Kosovo & North Macedonia

Itinerary
Essential Info
Journey Speakers
Journey Guides
Dates and Prices

From Resistance to Resilience:
Tracing Democracy Across the Western Balkans

Join us for an seven-day journey through Kosovo and North Macedonia, where democracy’s story is alive, complex, and deeply human. Guided by one international and three local experts, travelers will explore Kosovo’s path from resistance to nationhood and North Macedonia’s democratic transformation. From sharing meals with activists, journalists, and government leaders to visiting monasteries, vineyards, and historic towns, each day offers an intimate window into the people and movements shaping these young democracies. This is a journey of stories, resilience, and the ongoing pursuit of freedom in the Balkans.

About this Journey

Destinations

Pristina, Prizren, and Skopje

Duration

7 days + 7 nights

Price

Starting at $7,098

Activity Level

Moderate Walking & Occasional Uneven Terrain


Double Occupancy Price

Dates

Single Occupancy Price

May 17-23, 2026

$7,098

$7,687

Sep 13-19, 2026

$7,309

$7,917

Book

Featured Journey Speakers

  • Dr. Sasho Ordonoski

    Dr. Sasho Ordonoski

    JOURNALIST / EDUCATOR / FOUNDER OF FORUM MAGAZINE

  • Atifete Jahjaga

    Atifete Jahjaga

    FORMER PRESIDENT OF KOSOVO

  • Dr. Edita Tahiri

    Dr. Edita Tahiri

    FORMER MINISTER OF DIALOGUE & DEPUTY PRIME MINISTER

  • Father Sava Janjic

    Fr. Sava Janjic

    ABBOT OF THE DEČANI MONASTERY

Itinerary

  • Welcome to Pristina, a city of resilience and the proud home of Europe’s youngest democratic institutions. Upon arrival, take your time settling into the hotel and enjoying a moment to relax. 

    This evening, we gather for an early welcome dinner at a beloved local restaurant, Boho, right next to the hotel. Over dinner and drinks, our local tour guides and resident democracy experts, Rozafa Ukimeraj and Valentina Imeraj, set the stage and introduce the key actors to Kosovo’s democratic story. It’s the perfect setting to ease into the week ahead, connect with fellow travelers, and begin our journey through Kosovo’s civic and cultural landscape. 

    Overnight in Pristina
    Accommodation: Hotel Manami

  • Our first full day in Pristina offers an intimate look at Kosovo’s recent history. We begin with a private visit to the Independence House, where the story of nonviolent resistance and the journey to statehood comes alive. Next, we enjoy an exclusive tour of the newly opened Reporting Museum with curator Jeta Xharra, one of Kosovo’s leading journalists. She guides us through the exhibits, sharing the stories behind the powerful footage and installations and offering her unique insights from years of investigative reporting.

    Lunch takes place in Germia Park, Pristina’s favorite green escape. Surrounded by forested hills, winding walking paths, and open meadows, the park invites you to unwind, explore nature, or simply enjoy the fresh air in a serene setting. Locals come here to stroll, picnic, and recharge, giving you a glimpse of everyday life in Kosovo.

    The evening is yours to discover Pristina’s vibrant culinary scene, from traditional taverns serving hearty local dishes to modern restaurants and lively cafés.

    Overnight in Pristina
    Accommodation: Hotel Manami

  • In the morning, we visit Kosovo’s parliamentary grounds for a private meeting with former President Atifete Jahjaga. As the youngest and first female president in the Balkans, she shares her remarkable story of leadership and resilience, from transforming Kosovo’s police force to championing initiatives that support and bring healing to survivors of wartime sexual violence.

    We then enjoy a private lunch with Edita Tahiri, a Kosovar diplomat who played a key role in the country’s peaceful resistance. As Deputy Prime Minister and Minister of Dialogue, she led Kosovo’s negotiation team in efforts to normalize relations with Serbia, a process that continues amid ongoing challenges. Over lunch, she provides an insider’s perspective on Kosovo’s complex diplomatic landscape.

    In the afternoon, we depart for Prizren, often called the heart of Kosovo. Nestled at the foot of the Sharr Mountains, this picturesque, multiethnic city boasts Ottoman architecture, medieval churches, and mosques along a charming riverside setting.

    We close the day with an intimate dinner with Prizren’s Mayor, Shaqir Totaj, at a local restaurant in the city center. Over regional cuisine, the mayor shares his experience of leading an ethnically diverse city and navigating the challenges and opportunities of this historic region.

    Overnight in Prizren
    Accommodation: Avdissons Hotel

  • On our fourth day, we meet with two figures who bring the historical content that you absorbed in Pristina to life through impactful personal stories.

    We begin with a short drive to the village of Krusha, where we meet Fahrije Hoti, a nationally revered figure to hear her story Fahrije’s determination transformed a tragedy into opportunity. In the aftermath of the Kosovo War, Fahrije founded a women-run ajvar cooperative to support the widows of Krusha—after Serbian forces killed the town’s men and boys. More than two decades later, her factory is a thriving symbol of resilience and produces some of the finest ajvar in the country.

    We then pause for lunch at a stunning farm-to-table restaurant perched above the Decan Valley with sweeping views of the surrounding area.

    In the afternoon, we visit Decan Monastery, a UNESCO World Heritage site that holds both spiritual and historical significance. There, Father Sava Janjić, a Serbian Orthodox priest known for his outspoken advocacy for peace and reconciliation during and after the war, tells us his story that offers a deeply human lens on the complexities of conflict and coexistence.

    On our way back, we will stop at a family-run restaurant in the countryside for dinner.

    Overnight: Prizren
    Accommodation: Avdissons Hotel

  • We start our morning with an optional guided walking tour through the city’s old quarter, tracing its architectural and civic history. The tour culminates with a short hike up to the iconic Prizren Fortress, offering panoramic views of the city and surrounding valley. 

    We then begin our journey to North Macedonia with two distinct stops. Just outside the capital of Skopje, we visit the archaeological site of the ancient city of Stobi, a remarkably preserved crossroads of empires where grand Roman theaters, intricate mosaics, and early Christian basilicas reveal the layers of history that shaped the Balkans. The ruins span the Hellenistic period (3rd–2nd century BCE), the Roman era (1st–4th century CE), and the early Christian/Byzantine period (4th–6th century CE).

    From there, we follow the Vardar River into the Tikveš wine region, where we tour the country’s largest and most renowned winery and enjoy a leisurely and delectable five course early dinner with exquisite local wine pairings.

    After this incredible day of culture and leisure, we return to Skopje.

    Overnight in Skopje
    Accommodation: Skopje Marriott Hotel

  • We begin our day with an optional guided walking tour of Skopje’s City Center, weaving together the city’s layered history — from the Ottoman-era Bazaar to the impact of the 1963 earthquake, and the controversial Skopje 2014 political project that reshaped its urban landscape.

    In the early afternoon, we gather for lunch with our resident expert and guest speaker, Sasho Orandowski, focusing on Macedonia’s democratic journey since its secession from Yugoslavia in 1991. Over a curated menu of local specialties, we explore the key political and social shifts that have shaped the country’s modern identity.

    Later in the afternoon, we engage in a private, off the record, discussion with leading activists from the Colorful Revolution, Dr. Irena Stefoska and Ivana Tufegdzic whose movement helped end the Nikola Gruevski regime in 2017 and paved the way for democratic reforms, reconciliation with Greece, and North Macedonia’s accession to NATO as its 30th member.  

    We close this full and insightful day with an elegant dinner.

    We will then begin our journey to Lake Ohrid with two distinct stops. Just outside Skopje, we visit the archaeological site of the ancient city of Stobi, a remarkably preserved crossroads of empires where grand Roman theaters, intricate mosaics, and early Christian basilicas reveal the layers of history that shaped the Balkans. The ruins span the Hellenistic period (3rd–2nd century BCE), the Roman era (1st–4th century CE), and the early Christian/Byzantine period (4th–6th century CE).

    From there, we follow the Vardar River into the Tikveš wine region, where we will tour the country’s largest and most renowned winery and enjoy a leisurely and delectable five course lunch with exquisite local wine pairings.

    Afterwards, we continue to Ohrid, where guests will have the evening free for rest and relaxation after a full day of travel and discovery.

    Overnight in Skopje
    Accommodation: Skopje Marriott Hotel

  • On our last day together, we begin with a coffee with Toshe Zafirov, a leading civic activist in North Macedonia, who will lead a discussion on government accountability and democratic renewal.

    Around noon, we head out for a final wine paired lunch at the organic, family-run winery, Brzanov Winery, in the vineyard-covered hills outside Skopje for a final afternoon to revel in our new memories, new friendships, and new inspiration to take back home with us. We will be joined by a special guest who will bring color and dimension to what it means to stand up to autocracy with humor and humanity.

    The evening is yours for final shopping or relaxation before the trip ends the following morning!

    Overnight in Skopje
    Accommodation: Skopje Marriott Hotel

  • Skopje is the perfect starting point to explore the breathtaking wonders of the Balkans. Just a few hours away lies the enchanting city of Ohrid, a UNESCO World Heritage site nestled beside a stunning glacial lake.

    Spend extra days in Ohrid exploring its numerous historic churches, wandering through charming cobblestone streets, and hiking scenic trails with panoramic views of the lake and surrounding mountains. Immerse yourself in the region’s rich culture and natural beauty, then unwind in a privately owned, boutique guesthouse, designed for comfort after a day of adventure.

    Let us craft your unforgettable Ohrid experience with exclusive activities tailored just for you. Contact us at info@democracyjourneys.com to learn more and reserve your add-on.

Essential Trip Information

What’s Included

On this Journey, we’ve taken care of every detail so you can simply relax and enjoy. Your accommodations, transportation to each stop, expert guides, and even gratuities are all included. You’ll also savor daily breakfasts and all meals noted in the itinerary, delight in two wine tastings, and explore UNESCO world heritage sites.

Group size

As with all of our journeys, we keep our group size intentionally small, never more than 15 guests, so that every traveler can feel fully included. This allows for deeper conversations, more meaningful connections, and the kind of shared experiences that simply aren’t possible in larger groups.

Airport & Flight Info

The Journey begins in Kosovo and ends in North Macedonia. The Pristina International Airport (PRN) is located only about 12 miles from central Pristina. We will end our Journey in Skopje, North Macedonia and the nearest airport is Skopje International Airport (SKP). Once the trip has been confirmed, plan to arrive by the afternoon of the first day so you can settle in and begin with ease. Please note that flights are not included in the cost of the Journey.

Climate

In Autumn, you can expect crisp mornings between 45-55°F and cool afternoons between 60-65°F. Rain is not uncommon during this period. Spring offers some of the best weather in the region, with Kosovo ranging from 50°F to 75°F an North Macedonia ranging from 60°F to 80°F on average, with regions like Ohrid being cooler. Rain is more sparse in Kosovo during this season and North Macedonia experiences some rainfall in May (about 2.5 inches).

More Details

  • United States passport holders do not need a visa for trips under 90 days. Other passport holders may require a visa. It is always good to check with the embassy in your country for latest advice regarding visa requirements in the countries we will visit.  

  • We use multiple sources of information to assess the risks associated with each itinerary to ensure a safe experience for all travelers. While we have experience working in conflict zones, we can assure you we are not taking you to any of them! As is the case everywhere, we can face unexpected risks during our travel, which we are prepared to address to minimize any potential harm.

    International SOS - We partner with International SOS to provide 24/7 emergency assistance for all Democracy Journeys travelers. International SOS is a leading provider in the industry that offers rapid support for medical issues, security concerns, travel logistics, and other emergencies. They have highly trained experts around the world on standby. You can easily access their services by phone, online, or through the International SOS app (available in your mobile app store). We have used them for years and can personally attest to their responsiveness and robust support.

    Additional Safety and Security Resources - Travelers will receive detailed pre-departure briefings from International SOS and can ask them any specific pre-departure medical or security questions. As a part of the pre-trip resources package, Democracy Journeys will ensure you have the International SOS medical resources for our itinerary. In addition, the Core Journeys Team member on your journey is First Aid & CPR Certified and will always travel with a First Aid Kit. 

    Information Sources - We triangulate information from multiple sources to assess risk in each destination and guide our travel decisions. We reference International SOS Global Risk Ratings, U.S. State Department travel advisories (https://travel.state.gov/content/travel/en/traveladvisories/traveladvisories.html/), and local experts on-the-ground. We monitor these sources regularly before and during our trip and may make changes to our itinerary to avoid risky areas, or postpone the journey entirely, if necessary.

    Security in Kosovo and North Macedonia - Kosovo and North Macedonia are low risk travel locations. Our security partner advises taking standard security precautions against crime, such as keeping your personal items close to you and maintaining awareness of your surroundings. Our provider also encourages travelers to bypass protests or demonstrations, which we do not anticipate on our journey and will proactively plan around them if needed.

  • It is required that all travelers on a journey provide proof of travel insurance before the trip begins. Travel insurance must cover (1) personal injury, (2) medical treatment, (3) repatriation, and (4) evacuation expenses, including helicopter rescue and air ambulance internationally. There are a number of companies offering this coverage including International SOSBattlefaceInsure My TripIMG Global and AIG Travel Guard.

    Travelers can receive health requirements for our destination through a pre-travel briefing from International SOS, your primary doctor, a travel clinic, or the U.S. Center for Disease Control.

    We suggest you start with the International SOS briefing and plan a visit to your own doctor or local travel clinic who will have the most up-to-date travel advice and administer any vaccinations prior to travel based on your medical history.

  • All journeys require a $500 nonrefundable deposit to hold your seat and full payment is due  60 days before the trip’s start date. Democracy Journeys will confirm the trip no later than 60 days before the trip start date. Please do not make any nonrefundable travel arrangements until you receive this confirmation.

    If you make your booking on or after the 60-day window, the full payment will be due at the time of booking and is nonrefundable. If we must cancel the trip, we will refund you the full amount you have paid.

    Please see the Terms and Conditions for full details.

  • We will host information sessions to provide more information on our upcoming journeys periodically. To be notified of our upcoming journeys and information sessions, sign up for our newsletter.

    We are also available to connect one-on-one any time. You can reach out via our Contact Us page.

    In the meantime, check out our FAQ page for more information.

Journey Guides