10 Best Tallinn Multiday Tours in May 2026

Accommodations

Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Fabulous Poland and Baltic Capitals - May 2026

No booking fees

Best price guaranteed

Discover the best of Poland and the Baltic capitals on the "Fabulous Poland and Baltic Capitals" tour—a 16-day city sightseeing journey beginning and ending in Warsaw. Designed for seniors, this easy-paced group trip explores Warsaw, Tallinn, Sopot, and five more Polish destinations, with accommodations, meals, and transport included. The main draw is the in-depth exploration of both local and regional capitals, providing a thorough and enriching travel experience.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Warsaw, Tallinn, Riga, Vilnius

Warsaw, Tallinn, Riga, Vilnius, Gdansk, Sopot, Stockholm, Helsinki

Duration16 days

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Fabulous Poland and Baltic Capitals ROT - May 2026

No booking fees

Best price guaranteed

Travelers seeking a relaxed yet thorough exploration of Poland and the Baltics will appreciate the "Fabulous Poland and Baltic Capitals ROT" tour. Over 15 days, this easy-paced, senior-friendly group sightseeing trip starts and ends in Warsaw, with visits to Gdansk, Tallinn, and five other destinations. All logistics are managed for a comfortable journey. Its unique strength is the comprehensive itinerary, ensuring a deep dive into both Poland’s and the Baltics’ historical highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Warsaw, Tallinn, Riga, Vilnius

Warsaw, Tallinn, Riga, Vilnius, Gdansk, Sopot, Stockholm, Helsinki

Duration15 days

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Explore Berlin to Tallinn - May 2026

No booking fees

Best price guaranteed

Set out from Berlin for an 11-day exploration that leads you to Tallinn’s medieval charm. This group tour, ideal for seniors, offers a leisurely pace, comfortable accommodations, and guided visits to cultural landmarks in both Estonia and Germany. Each day brings a new discovery, with plenty of time to enjoy the scenery and soak up local history. The unique selling point? A thoughtfully designed itinerary that lets you experience the highlights of both countries in comfort and style.

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Berlin, Tallinn, Copenhagen, Sto

Berlin, Tallinn, Copenhagen, Stockholm, Helsinki

Duration11 days

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Nordic Gems and Poland End Tallinn - May 2026

No booking fees

Best price guaranteed

Set out on the "Nordic Gems and Poland End Tallinn" trip, a 13-day sightseeing adventure tailored for senior travelers seeking an easy-paced journey. Starting in Copenhagen and ending in Tallinn, the route includes Sopot, Stockholm, Szczecin, and five other destinations in Estonia and Denmark. All accommodations, transport, and meals are provided, ensuring a worry-free experience. This tour package stands out for its seamless transition across diverse cultures, offering travelers a chance to discover both Nordic charm and Baltic allure in a single journey.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Copenhagen, Tallinn, Helsinki, S

Copenhagen, Tallinn, Helsinki, Szczecin, Warsaw, Gdansk, Sopot, Stockholm

Duration13 days

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Heading North End Tallinn - May 2026

No booking fees

Best price guaranteed

The "Heading North End Tallinn" trip takes you from Warsaw to Tallinn over 11 days, making it a great fit for seniors seeking an easy-paced sightseeing experience. The guided group journey includes Helsinki, Sopot, and other key stops in Poland and Estonia, with all travel details handled. The USP is the seamless connection between Polish history and Estonian charm, offering travelers a thoughtfully curated Northern adventure.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

15-99 yrs

Operated in

english

Destinations

Tallinn, Warsaw, Gdansk, Sopot

Tallinn, Warsaw, Gdansk, Sopot, Stockholm, Helsinki

Duration11 days

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Highlights of the Baltic States in 8 Days - May 2026

Trip customizable

Best price guaranteed

Discover the Baltic States’ best-kept secrets on this immersive eight-day tour, journeying from Vilnius through Riga to Tallinn. If you love exploring vibrant cities rich in history, culture, and natural beauty, this trip is for you. Begin in Vilnius, Lithuania’s enchanting capital, with its baroque churches and green parks, then move on to Riga, where medieval architecture and lively markets await. The tour concludes in Tallinn, Estonia, a city steeped in legends and charming old-world ambiance. With comfortable transportation and a dedicated guide throughout, this itinerary offers not just sightseeing but deep local insight. Consider extending your adventure with an optional Belarus add-on. The unique benefit? An authentic taste of Baltic culture and heritage, delivered in a week-long, expertly guided tour.

Cultural, religious and historic sites

Tour Type

Private Tour

Accommodation

Home-stay, Hotel, Lodge, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Vilnius, Tallinn, Riga, Trakai

Duration8 days

The Best of Tallinn - May 2026

Trip customizable

Best price guaranteed

What if you could discover Tallinn’s storied past in just one day? "The Best of Tallinn" city sightseeing trip offers exactly that—a dynamic combination of bus and walking tours that reveal the many faces of Estonia’s enchanting capital. Begin with a 90-minute panoramic drive, circling the medieval Old Town and its famous towers like Stout Margaret and Tall Herman, before exploring the mighty Toompea Castle perched atop its hill. Your journey continues past elegant baroque landmarks such as Kadriorg Palace and the UNESCO-listed Song Festival Grounds, with a scenic stop at Pirita Convent and a photo opportunity along the Gulf of Finland’s picturesque coast. The tour then transitions on foot into the heart of Old Town, where you’ll discover the historic upper and lower districts, marvel at the Alexander Nevsky and St Mary’s Cathedrals, and wander medieval lanes filled with centuries-old merchant houses. A key highlight of this tour package is the comprehensive overview—blending Tallinn’s medieval, baroque, and modern wonders in one seamless experience. Guides offer insider tips for further exploration, ensuring you make the most of your visit. For travelers eager to absorb the city’s layered history with ease and comfort, this sightseeing trip is an ideal choice.

City sightseeing

Tour Type

Group Tour

Age Range

1-99 yrs

Operated in

english

Destinations

Tallinn

Duration4 hours

Tallinn Old Town Walking Tour - May 2026

Trip customizable

Best price guaranteed

Step back in time on the "Tallinn Old Town Walking Tour," a captivating two-hour journey through the medieval heart of Estonia’s capital. Beginning at the vibrant Town Hall Square, your expert guide will lead you through winding cobblestone streets, revealing the stories and secrets of Tallinn’s most iconic landmarks. Discover the Latin Quarter’s Dominican monastery, the historic Pikk Street lined with merchants’ houses, and the distinctive medieval architecture that sets this old town apart. Marvel at the churches of the Holy Ghost, St Nicolas, and St Olaf, then ascend Short Leg Street to explore the upper town—once home to knights and nobles. Here, visit the striking Alexander Nevsky and St Mary’s Cathedrals, see the Parliament at Toompea Castle, and enjoy sweeping city views from panoramic platforms. After looping back to the lower town, your walking tour concludes where it began, enriched by centuries of history. The USP of this tour package is its immersive storytelling and the chance to walk through Tallinn’s living history, making it perfect for travelers who appreciate a deeper understanding of the places they visit. Whether it’s your first time or a return, this walking tour brings the city’s medieval charm vividly to life.

City sightseeing

Tour Type

Group Tour

Age Range

5-99 yrs

Operated in

english

Destinations

Tallinn

Duration2 hours

Estonian Food Tour - May 2026

Trip customizable

Best price guaranteed

Step into the flavorful heart of Estonia with this two-and-a-half-hour Estonian Food Tour in Tallinn. Perfect for foodies and culture seekers alike, this guided culinary journey weaves together the tastes and tales that have shaped Estonian cuisine through the ages. Savor three traditional dishes paired with local drinks, from robust fare favored by Hanseatic merchants and Estonian peasants to Soviet-era staples and contemporary favorites. Treat your palate to unique delights like Estonian green chocolate and berry chips, all while exploring some of Tallinn’s most atmospheric cafes and restaurants—each a mini-museum steeped in history and character. This food tour is a warm retreat even in the chilliest weather, as you’ll be enveloped in Tallinn’s cozy dining spots. The USP? An immersive, bite-sized exploration of Estonia’s culinary evolution, paired with fascinating stories that bring the capital’s rich heritage to life. Whether you’re a traveler who loves tasting their way through new cultures or simply looking for a memorable way to experience Tallinn, this trip promises a feast for all the senses.

Food tours

Tour Type

Group Tour

Age Range

10-99 yrs

Operated in

english

Destinations

Tallinn

Duration2 hours

Tallinn Tours in May 2026

Get a customized trip to Tallinn in May 2026

Page 6 of 59 Trips in Tallinn during May 2026 with 73,257 Reviews

Page 6 of 59 Trips in Tallinn during May 2026 with 73,257 Reviews

Fabulous Poland and Baltic Capitals - May 2026

Fabulous Poland and Baltic Capitals ROT - May 2026

Explore Berlin to Tallinn - May 2026

Nordic Gems and Poland End Tallinn - May 2026

Heading North End Tallinn - May 2026

Highlights of the Baltic States in 8 Days - May 2026

The Best of Tallinn - May 2026

Tallinn Old Town Walking Tour - May 2026

Estonian Food Tour - May 2026

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Tallinn Tours in May 2026

Get a customized trip to Tallinn in May 2026

Page 6 of 59 Trips in Tallinn during May 2026 with 73,257 Reviews

Page 6 of 59 Trips in Tallinn during May 2026 with 73,257 Reviews