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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.

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.

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.

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!

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.

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.

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!

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.

Looking to meet people, have drinks and see what Tallinn's nightlife is about? This bar crawl is an easy, fun way to experience the city’s bar scene. • Meet new people and explore Tallinn Old Town’s nightlife • Start the night with ice breakers to get to know the group of the night • Visit 5 bars and 1 club • Complimentary shot at every bar • Drink discounts available • Fun, social, no-pressure vibe • 21+ club • Hosted in English

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.

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!

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.

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.

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.

Admire Tallinn’s highlights by air-conditioned vehicle with only small amounts of walking on this half-day private tour. As your guide chauffeurs you around so you don't have to navigate, hear about Tallinn’s history, and see churches, monuments, and more. Drive to the Upper Old Town to observe the Alexander Nevsky Cathedral and views down over the Lower Town, and admire the 19th-century wooden villas of the Kadriorg quarter and Kadriorg Park.

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

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.

Eat your way through Estonia on this small-group food tour. Follow a friendly local guide around town and stop at several local food venues for delicious treats. Possible stops include street stalls, a medieval-themed tavern, local cafes, a chocolate museum, a nearby market, and a few surprises. Get a unique experience of the city and enjoy a meal (or several) at the same time on this fun food tour for the whole family.

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.

Many shore excursions take visitors to the main attractions and little else. This guided tour from Tallinn takes you to see the city's top sights but also beyond the Old Town to a residential area to learn about the Soviet era; into the surrounding countryside to see Estonia's biggest waterfall, and to a small town to visit a craft brewery and taste local brews and cheeses.

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.

Get to know the Estonian capital on this 2-hour guided walking tour of Tallinn. Take in the highlights of the UNESCO World Heritage listed Old Town, admire the grand monuments of Town Hall Square; and see landmarks such as St. Alexander Nevsky Cathedral, St Olav’s Church, and Toompea Castle.

Make the most of your time in port in Tallinn with this private shore excursion. Relax with round-trip cruise terminal transfers, and swap crowded tours for a personal guide who will tailor what you see, and for how long, around your wishes. Delve into Tallinn’s Old Upper and Lower Towns; uncover hidden sites and secrets you’d miss if alone; and enjoy free time to relax, eat, or explore by yourself.

Discover Rummu with a local guide to show you hiking off the beaten path on this small-group tour that sets off from Tallinn. See Suurupi, Keila Waterfall, Pakri lighthouse, and more, without worrying about getting lost. Learn all about Estonia’s history and nature from your guide as you explore the area. In summer when the weather is fine, bring your swimsuit and towel to take a swim in Rummu's crystal waters.