20 days in Eastern Europe Itinerary

20 days in Eastern Europe Itinerary

Created using Inspirock Eastern Europe route planner

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Route & dates

20 days in Eastern Europe Itinerary

Start: George Town, Cayman Islands
Fly:  14​h
1
Prague, Czech Republic
— 9 nights
Fly:  6​h
2
Vilnius, Lithuania
— 1 day
Fly:  4​h
3
Tallinn, Estonia
— 2 nights
Fly:  8​h 15​min
4
Belgrade, Serbia
— 2 nights
bus + Fly:  1​h 45​min
5
Kotor, Montenegro
— 2 nights
bus:  1​h 45​min
6
Dubrovnik, Croatia
— 2 nights
Fly:  17​h 15​min
End: George Town, Cayman Islands

9
nights
Prague, Czech Republic

Prague ©
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.
Step off the beaten path and head to Czech Repubrick and St Bartholomew's Cathedral. Get a sense of the local culture at Gallery of Steel Figures and The Vrtba Garden. Venture out of the city with trips to Zelena Brana (in Pardubice), Lidice Memorial (in Lidice) and Zamek Zdar nad Sazavou (in Zdar nad Sazavou). There's much more to do: see the interesting displays at Speculum Alchemiae Museum, get in on the family fun at Thrill Park - Prague's Horror Theme Park, push the limits with an extreme tour, and steep yourself in history at Cesky Sternberk Castle.

To see reviews, traveler tips, maps, and tourist information, refer to the Prague trip planner .

George Town, Cayman Islands to Prague is an approximately 14-hour flight. You can also do a combination of flight and bus; or do a combination of flight and train. Traveling from George Town to Prague, you'll lose 6 hours due to the time zone difference. Prepare for colder weather when traveling from George Town in May: high temperatures in Prague hover around 20°C and lows are around 10°C. Wrap up your sightseeing on the 19th (Tue) to allow time to travel to Vilnius.

Things to do in Prague

Historic Sites Museums Parks

Side Trips

Terezin, Lidice Memorial, SKODA Museum, Park Průhonice, Zamek Zdar nad Sazavou
Highlights from your plan
Czech Repubrick ©
Czech Repubrick
Gallery of Steel Figures ©
Gallery of Steel Figures
St Bartholomew's Cathedral ©
St Bartholomew's Cathedral

1
day
Vilnius, Lithuania

Vilnius ©
The capital of Lithuania, Vilnius, boasts an impressive medieval quarter--one of the continent's largest and a World Heritage Site with almost 2,000 historical buildings.
Start off your visit on the 20th (Wed): see the interesting displays at Money Museum of the Bank of Lithuania, examine the collection at Vilnil. Museum of illusions, take an in-depth tour of Telia Nemuziejus, then contemplate in the serene atmosphere at Vilniaus staciatikiu Sventosios Dvasios vienuolynas, and finally examine the collection at Palace of the Grand Dukes of Lithuania.

For more things to do, ratings, where to stay, and other tourist information, you can read our Vilnius trip planner .

You can fly from Prague to Vilnius in 6 hours. Other options are to do a combination of flight and bus; or drive. Traveling from Prague to Vilnius, you'll lose 1 hour due to the time zone difference. In May, daily temperatures in Vilnius can reach 22°C, while at night they dip to 9°C. Cap off your sightseeing on the 20th (Wed) early enough to travel to Tallinn.

Things to do in Vilnius

Museums Shopping Historic Sites
Highlights from your plan
Money Museum of the Bank of Lithuania ©
Vilnil. Museum of illusions ©
Vilnil. Museum of illusions

2
nights
Tallinn, Estonia

Tallinn ©
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.
Kick off your visit on the 21st (Thu): take an in-depth tour of Tallinn Museum of Orders of Knighthood, get engrossed in the history at Museum of Photography, then stop by Nukupood Doll Shop, then examine the collection at Estonian Health Care Museum, and finally pause for some serene contemplation at St. Nicholas' Orthodox Church. Here are some ideas for day two: see the interesting displays at Viimsi Open Air Museum, then take in the spiritual surroundings of Dominican Monastery Claustrum, and then examine the collection at Estonian Art Doll House.

To see traveler tips, other places to visit, more things to do, and tourist information, refer to the Tallinn road trip planning site .

Fly from Vilnius to Tallinn in 4 hours. Alternatively, you can do a combination of flight and ferry; or drive. Expect little chillier temperatures when traveling from Vilnius in May; daily highs in Tallinn reach 18°C and lows reach 5°C. Finish your sightseeing early on the 22nd (Fri) so you can travel to Belgrade.

Things to do in Tallinn

Museums Historic Sites Shopping

Side Trip

Viimsi Open Air Museum
Highlights from your plan
Estonian Health Care Museum ©
Estonian Health Care Museum
Museum of Photography ©
Museum of Photography
Viimsi Open Air Museum ©
Viimsi Open Air Museum

2
nights
Belgrade, Serbia

Belgrade ©
The capital and largest city of Serbia, cosmopolitan Belgrade sits on the confluence of the Sava and the Danube rivers.
Start off your visit on the 23rd (Sat): brush up on your military savvy at Military Museum, get your game on at OldTown Archery Belgrade, then take in the spiritual surroundings of Ružica, and finally contemplate the long history of Sremski Karlovci. Get ready for a full day of sightseeing on the 24th (Sun): contemplate in the serene atmosphere at Saint Petka's Chapel, then admire the landmark architecture of Cathedral Church, and then do a tasting at Podrum Probus.

For where to stay, ratings, more things to do, and tourist information, read Belgrade vacation planning tool .

You can fly from Tallinn to Belgrade in 8.5 hours. Alternatively, you can do a combination of ferry and flight; or drive. The time zone difference when traveling from Tallinn to Belgrade is minus 1 hour. Traveling from Tallinn in May, things will get a bit warmer in Belgrade: highs are around 26°C and lows about 13°C. Wrap up your sightseeing on the 24th (Sun) early enough to travel to Kotor.

Things to do in Belgrade

Historic Sites Wineries Museums

Side Trip

Sremski Karlovci
Highlights from your plan
Saint Petka's Chapel ©
Saint Petka's Chapel
Military Museum ©
Military Museum
Sremski Karlovci ©
Sremski Karlovci

2
nights
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.
Kick off your visit on the 25th (Mon): indulge your senses at some of the top wineries in the area, then take in panoramic vistas at Kampana Tower, then examine the collection at Maritime Museum, and finally admire the striking features of Sea Gate. On the next day, get a new perspective on things with Boat Tours & Water Sports, then take in the architecture and atmosphere at Church of Blazena Ozana, and then make a trip to Our Lady of Health.

To find other places to visit, photos, ratings, and tourist information, read our Kotor trip itinerary maker website .

Traveling by combination of bus and flight from Belgrade to Kotor takes 2 hours. Alternatively, you can drive; or take a bus. In May, daytime highs in Kotor are 27°C, while nighttime lows are 13°C. Wrap up your sightseeing on the 26th (Tue) early enough to drive to Dubrovnik.

Things to do in Kotor

Tours Outdoors Wildlife

Side Trip

Our Lady of Health
Highlights from your plan
Wine Tours & Tastings
Maritime Museum ©
Maritime Museum
Church of Blazena Ozana ©
Church of Blazena Ozana

2
nights
Dubrovnik, Croatia

Dubrovnik ©
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.
Kick off your visit on the 27th (Wed): explore the world behind art at Vlaho Bukovac House, get great views at Minceta Fortress, then see the interesting displays at Love Stories Museum, and finally appreciate the extensive heritage of Prijeko street.

To find more things to do, ratings, where to stay, and more tourist information, read Dubrovnik online trip builder .

Traveling by car from Kotor to Dubrovnik takes 1.5 hours. Alternatively, you can take a bus. May in Dubrovnik sees daily highs of 26°C and lows of 16°C at night. Wrap up your sightseeing by early afternoon on the 28th (Thu) to allow enough time to travel back home.

Things to do in Dubrovnik

Historic Sites Museums

Side Trip

Vlaho Bukovac House
Highlights from your plan
Upper Corner Tower Foundry Museum ©
Upper Corner Tower Foundry Museum
Minceta Fortress ©
Minceta Fortress
Vlaho Bukovac House ©
Vlaho Bukovac House

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