Experience the magic of the Scottish Highlands on this unforgettable women’s journey through Scotland’s most breathtaking landscapes, historic cities, and island treasures. In June 2027, we’ll explore the very best of Scotland and the Highlands, from vibrant Glasgow to the windswept isles of Mull and Iona, the dramatic valleys of Glencoe, legendary Loch Ness, and the cobbled streets of Edinburgh.
This thoughtfully curated Scotland Highlands tour blends iconic landmarks with authentic cultural experiences. We’ll walk the ruins of Urquhart Castle on the shores of Loch Ness, stand beneath the towering peaks of Glencoe, visit Cawdor Castle and Culloden Battlefield, and ferry across the Inner Hebrides to experience the quiet beauty of Iona Abbey. Along the way, we’ll connect with local traditions, including a special Women Supporting Women experience with Highland textile pioneers at Prickly Thistle.
From Highland villages and coastal harbors to medieval castles and lively city streets, this journey offers the perfect balance of guided exploration and free time to discover Scotland at your own pace. Comfortable hotels, scenic train rides, ferry crossings, and shared meals create a seamless experience from start to finish.
Most importantly, this is Scotland with The Sisterhood. It’s shared discovery, meaningful conversations, laughter over dinner, and the kind of friendships that make travel even more memorable. If the Highlands have been calling your name, this is your invitation to experience their beauty, history, and spirit in 2027 with a fun and supportive group of women.
Welcome to Glasgow, Scotland’s largest city and a vibrant hub of art, music, and history. We’ll arrive throughout the day and settle into our hotel where the rest of the day is yours to rest, relax, and rejuvenate. (No meals are included today)
Hotel: Hilton Glasgow
Today is yours to explore at our own pace with your new Sisters. You might visit one of Glasgow’s renowned museums or galleries, admire its striking mix of Victorian and contemporary architecture, or simply wander the streets and enjoy the atmosphere. This evening, we’ll join together for a fun Welcome Dinner to kick-off our Scottish adventure. (Breakfast and Dinner included)
Hotel: Hilton Glasgow
Today we’ll dive deeper into the culture and character of Glasgow with a guided walking and panoramic motorcoach tour. We’ll explore historic George Square and admire the grand Beaux-Arts architecture that surrounds it. We’ll visit Provand’s Lordship, the oldest surviving house in the city, step inside the impressive Glasgow Cathedral, and pass through elegant Blythswood Square. We’ll also see the striking, modern design of the Glasgow Science Centre, a reminder of the city’s creative edge. After time for lunch on our own in central Glasgow, the rest of the day is free to explore this artsy city with our new besties. (Breakfast included)
Hotel: Hilton Glasgow
This morning, we’ll leave the city behind and travel through rolling countryside toward the shores of Loch Lomond, where Scotland’s landscapes begin to open up. At a family-run farm overlooking the loch, we’ll watch skilled border collies in action during a traditional sheepdog demonstration and enjoy light Scottish snacks while taking in the views.
Next, we’ll visit the charming village of Luss, known for its stone cottages and flower-lined lanes. We’ll have time to wander and enjoy lunch on our own before continuing west. In Oban, a local guide will introduce us to this lively coastal town and historic fishing port during a walking tour along the harbor. From there, we’ll travel to Loch Melfort, where we’ll settle into our hotel for the next two nights. With sweeping ocean views, roaming Highland cows, and the nearby Arduaine Gardens, this peaceful setting offers the perfect Highland welcome. (Breakfast and Dinner included)
Hotel: Loch Melfort Hotel
Today we’ll set off from Loch Melfort and head to Oban to catch the ferry to the Isle of Mull, the largest of the Inner Hebrides and known for its rugged coastline and colorful harbor towns. From Mull, we’ll continue to the sacred Isle of Iona, one of Western Europe’s oldest centers of Christian worship. We’ll make our way on foot to Iona Abbey, where we’ll have time to explore the historic site and peaceful grounds at our own pace. With its windswept beaches and quiet atmosphere, Iona offers a different rhythm of Scotland, one that invites reflection and connection. Later, we’ll return by ferry to Oban and travel back to our hotel in Loch Melfort. (Breakfast and Dinner included)
Hotel: Loch Melfort Hotel
Prepare to journey deeper into the Scottish Highlands, where some of the country’s most striking landscapes await. We’ll stop at the Glencoe National Nature Reserve, learning about the powerful geology and history that shaped this dramatic mountain valley. With independent time to walk the trails, we’ll experience the scale and beauty of Glencoe firsthand. After lunch, we’ll continue to Loch Ness, one of Scotland’s most famous lochs. We’ll explore the ruins of Urquhart Castle, perched along the water’s edge, and imagine the centuries of battles, clan rivalries, and daily life that unfolded within its walls. From there, we’ll travel to Inverness, the capital of the Highlands, where we’ll settle into our hotel. (Breakfast and Dinner included)
Hotel: Grant Arms Hotel Granton-on-Spey
This morning, we’ll visit Cawdor Castle, a romantic 14th-century fortress surrounded by gardens and woodland. Steeped in Highland history and linked to Shakespeare’s Macbeth, the castle offers a fascinating glimpse into Scotland’s past. This afternoon, it’s your choice! You can choose to walk the solemn grounds of Culloden Battlefield, where the Jacobite uprising came to its tragic end, and learn about the events that shaped the Highlands forever. Or, you may prefer to explore Inverness Castle, where interactive exhibits bring Highland culture, heritage, and stories to life. Afterward, the rest of the day is yours to enjoy with your Sisters in Inverness. Stroll along the River Ness, browse local shops, or settle into a cozy pub and take in the atmosphere of this lively Highland capital. (Breakfast included)
Hotel: Grant Arms Hotel Granton-on-Spey
This morning, we’ll visit Prickly Thistle, an ethical clothing company founded by pioneering Highland women. During this Women Supporting Women experience, we’ll hear the true story of tartan through a local woman’s perspective and learn how traditional textiles are being reimagined with purpose and integrity. Afterward, we’ll travel to the charming town of Pitlochry, where we’ll have time to explore and enjoy lunch independently. Later, we’ll board a high-speed train and journey south to Edinburgh, arriving in Scotland’s historic capital to begin the next chapter of our adventure. (Breakfast included)
Hotel: Edinburgh Marriott Hotel Holyrood
This morning, we’ll join a local expert for a guided walking tour through Edinburgh’s Old Town, wandering its cobbled streets and closes while uncovering the stories, legends, and layered history that define Scotland’s capital. From medieval alleyways to sweeping hilltop views, we’ll experience the city’s character up close. The rest of the day and evening are yours to enjoy however you choose with your Sisters along the Royal Mile. (Breakfast included)
Hotel: Edinburgh Marriott Hotel Holyrood
Today we’ll visit Stirling Castle, one of Scotland’s most important and historic fortresses. Perched high above the surrounding countryside, it has played a central role in the story of Scottish monarchs for centuries. During our self-guided visit, you’ll have time to explore the grand halls, royal apartments, and exhibitions at our own pace, along with free time for lunch nearby. On our return to Edinburgh, we’ll stop to see The Kelpies, the world’s largest equine sculptures. These striking steel monuments honor Scotland’s working horses while blending myth, engineering, and modern design into one unforgettable sight. Tonight, we’ll gather for a whisky-inspired Farewell Dinner, celebrating the flavors of Scotland and raising a glass to our time together exploring the Highlands, islands, and historic cities. (Breakfast and Dinner included)
Hotel: Edinburgh Marriott Hotel Holyrood
Sadly, we bid Scotland a fond farewell today as our journey comes to an end. As we depart for home, we’ll carry with us the stories of the Highlands, the charm of Edinburgh’s cobbled streets, island breezes, shared laughter, and new friendships formed along the way. (Breakfast included)
PLEASE READ THIS INFORMATION CAREFULLY
There will be a maximum of 20 Sisters on this tour including your Group Leader. Roommate matching is available.
ARRIVALS & DEPARTURES
ENTRY REQUIREMENTS
GRATUITIES, TRAVEL INSURANCE & OPTIONAL EXPENSES
GENERAL
This journey through Scotland’s cities, Highlands, and islands is best suited for women who are comfortable with full touring days, regular walking tours, uneven terrain, and a mix of modes of transportation. While there is meaningful free time built into the itinerary, many days are active and involve exploring historic sites on foot.
Walking & Standing
On several days, walking tours may last 1.5 to 3 hours at a time, with additional independent exploration in the afternoons. At Glencoe National Nature Reserve, there will be time to walk scenic trails at your own pace; terrain may include rocky paths and natural surfaces.
Terrain & Transportation
This tour combines city sightseeing with rural and coastal exploration. Terrain ranges from paved urban streets to cobblestones, grassy fields, castle staircases, harbor walkways, and countryside trails. Ferry crossings and train schedules are subject to change and require flexibility. Embarking and disembarking ferries may involve walking up ramps or gangways. Coach travel days may last several hours with scenic stops along the way.
Accommodations
Hotels in Scotland, especially in historic or rural areas, may offer smaller guest rooms than what you are accustomed to in the United States. Not all properties provide air conditioning, particularly in older or countryside hotels. Participants should be comfortable managing their own luggage, navigating hotel corridors, and adjusting to varying property styles throughout the trip.
Pacing & Daily Flow
Most touring days begin in the morning and include a combination of guided visits, scenic drives, and independent time. While there are opportunities to relax and explore at your own pace, this itinerary covers significant ground across multiple regions of Scotland, including the Highlands and Inner Hebrides, making for several full and enriching days.
