37 days in Moldova, Ukraine & Crimea Itinerary

37 days in Moldova, Ukraine & Crimea Itinerary

Created using Inspirock Europe journey planner

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Make it your trip
Fly
1
Lviv, Ukraine
— 5 nights
Drive
2
Yaremche, Ukraine
— 2 nights
Drive
3
Kamianets-Podilskyi, Ukraine
— 3 nights
Fly
4
Kyiv (Kiev), Ukraine
— 5 nights
Fly
5
Zaporizhzhya, Ukraine
— 2 nights
Drive
6
Kerch, Crimea
— 2 nights
Drive
7
Sevastopol, Crimea
— 4 nights
Drive
8
Yevpatoriya, Crimea
— 2 nights
Drive
9
Olenevka, Crimea
— 2 nights
Drive
10
Odessa, Ukraine
— 4 nights
Drive
11
Tiraspol, Moldova
— 2 nights
Drive
12
Chisinau, Moldova
— 3 nights
Fly

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Lviv, Ukraine

— 5 nights

City of Lions

Instead of Soviet buildings typical of Ukraine, Lviv boasts a charming Central European-style old town with World Heritage Site status.
Pidhirtsi Castle and Olesko Castle are good opportunities to explore the local culture. The House of Scientists and Church of the Jesuits will appeal to history buffs. Next up on the itinerary: pause for some serene contemplation at Church of Sts. Olha and Elizabeth, make a trip to Dominican Cathedral, take a stroll through Old Town, and get to know the fascinating history of Staroyevryeiska Street.

To see reviews, photos, more things to do, and other tourist information, go to the Lviv trip maker tool.

New York City, USA to Lviv is an approximately 14.5-hour flight. The time zone difference when traveling from New York City to Lviv is 7 hours. In October, Lviv is a bit cooler than New York City - with highs of 55°F and lows of 40°F. Finish your sightseeing early on the 6th (Wed) so you can drive to Yaremche.

Things to do in Lviv

Historic Sites · Museums · Tours · Neighborhoods

Side Trips

Find places to stay Oct 1 — 6:

Yaremche, Ukraine

— 2 nights
Yaremche is a city in Ivano-Frankivsk Oblast of west Ukraine. On the 7th (Thu), take in the dramatic natural features at Rocks Dovbusha and then admire the sheer force of Probiy Waterfall. On your second day here, get outside with Extreme Park Bukovel and then admire the sheer force of Waterfall Guk.

For reviews, other places to visit, traveler tips, and tourist information, read Yaremche online day trip planner.

You can drive from Lviv to Yaremche in 3.5 hours. Alternatively, you can take a bus; or take a train. October in Yaremche sees daily highs of 57°F and lows of 39°F at night. Cap off your sightseeing on the 8th (Fri) early enough to go by car to Kamianets-Podilskyi.

Things to do in Yaremche

Nature · Parks · Wildlife · Outdoors

Side Trip

Find places to stay Oct 6 — 8:

Kamianets-Podilskyi, Ukraine

— 3 nights
Kamianets-Podilskyi is a city on the Smotrych River in western Ukraine, to the north-east of Chernivtsi. Discover out-of-the-way places like Khotyn Fortress and Cathedral of the Saints Peter and Paul. Take a break from the city and head to The Smotrych River Canyon and Bakota/ Submerged Settlement and Remains of Ancient Cave Monastery. Go for a jaunt from Kamianets-Podilskyi to Chernivtsi to see St. Spyrydon Wooden Church about 1h 30 min away. There's more to do: delve into the distant past at Kamenet's Podolsky Castle and take in the architecture and atmosphere at Church of the Exaltation of the Cross.

For reviews, other places to visit, where to stay, and more tourist information, read our Kamianets-Podilskyi tour website.

Traveling by car from Yaremche to Kamianets-Podilskyi takes 3.5 hours. Alternatively, you can do a combination of train and bus; or take a train. In October, plan for daily highs up to 56°F, and evening lows to 42°F. Wrap up your sightseeing on the 11th (Mon) to allow time to fly to Kyiv (Kiev).

Things to do in Kamianets-Podilskyi

Historic Sites · Nature · Parks · Museums

Side Trips

Find places to stay Oct 8 — 11:

Kyiv (Kiev), Ukraine

— 5 nights
The center of East Slavic culture, Kiev boasts centuries of eclectic art, architecture, and history.
Eschew the tourist crowds and head to St. Andrew's Church and Sofiyskaya Square. St. Sophia's Cathedral and The Holy Dormition Kyiv Caves Lavra are good opportunities to explore the local culture. There's lots more to do: pause for some serene contemplation at St. Cyril's Monastery, don't miss a visit to Andreyevskiy Spusk, examine the collection at Oleg Antonov State Aviation Museum, and admire the ancient design of Bath of Aphrodite.

For more things to do, traveler tips, other places to visit, and other tourist information, read our Kyiv (Kiev) trip itinerary tool.

Traveling by flight from Kamianets-Podilskyi to Kyiv (Kiev) takes 3 hours. Alternatively, you can drive; or take a train. In October in Kyiv (Kiev), expect temperatures between 53°F during the day and 39°F at night. Finish your sightseeing early on the 16th (Sat) to allow enough time to fly to Zaporizhzhya.

Things to do in Kyiv (Kiev)

Historic Sites · Museums · Spas · Baths
Find places to stay Oct 11 — 16:

Zaporizhzhya, Ukraine

— 2 nights
On the 17th (Sun), explore the wealth of natural beauty at Khortitsa National Nature Reserve. On the 18th (Mon), you'll have a packed day of sightseeing: take in the architecture and atmosphere at Saint Andrew's Cathedral and then examine the collection at Museum of the History of Weapons.

For other places to visit, more things to do, and other tourist information, go to the Zaporizhzhya trip planner.

You can fly from Kyiv (Kiev) to Zaporizhzhya in 2.5 hours. Alternatively, you can drive; or take a train. In October, daily temperatures in Zaporizhzhya can reach 57°F, while at night they dip to 39°F. Cap off your sightseeing on the 18th (Mon) early enough to travel to Kerch.

Things to do in Zaporizhzhya

Nature · Parks · Museums · Historic Sites
Find places to stay Oct 16 — 18:

Kerch, Crimea

— 2 nights
Kerch is a city of regional significance on the Kerch Peninsula in the east of the Crimea. Start off your visit on the 19th (Tue): pause for some serene contemplation at Church of St. John the Baptist and then contemplate the long history of Adzhimushkay Quarry. Get ready for a full day of sightseeing on the 20th (Wed): contemplate the long history of Fortress Kerch and then pause for some photo ops at Glory Obelisk at the Mountain Mitridat.

To see reviews, ratings, more things to do, and tourist information, use the Kerch day trip website.

Traveling by car from Zaporizhzhya to Kerch takes 7 hours. The time zone difference when traveling from Zaporizhzhya to Kerch is 1 hour. Prepare for somewhat warmer weather when traveling from Zaporizhzhya in October: high temperatures in Kerch hover around 64°F and lows are around 46°F. Wrap up your sightseeing on the 20th (Wed) to allow time to drive to Sevastopol.

Things to do in Kerch

Historic Sites
Find places to stay Oct 18 — 20:

Sevastopol, Crimea

— 4 nights
Situated between Ukraine and Russia, Sevastopol represents a laid-back coastal city with impressive naval history and a desirable microclimate for vacationers.
Step off the beaten path and head to Temple of The Sun and Mangup Kale fortress. Get a sense of the local culture at Inkerman Cave Monastery and St.Volodymyr Cathedral. And it doesn't end there: get a dose of the wild on My Tour Center, take an in-depth tour of The State Museum-Preserve Tauric Chersonese, take in the architecture and atmosphere at Chersonesus St.Volodymyr Cathedral, and see the interesting displays at Malakhov Barrow.

For maps, traveler tips, more things to do, and tourist information, go to the Sevastopol trip itinerary planner.

Traveling by car from Kerch to Sevastopol takes 4.5 hours. Alternatively, you can take a bus; or take a train. Due to the time zone difference, you'll gain 1 hour traveling from Kerch to Sevastopol. Wrap up your sightseeing on the 24th (Sun) early enough to drive to Yevpatoriya.

Things to do in Sevastopol

Historic Sites · Museums · Wildlife · Tours

Side Trips

Find places to stay Oct 20 — 24:

Yevpatoriya, Crimea

— 2 nights
Eupatoria or Yevpatoria is a city of regional significance in Crimea, a territory disputed between Ukraine (as the Autonomous Republic of Crimea) and Russia (as the Republic of Crimea) after Russia annexed Crimea in March 2014. On the 25th (Mon), take in the architecture and atmosphere at Cathedral of St. Nicholas, contemplate in the serene atmosphere at The Complex of Karaite Kenasses, and then get to know the fascinating history of Little Jerusalem. Get ready for a full day of sightseeing on the next day: observe the fascinating underwater world at Yevpatoriya Dolphinarium, enjoy the sand and surf at Novofederovka Beach, and then contemplate the waterfront views at Saki Lake.

Use Inspirock's suggestions to plan your Yevpatoriya trip and find the best activities and attractions for your vacation.

You can drive from Sevastopol to Yevpatoriya in 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. Finish your sightseeing early on the 26th (Tue) to allow enough time to drive to Olenevka.

Things to do in Yevpatoriya

Historic Sites · Parks · Nature · Beaches

Side Trips

Find places to stay Oct 24 — 26:

Olenevka, Crimea

— 2 nights
On the 27th (Wed), explore the striking landscape at Cape Tarkhankut and then explore and take pictures at Underwater Museum Alleya Vozhdey. Keep things going the next day: stroll through Dzhangul.

For photos, traveler tips, more things to do, and more tourist information, you can read our Olenevka route planner.

Getting from Yevpatoriya to Olenevka by car takes about 1.5 hours. Wrap up your sightseeing by early afternoon on the 28th (Thu) to allow enough time to travel to Odessa.

Things to do in Olenevka

Nature · Parks · Wildlife · Museums
Find places to stay Oct 26 — 28:

Odessa, Ukraine

— 4 nights

Pearl of the Black Sea

Though most famous for the Potemkin Steps leading down the Black Sea coast, Odessa welcomes visitors with several other attractions, including beaches and an ornate opera house.
Get a sense of the local culture at Spaso-Preobrazhensky Cathedral and The Green Theater. Step off the beaten path and head to Holy Assumption Cathedral and House of Scientists. The adventure continues: see the interesting displays at Catacombs of Odessa, enjoy the sand and surf at Beach Golden Shore, head outdoors with Ukraine by Locals, and make a trip to Potemkin Stairs.

To see maps, reviews, and other tourist information, refer to the Odessa trip itinerary maker app.

Traveling by car from Olenevka to Odessa takes 8 hours. In October, daytime highs in Odessa are 56°F, while nighttime lows are 45°F. Wrap up your sightseeing by early afternoon on the 1st (Mon) to allow enough time to drive to Tiraspol.

Things to do in Odessa

Historic Sites · Outdoors · Museums · Beaches
Find places to stay Oct 28 — Nov 1:

Tiraspol, Moldova

— 2 nights
Tiraspol is internationally recognised as the second largest city in Moldova, but is effectively the capital and administrative centre of the unrecognised Pridnestrovian Moldavian Republic (Transnistria). On the 2nd (Tue), you'll have a packed day of sightseeing: steep yourself in history at Bendery Fortress, then explore the different monuments and memorials at Tighina Military Cemetery, and then explore and take pictures at Castel Mimi Wine Resort.

To find other places to visit, more things to do, where to stay, and tourist information, refer to the Tiraspol trip planner.

Drive from Odessa to Tiraspol in 2 hours. Alternatively, you can take a train. Wrap up your sightseeing on the 3rd (Wed) early enough to drive to Chisinau.

Things to do in Tiraspol

Historic Sites · Wineries · Tours

Side Trips

Find places to stay Nov 1 — 3:

Chisinau, Moldova

— 3 nights
Chișinău Etymology and namesThe origin of the city's name is unclear, but in one version, the name comes from the archaic Romanian word chișla (meaning "spring", "source of water") and nouă ("new"), because it was built around a small spring, at the corner of Pușkin and Albișoara streets.The other version, formulated by Ștefan Ciobanu, Romanian historian and academician, holds that the name was formed the same way as the name of Chișineu (alternative spelling: Chișinău) in Western Romania, near the border with Hungary. Start off your visit on the 4th (Thu): pause for some serene contemplation at The Metropolitan Cathedral “Nativity of the Lord”, take in the architecture and atmosphere at Curchi Monastery, and then learn about winemaking at Cricova Winery. Get ready for a full day of sightseeing on the next day: contemplate in the serene atmosphere at Dormition of the Theotokos, then contemplate in the serene atmosphere at Capriana Monastery, and then take in the architecture and atmosphere at Orthodox Cathedral of the Transfiguration of the Saviour.

For more things to do, maps, and more tourist information, read Chisinau travel planner.

You can drive from Tiraspol to Chisinau in 1.5 hours. Other options are to take a bus; or take a train. On the 6th (Sat), you'll travel back home.

Things to do in Chisinau

Historic Sites · Wineries

Side Trips

Find places to stay Nov 3 — 6:

Ukraine travel guide

4.5
Landmarks · Specialty Museums · Churches
Bread Basket of Europe
As the largest country entirely within Europe, it comes as no surprise that Ukraine is a hugely diverse nation. Despite its varied and vibrant tourist attractions, it is a relatively under-visited part of the world. This is mostly good news for those who do decide to vacation here because they can enjoy an authentic and unusual experience. Sip coffee in city cafes, hike the Carpathians, unwind by the beach, and explore picturesque forests. Those interested in architecture will be delighted by the massive array on offer, including grand Gothic towers, wooden churches, and looming Stalinist constructions.

Crimea travel guide

4.4
Specialty Museums · Landmarks · History Museums
The diamond-shaped Crimean Peninsula clings to the mainland by two small strips of land, with the rest of the region entirely surrounded by sea. Towering mountains, lush forest, picturesque beaches, curious cave cities, and vast vineyards populate the almost-island, providing a long, rich list of things to do. The scenic and varied landscape makes it an ideal vacation destination for adventurous hikers and keen cyclists. However, be warned that there is little signposting along routes. Those interested in the history and culture of the region will relish the opportunity to observe the legacy of Crimea's many Imperial rulers from over the centuries, evident in its architecture, cuisine, culture, and ethnic diversity. After the Ukranian revolution of 2014, Russia annexed the majority of the peninsula, thrusting it into the center of international attention.

Moldova travel guide

3.8
Wineries & Vineyards · Nature & Parks · Monuments
As one of the smallest countries in Europe, Moldova earned its independence in 1991 and remains quite unknown to most of the world. As Moldova is located between Romania and the Ukraine, much of its culture borrows elements, such as language and traditional food, from its two neighbors. Moldova sports a rugged countryside with a mild and sunny climate thanks to the neighboring Black Sea. This region's outdoor activities--biking, hiking, horseback riding, and exploring caves--are its main attractions. While Moldova doesn't attract much tourism, it is one of the last places in Europe where you can get a completely authentic local experience.