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Discover Dubrovnik, Kotor, Mostar, and Herceg Novi on this 5-day guided tour from Trebinje, including boat trips, historic sites, and a winery visit with hotel accommodations.
Explore the 5-Day Montenegro, Croatia, and Bosnia Tour starting in Trebinje, offering a well-rounded journey through some of the Balkans’ most captivating cities. Priced with hotel stays included, this tour is suitable for travelers seeking an organized, small-group experience with live guides in German and English.
With a duration of 5 days, the tour covers highlights such as Dubrovnik’s historic Old Town, the UNESCO-listed Kotor, and the UNESCO World Heritage Site of Mostar. You’ll also enjoy a boat trip to Our Lady of the Rocks and a wine tasting in Peljeac. The group size is limited to 18 participants, ensuring a more personal experience, though the rate of 3.7 out of 5 suggests some room for improvement in overall satisfaction.
This tour offers a great way to see multiple countries with minimal hassle, thanks to included transfers from the airport and hotel accommodations. It’s ideal for travelers who enjoy guided city walks, cultural highlights, and scenic drives. Keep in mind, the tour is not suitable for people with mobility impairments because of walking and uneven terrain.


The tour begins with a guided walking tour of Trebinje, setting the scene for the journey ahead. This first step helps travelers get acquainted with this charming town before heading into the broader region. The hotel in Trebinje is included, providing a comfortable base for the entire trip.
The transfer from the airport—either Dubrovnik, Tivat, or Mostar—is included in the price**, ensuring a smooth start. This initial setup makes the entire experience more seamless, especially for those arriving on different flights.
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The day in Dubrovnik is dedicated to wandering its famous Old Town, a designated UNESCO World Heritage site. You’ll pass through the Pile Gate, enter the Franciscan Monastery, and visit the old pharmacy, the oldest in Europe.
A walk along the Stradun allows you to soak in the lively atmosphere and view landmarks such as the Serbian Orthodox Church, Sponza Palace, and Orlando’s Column. You also see the Bell Tower, Small Onofrio Fountain, and Rector’s Palace. The visit concludes with a stop at the Cathedral and the Old Port.
A lunch in a local tavern provides a taste of Dubrovnik’s cuisine, after which you return to Trebinje. The walking tour offers enough time to appreciate the city’s historic charm without feeling rushed.
On the second day, the tour visits Herceg Novi, a lively town known for its sailor history and many stairs. You explore Belavista Square, the Clock Tower, and the famous forts: Kanli, Panjola, and Forte Mare.
A stroll along the Pet Danica promenade highlights the town’s maritime character. The visit to Herceg Novi offers scenic views and insights into its fortress defenses and sailing traditions. This stop provides a relaxed yet culturally rich experience before moving on to Kotor.
The third day focuses on Kotor, a city listed as a UNESCO World Heritage Site. Visitors walk through the Main City Gate, see the City Tower and Clock, and explore Arms Square.
The tour guides you through the medieval streets, revealing details about Kotor’s history and architecture. The drive through the Bay of Kotor leads to Perast, a baroque town on the Montenegrin coast. The highlight here is a boat trip to Our Lady of the Rocks, an iconic island with a church and museum.
Free time in Perast allows for exploration or relaxation before returning to Trebinje. This day balances scenic drives, cultural exploration, and a memorable boat experience.
More Great Tours NearbyThe fourth day is dedicated to Mostar, a UNESCO site celebrated for its Stari Most bridge. The tour includes visits to the Old Bazaar Kujundziluk, the Koski Mehmed Pasha Mosque, and the Orthodox Cathedral Church.
At the Franciscan Church, travelers see its high bell tower and enjoy cultural insights. The historic bridge is a perfect spot for photos and understanding the city’s rebuilding after wartime damage. The day offers free time in Mostar, giving visitors a chance to explore independently before returning to Trebinje.

On the final day, the tour visits the Peljeac Peninsula to tour a local winery producing Postup and Dinga wines. This wine tasting session is a highlight for those interested in regional beverages.
After the tasting, there’s free time in Orebic, a notable maritime town on the coast. This stop allows for a relaxed afternoon before heading back to Trebinje for the last overnight stay. The day wraps up the trip with a taste of local wine culture coupled with scenic views.
The tour is designed for small groups of up to 18 people, ensuring more personalized attention from guides. Live guides in German and English lead the way, sharing stories and historical facts.
Transportation is included throughout, with pickups arranged at specific spots, and no additional costs for transfers. The hotel stays are included in the price, simplifying logistics.
Travelers are advised to bring comfortable shoes, sunscreen, and water, as the tour involves walking and outdoor sightseeing. The experience is not suitable for people with mobility impairments, due to walking demands.

The company offers free cancellation up to 24 hours before the tour, giving flexibility for changing plans. You can reserve your spot and pay later, making the booking process easier and more adaptable.
While the rating of 3.7 indicates some room for improvement, the tour’s comprehensive itinerary and inclusion of key highlights make it a solid choice for those interested in a guided multi-country exploration of Montenegro, Croatia, and Bosnia from Trebinje.

This organized tour provides a detailed, comfortable way to visit some of the Balkans’ most picturesque and historic spots. The focus on city walking tours, boat trips, and wine tasting enriches the experience, making it suitable for travelers who prefer a structured itinerary.
The hotel accommodations and transfers simplify logistics, while the small group size offers a more intimate feel. The main limitations are the pace of the itinerary, which may not suit those seeking a very relaxed trip, and the physical demands of walking.
This tour suits those interested in culture, history, and scenic drives who want a guided experience with local insights. It’s an accessible way to explore the diverse regions of Montenegro, Croatia, and Bosnia from a central base in Trebinje.
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