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Discover Tailor-Made Estonia Vacations

Explore Estonia’s medieval cities, wild forests, and Baltic Sea coastlines steeped in history.

Estonia is where medieval heritage meets untouched nature. Wander Tallinn’s cobblestone streets, venture into national parks filled with forests and lakes, and discover a culture shaped by both Nordic and Baltic traditions. A journey here reveals beauty at every turn.

Featured Highlights

  • Wander Tallinn’s medieval Old Town, a UNESCO treasure
  • Explore Lahemaa National Park’s forests and manors
  • Relax on Baltic beaches and coastal fishing villages
  • Discover Saaremaa’s windmills and historic lighthouses
  • Hike bog trails and cycle through wild woodlands
  • Experience a culture shaped by Baltic and Nordic roots
Explore Trip Ideas to Estonia

Featured Estonia Trip Ideas

Estonia offers a rare blend of medieval charm and pristine wilderness.

Estonia invites travellers to experience a land of contrasts. Tallinn, with its UNESCO-listed Old Town, enchants with Gothic spires, fortified walls, and lively cafés. Beyond the capital, Lahemaa National Park offers forests, bogs, and stately manors, while Saaremaa and Hiiumaa islands boast lighthouses, windmills, and a slower pace of life. The Baltic coastline stretches for kilometres, dotted with fishing villages and sandy beaches, while inland, lakes and woodlands create a paradise for hikers and cyclists. Estonian culture reflects a unique blend of Baltic, Nordic, and Russian influences, celebrated in music, art, and cuisine. Whether seeking history, nature, or a peaceful escape, Estonia rewards curious travellers with rich experiences.

Escorted Tours

Tallinn
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Polish & Baltic Jewels

Tallinn, Riga, Vilnius, Warsaw, and Kraków
An escorted group journey through Poland and the Baltics, where medieval towns, forests and coastal charm unfold beside castles and sacred sites daily.
13 days
From US$2,372/p.p.
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Church of St Casimir and Three Crosses, Vilnius
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The Baltics In Style: Vilnius, Riga & Tallinn

Tallinn, Riga, and Vilnius
Explore the enchanting Baltics on a journey through Vilnius, Riga, and Tallinn, where medieval charm meets culture amidst stunning landscapes.
9 days
From US$3,605/p.p.
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Food & Drink

Colorful buildings of Old Town Riga
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Highlights of Riga & Tallinn

Tallinn and Riga
Explore Latvia and Estonia's stunning capitals, Riga and Tallinn. Experience rich history, captivating architecture, and delightful culinary adventures over six days.
6 days
From US$2,988/p.p.
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Toompea hill with tower Pikk Hermann and Russian Orthodox Alexander Nevsky Cathedral, view from the tower of St. Olaf Church.
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Escape To Tallinn

Tallinn
Discover Tallinn's blend of medieval allure and modern vibrancy. Enjoy guided tours of stunning palaces, lush forests, and savor Estonia's rich flavors.
5 days
From US$1,975/p.p.
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Evening in Helsinki
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Escape to Helsinki with Tallinn

Helsinki
Delve into the culture of Helsinki on this trip, featuring stunning architecture and a day trip to Tallinn, where medieval charm meets lively energy.
4 days
From US$1,122/p.p.
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What do Goway's travellers say?

“Farnaz Bagheri - Specialist”
We decided to go to France for 3 weeks in September and knew we needed help planning the trip (we made this decision in August so a very short time frame. We had traveled with Goway a few years ago and were hoping they could help. Our specialist, Farnaz Bagheri, was fantastic, she listened to what we wanted to do and where we wanted to go. She literally arranged everything with her French partners. The guides and drivers were wonderful the accommodations were excellent. Communication was easy from the first discussion to the time we got home. Farnaz planned for us an exceptional trip in a very short time frame. Promise next trip we will contact Goway much earlier. Thanks again
Sue Blake
“50th Anniversary trip to Europe”
October 9, 2026, was our 50th wedding anniversary. To celebrate, I wanted to take my bride to Europe for 50 days. Also, other than the flight over, I wanted to make the trip by train. I contacted Farnaz at Goway. The trip we planned ultimately extended to 60 days. It was absolutely flawless. We had great hotels, great tours. Even though this trip was complex and had a lot of moving parts, there were no problems. Farnaz and the folks at Goway done a great job. I highly recommend them and will definitely use them on any future trips
Daniel Graff
“Fantastic Croatia experience. ”
We had a fabulous Croatia vacation with a cruise from Dubrovnik to Split, followed by land tours on Split and Opatija. Lodging was always comfortable and conveniently located. Tours and activities were perfectly suited to our interests. We have used GoWay for 2 vacations and are currently working on another.
Karen
“Great experience planning our Greece Vacation”
We recently worked with Jacqueline to plan our trip to Greece and had a wonderful experience. We made several revisions to our itinerary and Jacqueline was patient, understanding and prompt in responding to our needs. In addition to the specific tours she booked, she provided extra options and local suggestions for each place we visited in Greece. Her attention to detail and responsiveness made our trip incredibly memorable.
Mark Mendell
“Italy Trip to Rome and the Amalfy Coast”
Our GoWay tour representative, Michael Keon, was on top of all of our concerns and questions in a professional manner and we look forward to working with him in the future. Michael was very easy to work with and treated us like family.
Thomas
“Our travel agent”
Our travel agent, Melissa Moses, created the perfect itinerary for our recent holiday to Portugal. Melissa had also planned our previous trip to England/Scotland. We have a great deal of confidence in her ability as she really listens to what we are looking for and she caters the plans according to our comfort levels and interests.
customer
“Jacqueline F”
Jacqueline F. made our trip exceptional. Everything she planned or reserved worked out as it was supposed to. Croatia was amazing and I feel we were able to explore a lot of it because of Jacqueline.
Allen
“Fabulous Italy and Greece”
This was the first time we had utilized Goway. We wanted a custom itinerary for a 3 week Italy, Athens and Greek Island adventure. Edwina Brislane was receptive to our goals for the trip, had helpful suggestions and reacted well to our requested revisions. Lisa Dachuk helped "tie a ribbon" on the trip and ensured we had considered all aspects of the experience. Lisa dealt quickly with a couple of requests while on the trip and celebrated a successful trip with us. We enjoyed working with both Edwina and Lisa. Their knowledge and enthusiasm contributed to our very memorable trip.
Dan & Gail
“Greece Islands and Inland”
I recently traveled to Greece with friends, and our entire experience was exceptional thanks to the planning support we received from Avery at GoWay. Every part of our itinerary was organized with care, accuracy, and great attention to detail. Our accommodations — Hera Hotel Athens and Sofitel Athens Airport — were comfortable, well‑located, and exactly what we needed. All airfares from Calgary and the multiple transfers (airport to city centre, city centre to Piraeus Port, and back again) were perfectly coordinated and made the trip completely stress‑free. The 7‑night Idyllic Aegean Cruise was a major highlight. It was beautifully arranged and gave us an unforgettable way to explore the islands. Our excursions were equally impressive: Skip‑the‑Line Acropolis & Acropolis Museum timed entry, which made sightseeing smooth and efficient Classical Greece: Olympia, Delphi & Meteora, a breathtaking and well‑paced journey through some of Greece’s most iconic historical sites Avery was consistently responsive, knowledgeable, and proactive throughout the planning process. Every confirmation, transfer, and timing detail was handled flawlessly, allowing us to simply enjoy the trip without worrying about logistics. I highly recommend GoWay Travel — and especially Avery — for anyone planning a trip to Greece. This was one of the best travel experiences I’ve had, thanks to their outstanding service and organization.
Lorraine
“Great Irish experience.”
My wife and I have just returned from our 5th trip with Goway. Once again everything ran smoothly from first day to last. This trip was the 9 day all Ireland tour which covered both north & south Ireland. The tour was operated by Rabbies tours whom we used in Scotland and the 16 passenger van only had 6 passengers including us.Other than a couple of days the weather was prety good although the wind did get a bit wild. The pub food was delicious & i got a taste for real Guiness. We spent a few extra days in Dublin and found it very expensive, the excange rate didn't help. Our travel consultant Jaqueline personalised the trip and was very helpful.
George Croome
Travel Information about Estonia

Get to know Estonia before you go.

Best Time to Visit

Estonia transforms winter into a season of discovery, where crisp air and deep snow invite travellers into landscapes of stillness and wonder. Far from retreating indoors, Estonians embrace the cold, with outdoor traditions that highlight the country’s wild beauty and enduring spirit.

Snowshoeing is a favourite way to connect with nature, offering a quiet journey across frozen bogs and forests. In Konnu Wetlands, you can tread between pine trees shaped like bonsai, hearing only the crunch of snow underfoot or the muffled hush of a passing storm. These moments reveal the stark serenity of Estonia’s wintry wilderness.

Nature here is vast and protected, with five national parks and countless reserves. Lahemaa National Park, on the northern coast, is a landscape of bays and peninsulas, while Soomaa National Park preserves a wilder heartland where elk, wolves, lynx, and even brown bears still roam. Estonia is also dotted with over a thousand lakes and fifteen hundred islands, each offering its own perspective on the country’s elemental character.

Among the islands, Saaremaa is especially captivating. Its wooden windmills, meteorite craters, and sweeping beaches create a unique charm, crowned by Kuressaare Castle. Built in 1260, this fortress stands as the best-preserved castle in the Baltics, hosting concerts in its courtyard during summer. The island’s coastlines invite exploration by kayak, weaving past islets where seals surface and shipwrecks rest beneath the waves.

Whether you end your day with a sauna or a local beer, Estonia in winter offers both adventure and warmth—an immersion into wild landscapes and timeless traditions that linger long after the snow melts.

What do the experts say?

Dimitri Stelmach, Europe Expert

Dimitri Stelmach

Destination Specialist
Learn More About This Expert
What I love the most about Estonia is the fairytale Old Town of Tallinn. It's walkable, historic, and vibrant with boutique hotels, cafés, and galleries.
Christopher Taylor

Christopher Taylor

Destination Specialist
Learn More About This Expert
I love experiencing the beauty of Estonia's capital city, where medieval architecture sits alongside modern architecture.

Places To Go

Handcrafted journeys to our most popular places to visit in Estonia
Tallinn Old Town aerial view from fat Margaret tower at sunset

Tallinn

Situated on the northern coast of Estonia, across the shores of the Gulf of Finland, 50 mi / 80 km...

Situated on the northern coast of Estonia, across the shores of the Gulf of Finland, 50 mi / 80 km south of Helsinki, east of Stockholm, and west of St. Petersburg, lies Tallinn. The city was...

Frequently Asked Questions

US and Canadian citizens can enter Estonia visa-free for up to 90 days within any 180-day period (Schengen rules). From 12 Oct 2025, the EU’s new Entry/Exit System (EES) takes your facial image and fingerprints at the border; there’s nothing to do in advance. ETIAS (an online pre-travel authorisation) is expected to start in late 2026—check timing before you go. Your passport should be valid at least three months past your planned departure.

Estonian is the official language, with Russian commonly heard. In Tallinn and other travel hubs, English is widely understood—ordering coffee, asking directions, and joining tours in English is usually easy.

Start in storybook-pretty Tallinn Old Town (UNESCO) for towers, cobblestones, and candlelit cafés. Then get outside: wander the wooden boardwalks over mirror-still bog pools in Soomaa or Lahemaa National Parks, feel the sea breeze in Pärnu—Estonia’s “summer capital”—and hop to Saaremaa for Kuressaare Castle and wind-swept beaches. Goway features Estonia on Baltic journeys, including stays in Tallinn, and can tailor add-ons to Saaremaa or the national parks.

Estonia is generally safe; Canada currently advises “take normal security precautions.” As in any popular European city, watch for pickpockets in Tallinn Old Town, transit hubs, and busy cafés, especially in summer. Carry photo ID, keep valuables zipped and close, and use licensed taxis or reputable apps.

Getting around is straightforward. Elron trains link Tallinn to Tartu, Narva, and coastal towns (free Wi-Fi on board). Intercity buses—especially Lux Express—are comfy and frequent, great for Pärnu or cross-Baltic hops. In cities, public transport accepts contactless cards, and ride-hailing via Bolt is ubiquitous. For islands like Saaremaa, combine bus or car with a short ferry.

Estonians value calm, personal space, and punctuality—quiet voices go far. Shoes off when entering homes. Tipping isn’t mandatory, but rounding up or adding ~10% for good service is appreciated. Saunas are social; shower first, sit on a towel, and ask before throwing water on the stones—hot-cold plunges are part of the ritual.

Think layers. Summers are mild—often high teens to low 20s °C—so bring a light jacket for breezy evenings and a packable rain shell. Spring and autumn can be drizzly; waterproof shoes help on slick cobbles and bog boardwalks. Winters are genuinely cold and snowy: a warm coat, thermal layers, toque, scarf, gloves, and traction-friendly boots make city walks and sauna dashes comfortable. Year-round, carry a small daypack, insect repellent for forest/bog hikes, and a swimsuit for spas and saunas.

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