3.7
(3)
10
hikers
07:42
27.9km
460m
Hiking
Hike the difficult 17.3-mile Historic smugglers' route to Valgrosina valley (CAI Trail 205), gaining 1506 feet over 7h 41m.
Last updated: February 26, 2026
Tips
Your route passes through a protected area
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Waypoints
Start point
Parking
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3.95 km
Highlight • Structure
7.10 km
Highlight • Religious Site
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7.18 km
Highlight • Monument
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7.28 km
Highlight • Religious Site
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7.40 km
Highlight • Settlement
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7.58 km
Highlight • Historical Site
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7.77 km
Highlight • Religious Site
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8.98 km
Highlight • Bridge
9.27 km
Highlight • Cycleway
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9.58 km
Highlight • Lake
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27.9 km
End point
Parking
Way Types & Surfaces
Way Types
12.1 km
9.75 km
3.27 km
2.58 km
108 m
< 100 m
Surfaces
16.7 km
6.37 km
3.21 km
1.06 km
522 m
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Elevation
Highest point (720 m)
Lowest point (440 m)
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Weather
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Sunday 17 May
15°C
6°C
83 %
Additional weather tips
Max wind speed: 5.0 km/h
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This route was planned by komoot.
This challenging hike typically takes around 7 hours and 42 minutes to complete. Keep in mind this is an estimated moving time, and you should factor in additional time for breaks, enjoying the scenery, and navigating the difficult terrain.
This is classified as a difficult hike. The Valgrosina valley is known for its wild and rugged landscape, featuring steep climbs, mule tracks, and narrow paths with significant elevation gains. You can expect varied and strenuous terrain, including historical stone steps, making it suitable for experienced hikers.
The route offers breathtaking natural scenery, including dense woods, watercourses, and wide alpine pastures. You'll also encounter several points of interest, such as the Stone Stairway, the Palazzo Pievani and Church of San Giacomo, and the Poschiavina Gate. The trail also passes through Tirano Town Center, where you can see historic sacred buildings.
While the trail itself doesn't explicitly prohibit dogs, its difficult classification, rugged terrain, and significant length mean it's best suited for fit dogs accustomed to long, strenuous hikes. Always keep your dog on a leash, especially in areas with wildlife or near steep drops.
Given the challenging nature and potential for snow at higher elevations, the best time to hike this route is typically from late spring through early autumn (May to October). Always check local weather conditions and trail reports before you go, as winter conditions can make the trail impassable or extremely hazardous.
Based on available information, there are no specific permits or entrance fees required to hike the Historic smugglers' route to Valgrosina valley (CAI Trail 205).
The tour data indicates the route starts near Tirano, passing through the Tirano Town Center. For parking, you would typically look for public parking areas within Tirano or at the nearest accessible point to the trailhead. Specific trailhead parking for CAI Trail 205 isn't detailed, so planning your start point and parking in Tirano is advisable.
Yes, the route also passes through significant sections of the Sentiero Valtellina (covering 65% of the route) and smaller portions of the Sentiero del Sole and Sentiero Italia - Tappa D30N.
No, this trail is classified as difficult and is not recommended for families with young children or beginner hikers. The rugged terrain, steep climbs, and significant length require a good level of fitness and hiking experience.
This route is notable for its historical significance as a smugglers' route. These paths were historically used for clandestine trade, often involving goods like sugar and tobacco, between Italy and the Austro-Hungarian Empire. Smugglers deliberately chose impervious and suggestive locations to evade border guards, making these trails inherently dramatic and often leading through less-traveled, wilder parts of the mountains.
The trail starts near Tirano Town Center, which offers various amenities including cafes, restaurants, and accommodation options. As you venture further into the Valgrosina valley, amenities become scarce, so it's essential to carry sufficient supplies.