The Ultimate 30-Day Eastern Europe Travel Guide
- tejaswiseth
- Apr 9
- 8 min read
Updated: 5 days ago

Let's embark on a 30-day voyage focusing on Romania, Bulgaria, and a very brief, cautious inclusion of Moldova, given the current situation. This journey emphasizes the rich history, stunning monasteries, diverse landscapes, and vibrant cultures of Romania and Bulgaria, with a carefully considered, limited stop in Moldova's capital.
Eastern Trio 30-Day Discovery: Romania's Castles, Bulgaria's Monasteries & a Glimpse of Moldova
Important Note on Moldova: Travel advisories from numerous Western governments currently urge increased caution for Moldova and strongly advise against travel to the Transnistria region. While this itinerary includes a brief, optional stop in Chișinău, it comes with significant warnings. Travelers must be aware of the elevated risks due to the proximity to the delicate situation in a neighbouring country, monitor the situation constantly, avoid Transnistria entirely, register with their embassy, and have contingency plans. This is not a full endorsement of leisure travel to Moldova currently, but acknowledges its inclusion in the user request with necessary caveats.
Why This 30-Day Guide is Valuable For You:
Deep Dive into Romania & Bulgaria: Dedicates substantial time to exploring the diverse regions of these two fascinating countries – from Transylvania's castles and Bucovina's painted monasteries in Romania to Sofia's layers, Plovdiv's charm, Veliko Tarnovo's history, and the Rila Mountains in Bulgaria.
Balanced Pace: Blends historical sightseeing (castles, monasteries, Roman ruins, medieval towns) with nature excursions (hiking, scenic drives), cultural immersion (folk traditions, cuisine), and relaxation time.
Cultural & Historical Richness: Encounter UNESCO World Heritage sites, Orthodox monasteries, fortified churches, medieval citadels, Thracian history, Roman ruins, Ottoman legacies, vibrant folk art, and poignant recent history.
Logical Flow: Follows a sensible path starting in Romania, briefly and cautiously dipping into Moldova, then thoroughly exploring Bulgaria, minimizing backtracking where possible using buses and trains.
Flexibility: Use this detailed plan as your expert guide, but feel empowered to linger, choose alternative hikes or sites, or adjust based on local discoveries. 30 days offers this freedom within the core structure.
Smart Transport Mix: Utilizes Romania and Bulgaria's train and extensive bus networks. Recommends strategic car rentals (especially for Bucovina monasteries, Bulgarian countryside exploration) for flexibility, while acknowledging the bus/train focus for major inter-country travel.
Eastern Trio 30-Day Discovery: The Itinerary
Pacing Legend:
(R) Relaxing: Slow pace, focus on scenery, food, culture, unwinding.
(M) Moderate: Mix of sightseeing, gentle walks, exploration.
(A) Adventurous: Hiking, significant walking, potentially long driving/active days.
(T) Travel: Significant driving/train/bus travel time involved.
Part 1: Romania - Dracula's Land & Saxon Towns (Days 1-13)
Day 1: Arrival in Bucharest, Romania (T/R)
Arrive at Bucharest (OTP). Transfer to city center accommodation.
Orientation walk: Old Town (Lipscani), Stavropoleos Church. Welcome Romanian dinner. Value: Introduction to Romanian capital.
Day 2: Bucharest - Parliament & Old Town (M)
Visit Palace of the Parliament (book tour ahead!). Explore Old Town, Revolution Square. Value: Iconic landmark, city history.
Day 3: Bucharest - Village Museum & Parks (M/R)
Visit Dimitrie Gusti National Village Museum (Muzeul Satului). Relax in Herăstrău Park. Value: Rural traditions, park relaxation.
Day 4: Travel Bucharest to Brașov (T/M)
Train to Brașov (approx. 2.5-3 hours). Check in (Old Town ideal).
Explore Council Square (Piața Sfatului), Black Church, Rope Street. Value: Arrival in key Transylvanian city.
Day 5: Brașov Area - Bran & Râșnov (M/T)
Day trip (bus/car): Visit Bran Castle ("Dracula's Castle") and Râșnov Citadel ruins. Value: Iconic castle, fortress views.
Day 6: Brașov - Tâmpa Mountain OR Fortified Churches (A/M)
Option A: Cable car/hike up Tâmpa Mountain for city views.
Option B (Car needed): Visit Prejmer & Hărman fortified churches (UNESCO). Value: City views or unique Saxon heritage.
Day 7: Travel Brașov to Sighișoara (T/M)
Train/bus to Sighișoara (approx. 2-3 hours). Check into citadel accommodation.
Explore the UNESCO medieval citadel: Clock Tower, Scholars' Stairs, Church on the Hill. Value: Fairytale medieval citadel.
Day 8: Travel Sighișoara to Sibiu (T/M)
Train/bus to Sibiu (approx. 1.5-2.5 hours). Check in (Upper/Lower Town).
Explore Large Square (Piața Mare), Small Square (Piața Mică), Liar's Bridge, Council Tower. Value: Charming Saxon city.
Day 9: Sibiu - ASTRA Museum & Relaxation (M/A)
Visit ASTRA National Museum Complex (vast open-air museum - requires bus/taxi).
Relax in Sibiu, explore Brukenthal Museum (optional). Value: Major open-air museum.
Day 10: Travel towards Bucovina (Suceava/Gura Humorului) (T) - Long Day
Long travel day. Train/bus from Sibiu towards Bucovina region (likely involves changes, e.g., via Brașov or Cluj depending on route). Aim for Suceava or Gura Humorului as a base. Check schedules carefully. Car rental from here highly recommended for monasteries. Value: Positioning for Painted Monasteries.
Day 11: Bucovina Painted Monasteries (South Loop) (M/A) - Car Essential
Explore southern monasteries (UNESCO): Voroneț ("Sistine Chapel of the East"), Humor, Moldovița. Admire the stunning exterior frescoes. Value: Unique artistic & religious heritage.
Day 12: Bucovina Painted Monasteries (North Loop) / Travel to Iași (M/T)
Explore northern monasteries: Sucevița (largest), perhaps Arbore. Visit Marginea black pottery center.
Afternoon: Drive or take bus towards Iași (approx. 2.5-3 hours from Suceava). Check into Iași accommodation. Value: More stunning monasteries, positioning for Moldova.
Day 13: Iași Exploration (M)
Explore Iași: Visit the stunning Palace of Culture, Metropolitan Cathedral, Three Hierarchs Monastery (exterior). Wander Copou Park. Value: Cultural capital of Moldavia region.
Part 2: Moldova - Brief & Cautious Capital Visit (Days 14-15)
Day 14: Travel Iași (Romania) to Chișinău, Moldova (T/R)
Take a bus or train (check schedules) from Iași across the border to Chișinău (approx. 3-4 hours + border time).
!!! IMPORTANT WARNING !!! Review travel advisories from your home country BEFORE undertaking this leg. Risks are elevated due to the unrest in a neighbouring country. Avoid Transnistria entirely. Register with your embassy. Be prepared for potential disruptions.
Check into central Chișinău accommodation. Brief orientation walk: Stephen the Great Central Park, Nativity Cathedral, Triumphal Arch. Dinner. Value: Cautious arrival in Moldovan capital.
Day 15: Chișinău Centre OR Optional Winery Visit (M/R)
Explore central Chișinău: National Museum of History of Moldova, walk main boulevard (Ștefan cel Mare).
Optional & requires careful consideration/planning: Arrange a visit (taxi/tour) ONLY to a well-established, easily accessible winery near Chișinău (e.g., Cricova or Mileștii Mici) for a tour/tasting. Do NOT venture into unknown areas or towards Transnistria.
Relax, enjoy local Moldovan wine/food. Prepare for long travel tomorrow. Reiterate caution. Value: Limited capital exploration, optional nearby winery.
Part 3: Bulgaria - History, Mountains & Coast (Days 16-29)
Day 16: Long Travel Chișinău (Moldova) to Veliko Tarnovo, Bulgaria (T)
Very long travel day. Take an early morning bus from Chișinău south towards Bulgaria (check routes, likely via Romania, potentially Galați/Ruse). Expect 8-12+ hours including border crossings.
Arrive in Veliko Tarnovo, the medieval capital. Check into accommodation (Old Town). Value: Major transit day, arrival in stunning Bulgarian city.
Day 17: Veliko Tarnovo - Tsarevets Fortress (A)
Explore Tsarevets Fortress complex. Wander the Old Town, Samovodska Charshia (crafts street). Enjoy Yantra river views. Value: Impressive medieval fortress & town.
Day 18: Arbanasi Village OR Etar Ethnographic Complex (M/T)
Option A: Visit nearby Arbanasi village (fortified houses, churches).
Option B: Day trip (bus/car) to Etar Open-Air Museum near Gabrovo (traditional crafts). Value: Architectural reserve or ethnographic museum.
Day 19: Travel Veliko Tarnovo to Plovdiv (T/M)
Take bus or train (via Gorna Oryahovitsa) south, possibly over Shipka Pass (bus route often scenic), to Plovdiv (approx. 3-4 hours).
Check in (Kapana/Old Town). Explore Kapana creative district, see Roman Stadium. Value: Scenic travel, arrival in ancient city.
Day 20: Plovdiv Old Town & Roman Theatre (M)
Explore Plovdiv Old Town (Revival houses, Ethnographic Museum). Visit the well-preserved Roman Theatre. Explore Nebet Tepe ruins. Value: Beautiful Old Town, Roman history.
Day 21: Bachkovo Monastery & Asen's Fortress Day Trip (M/T) - Car Recommended
Day trip south: Visit Bachkovo Monastery and Asen's Fortress ruins. Value: Important monastery, dramatic fortress.
Day 22: Travel Plovdiv towards Rila Mountains / Rila Monastery (T/M)
Travel west (bus/train towards Sofia, then connecting bus OR car rental). Aim for Rila town or accommodation near Rila Monastery.
Visit Rila Monastery (UNESCO) - allow ample time for frescoes, museum, atmosphere. Value: Bulgaria's most famous monastery.
Day 23: Rila Mountains - Seven Rila Lakes Hike (A) - Seasonal
Requires transport (car/taxi/shuttle) to Panichishte + chairlift (check seasonal operation, usually Jun-Sep). Hike the stunning Seven Rila Lakes circuit (moderate-strenuous, allow full day). Alternative: Hike easier trails near Rila Monastery or visit Stob Pyramids. Value: Spectacular alpine hiking.
Day 24: Travel towards Black Sea (Burgas/Sozopol) (T)
Long travel day. Bus/train (likely via Sofia) towards the southern Black Sea coast. Aim for Burgas or directly to Sozopol (approx. 5-7+ hours from Rila/Sofia area).
Check into coastal accommodation. Relax after the journey. Value: Transition to Black Sea coast.
Day 25: Sozopol Old Town & Beaches (R/M)
Explore the charming Old Town of Sozopol on its peninsula. Relax on Harmanite or Kavatsite beach. Enjoy fresh seafood. Value: Historic coastal town relaxation.
Day 26: Nessebar (UNESCO) Day Trip (M/T)
Take a bus north (approx. 1-1.5 hours) to Nessebar. Explore the ancient peninsula town (UNESCO) with its Byzantine churches and ruins. Return to Sozopol/Burgas. Value: Unique UNESCO island town.
Day 27: Travel Back towards Sofia (T)
Take a bus or train from Burgas/Sozopol back to Sofia (approx. 4-6 hours).
Check into Sofia accommodation. Relax or take an evening stroll. Value: Return journey to capital.
Day 28: Sofia - Alexander Nevsky & Roman Serdica (M)
Revisit key Sofia sights: Alexander Nevsky Cathedral interior, Rotunda of St. George, ancient Serdika complex. Explore any missed spots. Value: Consolidating capital city experience.
Day 29: Sofia - Vitosha Mountain OR Museums / Buffer (M/A/R)
Option A: Trip up Vitosha Mountain (transport + cable car/hike) for views/fresh air.
Option B: Visit National Historical Museum or Archaeological Museum.
Use as buffer time. Final souvenir shopping (rose oil, pottery, icons). Farewell dinner. Value: Final exploration or relaxation.
Part 6: Departure (Day 30)
Day 30: Departure (T)
Enjoy a final Bulgarian breakfast (perhaps Banitsa).
Travel to Sofia Airport (SOF) via metro or bus/taxi for your departure.
Leave the Balkans enriched by the history, culture, and landscapes of Romania, Bulgaria, and your brief glimpse of Moldova.
Essential Tips for Your 30-Day Romania/Bulgaria/Moldova Trip:
Transport: Buses are generally the most practical option for intercity/country travel in this region (check schedules via Autogari.ro, Avtogari.info, Flixbus). Trains exist but networks/speeds vary (better in Romania/Bulgaria than Moldova). Car rental highly recommended for flexibility within Romania (Transylvania, Bucovina) and Bulgaria (Rila, Rhodopes if added, coast) but cross-border rentals can be complicated/expensive – consider renting domestically within each country if needed. Drive on the RIGHT. Vignettes needed for highways in RO/BG.
Accommodation: Wide range: Hotels, pensions (pensiune/kashta za gosti), apartments, guesthouses, hostels. Very affordable overall. Book ahead for popular spots (Brașov, Sighișoara, Bucovina monasteries, Veliko Tarnovo, Plovdiv, Black Sea coast in summer).
Currencies: Romania: Romanian Leu (RON). Moldova: Moldovan Leu (MDL). Bulgaria: Bulgarian Lev (BGN). You will need three separate currencies. Euro is NOT widely accepted (maybe some tourist spots at bad rates). Cards increasingly accepted in cities/towns, ATMs common. Carry sufficient cash for smaller towns, villages, markets, transport, entrance fees.
Languages: Romanian (Romance), Moldovan (effectively Romanian), Bulgarian (Slavic using Cyrillic alphabet). English is spoken in tourist centres/cities and by younger people, less so rurally. Russian might be understood by some older people. Learning basic phrases and recognizing Cyrillic (for Bulgaria) is highly beneficial.
Safety & Moldova Advisory: Romania and Bulgaria are generally safe; take standard precautions. For Moldova, heed your country's travel advisories, avoid Transnistria, stay informed, register with your embassy, and have contingency plans ready.
Booking Ahead: Essential for Parliament tour (Bucharest), specific castle tours (Peleș), popular accommodation in peak season, potentially specific train tickets, and guided tours (especially for Moldova winery or complex day trips). Rila Monastery accommodation often books up.
Food & Drink: Hearty, flavorful cuisines. Try Sarmale, Mămăligă, Ciorbă, Mici (RO); Shopska salad, Tarator, Kebapche, Kavarma, Banitsa (BG); Plăcinte, Zeamă (MD). Good local beers and excellent, underrated wines in all three countries. Rakia/Tuică (brandy) is popular.
Packing: Layers crucial. Comfortable walking shoes essential. Waterproof jacket advisable. Modest attire needed for monasteries (shoulders/knees covered, women may need headscarf). Pack for both city sightseeing and potential hiking/nature.
Drum Bun! Приятно пътуване! Have an incredible and insightful 30-day adventure through Romania, Bulgaria, and your brief visit to Moldova!
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