Galloway, both fantastic If you are lucky it may be a night for music at the Catstrand, which should not be missed.

27.2 miles


day 7

New Galloway > Thornhill

Today's ride takes you further into the rolling hills and wide horizons of the Uplands. A more remote and wilder feeling of big skies, shaggy cattle and sheep. You pass through Moniaive, the ‘Festival Village '. It may be a folk festival, theatre performance or horse show and there is often music in the bar. There is a great cafe with tempting cakes too.

As you leave the village there is the one major climb of the tour, take your time to look around and walk the short distance if needed. There are Bronze Age forts on the hill tops and views back to the coastal hills . You drop down and into the village of Penpont. Another tea room and nearby is the workshop of Kirkpatrick Macmillan the inventor of the modern bicycle. Take the time to visit his grave.

28.5 miles


day 8

Thornhill > Local Tour

You have a climb out of Thornhill to start your day to gain some height and wide panoramas. The reason for the workout is to visit our favorite castle ruin - Morton Castle. A photogenic setting that you will almost certainly have to yourself as there a no signposts guiding anyone here. You continue along the glen to pick up what was once a Roman road and the main road across Scotland to Edinburgh. The marble statues at Durisdeer church in the vault of the Dukes of Queensberry. This explains why the church is out of all proportion with the size of the village. You retrace your route to drop down into the manicured grounds of Drumlanrig Castle, one of the grandest castles in the UK. Take the time to visit, before you return to Thornhill.

23.6 miles


day 9

Thornhill > Local Tour

If you did not find enough time to see Drumlanrig Castle, you could do that now. Today’s ride takes you up into the hills again after a visit to one of the strangest churches in Scotland. A tin sheet, flat-pack building locals call ‘ the Tin Tabernacle ‘. A gentle climb take you on to the village of Ae for a cafe stop before you ride into the hills and descend back to Thornhill for your final night with us. This route could be done as a shorter out and back to give you more time in the wonderful cafes in Thornhill.

29.4 miles


day 10

Departure : Transfer from Thornhill to train station in Lockerbie

You have the option to stay longer, but if you can't we will drive you back to Lockerbie/Dumfries.

If we have time, we can take you to see the Twelve Apostles Stone circle - the largest stone circle in mainland Scotland.
There is so much more to see and to explore. We love cycling the quiet roads of our home here in this hidden gem, and know you will too.

0 miles

Tour 4

Big Sky Tour (short)

7 nights / 8 days

Castle Douglas > New Galloway > Thornhill

 

Intro

This tour is the perfect introduction to the Southwest Scotland.

Start at the Food town - Castle Douglas , explore the beautiful craggy shores around Kirkcudbright, “The Artist Town” , cycle into the high Moors and the big Skies of the Glenkens into the Galloway Highland and Thornhill.

highlights

Threave Castle, Threave Gardens - Castle Douglas; Scottish Riviera - the seafront by Kippford; Dundrennan Abbey - Mary Queen of Scots last night in Scotland; MacLellan Castle in Artrist Town Kirkcudbright; Cream O’ Galloway - ice cream factory; Cally Palace and UNESCO Biosphere in Gatehouse of Fleet; Ken-Dee Nature reserve; MacMillan - inventor of the pedal bicycle, Drumlanrig Castle ( as features in Outlander) in Thornhill

route description

Please press "+" sign >>>

day 1

Arrival and Transfer from Lockerbie train station to Castle Douglas

If you wish to move your legs a bit and explore the area, the bikes will be ready for you to go to Threave Castle or their beautiful house and gardens. You may just fancy a spin around town and visit the award winning micro brewery.

6 miles


day 2

Castle Douglas > Local Tour

A trip to the Scottish Riviera along the River Urr. Out on the National Cycle Route 7 to Haugh of Urr. The Laurie Arms (opens at 12pm) is in the village. Then you head for the coast through Dalbeattie. There is a free museum full of eccentric charm. Join the coast at Sandyhills and drop into Kippford for a pub meal, or a visit to "the Ark" for coffee and cake. You can continue through the forest, off-road for the next bit with panoramic views over the bay. Return by quiet roads to Castle Douglas and a brewery visit or coffee and cake.

30 miles


day 3

Castle Douglas > Kirkcudbright

A journey along the Solway coast with pretty fishing villages and breathtaking views of the coast line. On the horizon across the Firth, the mountains of the English Lake District. There is coffee and cake and the ruins of Dundrennan Abbey to explore. The Artists' town of Kirkcudbright with its pastel coloured houses, castle, art galleries and museums are your destination today. It has a working harbour and the best Fish & Chips in Galloway.

23 miles


day 4

Kirkcudbright > Local Tour

This day's coastline has a very different feel, rugged and more weather beaten with history at every turn. Vikings, pirates and smugglers have all been here before you. Have a stop at Galloway's own ice cream factory (Cream O' Galloway). There are lots of beaches to explore, so take your time. The route enters the forest and through the grounds of Cally Palace before you head into the burgh of Gatehouse of Fleet. Visit the Mill of Fleet - nice cafe, art gallery, an entire floor full of second hand books. You climb out of Gatehouse and head back to the coast through Twynholm, which has a bakery and pub. Return to Kirkcudbright along the River Dee. There may be music tonight in the square or one of the pubs.

23 miles


day 5

Kirkcudbright > New Galloway

Your day begins with a gentle ride along the banks of the River Dee to the Old Military Road across the river at Bridge of Dee. You are heading North now close to Threave Castle and through lands fought over by Romans, Viking and the Border Reivers. This is a perfect bird watching area, with huge flocks of geese in spring and early autumn. Along Loch Ken there is the feel of the Highlands, Red Deer heather and waterfalls. Buzzards and Red Kites can be overhead, and the hills purple with heather. Ahead, at New Galloway are is the Smithy for fine coffee and cake.

26 miles


day 6

New Galloway > Thornhill

Today's ride takes you further into the rolling hills and wide horizons of the Uplands. A more remote and wilder feeling of big skies and sheep. You pass through Moniaive, the ‘Festival Village '.It may be a folk festival, theatre performance or horse show and there is often music in the bar. There is a great cafe with tempting cakes too. As you leave the village there is the only major climb of the tour, take your time to look around, there are Bronze Age forts on the hill tops. You drop down and into the village of Penpont. Another tea room and nearby is the workshop of Kirkpatrick Macmillan the inventor of the modern bicycle. We recommend that you detour ahead, this time to one of Scotland’s finest castles, Drumlanrig. The fine castle is the Dumfriesshire seat of the Duke of Buccleuch and there are spectacular grounds to cycle through along the River Nith. Thornhill is a short ride away now, with more cafes, bars and even a chocolate shop.

24.8 miles


day 7

New Galloway > Thornhill

Today's ride takes you further into the rolling hills and wide horizons of the Uplands. A more remote and wilder feeling of big skies, shaggy cattle and sheep. You pass through Moniaive, the ‘Festival Village '. It may be a folk festival, theatre performance or horse show and there is often music in the bar. There is a great cafe with tempting cakes too.

As you leave the village there is the one major climb of the tour, take your time to look around and walk the short distance if needed. There are Bronze Age forts on the hill tops and views back to the coastal hills . You drop down and into the village of Penpont. Another tea room and nearby is the workshop of Kirkpatrick Macmillan the inventor of the modern bicycle. Take the time to visit his grave.

28.5 miles


day 8

Thornhill > Local Tour

Drumlanrig Castle is one of Britain's grandest castles, and today you get to ride through the grounds. Look out for some of the biggest trees in Scotland along the banks of the River Nith. There is a great tea room in what was the kitchen of the castle. You ride out along quiet roads and turn into the edge of the Southern Uplands. You drop down to the village of Penpont for another tea room, before riding slowly back to Thornhill and your final night with us.

18.6 miles


day 9

Departure: Transfer from Thornhill to train station in Lockerbie

You have the option to stay longer, but if you can't we’ll drive you back to Lockerbie/Dumfries. If we have time we can take you to see the Twelve Apostles Stone circle - the largest stone circle in mainland Scotland.
There is so much more to see and to explore. We love cycling the quiet roads of our home here in this hidden gem, and know you will too.

0 miles

Tour 5

Land & Shores of the Solway

7 nights / 8 days

Castle Douglas > Kirkcudbright

 

Intro

Two Hubs only, but so much to see. Drama, History, Art and Food packed in between the beautiful shores of the Solway where the vikings had landed and the pastoral lands that have a history of clashes with kings and queens, and stories of the clearances.

highlights

Castle Douglas: “ The Food Town”, Threave Castle, Threave Gardens, Motte of Urr; Scottish Riviera by Kippford, Dundrennan Abbey - Mary Queen of Scots last night in Scotland; MacLellan Castle in “the Artist Town” Kirkcudbright; Cream O’ Galloway - ice cream factory; Cally Palace and UNESCO Biosphere in Gatehouse of Fleet; Ken-Dee Nature reserve.

route description

Please press "+" sign >>>

day 1,2,3

Arrival : Transfer from Lockerbie train station to Castle Douglas

Castle Douglas - Local Tours

…is a historic market town that sits on the old military road linking Scotland with Ireland. Kirkcudbright may be the artist town, but this is the food town that gives you a feeling of having stepped back in time. There are three high quality butchers, three bike shops and more than enough very good cafes along with antique and craft shops. This is a town where the locals come to shop or even sell their sheep or cows. Bustling would be how to describe it.

A wonderful rolling landscape with the coastline just a short ride away makes this a perfect place or a few days of cycling. Loops down to Sweetheart Abbey and back along the coast or inland to New Galloway and the delights of The Smithy’s Tearoom.

As ever in Dumfries the roads are quiet and drivers often wave, so wave back and take your time. There are off-road rides through the woods of Dalbeattie and on to the Scottish Riviera at Kippford for a ride through this wonderful sailing village.

Castle Douglas has traditional pubs an award winning micro brewery and even some quality fish and chips at the end of the day. You can pick how far you want to ride and most rides are loops. To help you visit sites further away there are days when we can transport you and your bike to the start of the ride, allowing you to bike back at your own pace.

Flexible miles


day 4

Castle Douglas > Kirkcudbright

A journey along the Solway coast with pretty fishing villages and breathtaking views of the coast line. On the horizon across the Firth, the mountains of the English Lake District. There is coffee and cake and the ruins of Dundrennan Abbey to explore. The Artists' town of Kirkcudbright with its pastel coloured houses, castle, art galleries and museums are your destination today. It has a working harbour and the best Fish & Chips in Galloway.

10.8 miles


day 5,6,7

Kirkcudbright > Local Tours

Kirkcudbright is one of Scotland's most vibrant small towns and right in the heart of great cycling country, and it is just a wonderful ride down the coast from your first base at Castle Douglas. We are not the first to fall for the charm of the town; from Celtic tribes to the Roman General Agricola, the Galloway Picts, St. Cuthbert and more recently a flourishing colony of artists and craftspeople.

We love Kirkcudbright's pastel-coloured houses, the castle and the fact that it still has real family shops and a working harbour. We partner with the best of hotels, B&Bs and self-catering accommodation. You can ride out along the coast, into the hills or a bit of both, you make the choice every day. Pick from a range of 10, 20, 30, 40 mile or further rides we have tried tested and hand picked for you.

If you want to take a day off the bike here is a good place to do that and visit the many galleries and craft shops. 

Again the rides from here are loops, with the option of a lift to the start to extend your adventure further or ride the wind or hill home to Kirkcudbright. Take a look at the galleries of images for both places below and look out for our special cows, the Belted Galloway!

Flexible miles