Top Estonia Private and Luxury

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.

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.

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.

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.

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.

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.

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.

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

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!

Are you a cruise passenger arriving in Tallinn? This 5-hour shore excursion is a captivating blend of historical exploration, leisure, and cultural immersion, meticulously crafted to offer a rich, comprehensive introduction to this enchanting city. Strike the perfect balance between an enlightening guided tour and personal discovery as you delve into Tallinn’s charm. Begin your journey in the Old Town, a UNESCO World Heritage site celebrated for its status as one of Europe’s best-preserved medieval towns. Follow your knowledgeable guide through winding cobblestone streets and narrow alleyways, while enthralling tales and legends reveal the city’s storied past. Admire the stunning fusion of Gothic spires and Baroque palaces, and witness the striking contrast between the affluent Upper Town and the quaint Lower Town. For your convenience, transportation is provided in comfortable, air-conditioned vehicles—ensuring a seamless, enjoyable experience from start to finish.

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.

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.

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.

Get dressed up in medieval period costumes for a session with a professional photographer. Don costumes and pick up period weapons and props to create memorable photographs for groups of up to 10 people. A large 8x12 inch photograph is included in the session.

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.

Begin with a comfortable ride from the cruise port, After the 1h Old Town tour you will explore the evolution of Estonian cuisine over the centuries. Taste traditional dishes once enjoyed by Hanseatic merchants, humble Estonian peasants, and medieval monks, as well as contemporary Estonian specialties. During your delectable adventure, be treated to a sampling of three carefully selected dishes, a delicious dessert, and a tasting of three local beverages, crowned by the renowned Estonian Vana Tallinn liqueur. Each cafe and restaurant on the route has been chosen not only for its exquisite cuisine but also for its unique interior and historical significance, offering an ambiance akin to a living museum. This tour is perfect for any weather, as the cozy warmth of Tallinn's restaurants provides a comfortable and relaxing refuge. For your convenience, return to the port with the included transfer 1h after the end of the tour or earlier depending on the ship departure

Explore the most attracting places built in the XV-XVIII centuries in Tallinn—get to know the most interesting stories from the history of Estonia in a 4-hour combined tour.Enjoy tales about Peter I emperor and how he decided to build Kadriorg Park, why Saint Brigitta monastery wasn't fully restored, and why the "Mermaid" monument looks like an angel. You will see a lot of historical architecture, which is still in everyday usage. May be you will be lucky enough to see our president or prime minister! Also, during the walking part you will know: 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! Attention! This tour consists of two parts: the first 2 hours you will drive around the city by bus with a few stops, and then 2 hours you will be walking on foot in the medieval heart of Tallinn.

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!

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!

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!

There’s so much to see in Estonia—from seaside spots, to traditional villages, and vast forests—but language barriers can sometimes make it tricky and time-consuming to organize your own itinerary. With this tour, enjoy the freedom and flexibility of a personalized trip that’s tailored to your preferences. Explain your interests to the driver, and let them take you on a full-day tour with stops at interesting sights along the way.