Best Walking Tours in Tallinn

Discover the beauty of Tallinn on foot with our curated walking tours. Whether you're visiting for the first time or looking to uncover hidden gems, exploring Tallinn by walking lets you experience its culture, history, and landmarks up close.

Top Walking Tours in Tallinn

Old Tallinn Highlights & its Medieval Past private tour  in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ★ (11 reviews)
Free Cancellation

From $ 44.22

Duration: 1 hours (approx.)

On this tour, you will see all the main highlights of Tallinn’s Old Town and learn more about daily life in the Middle Ages. We’ll explore merchants’ dwellings, a 15th-century pharmacy that’s still in operation, the medieval marketplace, the district of knights and nobility, churches, the Town Hall, artisans’ and merchants’ guild halls — and of course, the city wall and its towers. As we walk, you’ll find out: who lived in the Upper and Lower Towns, who was exempt from paying entrance fees to the city, how drunkenness was dealt with in medieval times, the cost of black pepper back then, why some young men were called "Blackheads", the meaning behind the medieval proverb “Town's air sets men free” — and much more! We invite you to explore Tallinn’s Old Town — a UNESCO World Heritage Site with a rare and authentic medieval atmosphere. Don’t miss it!

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Tallinn 3h Walking Small Group Tour Max 10 People  in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (10 reviews)
Free Cancellation

From $ 69.31

Duration: 3 hours (approx.)

Our small group walking tour of Tallinn will take you through the city’s most captivating sights and offer spectacular views of one of Europe’s best-preserved medieval towns. Discover the rich history of Tallinn’s Old Town, hear fascinating tales of knights, merchants, and monarchs, and learn about Estonian culture, traditions, and the local way of life. Must-see landmarks on the tour include the charming Town Hall Square, the gothic Tallinn Town Hall, the historic Town Wall, and the towering St. Olaf’s Church. You’ll also stroll through hidden courtyards, explore narrow cobbled alleys like St. Catherine’s Passage, and uncover some of Tallinn’s lesser-known secrets that even locals love to share. What To Keep In Mind We operate in all weather conditions, so please dress accordingly. Wear comfortable shoes suitable for walking, and don’t forget a rain jacket or umbrella—Tallinn weather can be full of surprises!

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Alcohol Tasting Tour In Tallinn in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (9 reviews)
Free Cancellation

From $ 70.51

Duration: 1 hours (approx.)

Tasting of world famous, traditional Estonian liqueurs Vana Tallinn, Kannu Kukk, Kiiu Torn, vodka and wines! Starting from Dark Ages, Estonia is known for it's alcoholic drinks.

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Tallinn Old Town: Food and History Self-Guided Walking Tour in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (9 reviews)
Free Cancellation

From $ 8.21

 

Discover Tallinn’s rich history and hidden gems with this immersive audio tour. From the bustling Freedom Square to the panoramic views at Kohtuotsa Viewing Platform, you’ll explore iconic landmarks like the Danish King's Garden, Alexander Nevsky Cathedral, and Toompea Hill. Dive into medieval charm at Olde Hansa Restaurant, enjoy sweet treats at Pierre Chocolaterie, and wander through St Catherine's Passage. Along the way, uncover Tallinn’s unique spots, such as Cat’s Well and the historic Town Hall Pharmacy. This tour guarantees a memorable journey through Tallinn’s timeless beauty—an experience you won’t forget! With the Tourific Self- Guided tour app you can navigate without internet and explore at your own pace which makes it perfect for solo travellers, couples and families alike.

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Iconic Old town Tallinn in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (9 reviews)
Free Cancellation

From $ 41.83

Duration: 2 hours (approx.)

The walking tour is the best way to see the very major highlight of Estonia - the old town of Tallinn. The best possible value for your time and money!

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Full-Day customized Tour in Estonia. NB! Min 2 Persons in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (8 reviews)
Free Cancellation

From $ 143.40

 

If you interested in my reccomendations there are usually 3 options for Day Tour to choose: * Destination North-East - Lahemaa National Park (Viru bog, Käsmu captains village, Palmse and/or Sagadi manor, Altja village if interested) * Destination North-West - Rocca al Mare Open Air Museum, Türisalu cliff, Keila-Joa waterfall, Padise monastery (ruins) * Destination West - Haapsalu town, visit Railway Museum, medieval castle. Lahemaa presents the most typical landscape of Estonia - villages, forests, seaside. We are flexible and also consider personal wishes of traveler. We can make stops on the way, visit some cafe or add any other attraction according to your interest. In this full-day tour, we will show you the natural scenarios of Estonia

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CITY QUEST TALLINN: unlock the mysteries of this city! in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (8 reviews)

From $ 34.66

Duration: 2 hours (approx.)

This is a City Quest that combines the excitement of a treasure hunt, the fun of an orientation game, and the knowledge of a self-guided tour. All you need is a smartphone to participate! Our City Quests are full of puzzles to solve, codes to crack and fun facts about the city's sights and history. It's a great way to explore the city while having fun with your team. And at the end of the quest you will get a summary of your adventure.

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5 Hour Majestic Tallinn Tour from Cruise Port in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ★ (5 reviews)
Free Cancellation

From $ 50.19

Duration: 5 hours (approx.)

Welcome aboard, cruise passengers, to your immersive Tallinn shore excursion! This 5-hour adventure elegantly weaves together historical exploration, relaxation, and cultural engagement, crafted to deliver a thorough and enriching Tallinn experience. Achieve the perfect balance between guided insights and independent discovery. Venture into the Old Town, a UNESCO World Heritage Site lauded as one of the most exceptionally conserved medieval towns in Europe. Let the cobbled paths and slender lanes guide you as your expert guide brings to life the city's rich tapestry of history through captivating stories and legends. Marvel at the stunning confluence of Gothic spires and Baroque palaces, and witness the striking contrast between the prosperous Upper Town and the charmingly simple Lower Town. After your enlightening journey through Tallinn's historic heart, enjoy two hours of free exploration. This is your chance to dive deeper into the Old Town on your terms. 

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Tallinn Day Tour from Helsinki (Ferry Tickets+ Guiding+ Own Time) in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (5 reviews)
Likely to Sell Out Free Cancellation

From $ 143.28

Duration: 12 hours (approx.)

The tour departs daily at 9.00am from Helsinki's port and reaches Tallinn at 11.15am. You will be greeted by our Guide and guided tour starts from the harbour. During the tour, you will see the main city square and the Tallinn Town Hall, Aleksander Nevsky Cathedral, Toompea Castle and much more. Tallinn, Estonia’s capital on the Baltic Sea, retains its walled, cobble stoned Old Town, home to cafes and shops, as well as Kiek in de Kök, a 15th-century defensive tower. The Old Town, dating from around the 15th century, is Estonia’s only UNESCO World Heritage site. You will be transferred back to the port around 17.00pm, preparing for the departure to Helsinki. On the ferry returning to Helsinki, you can relax and enjoy the services on board. You will arrive in Helsinki at 21:00pm.

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Telliskivi Bar Crawl - Trendy Bars with Shots, Games and Deals in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ★ (4 reviews)
Free Cancellation

From $ 19.30

Duration: 3 hours (approx.)

Discover the bohemian nightlife of Telliskivi, Tallinn’s trendiest district, on this energetic bar crawl designed for travelers and locals alike. Over the course of one night, you'll visit 5 of the area’s coolest and quirkiest bars. At each stop, enjoy complimentary welcome drinks, fun social games and exclusive drink deals just for our group. Meet fellow adventurers, mingle with locals,and soak up the creative vibe of Tallinn’s former industrial zone-turned-cultural hotspot. We end the night with free entry to a lively party where you can dance until late with your new friends. Whether you’re a solo traveler or a group of party lovers, this bar crawl is your perfect introduction to Tallinn’s alternative nightlife scene.

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Medieval Tallinn - Festivities, Punishments, Epidemics in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (4 reviews)
Free Cancellation

From $ 45.41

Duration: 1 hours (approx.)

Join us on a journey through Tallinn’s Old Town to uncover its highlights — and the strange, fascinating details of medieval life. We’ll explore how people celebrated Shrovetide, how often they held feasts, and what happened to guests who drank too much. You'll hear about crimes — both serious and minor - and learn who had to wear the humiliating “stone of shame.” Find out which illnesses were treated with "unicorn horn" and why some young men were known as the “Blackheads.” Tallinn’s medieval secrets are waiting to be discovered. Come along — history has never been this entertaining!

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Explore Tallinn in 60 minutes with a Local in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ★ (3 reviews)
Free Cancellation

From $ 82.46

Duration: 1 hours (approx.)

Join an exciting 60-minute walking journey through Tallinn. Learn all the key facts about the city, dive into the local lifestyle, and feel its unique culture. From St. Catherine's Passage to Tallinn Town Hall, get to discover the city's most defining landmarks. Your Local will also share insider tips on the best cafes, restaurants, and lively bars in Tallinn to ensure you get the most out of your stay. • See Tallinn through a local's eyes, uncovering the city's true essence. • Discover Tallinn's medieval Old Town, showcasing its historic charm. • Get top local tips on the best bars, cafes, and restaurants to visit. • Maximize your time, discovering more of Tallinn in less time. • Enjoy the intimacy of a small group, with a maximum of 8 travellers.

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Tallinn Private Walking Tour in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ★ (3 reviews)
Free Cancellation

From $ 179.25

Duration: 3 hours (approx.)

Lovely walking tour for people who wish to see the best of the Tallinn Old Town in the company of an inspiring local guide. This is a great opportunity for those fond of walking to have a cozy stroll within reasonable time to enjoy the best of the historic city.

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Discover Tallinn’s most Photogenic Spots with a Local in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ☆ (2 reviews)
Free Cancellation

From $ 106.36

Duration: 1 hours (approx.)

Join a Local for a 90-minute photogenic journey through Tallinn, exploring picturesque highlights and gaining cultural insights. Navigate from the iconic Black Angus sculpture capturing its imposing, intricate design to the emblematic Rotermanni kvartal renowned for its modern, eclectic architecture. It is more than just seeing Tallinn, it is about truly experiencing it through the eyes of someone who calls it home. From famous landmarks to hidden gems, each step offers a new perspective, making it a can't-miss experience for every visitor. • Capture Tallinn's most photogenic spots with a Local by your side. • Explore Tallinn from a local's perspective and experience local culture. • Discover the stories behind Tallinn’s iconic and picturesque landmarks. • Get top local tips on the best bars, cafes, and restaurants to visit. • Enjoy the intimacy of a small group, with a maximum of 8 travellers.

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Tales of Reval GPS App Exploration Game in Tallinn

Tallinn , Estonia

★ ★ ★ ★ ★ (1 reviews)
Free Cancellation

From $ 7.16

 

The journey at hand is an immersive storytelling adventure guided by Wilhelm, a 15th-century merchant. As you stroll through the cobbled streets of our beloved hometown in the most interactive location-based self-guided walking tour and scavenger hunt, Wilhelm unravels the depths of Reval - medieval Tallinn - providing insights into the mindsets and values of the Hanseatic Merchants. Solve riddles and clues that lead to the next location, showing all the city highlights. Solve interesting puzzles, explore the city, and find hidden gems at your own pace. Try a new type of experience with your smartphone, the perfect mix between a walking tour, sightseeing, and a scavenger hunt.

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Local Tips for Tallinn

Guided vs. Self-Guided Walking Tours

A guided walking tour offers expert insights, historical context, and often includes skip-the-line access to major landmarks. If you prefer flexibility, a self-guided route lets you explore Tallinn at your own pace using maps and mobile apps. Combining both options is ideal for a complete experience.

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