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Tallinn’s Old Town is home to some impressive architecture, but it’s not until you hear its stories that you can truly appreciate it. From the Hanseatic trade route to Soviet occupation, and life in Estonia today, learn about the country’s past and present on this small-group walking tour while gazing at some of Tallinn’s top sights.

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!

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 sights. During the walk, your guide will 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.

Exploring a city with friends who live there is one of the best ways to get to know it. This customizable tour delivers—connecting you with a friendly local who’ll show you around Tallinn, rather than basing your discoveries on a set itinerary. Meet your Tallinn local, and enjoy a personalized walking tour to get your bearings and their take on places to see, explore, and eat at.

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.

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!

Check off all of Tallinn's most-important landmarks with ease with this hop-on, hop-off sightseeing bus tour. Relish the freedom and flexibility to explore at your own pace as you you journey between attractions including Freedom Square and the Song Festival Grounds on a distinctive double-decker, open-top bus. Disembark wherever captures your attention, and then simply wait for the next regularly departing bus when you wish to continue exploring.

See Tallinn like never before during this 2.5-hour bicycle tour. After getting outfitted with a bicycle you’ll follow your expert guide to important tourist sites such as the Presidential Palace, Song Festival Grounds and WWII Memorial. Tread in the footsteps of world-class athletes at Olympic Center, host of the 1980 games, and relive the days of Catherine the First at Kadriorg Palace. This is an ideal tour for people of any age and ability, and covers approximately 10 miles (16 km) by bike.

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!

Swap city sightseeing for a trip to a natural wonder that lies east of Tallinn—Lahemaa National Park. Instead of organizing your own transport and studying a map, this guided tour makes it easy to explore the vast outdoor landscape without the worry of getting lost. Visit Jägala waterfall, Sagadi or Palmse Manor, Altja or Käsmu village (depends on the season and preferences), and finally—Viru Bog to explore its forest path and boardwalk (don't forget your mosquito repellant at summer season). NB! The order of the activities may differ.

Delve deeper into Tallinn Old Town than you probably could alone with this private walking tour. With a guide to help navigate the Lower and Upper Town (Toompea), you’ll cover the sights and get the full picture on their history. Plus, explore Tallinn’s past below-ground with entry to the Bastion Passages—centuries-old city tunnels—and the Carved Stone Museum, whose underground chambers brim with historical tombstones, coats-of-arms, and pillars.

Make the most of your time in Estonia’s capital city with this walking tour that includes round-trip transport to the old town from your hotel or port. Set off with your guide to take in highlights like the Parliament, Town Hall, St. Catherine’s Passage, and historic churches and cathedrals. End your time in the city with a few hours of free time to sightsee, shop, and dine on your own before the return transfer.

Discover Tallinn beyond the guidebooks on a small-group walking tour led by a knowledgeable local guide. Explore medieval landmarks, hidden streets, and panoramic viewpoints while learning how Tallinn evolved from a Hanseatic trading city into one of the world’s most digitally advanced capitals. You’ll also receive local recommendations for food, cafés, and things to do after the tour.

Get to know medieval and modern Tallinn on a private tour that helps you orient yourself in Estonia's compact capital. Exploring by foot and air-conditioned vehicle, you'll cover more of the city's highlights than walking alone. Admire the palace at leafy Kadriorg, explore seaside Pirita, visit must-sees such as Old Town Square, and climb Toompea Hill for panoramic views. The tour includes hotel or cruise port pickup.

Explore Tallinn while getting some fresh air and exercise on this electric bike tour of the Estonian capital. Learn the fascinating history behind landmarks such as the Tallinn Song Festival Grounds and the Maarjamäe Memorial as your guide leads you on a route from the picturesque Old Town to the bustling Rotermann Quarter. Traveling the city by e-bike makes it easy to cover plenty of ground.

I'm offering my tour to everyone who wants to connect with the city of Tartu - we walk through the National capital of Estonia, and I share both history, the modern culture, and trying my best to build connections with Estonia. Why? I want to connect with people on my tours, so I keep group sizes small. This creates a more engaging experience for the whole group! I believe in personalized service, and my groups can tailor tours to topics of interest. We keep in contact throughout the tour too! And as always - Pay per fun! The best part is that you tip at the end of the tour based on how much you enjoyed it!

Visit 2 Estonian islands in one unforgettable day without the stress of planning. Travel from Tallinn to Saaremaa by ferry and discover medieval history, authentic villages and unique natural sights. Looking for the best day trip from Tallinn? Discover Saaremaa, Estonia’s largest island, on a comfortable small group tour that combines nature, history, and authentic local culture. This full-day Saaremaa and Muhu island tour from Tallinn takes you beyond the typical tourist routes – across the sea, through traditional villages, and into one of the most beautiful towns in Estonia. What to expect Travel from Tallinn to the coast through Estonian countryside. Cross to the islands via the Virtsu–Kuivastu ferry (round-trip included). Visit the historic Koguva village – one of the best-preserved villages in Estonia. Explore Kuressaare, the capital of Saaremaa. Enter the iconic Kuressaare Castle (ticket included). Stop at the unique Kaali crater – a rare meteorite impact site.

The Best Way to Discover Tallinn: Scavenger Hunt & Self-Guided Tour! Play, learn, and walk! Explore at your own pace with a 100% self-guided activity. Start anytime (24/7) with no guides or schedules. Pause for a medieval-style meal in the Old Town or a coffee overlooking the Baltic Sea and resume whenever you're ready—even the next day. This unique team-building activity is perfect for couples, families, and groups. The "Complete City" Package - Everything you need in one app: Interactive Game: Solve puzzles and discover 10+ major attractions, plus hidden gems revealed along the way. Learn the history/legends of each site. Insider Tips: Access hand-picked local restaurant and shop recommendations. What you will visit: Viru Gate, Dominican Monastery, Town Hall, Eduard Vilde Monument, Freedom Square, Alexander Nevsky Cathedral, Estonian History Museum – Great Guild Hall, House of the Blackheads, St Olaf’s Church, and the Maritime Museum.

With its rich history and stunning medieval architecture, Tallinn is a city that rewards exploration. This half-day private sightseeing tour offers a chance to delve into the Estonian capital with a guide, visiting its essential landmarks while learning the stories behind the sites. From the UNESCO-listed Old Town to the districts of Kadriorg and Pirita, you’ll receive a thorough introduction to Tallinn.

If you're traveling one way from Tallinn to Riga, we offer a scenic and culturally rich route with memorable stops along the way. First enjoy a relaxing seaside break where you can enjoy a walk along the beautiful Pärnu Beach and after visit the charming Old Town of Pärnu, Estonia’s summer capital. Later explore the Latvian Ethnographic Open Air Museum one of Latvia’s most authentic and cultural heritage sites with centuries old traditions. This transfer is more than just transportation it's a cultural experience ideal for curious travelers, couples, and families who want to see more of the Baltics. The journey typically takes around 7–8 hours. Your professional driver will ensure a smooth and comfortable ride, with planned WC and coffee breaks and can recommend excellent local spots for lunch. You’ll be picked up directly from your accommodation in Tallinn and dropped off at your accommodation in Riga. Along the way enjoy complimentary still water and the comfort of unhurried journey.

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

Dog lovers will adore this opportunity to see the Estonian countryside on an excursion to a husky park outside Tallinn. During your visit with the furry pups in Kõrvemaa, you’ll learn about the history of this special breed and how huskies are used in dog sledding. You’ll then pair up with a husky for a hike, offering a unique animal encounter while you take in Estonia’s natural beauty.

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.

Experience the delights of Estonian cuisine while learning all about the Baltic state’s history on this fun and informative walking tour of Tallinn. Your guide will share tales going back to Estonia’s medieval past as you sample traditional bread, beer, snacks, and desserts. This is a great way for food lovers to get their bearings in the Estonian capital.