Best Tallinn Walking Tours in 2026

Tallinn , Estonia

From $ 34.91

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!

Tallinn , Estonia

From $ 68.65

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.

Tallinn , Estonia

From $ 40.73

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!

Tallinn , Estonia

From $ 33.74

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.

Tallinn , Estonia

From $ 48.87

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. 

Tallinn , Estonia

From $ 19.78

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.

Tallinn , Estonia

From $ 34.91

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!

Tallinn , Estonia

From $ 39.56

Discover Tallinn’s Old Town through the eyes of passionate local guides who bring the city’s stories, secrets, and legends to life. Unlike large, generic group tours, your experience is crafted for small groups to ensure a personal and interactive journey through the medieval streets. This tour blends history, culture, and storytelling — from the world’s oldest working pharmacy to breathtaking viewpoints overlooking the city walls. Every stop is carefully selected to offer insight, charm, and authentic local flavor. We focus on quality over quantity: smaller groups, premium guidance, and curated routes that reveal Tallinn’s hidden details many travelers miss. Whether it’s your first visit or a return trip, this adventure offers a genuine connection to the spirit of Estonia’s capital.

Tallinn , Estonia

From $ 91.92

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.

Tallinn , Estonia

From $ 111.70

Discover Tallinn’s medieval Old Town, its rich history, and iconic highlights with an expert local guide on this engaging, personalized private walking tour. No fluff, no wasted time — just real stories, personal anecdotes, fresh humor, and honest insight. This tour is for you if you’re tired of crowded group tours and guides droning on through their memorized lines. If you crave genuine authenticity — no scripted speeches, no umbrellas in the air — this is your kind of experience. Enjoy a passionate native guide who’s eager to show you the real Tallinn, up close and personal. - Private and comprehensive 2½ - 3½ hour guided walking tour of Tallinn Old Town - Explore key highlights like Town Hall Square, top scenic viewpoints, and hidden gems - Flexible tour length and pace to match your interests - Nuanced narratives, complex storytelling, and a big-picture perspective - Knowledgeable, open, and personable native guide sharing local insights and personal stories

Tallinn , Estonia

From $ 103.56

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.

Tallinn , Estonia

From $ 16.29

Discover the legendary Tallinn Old Town with a local guide! This unique guided walking tour takes you from Freedom Square to the Upper Town, where you can admire breathtaking views and discover some of Tallinn’s oldest and most prestigious sights. Your guide will share fascinating stories and legends about these landmarks, some of which date back nearly a thousand years. As you descend from Toompea Hill, the medieval cobblestone streets lead you to the very heart of the city – Town Hall Square, home to several record-breaking buildings. There, the guide will tell you all about traditional Estonian food and offer recommendations for local cafés and restaurants. You’ll also receive insider tips on handmade Estonian souvenirs and other places to explore in the city. Please note that this tour includes climbing some stairs and walking on uneven surfaces (cobblestones). It is not recommended to bring large items, such as suitcases, with you.

Tallinn , Estonia

From $ 91.92

We'll go for a drive in the different districts of Tallinn where You can’t get that easily by yourself. For starters, we take a look at the “hipsterville” Kalamaja and Telliskivi, which all hide some real architectural gems and interesting stories. From there we drive to Kadriorg and Pirita, which lie on the other side of Tallinn Bay from where we started in the morning. You see the differences in each part of the city, and understand the history and the local communities a little better than before. Additionally, You get a free gift in the form of a short video clip of your tour to thank you for visiting Estonia.

Tallinn , Estonia

From $ 6.97

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.

Tallinn , Estonia

From $ 45.38

Explore the Old Town of Tallinn with your passionate guide and learn about its history. Admire the charming medieval streets and historic architecture. See St. Nicholas Church, the Danish King’s Garden, the Town Hall Pharmacy and more. Visit both the Orthodox Alexander Nevsky Cathedral and the Lutheran St. Mary's Cathedral. Take beautiful photos at the Patkuli and Kohtuotsa viewing platforms. What was the wealth and prosperity of medieval Tallinn based on? What was used for treatment in the Middle Ages? Do people live in the Old Town today? Why is Tallinn limping? What does the Danish flag have to do with Tallinn? You will get answers to these and many other questions during the tour. By the end of the tour, you'll know more than a local and understand why Tallinn is one of Europe's most desirable tourist destinations. You'll have a better idea of where to go and what to do during your stay in Tallinn.