Landmark
Long Boot (Pikk Jalg)
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Long Boot (Pikk Jalg) is one of Tallinn's most picturesque streets, a steep cobblestone lane that connects the upper town of Toompea with the lower town. It's part of the medieval city wall system and offers a tangible sense of Tallinn's past. As you ascend, you'll pass by colorful historic buildings, including the St. Nicholas Church and various guild houses. The street is lined with artisan shops, galleries, and small cafés, making it a pleasant stroll. At the top, you'll find the Long Boot Gate Tower, a well-preserved defensive structure. The name 'Long Boot' comes from the shape of the street, which resembles a boot when viewed from above. It's a must-visit for its authentic medieval character and photogenic views of the city's rooftops and spires.
Don't miss
- Walk the entire length of the cobblestone street, noting the medieval paving
- Photograph the Long Boot Gate Tower from below or above
- Visit the small art galleries and craft shops along the way
- Admire the view of St. Olaf's Church and the old town from the top
- Stop at a café for a coffee and enjoy the historic ambiance
Tickets & tours
Ways to visit Long Boot (Pikk Jalg)
You don't need a tour to visit — entry is free. A tour is worth it if you want transport, a guide, or to combine Long Boot (Pikk Jalg) with nearby sights in one day. That's what these do well.
Cheapest way inSoviet Walking Tour of Tallinn: Explore the City's Hidden History5★ · 82 travelers~2 hoursFree cancellationFrom$35 per personSee dates →
Most bookedGuided Old Town Tallinn Historical Walking Tour4.8★ · 471 travelers2–3 hoursFree cancellationFrom$41 per personSee dates →
Private & flexibleTallinn Private Walking Tour with a Local4.9★ · 48 travelers2–6 hoursFree cancellationFrom$56 per personSee dates →Good for
How travelers rate it
Know before you go
- Wear comfortable walking shoes as the cobblestones can be slippery when wet.
- The best photo spot is from the top looking down the street.
- Bring an umbrella in rainy weather as there is limited shelter.
- Allow extra time to explore the side streets and hidden courtyards.
A bit of history
Pikk Jalg has been a main thoroughfare since the 14th century, serving as a vital link between the upper and lower towns. The gate tower at its top was part of Tallinn's fortifications, and the street was once lined with merchants' homes and workshops. It survived various wars and fires, retaining its medieval layout.
Common questions
Is Long Boot the same as Pikk Jalg?
Yes, 'Pikk Jalg' is Estonian for 'Long Boot'.
How long does it take to walk up?
About 5-10 minutes at a leisurely pace, but plan for 15-30 minutes with stops.
Are there any entrance fees?
No, the street is public and free to access.
What is the best time of day to visit?
Early morning or late afternoon for fewer tourists and better lighting.
Can I drive on this street?
No, it's a pedestrian-only street.
Is it accessible for people with mobility issues?
It is steep and cobbled, so it may be difficult. There are alternative routes around Toompea.
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