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Scottish Highlands + Isle of Skye Retreat // September 22-28, 2026
Open to anyone - couples, women, singles - this Scotland trip is steeped in hospitality, and rooted in history and culinary excellence. If you want to see a different side to Scotland, venture into the Highlands, and learn from locals, this will be the retreat of a lifetime.
Joel & I have come to truly love Scotland over the course of our travels, and we keep coming back to Edinburgh and the Highlands with new eyes, and a new appreciation for the rich culture that awaits us.
If Scotland is on your bucket list, but you don’t want to travel with a traditional tour group and see all of the regular spots, come join us. This trip will challenge you, educate you, and leave you with a deep understanding of Scottish life and culture.
Here is a taste of what we’ll be experiencing during our time together:
September 22: Meet at the Edinburgh Airport at noon for your airport transfer to Inverness. Welcome dinner at our Manor together.
September 23: Today, we’ll enjoy breakfast together, and then head on an hour-long boat cruise on the famous Loch Ness waters. This afternoon, we’ll enjoy Afternoon Tea at the Inverness Castle, with time to explore the Castle Experience afterward. We’ll head back to the Manor for dinner with a private chef.
September 24: Early this morning, we’ll head to Fort William to enjoy a hike to the Steall Waterfall at the base of the tallest mountain in Scotland, Ben Nevis. You’ll have time to enjoy lunch on your own and time to shop around downtown Fort William before a Whisky Tasting at Ben Nevis Distillery.
September 25: We’ll head out early this morning for an entire day on the Isle of Skye. Leaving from Inverness, we’ll make our way to The Fairy Pools, Old Man of Storr, the quaint town of Portree, and Eilean Donan Castle, among other sights. This full-day excursion will be filled with history, rugged landscapes, and delicious food from artisan bakeries on Skye.
September 26: We’ll enjoy breakfast together before leaving for Edinburgh. We’ll make our way to the city center as a group, and enjoy a very traditional Scottish dinner in the famous Grassmarket district at one of our favorite restaurants. If you’re hoping to try Haggis, now’s the time! Tonight, we’ll enjoy a whisky tasting tour to learn more about all of the whisky regions of Scotland in a famous archaeological site in downtown Edinburgh.
September 27: We’ll have breakfast at our accommodations this morning before a tour of Edinburgh Castle. This afternoon, you’ve got a choice between a traditional tweed bag-making workshop with Islander, or a trip to Cadenheads for a whiskey tasting and explanation of the bottling process. Tonight, we’ll enjoy a cooking demonstration in Leith and learn about the origins of some of the nation’s most popular dishes.
September 28: Either head to the airport, or continue your exploration of one of the most beautiful cities in Europe. We highly recommend checking out the Scott Monument, the National Galleries of Scotland, and Arthur’s Seat if you’re looking to stay in the area. If you like to golf, an extra day or two in St. Andrews would be an incredible addition! Please let us know if we can assist you in planning an extra day or two in this beautiful city - we are here to help.
What’s included in the total price?
All of your accommodations during our time together at historic guesthouses
All transportation during our time together including our air-conditioned vans, tram tickets, National Park passes, and airport transfers
All meals during our time together except one lunch in Fort William, and one lunch in Edinburgh so you get to choose what you’d like to experience
An Inverness Castle Tour & Afternoon Tea Experience
Distillery tour at Ben Nevis Distillery in Fort William
A boat cruise on Loch Ness
A guided hike to the Steall Waterfall in Fort William
Edinburgh Whisky Tasting experience
Edinburgh Castle Tour
A tweed bag-making class through Islander, OR a Cadenhead’s whisky experience
A traditional Scottish cooking class in Edinburgh
A full-day trip to the Isle of Skye, with lunch included
A welcome bag filled with all of our favorite products made by our favorite local businesses
All pre & post trip support, including help securing your flights if needed (and access to our points course if you’d like to utilize credit card points to cover your flights for free!).
What’s NOT included?
Your flights to Edinburgh
Two lunches
Any tips/gratuity
Extra days you choose to add to either end of the trip
Trip Cost:
COUPLE’S SUPPLEMENT: $4,950 per person // $990 deposit (SOLD OUT)
TWIN SHARED SUPPLEMENT: $4,650 per person // 2 people in the room, shared bathroom // $990 deposit (3 LEFT!)
TRIPLE SHARED SUPPLEMENT: $4,150 per person // 3 people in the room, shared bathroom // $990 deposit (1 LEFT!)
Please Note: If you are a traveler who needs everything planned out, and you cannot be flexible if the itinerary needs to be shifted to accommodate weather patterns, schedule changes, etc. this may not be the trip for you. As two people who love Scotland dearly, and have been many times to carefully scope the best possible experiences, we ask that you trust us as we guide you through the experience of a lifetime - even if it takes a different shape from what we’ve got written in this description. We promise to give you the trip of a lifetime, packed with adventure. But, please be aware that things may change, but only to enhance the overall experience. Thank you for understanding!
Open to anyone - couples, women, singles - this Scotland trip is steeped in hospitality, and rooted in history and culinary excellence. If you want to see a different side to Scotland, venture into the Highlands, and learn from locals, this will be the retreat of a lifetime.
Joel & I have come to truly love Scotland over the course of our travels, and we keep coming back to Edinburgh and the Highlands with new eyes, and a new appreciation for the rich culture that awaits us.
If Scotland is on your bucket list, but you don’t want to travel with a traditional tour group and see all of the regular spots, come join us. This trip will challenge you, educate you, and leave you with a deep understanding of Scottish life and culture.
Here is a taste of what we’ll be experiencing during our time together:
September 22: Meet at the Edinburgh Airport at noon for your airport transfer to Inverness. Welcome dinner at our Manor together.
September 23: Today, we’ll enjoy breakfast together, and then head on an hour-long boat cruise on the famous Loch Ness waters. This afternoon, we’ll enjoy Afternoon Tea at the Inverness Castle, with time to explore the Castle Experience afterward. We’ll head back to the Manor for dinner with a private chef.
September 24: Early this morning, we’ll head to Fort William to enjoy a hike to the Steall Waterfall at the base of the tallest mountain in Scotland, Ben Nevis. You’ll have time to enjoy lunch on your own and time to shop around downtown Fort William before a Whisky Tasting at Ben Nevis Distillery.
September 25: We’ll head out early this morning for an entire day on the Isle of Skye. Leaving from Inverness, we’ll make our way to The Fairy Pools, Old Man of Storr, the quaint town of Portree, and Eilean Donan Castle, among other sights. This full-day excursion will be filled with history, rugged landscapes, and delicious food from artisan bakeries on Skye.
September 26: We’ll enjoy breakfast together before leaving for Edinburgh. We’ll make our way to the city center as a group, and enjoy a very traditional Scottish dinner in the famous Grassmarket district at one of our favorite restaurants. If you’re hoping to try Haggis, now’s the time! Tonight, we’ll enjoy a whisky tasting tour to learn more about all of the whisky regions of Scotland in a famous archaeological site in downtown Edinburgh.
September 27: We’ll have breakfast at our accommodations this morning before a tour of Edinburgh Castle. This afternoon, you’ve got a choice between a traditional tweed bag-making workshop with Islander, or a trip to Cadenheads for a whiskey tasting and explanation of the bottling process. Tonight, we’ll enjoy a cooking demonstration in Leith and learn about the origins of some of the nation’s most popular dishes.
September 28: Either head to the airport, or continue your exploration of one of the most beautiful cities in Europe. We highly recommend checking out the Scott Monument, the National Galleries of Scotland, and Arthur’s Seat if you’re looking to stay in the area. If you like to golf, an extra day or two in St. Andrews would be an incredible addition! Please let us know if we can assist you in planning an extra day or two in this beautiful city - we are here to help.
What’s included in the total price?
All of your accommodations during our time together at historic guesthouses
All transportation during our time together including our air-conditioned vans, tram tickets, National Park passes, and airport transfers
All meals during our time together except one lunch in Fort William, and one lunch in Edinburgh so you get to choose what you’d like to experience
An Inverness Castle Tour & Afternoon Tea Experience
Distillery tour at Ben Nevis Distillery in Fort William
A boat cruise on Loch Ness
A guided hike to the Steall Waterfall in Fort William
Edinburgh Whisky Tasting experience
Edinburgh Castle Tour
A tweed bag-making class through Islander, OR a Cadenhead’s whisky experience
A traditional Scottish cooking class in Edinburgh
A full-day trip to the Isle of Skye, with lunch included
A welcome bag filled with all of our favorite products made by our favorite local businesses
All pre & post trip support, including help securing your flights if needed (and access to our points course if you’d like to utilize credit card points to cover your flights for free!).
What’s NOT included?
Your flights to Edinburgh
Two lunches
Any tips/gratuity
Extra days you choose to add to either end of the trip
Trip Cost:
COUPLE’S SUPPLEMENT: $4,950 per person // $990 deposit (SOLD OUT)
TWIN SHARED SUPPLEMENT: $4,650 per person // 2 people in the room, shared bathroom // $990 deposit (3 LEFT!)
TRIPLE SHARED SUPPLEMENT: $4,150 per person // 3 people in the room, shared bathroom // $990 deposit (1 LEFT!)
Please Note: If you are a traveler who needs everything planned out, and you cannot be flexible if the itinerary needs to be shifted to accommodate weather patterns, schedule changes, etc. this may not be the trip for you. As two people who love Scotland dearly, and have been many times to carefully scope the best possible experiences, we ask that you trust us as we guide you through the experience of a lifetime - even if it takes a different shape from what we’ve got written in this description. We promise to give you the trip of a lifetime, packed with adventure. But, please be aware that things may change, but only to enhance the overall experience. Thank you for understanding!