Top 10 Itineraries in Tallinn

One of the best ways to experience Tallinn is through a weekend getaway, offering the perfect opportunity to take a break from everyday life and enjoy new adventures. For those able to extend their stay, city breaks provide more time to fully explore the city’s charm and hidden gems.

From scenic road trips to affordable vacations and indulgent luxury holidays, Tallinn has a wide range of options for every kind of traveler. Discover the most popular trip types in Tallinn below.

Uncover the countless reasons why Tallinn is an absolute must at the top of your bucket list with its awe-inspiring landscapes, rich cultures, iconic historical landmarks, and culinary delicacies. Embark on a unique adventure as you explore the country in an extraordinary way by finding your perfect Tallinn vacation itinerary. Use the convenient search tool below to find the top vacation packages in Tallinn.

Discover these 10 top itineraries starting in Tallinn, designed to help you explore the best of the city and its surroundings. Whether you’re a history enthusiast eager to visit iconic landmarks, a foodie searching for the best local cuisine, or an adventurer ready to dive into scenic day trips, these itineraries are curated to suit your travel style. Read on to find the perfect trip that will help you make the most of your time in Tallinn.

A road trip is one of the top ways to experience the beauty and charm of Tallinn. Each day on the open road introduces new destinations, from Freedom Square, and Viru Gate to quaint towns that showcase the heart of the region.

For a well-rounded and unforgettable journey, consider a thoughtfully crafted itinerary that embraces discovery at every turn. Embark on this scenic road trip with 3-Day Estonia Road Trip Starting in Tallinn, and elevate your travel experience. This 3-day exploration offers a perfect blend of adventure and relaxation, allowing you to uncover both iconic landmarks and hidden gems along the way.

Taking a city break is a great way to truly immerse yourself in the culture and essence of Tallinn. With just a few days, you can dive deep into the city’s lively energy, exploring both iconic landmarks and lesser-known gems that give the city its unique charm. It’s a perfect opportunity to savor authentic cuisine, experience local life, and embrace the urban atmosphere at your own pace.

Consider this 6-Day Estonia City Break in Tallinn; a top itinerary that ensures you make the most of your time in Tallinn. This 6-day city break offers a perfect balance of exploration of attractions like Freedom Square and Viru Gate and calming relaxation, leaving you with cherished memories and a deeper connection to the city.

A weekend getaway in Tallinn is the perfect opportunity to recharge, explore, and experience a new destination without the need for an extended break. Whether you're seeking relaxation, cultural immersion, or exciting new adventures, a quick trip can provide just the right balance of rejuvenation and exploration.

Explore even more possibilities with our exclusive 5-Day Estonia Weekend Getaway in Tallinn for the ultimate weekend retreat in Tallinn. Let Tallinn surprise you with its charm and excitement, ensuring your weekend escape is both fulfilling and memorable.

Budget constraints can sometimes get in the way of planning your dream vacation, but that shouldn't stop you from exploring the Tallinn. A great solution is to book an affordable itinerary like this Cheap Two-Week Estonia Road Trip from Tallinn to Haapsalu, Pärnu, Võru, Tartu, and Narva, designed to offer the best of Tallinn without breaking the bank.

This budget-friendly 15-day getaway allows you to experience picturesque cities and iconic attractions like Kadriorg Park, Lennusadam, Freedom Square, Viru Gate, and Tallinn Zoo, blending value with adventure. Each day brings new discoveries, creating lasting memories. Choose this affordable package and embark on a journey that redefines how you travel, combining discovery and savings in one incredible trip.

A luxury vacation offers the perfect opportunity to unwind in style, indulging in experiences that elevate every moment of your trip. It’s a chance to immerse yourself in elegance and sophistication while exploring the most captivating attractions at a relaxed pace, like Freedom Square and Viru Gate. Whether you’re seeking exclusive access to top attractions, gourmet dining experiences, or the serenity of five-star accommodations, a luxury vacation ensures a seamless, unforgettable journey.

To help you create your dream getaway, we’ve curated this top-tier itinerary. Discover the ultimate in comfort and adventure with this exclusive Luxury Two-Week Estonia Road Trip from Tallinn to Haapsalu, Pärnu, Võru, Tartu, and Narva, featuring luxurious accommodations, private tours of iconic landmarks, and extraordinary experiences tailored to your preferences.

A road trip in Estonia is one of the best ways to experience Tallinn and the breathtaking scenery surrounding the city. With the freedom to travel at your own pace, you’ll have plenty of opportunities to make spontaneous stops between the planned activities on your itinerary.

A 6-day itinerary means that Tallinn can easily be combined with other top destinations in Estonia, such as Tallinn. While public transport is an option, having a car offers greater freedom and flexibility to take spontaneous detours and explore at your own pace.

For more inspiration on what the perfect 6-day itinerary could look like, check out this scenic road trip through Tallinn. This itinerary also takes you to cities like Tallinn. This package includes top-rated 3-star accommodation for every night of the trip, plus a reliable rental car, which costs around 265 EUR.

Experience the heart of Tallinn on a city break. Stroll through the charming streets and explore must-see attractions such as Kadriorg Park, Lennusadam, Freedom Square, Viru Gate, and Tallinn Town Hall. Each day offers new experiences, from discovering historic sites to indulging in the local cuisine.

Choose the 5-Day Estonia City Break in Tallinn and let this city break transform your travel experience, creating memories that will last a lifetime. Over the course of 5 days, this journey immerses you in the rich culture and lets you fully embrace the essence of Tallinn.

A ski vacation is the ultimate way to combine adventure and scenic beauty, offering a perfect escape into snow-covered landscapes and exhilarating alpine experiences. Whether you're a seasoned skier or a beginner, a well-planned ski trip ensures you’ll make the most of the pristine slopes, enjoy breathtaking views, and immerse yourself in winter's magic.

Considering opting for the popular Cheap 5-Day Estonia City Break in Tallinn. Over the course of 5 days, you'll glide down the snowy slopes of Tallinn and visit must-see attractions like Kadriorg Park, Lennusadam, Freedom Square, Viru Gate, and Tallinn Town Hall. Enjoy a perfect blend of adventure and relaxation. Secure your vacation package today and get ready for an unforgettable ski journey packed with fresh powder, thrilling slopes, and lasting memories!

Experience the best of Tallinn with a luxury vacation designed for comfort and exclusivity. Explore iconic landmarks such as Kadriorg Park and Lennusadam, while staying in top-rated hotels that provide excellent service and amenities.

Enjoy gourmet dining at renowned restaurants, and take advantage of private tours for a more intimate look at the city's highlights. Whether you prefer exploring historic sites, relaxing at upscale spas, or taking a leisurely stroll through charming neighborhoods, this luxury vacation offers a well-rounded experience.

Discover the possibilities with this luxurious vacation in Tallinn and make the most of what the city has to offer. For more exclusive options, browse our collection of luxury itineraries.

A weekend getaway to Tallinn offers the perfect chance to get a break from the hustle of daily life and explore iconic landmarks, indulge in local cuisine, and wander through quaint neighborhoods. But planning the ideal trip within a short timeframe can feel overwhelming with so much to see and do.

To simplify your planning, consider this top 4-Day Estonia Weekend Getaway in Tallinn. This thoughtfully weekend getaway itinerary showcases the best of Tallinn, from Kadriorg Park, Lennusadam, Freedom Square, Viru Gate, and Tallinn Town Hall to hidden gems, ensuring you experience the city's essence without the stress of planning. Embark on one of the top 10 itineraries and make the most of your unforgettable weekend adventure!

Estonia has so many incredible cities to visit it's tough to pick just a few to see! Here are some of the best and most popular cities to visit if you're planning a trip around Estonia! These cities will inspire new perspectives, and invite you to embrace the local culture, and create unforgettable memories during your vacation in this beautiful country!