10 Best Tallinn Multiday Tours in May 2027

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Discover the Baltics - May 2027

4.7

(84 reviews )

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A very enjoyable trip. Well organised, as usual with Exodus, well led, surprisingly hot weather (30+ degrees) and three very interesting counties. We visited several fascinating cities, and heard a lot about the dark days of soviet rule, the struggle for independence, and its eventual achievement in 1991.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Vilnius, Tallinn, Tartu, Gauja N

Vilnius, Tallinn, Tartu, Gauja National Park, Riga, Jurmala, Klaipeda, Kaunas

Duration12 days

From

USD 3,000

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Cycle the Baltics - May 2027

4.8

(113 reviews )

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A really excellent holiday that takes in some amazing countries and scenery. Everything about this holiday was great from the cities of Tallin, Riga and Vilnius to the Curonian Strait, beatiful beaches and lakes galore. The quality of the food and the accommodation was also surprisingly good.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Vilnius, Tallinn, Lahemaa Nation

Vilnius, Tallinn, Lahemaa National Park, Tartu, Riga, Klaipeda

Duration11 days

From

USD 3,150

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Baltic Experience - May 2027

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Experience the Baltic states on this 12-day adventurous journey through Finland, Estonia, Latvia and Lithuania. From the medieval spires of Tallinn and the funky bars of Riga to the Baroque-styled quirks of Vilnius. Visit colourful markets, be immersed in art and architecture and kayak on Lithuanian lakes. Hike through forests, learn about the layered history and indulge in home-cooked meals with friendly hosts. Join a trip with likeminded travellers and discover the rich history and fascinating customs of this region on a journey from Helsinki to Vilnius.

Countryside and village visits

Tour Type

Small Group Tour

Accommodation

Hotel, Home-stay, Guest House

Age Range

15-99 yrs

Operated in

english

Destinations

Berlin, Helsinki, Aukstaitija Na

Berlin, Helsinki, Aukstaitija National Park, Vilnius, Tallinn, Riga, Klaipeda, Spitz

Duration12 days

From

USD 3,385

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Classic Baltics - May 2027

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Uncover the cultural wonders and historical riches of three fascinating countries on this eight-day trip through Lithuania, Latvia and Estonia. Wander the beautiful Old Town of Vilnius and learn about its complex modern history. Discover Riga’s Art Nouveau architecture and feast on Latvian cuisine at the city’s vast Central Market. Unwind in a log cabin among evergreen forest on Saaremaa Island, sharing a meal of local favourites with your fellow travellers, and finish in Estonia’s medieval capital, Tallinn. This adventure takes in historic cities, a naturally scenic wooded island and unique Baltic cultures – all while taking you off tourist trail!

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Tallinn, Gdansk, Vilnius, Riga

Tallinn, Gdansk, Vilnius, Riga, Saaremaa

Duration8 days

From

USD 2,570

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Baltic Adventure - May 2027

(9 reviews )

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Best price guaranteed

I had a great time with this tour

Photography tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Vilnius, Helsinki, Tallinn, Klai

Vilnius, Helsinki, Tallinn, Klaipeda, Riga, Kuressaare

10% OFF TODAY

Duration13 days

From

USD 2,749

USD 2,474

Saving

USD 275

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The Best of Tallinn - May 2027

Trip customizable

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This city sightseeing trip is a combination of a bus tour and a walking tour of Tallinn. The bus part of this tour lasts 90 minutes and will take you around the famous Old Town of Tallinn where you can see the towers around the wall that surround the town, the most famous of which are Stout Margaret and Tall Herman. You will also get the chance to see the mighty walls of Toompea Castle, located on a hill, before continuing your journey to the main city full of modern architecture and amenities. Lastly, you will drive through the district in the city that is famous for its wooden architecture that Tallinn is famous for. See and learn more about the history of the baroque-style Kadriorg Palace and Park which Peter the Great of Russia presented to his wife. Next, continue to the Tallinn Song Festival Grounds, a very important place for the people of Estonia, where the Estonia Song Festival is held every five years. These festival grounds are part of the Unesco World Heritage list. Continue your journey along a coastal road and enjoy a picturesque view of the Gulf of Finland. Stop at Pirita Convent (St. Brigit's Convent) and discover the story behind the ruins of this monastery. There will also be a photo stop on the coast with the best view of the Tallinn. The bus tour comes to an end in the Old Town of Tallinn from where you will carry out the rest of the tour by foot. The old town consists of two parts, the lower town and the upper town. The upper town, which was home to noble knights, landlords and soldiers, is where you will discover two cathedrals, the Russian Orthodox Alexander Nevsky Cathedral and the Lutheran St Mary’s Cathedral. See the castle which hosts the Parliament of Estonia and enjoy a view of the city from one of the viewing platforms located in the upper town. Follow Short Leg Street to lower town. Here you will see medieval merchant’s houses and learn more about why Tallinn was founded at this particular place. Travel down Long Leg Street and see St Olaf’s Church, the highest building in the world during 16th and 17th centuries. This trip comes to an end in the town hall square inside lower town. Here you can see a gothic town hall as well as the oldest functioning pharmacy in the world. You are on your own after this trip is over. However, the guide will advise you on additional attractions, restaurants and souvenir shops located in the area. The main square of Tallinn, Liberty Square, is just 5 minutes away and the cruise harbor is just a 15-minute walk.

City sightseeing

Tour Type

Group Tour

Age Range

1-99 yrs

Operated in

english

Destinations

Tallinn

Duration4 hours

From

USD 52

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Tallinn Old Town Walking Tour - May 2027

Trip customizable

Best price guaranteed

Be part of this fascinating, two-hour walking tour to discover the medieval landmarks of Tallinn. Starting from the famous town hall square (since the starting point is subject to change, we request you to inform us after booking the tour), we will take you to the highlights of Tallinn's Old Town, giving you the chance to learn more about the history of Tallinn through interesting stories and feel the medieval atmosphere from a time long past. You will see all the main highlights including the Latin quarter, where a Dominican monastery was situated since the 13th century, and Pikk Street, which use to be the main street of Tallinn in the Middle Ages and where you can see the houses of merchants and craftsmen. Next you will get acquainted with the medieval architecture of Tallinn and learn what makes it so special as you gaze at the churches of the Holy Ghost, St Nicolas and St Olaf. The old town consists of two parts, the lower town and the upper town. After exploring the former, you will then head for the latter via Short Leg Street. The upper town, which was home to noble knights, landlords and soldiers, is where you will discover two cathedrals, the Russian Orthodox Alexander Nevsky Cathedral and the Lutheran St Mary’s Cathedral. See the castle which hosts the Parliament of Estonia along with a castle tower named Tall Herman. Enjoy a view of the city from one of the viewing platforms located in the upper town. Follow Short Leg Street back to lower town and call it an end to your walking tour on reaching the town hall square.

City sightseeing

Tour Type

Group Tour

Age Range

5-99 yrs

Operated in

english

Destinations

Tallinn

Duration2 hours

From

USD 29

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Premium Baltics - May 2027

(1 review )

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Discover the captivating beauty of the Baltics on a 10-day journey that takes in the region’s charming cities, hearty cuisine and lesser-known treasures. Immerse yourself in the culture and history as you explore medieval fortifications, learn how to cook famous national dishes and soak up the lively atmosphere of the Old Towns. Whether you’re chatting with cider makers, walking in a national park or wandering down cobblestone lanes, there is much to enjoy and plenty of surprises along the way traversing three countries whose national sport is mushroom picking. If you enjoy lesser known destinations, long summer nights and want to do more than just see the sights, this immersive trip is calling your name.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Vilnius, Tallinn, Parnu, Riga, Klaipeda

Duration10 days

From

USD 5,790

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Best of Baltics - May 2027

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Looking for a European trip that's a bit out of the ordinary? The Baltics are packed with spectacular surprises around every corner. This one swings you from Tallinn to Vilnius through some Baltic highlights, with plenty of breweries, gothic castles, street art, gorgeous coastlines and buzzing uni towns along the way. History buffs - this one's for you; but it's fair to say it's got a little something for everyone.

Sightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Vilnius, Tallinn, Otepää, Tartu

Vilnius, Tallinn, Otepää, Tartu, Riga, Kaunas

Duration8 days

From

USD 1,550

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Scandinavia & Baltic Circuit - May 2027

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Do as the locals do on this 32-day adventure from Copenhagen to Vilnius. See the medieval spires of Tallinn, discover the funky bars of Riga and the Baroque-style of Vilnius and kayak on Lithuanian lakes. Visit Norway's uber-cool Oslo, travel to Sweden's vibrant Stockholm and explore Finland's hip Helsinki. Uncover a Viking past, learn of maritime heritage and embrace the Swedish ‘lagom’ lifestyle in the countryside. Hear stories directly from locals, wander the cobbled streets of Gothenburg and try some traditional cinnamon rolls at a Swedish coffee house.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House, Hut, Home-stay

Age Range

15-99 yrs

Operated in

english

Destinations

Copenhagen, Berlin, Bergen, Gudv

Copenhagen, Berlin, Bergen, Gudvangen, Flam, Lillehammer, Mora, Stockholm, Helsinki, Tallinn, Riga, Klaipeda, Aukstaitija National Park, Gothenburg, Vilnius, Oslo

Duration32 days

From

USD 13,070

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Super Sales

Walks of the Baltics and Finland - May 2027

4.8

(10 reviews )

No booking fees

Best price guaranteed

We had a brilliant trip in July seeing the wonderful Baltic countries. The weather was very kind, the group and our guide wonderful. We all learnt so much about the hard and dramatic history the Baltic countries have experienced and their hard won independence.

Walking toursAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Vilnius, Helsinki, Kernavė, Trak

Vilnius, Helsinki, Kernavė, Trakai, Kuldiga, Gauja National Park, Parnu, Tallinn

Duration12 days

From

USD 3,750

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14% OFF TODAY

Scandinavia and Best of Baltics - May 2027

(3 reviews )

No booking fees

Best price guaranteed

Such a cool adventure! You see so many stunning things in Scandinavia, and made the trip amazing. He went above and beyond for the group. Baltics is such an underrated area that more people should visit!

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Copenhagen, Thisted, Tallinn, Ta

Copenhagen, Thisted, Tallinn, Tartu, Riga, Kaunas, Vilnius, Oslo, Elverum, Torgås, Stockholm

14% OFF TODAY

Duration17 days

From

USD 4,155

USD 3,567

Saving

USD 588

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Estonian Food Tour - May 2027

Trip customizable

Best price guaranteed

Estonian food and drinks are intertwined with its history. Grab this opportunity to try delectable cuisines that are part of this country's culture and learn more about the fascinating history of Tallinn, the capital city and the center of the country's culture and economy. During this guided, two-and-a-half-hour tour, you will get acquainted with the cuisine of Hanseatic merchants, Estonian peasants, Soviet workers and find out what Estonians eat today. Included in this food tour are 3 dishes as well as tasting of three local drinks. In addition to this, you will also get the chance to try the famous Estonian green chocolate, berry chips and more. Cafes and restaurants chosen for this tour are famous for their interior and history and are, in a sense, museums on their own right. You can be part of this tour even when the weather is bad, as Tallinn's cozy restaurants will keep warm and relaxed.

Food tours

Tour Type

Group Tour

Age Range

10-99 yrs

Operated in

english

Destinations

Tallinn

Duration2 hours

From

USD 69

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Baltic Highlights - Premium Adventure - May 2027

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Three Baltic States, centuries of history, one tour leader who brings each destination to life. This highlights-packed adventure begins with a medieval feast in Tallinn and ends with an unforgettable boat trip around the iconic island castle of Trakai. Along the way, discover golden coasts, sample local spirits and marvel at architecture from grand castles to art nouveau masterpieces. Each night ends in Premium accommodation, so when you’re not getting an insider’s view of Estonia, Latvia and Lithuania you can treat yourself to a spa session or relax in style, ready for your next discovery.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Vilnius, Tallinn, Riga, Jurmala

Duration8 days

From

USD 4,050

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All Tallinn Tours in May 2027

15 Trips in Tallinn during May 2027 with 220 Reviews

Get a customized trip to Tallinn in May 2027

Discover the Baltics - May 2027

Cycle the Baltics - May 2027

Baltic Experience - May 2027

Classic Baltics - May 2027

Baltic Adventure - May 2027

The Best of Tallinn - May 2027

Tallinn Old Town Walking Tour - May 2027

Premium Baltics - May 2027

Best of Baltics - May 2027

Scandinavia & Baltic Circuit - May 2027

Walks of the Baltics and Finland - May 2027

Scandinavia and Best of Baltics - May 2027

Estonian Food Tour - May 2027

Baltic Highlights - Premium Adventure - May 2027

15 Trips in Tallinn during May 2027 with 220 Reviews

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Tallinn Tours in May 2027

15 Trips in Tallinn during May 2027 with 220 Reviews

Get a customized trip to Tallinn in May 2027

15 Trips in Tallinn during May 2027 with 220 Reviews