Cross two countries in a single day on this guided circuit from Dubrovnik to the Bay of Kotor and Trebinje. Expect coastal panoramas, Venetian streets, a boat ride to Our Lady of the Rocks, and a short hilltop viewpoint above Trebinje.
Cross two countries in a single day on this guided circuit from Dubrovnik to the Bay of Kotor and Trebinje. Expect coastal panoramas, Venetian streets, a boat ride to Our Lady of the Rocks, and a short hilltop viewpoint above Trebinje.
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Operated by Simply H · Dubrovnik, Dubrovnik-Neretva County
The morning air off the Adriatic tastes of salt and diesel as a Mercedes glides away from Dubrovnik, cliffs and fjord-like inlets giving way to the narrow throat of the Bay of Kotor. You pause at Verige for coffee with the bay spread below — serrated limestone walls, red-tiled roofs, and the slow, deliberate movement of small fishing boats that seem to mark the hours.
easy.
9 hours.
Light fitness — able to walk on uneven cobbles and climb short flights of stairs; suitable for most travelers.
Yes — the itinerary crosses international borders into Montenegro and Bosnia, so a valid passport is required for all participants.
Walking is limited to short town explorations and a brief climb to the Trebinje viewpoint; expect several 20–45 minute pedestrian segments on uneven cobbles and stairs.
A short boat ride to Our Lady of the Rocks is offered as part of the Perast visit; confirm inclusion when booking as some options can be optional or seasonal.
Bottled water is provided, but full meals are not included; there are opportunities to buy food in towns like Kotor and Trebinje during the day.
Kotor and Perast prospered under Venetian rule from the 14th century, while Trebinje bears visible Ottoman and Austro-Hungarian urban influences from the 17th–19th centuries.
Coastal and karst ecosystems are sensitive; stick to marked paths, avoid single-use plastics where possible, and respect local boat operators’ guidelines to protect marine sites.
Simply H operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Simply H
Book directly with Simply H for the best rates and real-time scheduling.
Reserve Now