May 2026 Scotland Tours - Book Now
Don't miss out on Scotland's best experiences! Book early from over 150 tours departing in May 2026. Secure better prices, guaranteed spots, and peace of mind with more than 800 verified traveler experiences.
Page 3 of 69 Trips in Scotland during May 2026 with 665 Reviews
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Scotland Whisky Trail - 3 days - May 2026
Journey through Scotland’s whisky heritage on the "Scotland Whisky Trail - 3 days" tour, starting and ending in Edinburgh. This three-day small-group adventure provides exclusive access to Speyside’s legendary distilleries, including Lindores Abbey and Cardhu—celebrated for both tradition and innovation. Alongside guided whisky tastings, travelers will enjoy the natural beauty of Cairngorms National Park and the rolling landscapes of Royal Deeside.
With its easy pace, this tour is perfect for experienced travelers and seniors who appreciate culture and comfort. All accommodations, transport, and meals are arranged, offering a seamless and enriching experience.
The highlight? An expertly curated route through Scotland’s whisky country, featuring behind-the-scenes access and stories that bring Scotland’s national spirit to life.
Explorer
Scotland Whisky Trail (Hotel) - 3 days - May 2026
For whisky enthusiasts, the "Scotland Whisky Trail (Hotel) - 3 days" tour is a connoisseur’s dream. Beginning and ending in Edinburgh, this cultural adventure delves into the heart of Speyside, famed for its world-renowned Scotch. Over three days, you’ll visit iconic distilleries like Lindores Abbey—site of the first written mention of whisky—and Cardhu, the pioneering distillery led by a woman. Tasting sessions, scenic drives through Cairngorms National Park and Royal Deeside, and stays in comfortable 3-star hotels all feature prominently.
With an easy physical activity rating and a thoughtful pace, this tour is tailored for mature travelers and whisky lovers seeking a relaxed yet immersive getaway.
What makes this trip stand out? Exclusive tastings at historic distilleries coupled with expert-led explorations of Scotland’s picturesque whisky heartland.
Cultural, religious and historic sites
Edinburgh, Hebrides & Highlands (Hotel) - 5 days - May 2026
Journey from the historic streets of Edinburgh to the wild beauty of Scotland’s Hebrides and Highlands on this 5-day hotel-based tour. Discover Lewis and Harris Island, learning about traditional farming, ancient forts like Dun Carloway, and the mysterious Calanais Stone Circle. Experience an evening in Inverness, try to spot 'Nessie' in Loch Ness, visit the Highlands’ highest village, and travel through the lush Cairngorms National Park.
Crafted for experienced travelers and seniors, this easy-paced trip offers comfort, cultural immersion, and awe-inspiring landscapes, all with accommodation in 3-star hotels.
What sets this tour apart? Its unique route fusing the best of the Hebrides and Highlands, offering a scenic and cultural journey into Scotland’s storied past.
Explorer
Edinburgh, Hebrides & Highlands - 5 days - May 2026
Explore Scotland’s untamed beauty with the "Edinburgh, Hebrides & Highlands - 5 days" tour. Starting in Edinburgh and concluding in Inverness, this group adventure uncovers the wonders of Lewis and Harris, from ancient stone circles and traditional crofting villages to the lively capital of the Highlands. Search for the Loch Ness monster, ascend to the highest Highland village, and traverse the lush Cairngorms National Park.
With an easy activity level, the trip is perfectly suited for seniors and experienced travelers looking for a scenic, cultural exploration with all logistics handled.
The USP? An all-encompassing tour of the Hebrides and Highlands, blending history, myth, and natural splendor in one seamless journey.
Explorer
Scottish Castles Uncovered - 4 days - May 2026
Unveil Scotland’s legendary castles and stirring landscapes on the "Scottish Castles Uncovered - 4 days" tour. Beginning and ending in Edinburgh, this four-day group trip guides you through Aberdeen and Nairn, offering a mix of history, architecture, and natural beauty. Marvel at Falkland Palace, wander the imposing Dunnottar Castle, and journey through Royal Deeside’s historic sites. Pay respects at Culloden Battlefield and indulge in a whisky tasting at Cardhu, a trailblazer in the industry.
With easy activity and a welcoming pace, this tour is custom-made for experienced explorers and seniors who cherish cultural depth and comfort.
What sets it apart? A thoughtfully curated itinerary blending Scotland’s castle grandeur with its whisky traditions for an authentic, enriching experience.
Explorer
Outlander TV Trail - 4 days - May 2026
Calling all Outlander devotees and lovers of Scottish lore: the "Outlander TV Trail - 4 days" tour brings the hit series to life. Setting off from Edinburgh, this four-day journey weaves through Perth, Inverness, and a host of iconic Outlander sites. Explore Doune Castle, traverse the dramatic landscapes of Glencoe, and stand at Glenfinnan’s famous viaduct. Visit historic Culloden Battlefield and the evocative Clava Cairns, then stroll through Falkland, Culross, and other charming towns. Fans will especially appreciate stops at Blackness Castle, Midhope Castle, and Hopetoun House—all essential Outlander filming locations.
With its relaxed pace and easy activity, this small-group tour is an excellent fit for experienced travelers and seniors who crave both comfort and connection to Scotland’s legendary tales.
The tour’s USP? An immersive journey into the heart of Outlander, blending screen history with real Scottish landscapes.
ExplorerSightseeing Tours
Scottish Castles Uncovered (Hotel) - 4 days - May 2026
Step into Scotland’s regal past on the "Scottish Castles Uncovered (Hotel) - 4 days" tour. Over four days, travel from Edinburgh through Nairn and Aberdeen, immersing yourself in the grandeur of Falkland Palace, the dramatic cliffs of Dunnottar Castle, and the lush landscapes of Royal Deeside. Explore the historic Culloden Battlefield and enjoy a tasting at Cardhu Distillery, celebrated for its pioneering female founder.
With a relaxed itinerary and easy physical activity, this trip is particularly welcoming for mature travelers and those who appreciate history delivered with comfort, including stays in 3-star hotels.
The tour’s unique edge? The blend of iconic castles, battlefield insights, and whisky heritage, all experienced through the lens of Scotland’s captivating landscape.
Explorer
Edinburgh to the Isle of Skye - 4 days - May 2026
Let the Highlands enchant you on the "Edinburgh to the Isle of Skye - 4 days" tour, an easy-paced journey perfect for seniors and experienced adventurers. Departing from Edinburgh, this small-group trip showcases Scottish highlights like the Glenfinnan Viaduct, Glencoe, and the striking Kelpies sculpture. On Skye, your guide adapts the sightseeing and hiking options to make the most of your time on the island. Visit the historic Eilean Donan Castle, take in Ben Nevis, and stroll through Dunkeld before circling back to Edinburgh. The tour’s USP is its flexibility—offering tailored activities on Skye to suit every traveler's interests and abilities.
Explorer
Combine Scotland in May with Nearby Countries for an Unforgettable Trip
See tours with itineraries going through multiple countries, including Scotland
Alternatively, explore tours that are exclusively just England and Scotland.
Whisky Coast & Loch Lomond - 4 days - May 2026
Experience the spirit of Scotland’s whisky coast on the "Whisky Coast & Loch Lomond - 4 days" tour. This easy-paced journey, tailored for seniors and experienced travelers, begins in Edinburgh and whisks you to Islay, renowned for its legendary distilleries. Savor tastings and behind-the-scenes tours at four different distilleries, stroll the charming town of Oban, and uncover the highlights of Islay, including Dunyvaig Castle. The scenic route back to Edinburgh includes a stop at the picturesque Loch Lomond. The USP: an expertly crafted whisky tour paired with the beauty of Scotland’s southern Inner Hebrides, making it a must for connoisseurs and lovers of Scottish culture alike.
Explorer
Isle of Skye Discovery - 3 days - May 2026
Let the magic of Scotland’s Isle of Skye enchant you during this 3-day discovery tour. Departing from Edinburgh, travel past storied castles and tranquil lochs on your way to Skye’s capital, Portree. Marvel at the island’s dramatic sights, from the Old Man of Storr and Kilt Rock to Dunvegan Castle, the ancestral seat of Clan MacLeod. On the return leg, pause at Loch Ness for a chance to spot its legendary resident.
With an easy activity level, this small-group trip is perfectly suited for experienced travelers and seniors seeking natural beauty and cultural intrigue without strenuous exertion.
The highlight? An expertly guided exploration of Skye’s most iconic sites, blending Scottish legend with breathtaking landscapes in just three days.
Explorer
Get a customized trip to Scotland in May 2026
Plan a multi-country or regional adventure across Scotland in May 2026, with help from a local expert.
- Soizic BaldacchinoTravel Expert in Finland, Iceland, Ireland, Norway & Scotland
- William ArmstrongTravel Expert in Scotland & Wales
- Stephen MolloyTravel Expert in Scotland & Wales
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