Scotland

May 17th to May 26th 2027

Our Castle Hotel: Schloss Roxburghe

Welcome

Welcome

A Journey to Scotland

In late spring of 2027, we’ll be taking our first trip to Scotland in more than a decade. After several days at The George Hotel in Edinburgh, whose urban environment is one of the most vibrant cities on the planet, we’ll move to our Castle Hotel near the border with England: Schloss Roxeburghe (pictured on the cover).  It was here in these borderlands that the wild tribes halted the expansion of the Roman legions, prompting emperor Hadrian to build his famous wall.  It was also here that Henry VIII tried and failed to annex Scotland to England.  The royal Scottish castle of Roxburgh was later made over into a five-star resort - just perfect for the royal banquets and entertainments that we have planned for you.

The Borders region of Scotland

The Borders region of Scotland

A Slice of Scottish History

When we depart Edinburgh, with its great castle and marvelous architecture, we will move south into the borderlands. Our home will be the Roxburghe Castle, just a few miles north of the English border with Scotland. This is not a new border. The original castle was built (12th century) just ten miles from the village of Melrose, which is built on the foundations of Trimontium. This northernmost Roman fort was established when Julius Caesar set out to make Great Britain a colony of Rome (55 BC). Within three generations of the Roman conquest, what is now England was pacified and adopted the Roman good life; Roman roads, Roman villas, Roman laws, good wine and fine dining. But up north the ancient and warlike tribes of the Scots and Picts were having none of it. They refused to be colonized and the Romans couldn’t conquer them. After two hundred years the Romans gave up their far outpost at Trimontium (today’s Melrose). They picked a skinny part of the island a hundred miles south and built Hadrian’s Wall (122 AD) and left the wild folks on the other side to do their own thing.

After the fall of Rome came the Anglo Saxons (Germans). They populated what had been Roman England, but as the Anglo Saxons moved north to the borderlands near Hadrian’s Wall, they too decided that trying to civilize these folks was a losing proposition. The Anglo Saxons left them alone. Then came the Normans (Battle of Hastings 1066). They too occupied England but left the Scots to their clannish ways.

About five hundred years later the megalomaniacal Henry VIII decided that he would be the one to finally subdue these ancient folks. When he died it still wasn’t accomplished. The next generation then witnessed one of history’s great ironies. Henry had three heirs. Each of them became a monarch but none of them produced an heir for the next generation of Tudor monarchs. So Henry (VIII) Tudor’s line died out. But part of his plan to conquer Scotland had included sending his sister Margaret up north to marry the king of Scotland (James Stuart). This couple did produce an heir, so when Henry’s last child, Elizabeth I died in 1603, James, the king of Scotland inherited the realm of England. So after two thousand years of England trying and failing to militarily control Scotland, now Scotland ruled over England without a single battle.

Thus was born the fiction of Great Briton, wherein England and Scotland became one country. This fiction fell apart one generation later when the English parliament removed the head of the second Scottish king (Charles I), setting off more that a century of civil wars that only subsided when the Stuarts ran out of heirs and the British parliament brought in another line of German kings. They were all named George (I through V). This German line (the house of Saxe-Colberg and Gotha) still provides British monarchs today, although George V officially dumped the German name in 1917 and changed it to the English sounding “house of Windsor” (see Shakespeare’s The Merry Wives of Windsor).

But the historical tensions remain. Scottish people are adamantly not English and the majority also do not identify as British. In 2014 there was a vote put before the people to make Scotland an independent country. It narrowly failed, but if the vote were held today, it almost certainly would pass.

From the time when Georgian kings were still proud of their German heritage, Roxburghe changed the name “castle’ to its German equivalent “schloss”, so we will officially stay in the Schloss Roxburghe. This is just one of the many delicious historical ironies we will savor during our sojourn in the borderlands, an area of great buildings, great stories and great parties for over two thousand years.

Event Highlights

Event Highlights

Edinburgh Highlights

Edinburgh wears its history in plain sight with layer upon layer waiting to be discovered as we explore this magical city. The Old Town's medieval alleys and towering tenements sit just downhill from the orderly Georgian squares of the New Town, and beneath it all runs a hidden layer of vaulted streets that got built over and forgotten for a century. Most cities knock down the old to build the new. Edinburgh just kept stacking one era on top of the last, so you're never just visiting one century here, you're walking through all of them at once. You'll notice this the moment we start down the Royal Mile, the spine connecting Edinburgh Castle down to Holyroodhouse. The closes (those narrow alleys branching off the Mile) used to be so packed and vertically stacked that Edinburgh was basically inventing the skyscraper back in the 1600s, with some tenements reaching ten or eleven stories. This was a response to residents running out of room within the old city walls. We'll wander into Greyfriars Kirkyard, which is quieter and stranger than it sounds: it's the resting place for a mix of Covenanters and city nobles, and it's rumored to have partly inspired names in the Harry Potter books - Rowling wrote nearby and one can find a headstone in the Kirkyard bearing the name of the Potter villain "Thomas Riddell". The Kirkyard was also home to Greyfriars Bobby, the famous terrier who reportedly guarded his owner's grave for fourteen years. A statue memorializing the pup can be seen there today.

From there it's a short walk to the National Museum of Scotland, where Pictish stone carvings and taxidermied remains of Dolly the sheep, the world's first cloned mammal, somehow sit under the same roof as ancient Egyptian artifacts and a working steam engine. The city never asks you to choose between the medieval and the modern; you'll be standing on cobblestones worn smooth by 500 years of foot traffic one minute, and looking at cutting-edge Scottish engineering the next. Even the ground beneath us has stories. Much of the Old Town sits above a warren of underground vaults and streets that got built over and sealed up, some only rediscovered in the last few decades. It's a city that rewards looking down alleys and asking "what's back there?". We look forward to exploring it with you!

Greyfriars Kirkyard

Greyfriars Kirkyard

A Close in Edinburgh

A Close in Edinburgh

The Royal Mile

The Royal Mile

We’ll also venture out to Stirling Castle, which might actually be an even better key to Scottish history than Edinburgh. It changed hands between the English and Scots more times than almost any fortress in the country, and it's where Mary Queen of Scots was crowned as a nine-month-old baby in 1543. Stirling was also the site of the Battle of Bannockburn, fought in 1314 just south of the castle along the Bannock Burn, where Robert the Bruce won a decisive victory over the English army of Edward II. The win didn't end the war outright, but it shattered English control in Scotland and cemented Bruce's authority as king, setting the stage for the eventual recognition of Scottish independence in 1328. Whoever held Stirling effectively held the gateway between the Highlands and the Lowlands, which is why the town saw so much bloodshed over the years — including William Wallace’s famous victory at Battle of Stirling Bridge in 1297.

Stirling Castle

Stirling Castle

The Borders Highlights

After our time in Edinburgh, we head down into the Borders, where Melrose Abbey is waiting in that beautiful state of ruin that somehow makes it more moving than if it were intact. Robert the Bruce famously asked for his heart to be buried there after his death, and legend has it the heart was carried on Crusade before making it back. The abbey's stonework is also full of small surprises, including a carved bagpipe-playing pig tucked up near the roofline, a reminder that even medieval stonemasons had a sense of humor. Just up the road is Abbotsford, the rather theatrical house Sir Walter Scott built for himself, part baronial fantasy and part working writer's home. He basically invented the modern idea of "romantic Scotland" from that house, armor and all, filling it with battle relics, historic weapons, and even a lock of Bonnie Prince Charlie's hair. Scott entertained a steady stream of famous guests there, and the house did as much to shape how the world pictures Scotland as any battle or castle did.

Melrose Abbey

Melrose Abbey

Floors Castle

Floors Castle

Floors Castle is the largest inhabited castle in Scotland, still home to the Duke of Roxburghe, and has that slightly absurd number of turrets that only makes sense once you learn it was extensively "improved" and fancified in the 1800s to look even more castle-like than the original. It sits on the banks of the River Tweed with sweeping parkland views, and the walled garden alone is worth visiting. We'll also stop by the Mary Queen of Scots House in Jedburgh, where she reportedly recovered from a serious illness after a grueling ride to visit a wounded lover.

We'll round out the tour with Ferniehirst Castle, a proper Border stronghold built by the Kerr clan, who were left-handed enough as a family that some historians think Ferniehirst's spiral staircases were built to turn the "wrong" way, giving left-handed defenders the advantage in a sword fight. The castle sits right on the old Anglo-Scottish border, and its history is basically one long story of raiding, feuding, and switching allegiances, depending on which side had the upper hand.

Library in Ferniehirst Castle

Library in Ferniehirst Castle

Mary Queen of Scots House

Mary Queen of Scots House

Lodging

Lodging

The George in Edinburg

Between 1750 and 1850, Edinburgh was the vibrant center of a financial and intellectual explosion that compares with the most momentous examples in history. Historians compare it with ancient Athens and Renaissance Florence. Major advances include economic theory (Adam Smith), the steam engine (James Watt), historical geology (James Hutton), medical advances (William Harvey’s discovery of the circulation of blood through the heart), and the invention of insurance (Adam Roger) . There were also flourishing groups of artists, authors, and philosophers during this time period.

The George Hotel

The George Hotel

Another major innovation involved town planning. Robert Craig’s concept for a “New Town” in 1766 led to the first recognizable modern concept of civilized urban living. Luxury town homes, built close together along George Street, became the norm for the wealthy districts of 19th century London, New York and Paris. In the 1880’s five of these gorgeous homes were combined behind a magnificent Victorian facade to create the George Hotel. We will call this home during our stay in Edinburgh. The hotel has hosted famous people from its opening to the present day, from Robert Burns and Sir Walter Scott to Elizabeth Taylor, Omar Sharif and Jack Lemon. The George is located in the heart of Edinburgh within walking distance to the castle, the monuments, and grand boulevards of historic Edinburgh. It also offers a wonderful selection of rooms and has a spectacular venue for our nightly shows and banquets.

Schloss Roxburghe

Near the English border fifty miles south of Edinburgh, the Roxburghe Castle was first constructed by the Scots around 1180AD to defend against the English.  Because it is in the borderlands between England and Scotland, it changed hands many times and was destroyed and rebuilt many times. Peace arrived only after the unification of Scotland and England, forming Great Briton. In 1810, Robert Kerr’s family erected a large new “manor home” on the property. This new home was no longer a fortified castle but an elegant country mansion.  This building is now the centerpiece of the Schloss Roxburghe which opened as a 5 star hotel with an 18 hole championship golf course in 2019. It is an ideal setting for our concerts and banquets and is located in the midst of a dazzling group of important architectural and historical sites.

Schloss Roxburghe

Schloss Roxburghe

Entertainment

Entertainers

We’ve packed this trip with some really incredible entertainers we can’t wait to share with you.

We are excited to welcome back songwriter extraordinaire Livingston Taylor. The writer of several top 40 hits including “I Will Be in Love with You”, “I’ll Come Running”, and “I Can Dream of You”, Liv has also spent decades touring with acts such as Joni Mitchell, Linda Ronstadt, Fleetwood Mac, Jimmy Buffett, The Eagles, Billy Joel and Jethro Tull

Dean Parks has recorded with nearly all the biggest names in the popular music of our time, including Sonny and Cher, Steely Dan, Michael Jackson. Joan Baez, Crosby, Stills and Nash, Madonna, Stevie Wonder, Barbra Streisand, Elton John, Celine Dion, Diana Ross, Billy Joel, Neil Diamond, Paul Simon, Dolly Parton, Tom Scott, B.B. King, Dusty Springfield, and Randy Newman....just to name a few.

We’re also extremely excited to announce that famed bassist Nathan East will be joining us on his first Castles and Concerts trip. Nathan is a highly regarded American jazz, R&B, and rock bassist and vocalist. With over 2,000 recordings, he is one of the most recorded bass players in music history. His genre-crossing collaborations with legends like Eric Clapton, Phil Collins, Michael Jackson, and Daft Punk have made him one of the most in demand bass players in the world. 

We are also looking forward to welcoming back celebrity chef Gail Arnold. Gail will be giving a talk to us about her career highlights which include working with Wolfgang Puck and Jonathan Waxman, appearances on Beat Bobby Flay and other cooking shows, as well as spending over 25 years working as the private chef to Steven Spielberg and his family. 

We’re thrilled to welcome back The Castles and Concerts Brass Band, which will feature trombonist Luke Kirley (All Things Swamp, Post-Modern Jukebox), Tom Williamson (numerous bands from USA and Canada) on trumpet, and Jeff Sanford on saxophone.

Rounding out the band will be composer/accordionist/pianist Steve Rice (Better Call Saul, American Gods, Orange is the New Black), Andy Fraga (Tom Scott, Diane Schuur, Queen Latifah) on drums, Vanessa Bloom (Montango) on violin and vocals, Tom Montgomery (Montango) on accordion and bandoneon, and Matt Montgomery (Rufus Wainwright, Thee Sacred Soul, Madison Cunningham) on violin and vocals.

Livingston Taylor

Livingston Taylor

Dean Parks

Dean Parks

Nathan East

Nathan East

Gail Arnold

Gail Arnold

Matt Montgomery

Matt Montgomery

Vanessa Bloom

Vanessa Bloom

Tom Montgomery

Tom Montgomery

Andy Fraga

Andy Fraga

Luke Kirley

Luke Kirley

Jeff Sanford

Jeff Sanford

Tom Williamson

Tom Williamson

Steve Rice

Steve Rice

Details and Costs

Details & Costs

Arrival: Plan to fly into Edinburgh International Airport. (EDI). Please furnish us with your arrival information and we’ll be there to greet you. We’ll start our events at The George in Edinburgh on the evening of Monday May 17th with cocktails, dinner and a show. But if you want to fly in a day or two earlier to get over jet lag or do some sight-seeing on your own, we are happy to confirm a hotel reservation for you and pick you up.

Departure: We will provide coaches from Schloss Roxburghe to EID Airport on Wednesday morning May 26th. We’ll be a 90 minute coach ride from the airport, so you may want to book your departure for later in the morning/afternoon to avoid a very early wake up call.

Weather: We’ve chosen a wonderful time of year to visit Scotland, but of course rain is always possible. Afternoons should be fairly warm, but layers are recommended for mornings and evenings.

Daytime Dress: Casual during the day: And be sure to bring comfortable walking shoes for our small group excursions.

Evening Dress: Casually elegant or elegantly casual, take your pick. We don’t have a dress code, and want everyone to be comfortable. That said, we will have our events in beautiful ballrooms and our group tends to dress nicely for the evenings. For reference, my “go to” outfit for dinners is a blazer, button up shirt, slacks, and no tie. We will have one night where we dress up a little fancier.

Hotel photo

Hotel

What’s included: All accommodations and group ground transportation including to and from the airport. Breakfast, lunch and most dinners each day, and any meals taken with the whole group on excursions. All tours, transportation, and entertainment are also included. We’ll give you one night to dine on your own in Edinburgh and one lunch on your own in The Borders. Great parties and music where we will include the wine and soft drinks at our banquets are also included. Not included are alcoholic drinks and incidentals signed for and charged to individual rooms.

Costs

Deposits: A $500 per/person deposit will secure your place. Deposits are fully refundable until you make another payment, several months from now.

Insurance: If there is something that might prevent you from attending, we encourage you to take out trip insurance. This is best purchased immediately when you sign up. By putting the insurance in place when you sign up for the trip you assure that the policy will cover any pre-existing medical conditions you may have.

Cancellations: All deposits and payments are fully transferable to someone who takes your place. If you cancel for any reason we will refund all of your money if the trip is full and we can fill your spot. We usually (but not always) have a waiting list.

Costs:

Edinburgh from May 17th to May 21
The cost for the 4 night Pre Trip in Edinburgh is $4,950 per person (double occupancy)

The Borders region from May 21 to May 26th
The cost for the 5 night Main Trip in The Borders is $5,950 per person (double occupancy)

A single occupancy supplement is $1,900 for each segment.

You may come to one or both segments of the trip.

Upgrades:
We have a limited number of upgraded rooms available, listed on the next page. Please let us know as soon as possible if you are interested so that we can make sure that we can reserve it for you

Upgrades

We have very nice superior rooms included throughout the trip. But if you’re interested, we do have a limited number of upgraded rooms available. Please contact us as soon as possible if you’d like to ensure upgraded accommodations for our time in Scotland.

The George

The George

Upgrade Pricing for 4 nights at The George in Edinburgh -

Total Price (not per person)

Upgrade Pricing for 4 nights at The George in Edinburgh - Total Price (not per person)

  • Premium Room - We have 10 of these more spacious rooms available - $750
  • Premium Room City View - Additionally, we also have 5 Premium rooms with great city views - $1,450
  • Jr Suite - We have 5 of these much more spacious accommodations that feature great city views. Our best rooms in Edinburgh - $2,450

Tasting Room at Schloss Roxburghe

Tasting Room at Schloss Roxburghe

Upgrade Pricing for 5 nights at Schloss Roxburghe in The Borders -

Total Price (not per person)

Upgrade Pricing for 5 nights at Schloss Roxburghe in The Borders - Total Price (not per person)

  • Castle Courtyard Deluxe - We have 3 more spacious accommodations located in the courtyard of the castle - $650
  • Castle Deluxe - We have 1 of these more spacious room available inside the castle proper - $950
  • Castle Jr Suite - We have 4 of these much more spacious rooms located inside the castle proper- $1,450
  • Castle Balcony Suite - We have 1 of these more spacious full suites located inside the castle proper with its own private balcony - $2,250
  • Courtyard Duplex -We have 1 Very large courtyard room with separate downstairs living area - $2,250
  • Castle Suite - The largest suite with high ceilings and oversize bathtub- $2,450