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Split - Dubrovnik - Kotor: Chauffeured Collection

8 to 12+ Nights from $1,773*
* Sample price: priced within the past 7 days for a 3/9/2026 arrival, departing Miami MIA (FL), US. Choose departure city, cabin and dates.

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This 8 night sample itinerary includes:

  • Flight into Split and out of Podgorica
  • Hotel for 3 nights in Split
  • Transfer from Hotel in Split to Hotel in Dubrovnik via Ston and Medjugorje
  • Hotel for 3 nights in Dubrovnik
  • Transfer from Hotel in Dubrovnik to Hotel in Kotor via Risan Mosaic
  • Hotel for 2 nights in Kotor
  • Transfer from Hotel in Kotor to Podgorica Airport

A Chauffeured exploration of Croatia and Montenegro's most treasured UNESCO Heritage Sites.. From the Roman remnants of Split (with famous Diocletian's Palace and beautiful beaches) then Dubrovnik (walled city with stunning architecture, history, and pop culture). The focus then shifts to Montenegro, to reach magnificent Kotor (medieval walled city, narrow streets, squares, and historic sites). Travel between cities with transfers, exploring Ston, Medjugorje and Risan Mosaic on the way.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
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Flexible Itinerary

  • Split

    about
  • Dubrovnik

    about
  • Kotor

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Croatia
Montenegro

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Trip Summary

  • Split
    Split

    Split is the second-largest city in Croatia, and its history stretches back over 1,700 years. Listed on the register of UNESCO World Heritage Sites, Diocletian's Palace is the gem of the Old Town, a pedestrianized zone which includes the beautiful riverwalk called Riva. Buzzing shops, restaurants, and bars are situated alongside monuments and buildings dating from the Roman era. The dramatic backdrop of mountains bleeds into the sea, giving an atmospheric setting to this stunning city.

    Visit Split's Old Town, Diocletian's Palace, Bacvice, Marjan, Mestrovic Gallery, Klis Fortress, Diocletian's Palace, Riva, Gregory of Nin statue, Chapel of St. Arnir, Diocletian's Cellars, Peristyle, Republic Square, People's Square, and so much more.

  • Dubrovnik
    Dubrovnik

    Dubrovnik is aptly surnamed the 'Pearl of the Adriatic.' It is one of the most beautiful cities on the Croatian coast. Many buildings in the old city center testify to its glorious past and its Venetian influence. The ancient walls of Dubrovnik girdle a perfectly preserved complex of public and private, sacred and secular buildings representing all periods of the city's rich history, beginning with its founding in the 7th century. In 2019, Dubrovnik celebrates 40 years of being listed on UNESCO's register of World Heritage Sites. Nowadays, Dubrovnik is a tranquil touristic and cultural center hosting many musical, art and theater events year round.

    Explore the Dubrovnik's Old Town, Lapad, Babin Kuk, Gruz, Church of St. Blaise, Dubrovnik Cathedral, Fort Bokar, Fort Imperial, Minceta Tower, Fort of St. John, Lokrum Island, Rector's Palace, Luza Square, Pile Gate, Ploce Gate, and so much more.

  • Kotor
    Kotor

    Kotor, founded in the fifth century BCE, is one of the oldest cities in Montenegro. It sits on the Bay of Kotor, and is home to two UNESCO World Heritage Sites: the Medieval-era Old Town, fortified since the time of Roman emperor Justinian; and the fortifications themselves, which were upgraded during the time of the Venetians (who called the city Cattaro). Kotor Cathedral, one of the oldest buildings in town, is one of only two Catholic cathedrals in the country.

    Visit and explore the Mount Lovcen, Our Lady of the Rocks Church, Kotor Cathedral, Kotor Old Town, St. George Island, Mount Vrmac, Fortress of St. John, Fortifications of Kotor, Kampana Tower, and so much more.

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