27-08 Guided Sailing & Hiking Holiday in Scotland

Guided Sailing & Hiking Holiday in Scotland 2027

For those who seek adventure—under sail and on guided hikes across Scotland’s wild isles.

Embark: Friday, 18 June 2027, at 13:30 in Oban

Disembark: Thursday, 24 June 2027, at 9:00 in Oban

Duration: 7 days

Discover the wild beauty of the Hebrides on a perfect mix of sailing, hiking, and pure, unspoiled nature. Sail among the enchanting Small Isles where every island reveals its own character and charm. Onboard Steady, you’ll enjoy cosy comfort, delicious meals, and the freedom to explore awe-inspiring destinations each day. Whether it’s your first time or you’re a seasoned adventurer, we—Jan-Willem and Mariëlle—will guide you both at sea and on land.

No sailing experience needed, only a love for adventure!

Highlights of the Voyage

Guided walks – Explore rugged cliffs, serene beaches, and breathtaking landscapes.
Mull & Tobermory – Wander the colourful harbour town with cosy pubs and unique shops.
Eigg & An Sgurr – Climb the iconic peak for 360° views of the Small Isles.
Wildlife spotting – Look out for puffins, dolphins, seals, and majestic sea eagles.

Day-to-Day Programme – Highlights of Guided Hikes

Day 1: Embark in Oban & Sail to Loch na Droma Budhie

Boarding: 13:30 in Oban
Sailing: Through the scenic Sound of Mull
Overnight: At anchor in Loch na Droma Budhie

Relax on board as we sail through beautiful waters, taking in the scenery and enjoying your first evening in the Hebrides.

Day 2: Guided Hike on Eigg – An Sgurr & Panoramic Views

Morning: Sail to Eigg
Hike Distance: 8 km / 5 miles / Grade 3 (Challinging hike)
Duration: 3–4 hours

Climb the iconic An Sgurr, the island’s highest peak, for breathtaking 360° views over the Small Isles, Rum, Muck, and Skye. A highlight for photography and nature lovers alike.

Day 3: Guided Hike on Muck – Hidden Gems & Tranquil Shores

Morning: Sail to Muck
Hike Distance: 7 km / 4.25 miles / Grade 2 ( Moderate Hill Hike)
Duration: 3 hours

Walk along serene beaches, rolling fields, and coastal paths. Optional stop at the local tearoom for refreshments and a taste of island life.

Day 4: Tobermory – Colourful Harbour Town

Morning: Sail to Tobermory

Explore the vibrant waterfront, browse quaint shops, and enjoy cosy pubs. A more relaxed day after several active hikes, giving you time to soak in the colourful charm of Mull’s capital.

Day 5: Duart Castle & Sail to Kerrera

Morning: Sail to Duart Castle
Lunchstop & Visit: Explore this iconic 13th-century castle, ancestral home of the Clan Maclean, perched dramatically above the Sound of Mull. Learn about its history, enjoy stunning coastal views, and capture memorable photos.
Late Afternoon: Sail to Kerrera

Day 6: Guided Hike on Kerrera – Gylen Castle Circuit

Hike Distance: 11 km / 6.75 miles / Grade 2 ( Coastal walk)
Duration: 3 hours

Enjoy a scenic guided walk along coastal paths with sweeping views over Oban Bay. In the evening, celebrate the journey with a festive Captain’s Dinner onboard.

Day 7: Farewell in Oban

Morning: Final sailing leg back to Oban
Disembark: 09:00

Leave with unforgettable memories of your Sail & Walk adventure through the Hebrides.

Sailing with the Elements: The Hebrides’ untamed beauty comes with ever-changing conditions, making each voyage truly one of a kind. Our itinerary serves as a guide, but we embrace flexibility, adjusting the route to match the weather. This ensures your safety while infusing every adventure with a touch of the unexpected.

Walking difficulty

Our guided walks cover varied terrain, including steep and exposed sections. A good level of fitness and a head for heights are essential.

Grade 2 – Moderate walks
Slightly more demanding hikes. Paths may be narrow, uneven, or occasionally indistinct.

Grade 3 – Moderate to challenging hillwalks
Rugged terrain with steeper ascents and descents, requiring good balance and confidence on hills.

Wildlife Encounters

Sailing with Steady offers incredible wildlife experiences:

Puffins, razorbills, and guillemots along the cliffs
Soaring sea eagles
Red deer and occasional otters onshore
Curious seals, playful dolphins, and occasional whales, including Minke and even orcas

Binoculars are highly recommended – you never know what might appear next!

Who Is This Adventure For?

Active explorers: Perfect for travellers who enjoy a mix of sailing and onshore exploration.
Nature lovers: For those who appreciate the tranquillity and stunning landscapes of the Scottish Highlands.
Small-group adventurers: Ideal for guests who enjoy a hands-on, social, and informal onboard atmosphere
Ages 16–75: No prior sailing experience required, but enthusiasm and curiosity are essential.
Flexible and engaged: Guests who are happy to participate in onboard life and enjoy an interactive sailing experience.

Onboard Catering

Enjoy freshly prepared meals made with care by Mariëlle, using local ingredients whenever possible. Vegetarian and dietary preferences are accommodated (except vegan).
All meals and accompanying drinks (tea, coffee, milk, orange juice) are included.

Lunches
During our combined sailing and hiking trips, we regularly have lunch ashore. Depending on the route and conditions, we sometimes prepare lunchboxes for you to carry in your backpack. At other times, we may stop at a local eatery for lunch, which will be at your own expense.

One evening, we’ll dine ashore at your own expense, with the day determined by the schedule.

On board, red and white wine and beer are available for purchase.
We do not serve spirits, and we kindly ask guests not to bring any on board.

For safety and to maintain a positive atmosphere on board, the use of excessive alcohol consumption is strictly prohibited, and alcohol is not permitted before or during sailing.

All Hands on Deck!

Participate in sailing, help in the galley, or enjoy the camaraderie onboard. Together we create a lively and welcoming atmosphere.

Price

• €1,850,- (shared cabin)
• €2,775,- (single occupancy of a double cabin, 50% surcharge)

Exclusive Youth Discount: Get 10% off for participants up to 29 years old!

Included:

All meals on board (breakfast, lunch and dinner), including hot drinks (exept for 1 dinner ashore)
Bedding (pillow, sheets and duvet) and one wash towel
Professional crew and sailing instruction
3 Guided walks
Marina and fuel fees
All tender transfers to and from the boat

Excluded: