Tailor-made Vacation · Croatia
Dubrovnik, Mostar & Kotor: A Balkans Coastal Discovery
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At a glance
Three countries, three very different histories, and barely three hours of driving between any of them.
This itinerary treats Dubrovnik as a base rather than a single stop, using it to reach two neighboring countries most travelers never quite make time for.
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A day trip crosses into Bosnia and Herzegovina to reach Mostar, a city defined by its 16th-century Ottoman bridge and a history of destruction and rebuilding still visible at every turn.
From there, the route continues south into Montenegro, to the Bay of Kotor, a fjord-like inlet ringed by mountains, with a walled medieval town at its heart that rivals Dubrovnik's own for atmosphere, at a fraction of the crowds.
Your base throughout is Villa Dubrovnik, set into the cliffs just outside the Old Town walls, making it easy to return each evening to genuine quiet after a day spent crossing borders.
Both Bosnia and Montenegro remain considerably less visited than Croatia itself, and this itinerary is a natural extension for LGBTQ+ travelers who have already experienced Dubrovnik and want to see what sits just beyond it, or as an add-on to our Highlights of Croatia or Game of Thrones itineraries for anyone extending their stay.

Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Day 1: Arrival in Dubrovnik
Arrive into Dubrovnik and check into Villa Dubrovnik, built into the cliffside just outside the Old Town walls.
Spend the afternoon settling in, with the hotel’s own private beach and Villa Spa on hand for anyone easing into the trip rather than rushing straight into it.
An evening walk into the Old Town, a fifteen-minute stroll away, is a gentle introduction to the city before tomorrow’s border crossing.
Day 2: Day Trip to Mostar, Bosnia and Herzegovina
An early departure crosses the border into Bosnia and Herzegovina, roughly two and a half hours by private transfer, arriving in Mostar by mid-morning.
The city’s centerpiece is the Stari Most, or Old Bridge, a 16th-century Ottoman structure destroyed during the 1990s war and painstakingly rebuilt using original techniques and salvaged stone, now a UNESCO World Heritage Site.
Time is spent exploring the old bazaar surrounding it, with its coppersmiths and traditional Bosnian coffee houses, before a stop for a traditional lunch overlooking the Neretva River.
The afternoon includes a visit to one of the city’s remaining war-scarred buildings, left deliberately untouched as a memorial, offering a quieter, more reflective counterpoint to the bridge’s postcard views.
The evening returns to Dubrovnik.
Day 3: Travel to Kotor, Montenegro
A private transfer heads south along the coast into Montenegro, roughly two hours from Dubrovnik, arriving at the Bay of Kotor by early afternoon.
Often described as Europe’s southernmost fjord, though technically a submerged river canyon, the bay is ringed by dramatic limestone mountains that drop almost directly into the water.
The afternoon is spent exploring Kotor’s own walled Old Town, considerably quieter than Dubrovnik’s, with a climb partway up the city walls toward the Fortress of San Giovanni for a sweeping view over the bay, before returning to Dubrovnik for the evening.
Day 4: Bay of Kotor Boat Excursion
A second day in Montenegro is spent on the water rather than on foot, with a private boat trip around the Bay of Kotor itself.
Stops include Our Lady of the Rocks, a small artificial island built around a church, reached only by boat, and the fishing village of Perast, with its stone houses lining the waterfront.
The afternoon allows time in Kotor itself before the return drive to Dubrovnik.
Day 5: Departure
A final morning at Villa Dubrovnik to enjoy the hotel’s private beach or a last treatment at the Villa Spa, before departure.
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalized experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalized itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travelers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
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For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
Tell us where you would love to go, when you are thinking of traveling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
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