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Munich Oktoberfest & Prague
SEPTEMBER 26- OCTOBER 4, 2026
Hosted by Tracy Wilson and Holly Frey, this thoughtfully curated journey explores the heart of Bavaria and the Czech Republic during one of the most festive times of year. From the alpine beauty of southern Germany to the medieval charm of Český Krumlov and the timeless elegance of Prague, the trip blends iconic sights with meaningful cultural experiences and plenty of time to explore. Along the way, you’ll experience the energy of Munich’s legendary Oktoberfest, wander storybook towns and castles, and enjoy some of Europe’s most beautiful historic cities — all at a comfortable pace that lets each destination truly shine.
Highlights & Inclusions:
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Airport transfer from Munich Airport to the hotel in Garmisch-Partenkirchen in the Bavarian Alps
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Welcome dinner in Garmisch-Partenkirchen
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Neuschwanstein Castle visit
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Free time in the alpine town of Füssen
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Munich city orientation
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Reserved seating inside a large Oktoberfest beer tent with traditional Bavarian lunch
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Time to experience the Oktoberfest festival grounds
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Scenic drive from Bavaria into the Czech Republic
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Guided walking tour of Český Krumlov (UNESCO World Heritage)
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Drive through the Bohemian countryside
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Czech folklore dinner and show in Prague
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Guided tour of Prague Castle and St. Vitus Cathedral
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Farewell dinner in Prague
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Guided Old Town walking tour including the Astronomical Clock and Charles Bridge
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Visit to Prague’s Jewish Quarter and Old Jewish Cemetery
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Professional tour director and local guides throughout the trip
Day 1 - SEPT. 26:
Fly To Germany
Depart the United States on an overnight flight bound for Munich, Germany. This is a travel day, with meals and services provided onboard your flight. Flights leaving the USA should be booked on the 26th to arrive in Munich on the 27th September (flights to Europe are overnight flights for most of the USA). FLIGHTS SHOULD BE BOOKED TO RETURN FROM PRAGUE ON OCTOBER 4.
Day 2 - SEPT. 27
ARRIVE in Munich
Arrive in Munich and meet your English-speaking tour manager at the airport. To join the included group transfer, flights should arrive no later than 11:00 AM, with the group departing the airport by private coach at approximately 12:00 PM.
Guests arriving after 11:00 AM will still have easy options to reach Garmisch-Partenkirchen. Germany’s excellent rail system offers a straightforward train connection from Munich Airport to Garmisch. Private transfers by car or van from the airport directly to the hotel in Garmisch can also be arranged upon request, and we are happy to provide pricing for this option.
From Munich, travel south into the Bavarian Alps to Garmisch-Partenkirchen, a picturesque alpine town surrounded by dramatic mountain scenery and traditional Bavarian architecture.
This evening, gather for a welcome dinner at a local Bavarian restaurant, a relaxed and welcoming start to the journey and a chance to get to know your fellow travelers.
Overnight in Garmisch-Partenkirchen.
INCLUDED MEALS: WELCOME DINNER
Day 3: SEPT. 28
King Ludwig & Neuschwanstein Castle
After breakfast, travel to Füssen and visit Neuschwanstein Castle, one of Europe’s most iconic landmarks. Built by King Ludwig II and perched high above the Bavarian countryside, this fairy-tale castle famously inspired Disney’s Sleeping Beauty Castle.
Entrance to Neuschwanstein Castle is included with an audio guide, allowing you to explore its richly decorated rooms and learn about the enigmatic king behind its creation. After the visit, enjoy free time in the charming town of Füssen, known for its colorful streets, alpine setting, and inviting cafés.
Return to Garmisch-Partenkirchen later in the day. Dinner is on your own this evening.
INCLUDED MEALS: BREAKFAST
Day 4: SEPT. 29
Munich Oktoberfest
After breakfast, travel to Munich for a brief city orientation before heading to Oktoberfest, the world’s largest and most celebrated festival. While Oktoberfest is often associated with beer, it is truly a cultural event, filled with traditional music, colorful folk costumes, historic beer halls, amusement rides, parades, and some of the best people-watching anywhere in Europe.
One of the highlights of our visit is reserved seating inside one of Oktoberfest’s large, iconic beer tents. These reservations are difficult to secure and allow our group to fully experience the energy, music, and atmosphere that make Oktoberfest so legendary. Included is a traditional Bavarian lunch served in the tent, along with beers, providing an authentic and lively Oktoberfest experience.
For non-beer drinkers, there is still plenty to enjoy. Wine, non-alcoholic beverages, coffee, and soft drinks are widely available, and many guests find the music, food, and festive environment just as memorable as the beer itself. Oktoberfest is also a family-friendly event and welcoming to visitors of all interests.
The festival grounds are located close to Munich’s city center, making it easy to step away and explore the city independently if you wish before rejoining the group. Later in the afternoon, return to Garmisch-Partenkirchen.
INCLUDED MEALS: BREAKFAST, LUNCH AT THE OKTOBERFEST
Day 5: SEPT. 30
Český Krumlov
After breakfast, depart Germany and travel into the Czech Republic, arriving in Český Krumlov, widely considered one of Europe’s most beautiful small towns. This UNESCO World Heritage Site has remained remarkably unchanged for centuries, with winding cobblestone streets, red-roofed buildings, hidden courtyards, and a stunning castle complex rising above the Vltava River.
Enjoy a guided walking tour through the historic center, exploring the main square, riverbanks, and medieval lanes while learning about the town’s history and cultural significance. As evening approaches and day-trippers depart, the town becomes especially peaceful and atmospheric.The remainder of the evening is free to explore, dine, or simply enjoy the setting. Overnight in Český Krumlov.
INCLUDED MEALS: BREAKFAST
Day 6: OCTOBER 1
Bohemia Countryside & Prague
After breakfast, travel north through the Bohemian countryside, passing rolling farmland, forests, and small villages that offer a glimpse into authentic Czech life beyond the cities.
Arrive in Prague, often considered one of the most beautiful cities in Europe. Known as the “City of a Hundred Spires,” Prague is defined by its whimsical towers, Gothic churches, Baroque palaces, pastel-colored façades, and the Vltava River winding through its historic core. Largely spared from destruction during World War II, the city’s architecture remains astonishingly intact.
This evening, enjoy a traditional folklore dinner and show, featuring local music, dancing, and a three-course Czech meal — a lively and welcoming introduction to Prague’s culture.
INCLUDED MEALS: BREAKFAST, DINNER
Day 7: OCTOBER 2
Old Town & Jewish Quarter
After breakfast, enjoy a guided walking tour through Prague’s Old Town, one of Europe’s most atmospheric medieval centers. Begin in Old Town Square, see the famous Astronomical Clock, and continue through winding streets toward the iconic Charles Bridge.
The tour also includes time in Josefov, Prague’s historic Jewish Quarter, including a visit to the Old Jewish Cemetery. This deeply moving site reflects centuries of history and the resilience of Prague’s Jewish community, and remains one of the most significant Jewish heritage sites in Europe.
The remainder of the day is free to explore Prague independently, revisit favorite spots, or relax at a café.
INCLUDED MEALS: BREAKFAST
Day 8: OCTOBER 3
Prague Castle
After breakfast, set out on a guided sightseeing tour of Prague Castle, the largest ancient castle complex in the world. Spanning centuries of royal, religious, and political history, the castle grounds offer sweeping views over Prague’s rooftops and the Vltava River below. Visit St. Vitus Cathedral, the spiritual heart of the Czech Republic, renowned for its soaring Gothic architecture, intricate stonework, and remarkable stained-glass windows, including works by Czech artist Alfons Mucha. As you explore the cathedral and surrounding courtyards, your guide will bring Prague’s story vividly to life. The afternoon is free to enjoy Prague at your own pace. You may choose to stroll across the Charles Bridge, explore Petřín Hill for panoramic city views, relax in nearby parks and cafés, or enjoy an optional bike ride along the Vltava River and surrounding neighborhoods. This evening, gather for a special farewell dinner at a local restaurant, a perfect way to enjoy one last evening together before saying goodbye.
INCLUDED MEALS: BREAKFAST, FAREWELL DINNER
Day 9: October 4
Depart Prague for Home
Enjoy a final breakfast at the hotel, after which the trip officially concludes. All group services end at this time.
Airport transfers are not included; however, Prague’s airport is a short drive from the city, and transportation can easily be arranged. Our team is happy to assist with coordinating transfers if needed.
For those wishing to continue traveling, this is a great opportunity to extend your time in Prague or continue on to another European destination before returning home.
INCLUDED MEALS: BREAKFAST
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Tour Price:
DOUBLE RATE - LAND ONLY
$4799
PER PERSON
Based on 2 people sharing a room
Does NOT include airfare
SINGLE ROOM - LAND ONLY
$5699
PER PERSON
Based on 1 person in a room
Does Not include airfare
Airfare Quote
If you would like assistance with airfare, we are happy to provide a personalized quote. Simply email your request to mkenney@defineddestinations.com, and we’ll be glad to help coordinate flight options to fit your plans.
Trip Deposit
A $500 non-refundable deposit is required at the time of registration
Single Travelers:
If you are traveling solo, you may register as either a single or a double at the time of booking. At the time of final payment, you will need to either have a confirmed roommate to share the double room rate or move to a single room, assuming single rooms are still available. Single rooms are subject to the single room rate.
If you would like to avoid or reduce the single supplement, simply let us know after you register that you are open to sharing a room and the cost of the single supplement with another traveler of the same sex. We will reach out to other guests who have also expressed interest in sharing and connect you directly so you can decide if it feels like a good fit.
Roommates are never assigned automatically — a shared room is only confirmed once both travelers agree.
Airfare
Please book your international airfare to depart the United States on September 26 and arrive in Munich on September 27 no later than 11:00 AM in order to join the included group transfer.
If your flight arrives after 11:00 AM, no problem — we can provide simple instructions for taking the train from Munich Airport to Garmisch-Partenkirchen, or we can arrange a private transfer upon request.
Your return flight should depart Prague on October 4, 2026
Final Payment due on June 8, 2026
