Guided Old Town Tallinn Historical Walking Tour
Experience Tallinn daily, guaranteed, with our professional and friendly guides. As the first to offer tours whatever the weather, we ensure a comfortable, small-group adventure!
Tours begin at 10 a.m., 1 p.m. and 3:30 p.m on Town Hall Square under the Town Hall clock.
In 120-150 minutes, accompanied by a guide, you will walk through all the most significant places of the old city.
You will hear stories about the past and present of Tallinn.
You will learn how people live in Estonia now.
You will receive recommendations for exploring the city on your own.
Our advantages:
- fixed time
- fixed cost
- small group
- individual approach
- thoughtful convenient route
- friendly, clear, and historical format
- memorable guides who love the city and are ready to share their experience and knowledge
Our tours are convenient, simple, and suitable for everyone: from children to adults. This is the perfect first introduction to the city.
Duration: 2 hours – 2 hr 30 min
- Free cancellation
Small-Group Half-Day Tour of Rummu and Coastal Cliffs
Join this half-day tour that takes you to off-the-beaten-path sights and hiking tracks. Discover both the history and the nature of Estonia, all in one tour.
Visit an abandoned naval fortress which is now tucked away in the forest, where it is still possible to explore the dark underground tunnels and walk past concrete structures. Continue the tour to Keila waterfall in a peaceful manor park with charming bridges and walking paths. Drive through the Russian-speaking city of Paldiski and get a feel of its industrial Soviet-era neighborhoods. Take a break at a local cafe where you can order Estonian food for lunch.
Continue the tour to Pakri coastal cliffs and see the red lighthouse looking over the vast Baltic Sea. As the last stop on the tour, drive to Rummu submerged quarry, climb up the sandy hills for a view over the entire crystal clear lake and the submerged houses.
Duration: 5–6 hours
- Free cancellation
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Deluxe Tallinn Small-Group Shore Excursion for Cruise Ships
Step into the rich history of Tallinn on our exclusive small-group tour, designed for cruise passengers. This high-end intimate experience combines guided exploration and free time, with a convenient port pick-up and drop-off. With no more than 24 guests per guide, enjoy a relaxed journey led by a passionate local expert who brings Tallinn’s stories to life.
Travel in comfort aboard an air-conditioned bus as we take you to the highlights of this medieval gem. Explore Toompea Hill for breathtaking views, admire the stunning Alexander Nevsky Cathedral with its intricate domes, and wander the cobblestone streets of Tallinn’s Old Town, a UNESCO World Heritage site brimming with charm and history.
After the guided portion, enjoy free time to shop for unique souvenirs, sample local flavors, or simply soak in the town’s magical atmosphere. At the end of the day, we will bring you back to your ship on time, carrying unforgettable memories of this enchanting city.
Duration: 5 hours
- Free cancellation
Tallinn Day Trip from Helsinki Ferry and Small Group Guided Tour
Explore Tallinn in a Day from Helsinki – An Unforgettable Adventure!
Experience the best of Estonia’s capital on this exciting day trip from Helsinki. Start with a stress-free ferry ride, including round-trip tickets and instructions to the port. Relax on the 2-hour scenic journey across the Baltic Sea and arrive refreshed in Tallinn.
Head to Town Hall Square, where your guide will meet you for a 2.5-hour small-group walking tour. Wander the cobblestone streets of the medieval Old Town, admire historic churches, see the Great Guild and Kiek in de Kök tower, and enjoy panoramic views from Upper Town. Hear fascinating stories about Tallinn’s history.
After the tour, enjoy free time to explore, shop, or relax at a café before returning to the port for your ferry back to Helsinki.
This day trip combines convenience, history, and flexibility – perfect for first-time visitors or anyone seeking a full-day adventure filled with culture, stunning sights, and memorable experiences.
Duration: 11 hours
- Free cancellation
Tallinn-Riga Sightseeing Tour Bus
Join our entertaining trip from Tallinn to Riga through the picturesque towns of Viljandi, Valga, Cēsis, and Sigulda. We’ll bring you to places you would not find on your own and help you discover two countries in one day.
Duration: 11 hours
- Free cancellation
Lahemaa National Park Day Trip
Join us for a drive around the Lahemaa National Park for a fun day trip in a small group. You'll discover that the thick forests and the picturesque coastline of the Lahemaa National Park hold many curious secrets, from hidden waterfalls to manor houses. We will visit the romantic captains' village of Käsmu or/and Altja, an extraordinary bog landscape with many lakes and the manor houses of Vihula or/and Sagadi. Our young and entertaining guides take you to the places you would never stumble across on your own and share personal stories about Estonia from the perspective of the local youth. Tours are in small groups (up to 8 people) taken around in a minivan or a car.
Duration: 8 hours
- Free cancellation
Tallinn Estonian Food & History Walking Tour
Discover Tallinn through its food on a guided walking tour combining Estonian cuisine, local history and some of the city's most interesting neighbourhoods.
Enjoy around 6–7 food and drink stops as you travel from Tallinn's medieval Old Town through Baltic Station Market and Kalamaja to Telliskivi Creative City. Taste traditional Estonian favourites alongside modern local flavours while discovering how centuries of different cultural influences have shaped the country's cuisine.
More than just a food tour, this experience combines tastings with Tallinn's history, local stories and everyday life – taking you from the medieval city to the creative Tallinn of today.
The exact food and drink stops and tastings vary according to season and availability.
Duration: 3 hours
- Free cancellation
Day Trip to Lahemaa National Park
Lahemaa National Park is a place with breathtaking landscapes and unspoilt nature. You can find beautiful peninsulas and bays, forests and beaches, waterfalls and bogs seasoned with rich cultural history. This day trip is perfect for spending a day out of Tallinn.
The first stop on the way is Jägala waterfall, after which you will have a picturesque walk in Viru bog. You will go on the boardwalk leading to observation tower where you can admire how the unique vegetation is contrasting the clear bog pools. Next stop is Sagadi OR Palmse Manor, where you can learn about the legacy of German land-owners living in the Estonian countryside for centuries. The last visit is to either Käsmu OR Altja village which are unique as they represents the architecture of the fishing villages as they were before the estblishment of coastal border zone during the Soviet times. NB! The order of the activities may differ.
During the tour there's a lunch break (not included in the price).
Duration: 8–9 hours
- Free cancellation
Helsinki day cruise from Tallinn (independent visit)
Discover the beautiful capital city of Finland in one day. Your one-way ferry crossing on board the LNG-powered Tallink Shuttle Megastar or MyStar ferry will take only 2 hours.
You can conveniently choose your departure time from early morning to late afternoon and get 4-10 hours in Helsinki to explore the lively maritime city, and visit museums, galleries, or small boutiques.
During your journey, you can shop on board or enjoy a meal in one of the multiple restaurants, cafes and bars.
Please note that you need to check-in for the ferry before departure in Helsinki. We recommend arriving at the terminal at least 45 minutes before departure. Check-in closes 30 minutes and boarding 20 minutes before departure. Please check you are carrying valid travel documents.
Duration: 7–10 hours
- Free cancellation
Soviet Tallinn and Cold War Private Walking Tour
Go behind the Iron Curtain and explore Tallinn's Soviet and Cold War layers on a fully private 3–3.5-hour walking tour led by a native Estonian guide with personal links to the period. Occupation, propaganda, KGB surveillance, everyday absurdity, resistance, and the peaceful revolution that brought an empire to its knees — told from the inside, not from a textbook.
You’ll see sites connected to WWII destruction, Soviet repression, KGB, banned Western culture, the Singing Revolution, and the final violent spasms of Soviet power before it collapsed. Dark history sits beside ordinary city life here, sometimes brutally, sometimes bizarrely.
Private means private: no strangers, canned script, or rushed rhythm.
Just your group, your questions, and a guide who listens and adapts the story to your pace and interests.
- Private Soviet and Cold War walking tour
- Native local guide with personal stories and rare archival visuals
- Sites where the war and the occupation each left their mark
Duration: 3 hours – 3 hr 30 min
- Free cancellation
- Private tour
Best of Tallinn: Small Group Walking Tour (Max 10, 3 Hours)
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!
Duration: 3 hours
- Free cancellation
Discover Tallinn Exclusive Private Shore Excursion with Free Time
Make the most of your time in the capital of Estonia with this fascinating tour, designed to show you the main highlights of the stunning city of Tallinn.
With pick-up directly from your hotel or cruise ship, a knowledgeable local guide, and a private air-conditioned vehicle, there’s no better way to discover Tallinn's beauty.
Visit the Old Town, where you can marvel at iconic sites, such as the Estonian Houses of Parliament and the Tall Hermann Tower. See the awe-inspiring Alexander Nevsky Cathedral and soak in panoramic vistas of the city from the viewing platform.
At the end of the tour enjoy two hours of free time to soak in the city's charm.
Join us on this unforgettable journey, immersing yourself in Tallinn's timeless beauty, vibrant culture, and captivating history.
Duration: 5 hours
- Free cancellation
- Private tour
Tour of Tallinn Old Town and Bastion Tunnels
We welcome you on a private tour of our beautiful and unique Old Town. Tallinn is one of the best preserved medieval towns in Europe and therefore listed as UNESCO World Heritage Site. Walking on cobblestone streets you will find yourself in outdoor museum with extraordinary exhibitions such as historical and architectural rarities. Through exciting stories we bring you back to the Middle Ages with crusades and monks, nobles and kings, salt traders and guildsmen, headsmen and prisoners, master-craftsmen and apprentices. Back then attack was a constant worry, so like any respectable medieval town, Tallinn has it`s bastion walls and underground passageways. After a walking tour a guide will arrange entrance and lead you to explore the old Bastion Tunnels. During the Soviet period the tunnels were further modernized. You will see some of the old equipment leftover from that era, as well as parts of facility that still retain medieval look.
At the end, please admire the Carved Stone Art.
Duration: 3–4 hours
- Free cancellation
- Private tour
Tallinn Bicycle Sightseeing Tour
Enjoy this 2.5-hour long bicycle tour and discover Tallinn and learn about its inhabitants and its complicated history. Highlights of this tour are Kadriorg Palace and Park, Presidential Palace, Laulupidu Song Festival Grounds, the Memorial to the Victims of Communism, the seaside promenade and more. Distance cycled will be approximately 16 km (10 miles), and you will be taking regular breaks.
Duration: 2 hr 30 min
- Free cancellation
Tallinn A Private Walking Tour With Local Guide
Welcome to Tallinn—the city of stories. At Tales of Reval, we don’t just tell history, we bring it to life. Step back in time as our expert local guide leads you through the cobbled streets of the UNESCO-listed Old Town, weaving rich medieval tales with humor and flair. Discover Tallinn’s iconic landmarks, including the Town Hall Tower with its famed Old Thomas, bustling Town Hall Square, the quaint Holy Spirit Church, Saint Nicholas’ Orthodox Church, and the striking Alexander Nevsky Cathedral. Venture beyond to the Great Coastal Gate and the mighty Paks Margareeta (Fat Margaret), once a key fortress guarding the city’s harbor.Gaze up at the soaring spire of St. Olaf’s Church—the largest medieval building in the city. Learn about the story behind the mysterious Cat’s Well. This tour is perfect for curious minds and history lovers , this 2-hour private walking tour combines captivating legends, stunning architecture, and hidden gems—tailored to your interests and pace.
Duration: 2 hours
- Free cancellation
- Private tour
Tales of Old Tallinn 2-hour Walking Tour
Unique walking tour with a lot of tales about medieval Tallinn - get to know the most interesting stories from our history. How the city of Tallinn came to be, what was its importance in medieval politics, why the Danes regularly give us their flag, and what legends still influence our lives here. No boring dates and unknown names, these are Tallinn Tales!
Duration: 2 hours
- Free cancellation
Tallinn Highlights Shore Excursion With Port Return Transfer
The tour is NOT BORING! History is presented in a professional and at the same time interesting manner. Tour includes some places and stories different from other city tours
Duration: 4 hours
- Free cancellation
Tallinn Firearms Shooting Basics
The Firearms Shooting Basic is the gateway to what we predict will be your new interest or hobby. Firing guns is something most men enjoy and getting a feel of it on your Tallinn stag is the best way to start.
The best thing about booking your stag activities with professionals like us is you get the luxury of private return transfers and an English speaking guide! These inclusions make sure that each of the stag activities you book with us is a pleasurable experience.
With all these inclusions, there is no logical reason to plan a Tallinn stag do on your own. Leave that work up to us and we’ll make sure you’re going to rave on your Tallinn stag do review!
Duration: 2 hours
- Private tour
Tallinn Private Half Day Tour from Cruise Port
This tour uniquely combines Tallinn’s elegant parks, medieval Old Town, and stunning viewpoints in a short time.
Passengers will see baroque gardens, Orthodox architecture, and Gothic landmarks.
It offers panoramic views from Toompea over red rooftops and city walls.
Guests walk through narrow medieval streets and historic passages.
The tour blends Upper and Lower Town highlights in one seamless experience.
A perfect balance of nature, history, and authentic Tallinn atmosphere.
Unique and personalized private tours
Pick up at Hotel or Cruise Terminal
Tour start time will be adjusted to your itinerary
Shore Excursions: Return to ship guarantee
Full refund if your ship can´t dock
Shore Excursions since 2001
Duration: 4 hours
- Free cancellation
- Private tour
Estonian Food, Drinks and History Tour in Tallinn
Estonian food, drinks and history tour will not just give you an opportunity to learn the fascinating history of the city, but also to feel its taste, for vivid impression.
Duration: 2 hours
- Free cancellation
Private Shore Excursion: Tallinn Old Town Walking Tour with Round-Trip Transfer
Enjoy flexibility and personalized attention from one of our friendly team members, your private guide in Tallinn. It is a private experience, which means you will have a choice of where in Old Town to spend more time and which topics should be covered in depth. Take a creative route that weaves through not-so-touristy places, and stop for refreshments in one of the cafés if you wish so.
What to expect?
-Your private guide will meet you at Tallinn cruise terminal exit gate at agreed time.
-Our driver will take you to Upper Old Town. The drive takes approx 10 minutes.
-You will have a 3-hour private walking tour both at Toompea Hill and in the lower Old Town.
-The tour concludes at the central Town Hall Square or nearby
-1.5 hours of free time will follow. Treat yourself with a glass of wine or beer and take in the atmosphere…
-Our driver will meet you at a prearranged location for the drive back to the cruise terminal.
The duration of this private experience is 5 hours in total.
Duration: 5 hours
- Free cancellation
- Private tour
Soviet Walking Tour of Tallinn: Explore the City's Hidden History
Uncover the hidden stories of life in Soviet Tallinn on this unique walking tour. Venture beyond the typical tourist spots and delve into the remnants of Soviet architecture, infamous buildings, and everyday spaces still in use today. This tour reveals the everyday struggles and quiet acts of defiance that characterised life under Soviet rule, offering a unique perspective on the past that lingers in Tallinn’s streets.
- Explore key sites like the former KGB Headquarters and Linnahall, an abandoned relic of grand Soviet architecture.
- Visit Tallinn’s Central Market, the last remaining Soviet-era market in the city.
- Discover the Viru Hotel, a striking Soviet hotel with a complex history of surveillance.
– Uncover small, overlooked sites where Soviet history still echoes today
- Perfect for curious travellers, history enthusiasts and anyone who wants to discover places beyond the typical tourist hotspots.
Note: in winter the ending point may change depending on weather conditions.
Duration: 2 hours
- Free cancellation
5-Hour Tallinn Tour for Cruise Passengers
Welcome aboard, esteemed cruise passengers, to an unforgettable Tallinn shore excursion! Immerse yourself in a 5-hour journey thoughtfully crafted to combine historical exploration, cultural discovery, and relaxation, ensuring an experience that will leave a lasting impression.
Step into the heart of Tallinn’s UNESCO World Heritage-listed Old Town, a true medieval treasure and one of Europe’s best-preserved gems. Wander through charming cobblestone streets and winding alleyways as our expert guide brings Tallinn’s rich history to life with fascinating stories and legends. Marvel at the striking blend of Gothic spires and Baroque architecture, and witness the captivating contrast between the grandeur of the Upper Town and the charming simplicity of the Lower Town.
This shore excursion strikes the perfect balance between guided insights and personal exploration, allowing you to connect deeply with this enchanting city. Book now with 24 hour risk free guarantee!
Duration: 5 hours
- Free cancellation
3-Hour Private Tour of Tallinn
This private Tallinn tour combines comfort, efficiency, and authentic local insight in a well-structured half-day experience. It includes a scenic panoramic drive through modern districts followed by a guided walking tour of the UNESCO-listed Old Town, covering all key highlights in a carefully planned route.
Unlike standard group tours, the itinerary is designed to start on Toompea Hill and continue downhill through the Old Town, making the walk more relaxed while still including the best viewpoints and landmarks.
As a private experience, the tour is flexible and adapted to your pace, with time for photos, short breaks, and optional stops in cafés or shops. Your local guide enhances the experience with stories, history, and local recommendations that bring Tallinn’s heritage to life.
Ideal for cruise passengers and travelers looking for a high-quality, relaxed introduction to Tallinn without crowds or fixed group schedules.
Duration: 3 hours
- Free cancellation
- Private tour