18 days in Eastern Europe Itinerary

18 days in Eastern Europe Itinerary

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Route & dates

18 days in Eastern Europe Itinerary

New York City, United States
Fly:  21​h 15​min
Tallinn, Estonia
— 3 nights
Fly + Drive:  6​h 30​min
Kotor, Montenegro
— 2 nights
Drive:  1​h 30​min
Dubrovnik, Croatia
— 3 nights
Drive:  4​h 15​min
Zadar, Croatia
— 1 night
Fly + bus + shuttle:  4​h 15​min
Rovinj, Croatia
— 2 nights
bus:  4​h 45​min
Ljubljana, Slovenia
— 2 nights
Fly:  5​h 30​min
Prague, Czech Republic
— 4 nights
Fly:  18​h 45​min
New York City, United States

2
days
Tallinn, Estonia

A historic city with its eye firmly on the future, Tallinn blends medieval fortifications, gleaming skyscrapers, and charming boutiques with a spattering of Soviet relics.
On the 4th (Thu), take in the spiritual surroundings of Alexander Nevsky Cathedral, then take a stroll through Toompea Hill, then make a trip to Town Hall Square, and finally get a sense of history and politics at Tallinn Town Hall. On the 5th (Fri), you'll have a packed day of sightseeing: take in panoramic vistas at Tallinn TV Tower, then tour the pleasant surroundings at Kadriorg Park, then steep yourself in history at Oleviste Church, and finally see the interesting displays at Lennusadam Seaplane Harbour.

To find maps, traveler tips, and tourist information, read our Tallinn tour planner.

New York City, USA to Tallinn is an approximately 21.5-hour flight. The time zone changes from Eastern Standard Time to Eastern European Time, which is usually a 7 hour difference. Plan for little chillier temperatures traveling from New York City in May, with highs in Tallinn at 60°F and lows at 42°F. Wrap up your sightseeing on the 6th (Sat) to allow time to travel to Kotor.

Things to do in Tallinn

Historic Sites Museums Parks
Accommodations
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Toompea Hill
Town Hall Square
Lennusadam Seaplane Harbour

2
days
Kotor, Montenegro

Perched on the edge of a fjord-like bay rimmed by rugged mountains, Kotor grew around a medieval settlement purposely built like a maze.
Start off your visit on the 6th (Sat): don't miss a visit to Stari Grad Kotor. Get ready for a full day of sightseeing on the next day: explore the historical opulence of Kotor’s Castle Of San Giovanni, then take in the architecture and atmosphere at R.K.C. Gospa od Škrpjela, then admire the striking features of Monastery Savina, and finally contemplate the waterfront views at Bay of Kotor.

To see maps, other places to visit, photos, and more tourist information, read our Kotor vacation trip planner.

Fly from Tallinn to Kotor in 6.5 hours. Alternatively, you can drive; or do a combination of bus and train. You'll gain 1 hour traveling from Tallinn to Kotor due to the time zone difference. Prepare for a bit warmer weather when traveling from Tallinn in May: high temperatures in Kotor hover around 75°F and lows are around 53°F. Finish your sightseeing early on the 8th (Mon) so you can drive to Dubrovnik.

Things to do in Kotor

Historic Sites Parks Nature

Side Trips

Budva, R.K.C. Gospa od Škrpjela, Monastery Savina
Accommodations
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City Walls
Bay of Kotor
Altstadt (Old Town) Budva

2
days
Dubrovnik, Croatia

Along the Dalmation Coast, the city of Dubrovnik has become famous for its pedestrian-only Old Town surrounded by fortress walls, and its historical heft has earned it World Heritage Site status.
On the 9th (Tue), don't miss a visit to Pile Gate, paddle through the water with a kayaking and canoeing tour, and then take a stroll through Cavtat Old Town. Get ready for a full day of sightseeing on the 10th (Wed): steep yourself in history at Stradun, then examine the collection at War Photo Limited, then stop by Clara Stones Jewellery Store, and finally take in the waterfront activity at City Harbor.

To see reviews, traveler tips, ratings, and other tourist information, read Dubrovnik tour planner.

Drive from Kotor to Dubrovnik in 1.5 hours. Alternatively, you can take a bus. May in Dubrovnik sees daily highs of 72°F and lows of 58°F at night. Cap off your sightseeing on the 11th (Thu) early enough to go by car to Zadar.

Things to do in Dubrovnik

Adventure Outdoors Museums

Side Trip

Cavtat Old Town
Accommodations
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Kayaking & Canoeing
Cavtat Old Town
Stradun

1
day
Zadar, Croatia

Situated along the Adriatic Sea, Zadar preserves a medieval old town that is entirely contained on a peninsula.
Start off your visit on the 11th (Thu): don't miss a visit to The Greeting to the Sun, then steep yourself in history at Church of St. Donat, and then appreciate the extensive heritage of Morske Orgulje (Sea Organ).

To find other places to visit, traveler tips, and other tourist information, read Zadar vacation trip planner.

Drive from Dubrovnik to Zadar in 4.5 hours. Alternatively, you can do a combination of flight and bus; or take a bus. Traveling from Dubrovnik in May, expect little chillier with lows of 51°F in Zadar. Finish your sightseeing early on the 12th (Fri) so you can travel to Rovinj.

Things to do in Zadar

Historic Sites
Accommodations
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Morske Orgulje (Sea Organ)
The Greeting to the Sun
Church of St. Donat

2
days
Rovinj, Croatia

Istria's most popular coastal city, Rovinj blends a traditional fishing port with a modern seaside getaway.
Start off your visit on the 12th (Fri): go for a stroll along the water at Port of Rovinj and then wander the streets of STARI GRAD. Get ready for a full day of sightseeing on the next day: admire the striking features of Saint Euphemia Cathedral, contemplate the long history of Porec Old Town, then get your game on at Alpha Strike Laser Tag, and finally explore the ancient world of Pula Arena.

To find where to stay, reviews, traveler tips, and other tourist information, read Rovinj travel itinerary planner.

Traveling by combination of flight and bus from Zadar to Rovinj takes 4.5 hours. Alternatively, you can drive; or take a bus. In May, daytime highs in Rovinj are 72°F, while nighttime lows are 52°F. Finish up your sightseeing early on the 14th (Sun) so you can travel to Ljubljana.

Things to do in Rovinj

Historic Sites Parks Nature

Side Trips

Pula, Porec Old Town
Accommodations
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Pula Arena
STARI GRAD
Porec Old Town

2
days
Ljubljana, Slovenia

The capital of Slovenia, Ljubljana melds German, Mediterranean, and Slovenian culture and history.
On the 14th (Sun), snap pictures at Dragon Bridge (Zmajski Most) and then step into the grandiose world of Ljubljana Castle. On the 15th (Mon), you'll have a packed day of sightseeing: Head underground at Postojna Caves, hike along Vintgar Gorge (Soteska Vintgar), and then explore the historical opulence of Bled Castle (Blejski Grad).

To see traveler tips, ratings, other places to visit, and tourist information, use the Ljubljana trip planner.

Traveling by car from Rovinj to Ljubljana takes 2.5 hours. Traveling from Rovinj in May, you can expect nighttime temperatures to be slightly colder in Ljubljana, with lows of 46°F. Wrap up your sightseeing by early afternoon on the 16th (Tue) to allow enough time to travel to Prague.

Things to do in Ljubljana

Parks Historic Sites Nature

Side Trips

Bled, Postojna Caves
Accommodations
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Postojna Caves
Vintgar Gorge (Soteska Vintgar)
Tromostovje

3
days
Prague, Czech Republic

Prague lures millions of tourists each year with its World Heritage-listed medieval city center--a labyrinth of narrow lanes, bridges, cathedrals, and palaces overlooked by a thousand-year-old castle.
Explore hidden gems such as Mala strana and St. Nicholas Church. Step out of Prague to go to Kutna Hora and see Ossuary / The Cemetery Church, which is approximately 1h 30 min away. There's still lots to do: learn the secrets of beer at a beer tour and tasting, tour the pleasant surroundings at Letna Park, steep yourself in history at Lobkowicz Palace, and take in panoramic vistas at Petrin Tower (Rozhledna).

For ratings, traveler tips, photos, and tourist information, read our Prague itinerary maker.

Getting from Ljubljana to Prague by combination of train, bus, and flight takes about 5.5 hours. Other options: drive; or take a bus. Traveling from Ljubljana in May, expect nights in Prague to be about the same, around 48°F, while days are a bit cooler, around 63°F. You'll set off for home on the 20th (Sat).

Things to do in Prague

Tours Historic Sites Parks

Side Trip

Ossuary / The Cemetery Church
Accommodations
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Highlights from your plan
Beer Tastings & Tours
Mala strana
Room Escape Games

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