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Itinerary

Tallinn, Estonia Highlights

Tallinn, Estonia

This itinerary offers a balanced exploration of Tallinn’s enchanting Medieval Old Town, focusing on its historic architecture, charming cafes, and stylish

Highlights: Breakfast: RØST Bakery • Activity: Town Hall Square (Raekoja Plats) • Activity: Tallinn Town Hall • Lunch: Rataskaevu 16 • Activity: St. Olaf’s Church

PUBLISHED3-day conceptTallinn, Estonia
CultureBreakfast: RØST BakeryActivity: Town Hall Square (Raekoja Plats)Activity: Tallinn Town HallLunch: Rataskaevu 16Activity: St. Olaf’s Church

Updated: Feb 1, 2026

Created: Feb 1, 2026

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Itinerary details

Day-by-day plan

Day 1

2026-02-01 – Medieval Old Town Essentials

Tallinn, Estonia

Morning

  • Discover the heart of Tallinn’s Medieval Old Town, combining iconic landmarks with cozy, cutting-edge cafes and local design boutiques.
  • Breakfast: RØST Bakery Start with artisanal pastries and freshly brewed coffee in a sleek, minimalist setting. Savour the warm scent of freshly baked bread and a vibrant café atmosphere. 1 hr. 📍
  • Activity: Town Hall Square (Raekoja Plats) Walk through Tallinn’s historic center, absorbing medieval architecture and lively market stalls. The square buzzes with energy and picturesque views of Gothic spires. 1 hr. 5 min walk from RØST Bakery
  • Activity: Tallinn Town Hall Explore the oldest town hall in the Baltics, noting its ornate exterior and inviting interior. The medieval vibe is tangible amidst historical wooden beams and tapestries. 45 min. Adjacent to Town Hall Square 📍

Afternoon

  • Lunch: Rataskaevu 16 Enjoy modern takes on classic Estonian cuisine in a warmly decorated medieval townhouse. Flavors feel rich and authentic amid rustic charm. 1.5 hrs. 7 min walk from Town Hall
  • Activity: St. Olaf’s Church Visit this soaring Gothic church with a view of the city from the top. The historic interior contrasts with panoramic vistas of Tallinn’s red roofs. 1 hr. 10 min walk from Rataskaevu 16 📍
  • Leisure: Design Shop at Telliskivi Creative City Browse cutting-edge Estonian design goods in this trendy creative hub blending old industrial aesthetics with modern flair. Touch local crafts and innovative objects. 1 hr. 15 min tram from St. Olaf’s Church

Evening

  • Dinner: Ribe Savor sophisticated Northern European dinner in a stylish setting with warm wood interiors and creative presentation. Each dish tells a story steeped in local ingredients. 2 hrs. 10 min tram back to Old Town
  • Walk: Long Street (Pikk tänav) After dinner, enjoy a gently lit stroll along Tallinn’s medieval main artery with its Gothic facades, cozy bars, and unique shops. 30 min.

Night

  • Leisure: Hell Hunt Pub Unwind with a craft beer in Tallinn’s oldest pub full of warm wood and friendly patrons. Soak the medieval vibe with a relaxed crowd. 1 hr. 5 min walk from Long Street
  • Leisure: Return to hotel Walk or short tram ride back to your accommodation in Old Town.

Day 2

2026-02-02 – Artistic and Architectural Charm

Tallinn, Estonia

Morning

  • Focus on Tallinn’s vibrant arts scene and design heritage, exploring galleries, museums, and trendy cafes in central Old Town and Kalamaja.
  • Breakfast: Fika Café Taste Scandinavian-style pastries and coffee in a bright, design-forward café. The airy, cozy interior invites slow mornings. 1 hr. 15 min tram from Old Town center 📍
  • Activity: Kumu Art Museum Visit Estonia’s largest art museum featuring classic and contemporary Estonian artworks in a monumental modernist building. Visually stimulating both inside and out. 2 hrs. 25 min tram from Fika

Afternoon

  • Lunch: Balti Jaam Market Food Hall Dine amidst a lively market atmosphere showcasing local food vendors with fresh, flavor-packed Estonian and fusion dishes. Taste local staples in a vibrant, modern setting. 1.5 hrs. 10 min tram from Kumu
  • Activity: Kalamaja District Walk Explore this charming former fisherman's village, now filled with colorful wooden architecture, design shops, and cozy cafes. The juxtaposition of old and new creates inspiring streetscapes. 1.5 hrs. 10 min walk from Balti Jaam

Evening

  • Dinner: F-hoone Delight in creative Estonian and European dishes served in a refurbished factory hall with eclectic design details. The buzzing atmosphere adds to the experience. 1.5 hrs. 15 min walk in Kalamaja 📍
  • Walk: Telliskivi Creative City Wander the outdoor space of this vibrant artistic hub with murals, boutiques, and cozy hangouts under string lights. 30 min.

Night

  • Leisure: Von Krahl Theatre Bar Enjoy creative cocktails amid avant-garde theater vibes, ideal for a relaxed nightcap in an artsy setting. 1 hr. 10 min tram back to Old Town
  • Leisure: Return to hotel Short walk or tram.

Day 3

2026-02-03 – Hidden Gems and Cozy Cafes

Tallinn, Estonia

Morning

  • Today is dedicated to discovering lesser-known medieval sights and design-focused coffee stops in the Old Town’s quieter corners.
  • Breakfast: Kohvik August Sample breakfast with a design-conscious Scandinavian twist in a warm, brick-walled café filled with soft light. 1 hr. 7 min walk in Old Town 📍
  • Activity: St. Catherine’s Passage and Guild Halls Wander the serene cobbled alley flanked by medieval guild houses and artisan studios. Absorb quiet history and intricate stone corners. 1 hr. Nearby walk from Kohvik August

Afternoon

  • Lunch: Farm Taste contemporary Estonian farm-to-table cuisine in a cozy, design-rich setting full of natural wood and large windows. Dishes highlight seasonal local produce. 1.5 hrs. 10 min walk from St. Catherine’s Passage 📍
  • Activity: Kiek in de Kök and Bastion Tunnels Explore Tallinn’s medieval defense bastions and underground tunnels with interactive exhibits. A fascinating, slightly mysterious experience beneath the city streets. 1.5 hrs. 7 min walk from Farm 📍

Evening

  • Dinner: Moon Enjoy modern Estonian cuisine in a Nordic-inspired space with elegant wooden details and warming ambiance. A quiet spot to savor beginning to end. 1.5 hrs. 10 min walk from Kiek in de Kök 📍
  • Walk: Toompea Hill Viewpoint Take a peaceful twilight stroll to Toompea Hill overlooking Old Town’s rooftops and spires, soaking in sunset views. 30 min.

Night

  • Leisure: Cafe Maiasmokk Visit the oldest cafe in Estonia for a late evening coffee or dessert in classic decor with vintage charm. A sweet end to the trip. 45 min. 10 min walk down from Toompea 📍
  • Leisure: Return to hotel Walk back and prepare for departure.
  • Weather & What to Pack
  • February in Tallinn is cold, often below freezing with snow. Pack warm layers including a heavy winter coat, insulated boots, hat, gloves, and scarves. Waterproof outerwear is useful due to occasional snow or sleet. Indoor venues are heated but layering is essential for outdoor exploration.
  • Safety & Travel Advisories
  • Tallinn is generally safe with low crime. Stay aware of slippery sidewalks in winter weather. Use well-lit routes after dark and keep valuables secure. No special travel advisories currently for the area; public transport and walking routes are reliable.
  • Feedback (rating + suggestions)

  • Please rate this itinerary from 1 to 5, and share any preferences for more specialized themes (art, nightlife, day-trips) or pace adjustments. Suggestions on including more local crafts shops or alternative dining options are welcome for fine-tuning your personalized Tallinn experience.

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