Comprehensive 11-Day Travel Itinerary from Kyiv through Ukraine and Moldova

Day 1: Exploring Kyiv

Kyiv, Ukraine on June 5, 2025

8:00am

Breakfast at Kanapa Restaurant

Enjoy a traditional Ukrainian breakfast featuring varenyky and fresh local ingredients, setting a perfect tone for your day exploring Kyiv.
UAH500, 1h

9:30am

Visit Kyiv Pechersk Lavra

Explore this UNESCO World Heritage site, famous for its extensive cave systems and historical Orthodox Christian monasteries. Open 9:00am–6:00pm.
UAH100, 2h

12:00pm

Lunch at Puzata Hata

Sample affordable and authentic Ukrainian home-style dishes in a lively setting close to major city attractions.
UAH200, 1h

1:30pm

Stroll Andriyivskyy Descent

Discover Kyiv's vibrant street market, galleries, and historic architecture along this famous cobblestone street.
Free, 1h30m

3:30pm

Visit Maidan Nezalezhnosti

See the central square of Kyiv, discover its history of independence movements and modern urban life.
Free, 1h

5:00pm

Dinner at Spotykach

Dine on modern Ukrainian cuisine in an atmospheric restaurant with a rich cultural ambiance.
UAH600, 1h30m
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Day 2: Chernihiv Day Trip

Chernihiv, Ukraine on June 6, 2025

7:00am

Travel to Chernihiv

Embark on a 2-hour train journey northeast from Kyiv to Chernihiv, an ancient city known for its medieval architecture.
UAH150, 2h

9:30am

Breakfast at Cafe Sasha

Enjoy a hearty traditional breakfast in one of Chernihiv’s cozy cafes.
UAH150, 1h

10:30am

Explore the Cathedral of Sts. Boris and Gleb

Visit this beautiful 11th-century cathedral, one of the oldest buildings in Ukraine.
Free, 1h

11:45am

Visit Chernihiv Historical Museum

Learn about the rich history of this northern Ukrainian city from its origins to modern times.
UAH50, 1h

1:00pm

Lunch at Pid Fontanom

Taste authentic Ukrainian dishes in a welcoming local restaurant near the city center.
UAH250, 1h

2:30pm

Return to Kyiv

Travel back to Kyiv by train to prepare for following day’s trip.
UAH150, 2h

5:00pm

Dinner at Shoti

Enjoy Georgian cuisine in Kyiv to savor different Caucasus flavors after a day of exploration.
UAH600, 1h30m
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Day 3: Uman and Vinnytsia

Uman and Vinnytsia, Ukraine on June 7, 2025

7:00am

Travel to Uman

Early train or bus to Uman, famous for the beautiful Sofiyivka Park, approximately 3 hours south from Kyiv.
UAH300, 3h

10:30am

Breakfast near Sofiyivka Park

Enjoy a light snack or coffee before entering the park, preparing for a nature-filled morning.
UAH100, 30m

11:00am

Sofiyivka Park visit

Explore this lush 18th-century landscaped park with picturesque lakes, sculptures, and grottos. Open 9:00am–8:00pm.
UAH80, 2h

1:30pm

Travel to Vinnytsia

Continue south 2 hours to Vinnytsia, known for its fountain shows and scenic river views.
UAH200, 2h

3:30pm

Lunch at Dzherelo Restaurant

Enjoy traditional Ukrainian dishes with a modern twist in a popular Vinnytsia restaurant.
UAH350, 1h

4:45pm

Visit Roshen Fountain

See Europe’s largest floating fountain with spectacular visual and music shows. Best viewed before sunset.
Free, 1h

6:00pm

Dinner at Rafinad Lounge

Savor upscale dining with a seasonal menu featuring local ingredients.
UAH700, 1h30m

7:30pm

Overnight stay in Vinnytsia hotel

Relax overnight to prepare for journey to Kamianets-Podilskyi next day.
UAH1000, Overnight
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Day 4: Kamianets-Podilskyi Adventure

Kamianets-Podilskyi, Ukraine on June 8, 2025

7:30am

Travel to Kamianets-Podilskyi

Morning bus or train for a 2-hour ride to Kamianets-Podilskyi, noted for its stunning medieval fortress.
UAH300, 2h

10:00am

Breakfast at Kamianets Café

Start your day with local pastries and coffee at a quaint downtown cafe.
UAH150, 45m

10:45am

Visit Kamianets-Podilskyi Castle

Tour the dramatic 14th-century fortress with panoramic city and river canyon views. Open 9:00am–7:00pm.
UAH120, 2h

1:00pm

Lunch at Fortetsya Restaurant

Dine with castle view on hearty Ukrainian and Eastern European cuisine.
UAH400, 1h

2:30pm

Walk along the Smotrych River Canyon

Enjoy a scenic walk along this breathtaking natural gorge surrounding the town with views and photo ops.
Free, 1h30m

4:30pm

Travel to Lviv

Evening train or bus for 3 hours northwest to Lviv, cultural capital of Western Ukraine.
UAH400, 3h

7:30pm

Dinner at Kryivka

Dine in a unique WWII-themed underground restaurant famous for its lively atmosphere and local dishes.
UAH500, 1h30m
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Day 5: Exploring Lviv

Lviv, Ukraine on June 9, 2025

8:00am

Breakfast at Lviv Coffee Mining Manufacture

Indulge in specialty Ukrainian coffee and fresh pastries in this atmospheric cafe.
UAH250, 1h

9:30am

Tour Rynok Square and City Hall

Explore the UNESCO-listed historic center with its Renaissance buildings, shops, and cafes. Climb the City Hall tower for city views. Open 9:00am–6:00pm.
UAH60, 2h

11:30am

Visit Lviv Armenian Cathedral

See a beautiful and historic 14th-century cathedral featuring unique architecture in Lviv's old town.
Free, 1h

12:30pm

Lunch at Baczewski Restaurant

Enjoy refined Galician cuisine in a stylish setting, sampling local specialties.
UAH450, 1h

2:00pm

Lviv Pharmacy Museum

Visit one of Europe’s oldest pharmacies that operates as a museum showcasing historic pharmaceutical tools. Open 10:00am–6:00pm.
UAH80, 1h

3:30pm

Walk through Stryiskyi Park

Relax and enjoy one of Lviv’s largest parks, ideal for a leisurely afternoon stroll.
Free, 1h30m

6:00pm

Dinner at Kumpel

Savor traditional Ukrainian beers and hearty meals at this brewery and pub near the old town.
UAH500, 1h30m
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Day 6: Rakhiv Excursion

Rakhiv, Ukraine on June 10, 2025

7:00am

Travel to Rakhiv

Early morning bus or car trip to Rakhiv nestled in the Carpathian Mountains, about 5 hours southeast of Lviv.
UAH600, 5h

12:30pm

Lunch at local Carpathian eatery

Taste mountain specialties like banosh and freshwater trout in a cozy local restaurant.
UAH300, 1h

2:00pm

Hiking in Carpathian Mountains

Take a guided hike exploring the scenic mountain landscapes, forests, and waterfalls in the region. Most trails open year-round.
UAH250 (guide fee), 3h

5:30pm

Dinner at Rakhiv Hotel Restaurant

Relax with homemade Ukrainian-Carpathian dishes and local wine at your hotel’s restaurant.
UAH400, 1h30m
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Day 7: Journey to Odesa

Odesa, Ukraine on June 11, 2025

7:00am

Travel to Odesa

Long-distance train or flight south to Odesa on the Black Sea, approximately 9 hours by train or 1.5 by flight.
UAH800 (train) / UAH1500 (flight), 9h (train) / 2h (flight)

12:00pm

Lunch on the train or upon arrival

Prepare or grab a light meal during travel; upon arrival try local seafood specialties.
Varies, Varies

5:00pm

Check in and rest

Settle into your accommodation and refresh after the long journey.
UAH1000, 1h

6:30pm

Walk along Primorsky Boulevard

Enjoy a leisurely evening stroll with views of the Black Sea and historic architecture.
Free, 1h

7:30pm

Dinner at Dacha Restaurant

Enjoy authentic Ukrainian and Black Sea seafood dishes in a popular Odesa spot.
UAH600, 1h30m
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Day 8: Exploring Odesa

Odesa, Ukraine on June 12, 2025

8:00am

Breakfast at Kompot

Eat a hearty breakfast featuring freshly baked goods and coffee in a vintage-style café.
UAH250, 1h

9:30am

Visit Potemkin Stairs & Odesa Opera House

Explore the iconic Potemkin Stairs with impressive views, then tour the grand Odesa Opera House (guided tours 10:00am–4:00pm).
UAH100 (Opera tour), 2h

12:00pm

Lunch at Kumanets

Savor traditional Ukrainian fare in a cozy, rustic atmosphere.
UAH400, 1h

1:30pm

Explore Odesa Catacombs Museum

Discover the extensive labyrinth of underground tunnels used historically by partisans. Open 10:00am–5:00pm.
UAH150, 1h30m

3:30pm

Relax at Arcadia Beach

Spend the late afternoon relaxing on the Black Sea beach, popular for sunbathing and seaside cafes.
Free, 2h

6:00pm

Dinner at Terrace Restaurant

Dine with a sea view enjoying fresh seafood and regional dishes.
UAH600, 1h30m
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Day 9: Kharkiv Cultural Day

Kharkiv, Ukraine on June 13, 2025

7:00am

Travel to Kharkiv

Morning train east to Kharkiv, the country's second-largest city and cultural hub, approximately 8h.
UAH700, 8h

3:00pm

Check in and rest

Check into your hotel and refresh after the journey.
UAH900, 1h

4:30pm

Visit Freedom Square

Enjoy a stroll around Europe’s largest city square, surrounded by important buildings and monuments.
Free, 1h

5:30pm

Explore Kharkiv Historical Museum

Learn about Kharkiv’s rich past with exhibits covering history, culture, and science. Open until 6:00pm.
UAH70, 1h

7:00pm

Dinner at Manhattan Restaurant

Enjoy international and Ukrainian dishes in a stylish downtown location.
UAH600, 1h30m
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Day 10: Moldova Highlights

Chisinau, Moldova on June 14, 2025

7:00am

Travel to Chisinau

Morning bus or train from Kharkiv to Chisinau, Moldova’s capital, approximately 7 hours travel including border crossing.
UAH800, 7h

2:00pm

Lunch in Chisinau city center

Try local Moldovan cuisine at La Taifas restaurant, offering traditional dishes in a cozy setting.
MDL150, 1h

3:30pm

Visit Stefan Cel Mare Park and Cathedral

Stroll through the city’s main park and admire the prominent Orthodox Cathedral nearby.
Free, 1h

4:30pm

Explore National Museum of History of Moldova

Learn about Moldova’s history and cultural heritage. Open 10:00am–6:00pm.
MDL50, 1h

6:00pm

Dinner at Gastrobar St. Vineri

Indulge in contemporary Moldovan fare paired with local wines in a trendy atmosphere.
MDL200, 1h30m
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Day 11: Moldovan Region Exploration

Tiraspol, Bender, Soroca, Moldova on June 15, 2025

8:00am

Travel to Tiraspol

Drive or take a bus to Tiraspol, capital of Transnistria, about 2 hours east of Chisinau.
MDL100, 2h

10:00am

Tiraspol City Tour

Explore Soviet-era architecture, statues, and museums unique to this breakaway region.
Free, 1h30m

11:45am

Travel to Bender Fortress

Short 30-minute drive to Bender, home to a notable medieval fortress overlooking the Dniester River.
MDL30, 30m

12:15pm

Visit Bender Fortress

Tour the well-preserved 16th-century fortress; open 9:00am–6:00pm.
MDL50, 1h

1:30pm

Lunch in Bender

Enjoy Moldovan dishes in a local eatery near the fortress.
MDL100, 1h

2:45pm

Travel to Soroca

Drive 2.5 hours north to Soroca, known for its historic fortress on the Dniester River.
MDL150, 2h30m

5:15pm

Visit Soroca Fortress

Explore the 15th-century fortress offering panoramic river views and insight into medieval fortifications.
MDL50, 1h

6:30pm

Return to Chisinau

Drive back to Chisinau for overnight stay before departure or onward travel.
MDL150, 2h

8:30pm

Dinner at local Chisinau restaurant

Relax with a final Moldovan meal at a restaurant offering traditional dishes and wines.
MDL200, 1h30m
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