Dubrovnik, Croatia, at sunset, with historic stone walls, terracotta rooftops, and the Adriatic Sea surrounding the Old Town.

Luxury Croatia and Montenegro Vacation: food & wine tour, 12 days

This is the Adriatic at its most delicious. Twelve days that begin with Zagreb coffee and a Zagorje wine harvest, run down the whole Croatian coast through lakes, walled cities, and islands, and finish across the border in Montenegro with the drama of Kotor Bay, mountain ham cured the old way, and a tasting in a wine country almost no American has heard of. Two countries, one unbroken thread of coastline, and a route designed around what is on the plate and in the glass. This is the trip I love designing most for the curious.

Photo: Dubrovnik, Croatia, glows at sunset along the Adriatic Sea, with its historic stone walls, terracotta rooftops, and picturesque Old Town creating a stunning panoramic view..
Photo©: Anna Fishman / Olegana Travel Boutique

Walls of Dubrovnik, historic stone fortifications surrounding Dubrovnik’s Old Town with spectacular views of the Adriatic coast.

You'll move down the Croatian coast first: Plitvice's turquoise lakes, Zadar's Roman forum and its famous sunsets, the islands of Kornati by boat, Diocletian's palace in Split, Korcula's medieval streets and island wine, a Peljesac tasting, and oysters pulled straight from Mali Ston Bay. Then a single easy crossing into Montenegro, where Kotor Bay opens like a fjord and the food turns mountainous and rich: njeguski prsut cured in the Lovcen highlands, the cheeses of the same villages, and the deep Vranac reds of the Lake Skadar wine country.

I have been building and refining routes through these two countries for years, and the difference between a good trip and a great one here comes down to logistics most travelers never see: which guide brings a Roman city to life, which family winery is worth the detour, which crossing moves quickly, and which hotels were renovated last year versus which just market well. That is the work I do before you arrive. Every detail is handled: the transfers, the guides, the hotels, the reservations, the route. You just show up and live it. Picture yourself here. Tell me what you love, and I'll design the rest. Start with the planning form below.

Photo: The Walls of Dubrovnik in Dubrovnik, Croatia, are historic stone fortifications surrounding the Old Town and offering spectacular views of the Adriatic coast.
Photo©: Anna Fishman / Olegana Travel Boutique

What’s included?

Aerial view of Dubrovnik, Croatia, featuring its historic medieval walls, lush greenery, and scenic Adriatic coastline.

Photo: A scenic aerial view of Dubrovnik, Croatia, featuring its historic medieval walls, lush greenery, and stunning Adriatic coastline.
Photo©: Rachel Claire / pexels

Included

  • Private vehicle with a dedicated driver-guide throughout (for parties of up to six or seven, this is typically one person, which keeps the trip personal and the logistics simple)

  • Airport meet-and-greet and private transfers, including the Croatia-to-Montenegro border crossing and its paperwork

  • 11 nights at hand-selected boutique and luxury properties in both countries, with breakfast throughout

  • Private guided walking tours with local experts in Zagreb, Zadar, Split, Korcula, Dubrovnik, and Kotor

  • Zagorje wine harvest and tasting, Peljesac winery visit, oyster tasting at Mali Ston Bay, njeguski prsut and cheese tasting in the Montenegrin highlands, and a Lake Skadar wine-country tasting

  • Boat days on the Kornati and Elaphiti archipelagos and on Lake Skadar

  • The curated food-and-wine lunches and dinners noted in your itinerary

  • Curated restaurant recommendations and reservations throughout

  • 24/7 concierge support and emergency contact from the moment you land

Not included

Leisure, personal expenses, tips and gratuities, and city tourist taxes payable directly at hotels.

Every itinerary I design is priced individually. Once we have talked through your dates, your pace, and how the two countries balance for you, I'll follow up with a detailed quote. There is no set package price, because no two of these trips are the same.

Ready to start planning?

Tell me about your travelers and what matters most. I'll build from there.

How many days do you need for Croatia and Montenegro?

Walls of Dubrovnik, historic fortifications surrounding the Old Town with views of terracotta rooftops and Mount Srđ, Croatia.

Twelve days is the sweet spot for pairing Croatia and Montenegro on one trip. It gives you the full Croatian coast, from Zagreb and Plitvice down through Zadar, Split, Korcula, and Dubrovnik, plus a proper two-night finish on Montenegro's Kotor Bay and in its wine country, without doubling back. With less time, focus on the Dalmatian coast alone. With more, extend south into Albania.

Photo: The Walls of Dubrovnik in Dubrovnik, Croatia, surround the historic Old Town, offering views of its iconic terracotta rooftops and Mount Srđ.
Photo©: Anna Fishman / Olegana Travel Boutique

Aerial view of Ban Jelačić Square in Zagreb, Croatia, with the Zagreb Cathedral and its distinctive twin spires rising above the city center.

Your day-by-day itinerary


This sample itinerary was designed around the Adriatic's two most rewarding food and wine countries. It's here to inspire, not to lock you in. You might pick a few pieces and let me build something different around them. Your trip is yours, and we'll customize every detail until it fits.

Photo©: Anna Fishman / Olegana Travel Boutique

St. Mark’s Church in Zagreb, Croatia, known for its colorful tiled roof featuring the coats of arms of Zagreb and Croatia.

Day 1

Arrival in Zagreb, Croatia

Welcome to Zagreb, a capital more than a thousand years old that most travelers skip and regret skipping. You'll be met at the airport and transferred privately to your hotel, a grand historic property on a central square. After a long travel day, the spa and a quiet afternoon are the right way to land. Tonight, a welcome dinner at a traditional restaurant where the kitchen still cooks from recipes that go back centuries and the owner builds every course around the wine. A gentle introduction to how Croatia eats.

Photo: St. Mark’s Church in Zagreb, Croatia, is a historic landmark known for its iconic colorful tiled roof featuring the coats of arms of Zagreb and Croatia.
Photo©: Davide Menegatti / pexels

Croatian National Shrine of Our Lady of Marija Bistrica, a historic pilgrimage site with a distinctive church tower and red-tiled roofs in Marija Bistrica, Croatia.

Day 2

Zagreb and the Zagorje wine harvest

Start with a coffee at the oldest cafe in Zagreb, on the main square overlooking the statue of Ban Jelacic. Croatians treat coffee as an unhurried ritual, and a slow pavement table is how the day is meant to begin. A morning walk with a local guide takes in the upper town, and if the mood is curious, the small and unexpectedly moving Museum of Broken Relationships.

In the afternoon we drive north into Croatian Zagorje, a storybook landscape of wooded hills crowned with little castles and streams running through vineyards. You'll spend the afternoon at a family winery, joining the harvest if the timing is right, learning how the wine is made, and sitting down to a long dinner with local folk music. Late return to Zagreb.

Photo: The Croatian National Shrine of Our Lady of Marija Bistrica in Marija Bistrica, Croatia, is a historic pilgrimage site known for its distinctive church tower, red-tiled roofs, and peaceful outdoor sanctuary.
Photo©: Lis K / pexels

Plitvice Lakes National Park, known for turquoise lakes, cascading waterfalls, lush forests, and scenic wooden boardwalks in Croatia.

Day 3

Plitvice Lakes and on to Zadar

This morning we drive to Plitvice Lakes National Park, sixteen turquoise lakes linked by waterfalls and wooden footbridges, set in deep woodland where bears, wolves, and rare birds still live. A walk with a local guide leads you through it, and tradition says a wish made under the largest waterfall comes true. Lunch at a traditional Lika house at the edge of the park.

For travelers who would rather not rush, this is a natural place to slow down and stay the night in the forest. There are no five-star hotels inside the park, so it is a comfortable, characterful stay rather than a grand one, but waking up to the boardwalks before the buses arrive is worth it. Otherwise we continue to Zadar, the walled coastal city famous for its Roman forum and its sea organ.

Photo: Plitvice Lakes National Park in Croatia is known for its turquoise lakes, cascading waterfalls, lush forests, and scenic wooden boardwalks winding through the park.
Photo©: Kévin Pottier / unsplash

Zadar Cathedral of St. Anastasia bell tower rising above a narrow historic street in Zadar’s Old Town, Croatia.

Day 4

Zadar, Croatia

A morning with a local guide through Zadar's old town: the ancient Roman forum, the round church of St. Donat, the city walls and the Land Gate, the Square of Five Wells, and the People's Square. Zadar's two modern marvels sit right on the waterfront, the Sea Organ, which turns the waves into music, and the Greeting to the Sun, which lights up at dusk.

Alfred Hitchcock once said Zadar has the most beautiful sunset in the world, and the evening is built around finding out whether he was right, with the sea organ playing under your feet. Dinner at a restaurant in the old city.

Photo: The bell tower of Zadar Cathedral of St. Anastasia rises above a narrow historic street in Zadar’s Old Town, Croatia, showcasing the city’s distinctive Romanesque architecture.
Photo©: Nazrin Babashova / unsplash

Kornati National Park, a dramatic archipelago of rugged limestone islands surrounded by deep blue Adriatic waters in Croatia.

Day 5

The Kornati Islands by boat

A day on the water. You'll board a boat and sail into the Kornati archipelago, 140 islands scattered across a national park of crystalline coves and bare, beautiful limestone, the densest cluster of islands in the Mediterranean. Swim in water so clear it barely looks real, anchor for a long lunch of grilled fish and island wine, and let the day move at the pace of the sea. A sunset sail back to Zadar, and a quiet evening in the old town.

Photo: Kornati National Park in Croatia features a dramatic archipelago of rugged limestone islands surrounded by deep blue Adriatic waters.
Photo©: Ivica Džambo / pexels

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This is a sample. Tell me about your travel style and I'll build your Croatia and Montenegro trip from scratch.

Peristyle courtyard of Diocletian’s Palace, featuring ancient Roman architecture and the bell tower of the Cathedral of Saint Domnius in Split, Croatia.

Day 6

Split and the sail to Korcula

South to Split, a city built inside a palace. With a local guide you'll walk the 1,700-year-old complex the Roman emperor Diocletian built for his retirement, still woven into the living city: the Cathedral of St. Duje, the ancient cellars, the Peristyle at its heart, and the famous Golden Gate. Lunch in a local restaurant in the old town.

In the afternoon, board a catamaran for the island of Korcula, all vineyards, olive groves, and quiet coves, with a glorious walled old town at its heart. Check in to a seaside hotel looking across the water

Photo: The Peristyle courtyard of Diocletian’s Palace in Split, Croatia, features ancient Roman architecture with the striking bell tower of the Cathedral of Saint Domnius rising above it.
Photo©: Anna Fishman / Olegana Travel Boutique

Korčula Old Town, a historic medieval walled city with Venetian-style stone buildings and terracotta rooftops on Croatia’s Adriatic coast.

Day 7

Korčula, Croatia

A morning walk through Korcula's old town with a local guide. The whole place is a miniature of medieval Dalmatia, wrapped in walls and towers, its streets laid out in a herringbone pattern to catch the wind. You'll see the cathedral, the 1214 Statute of Korcula (one of the oldest legal codes in the Slavic world), and the house where Marco Polo is said to have been born.

In the evening, dinner at a family ranch in the olive groves outside town, where the food is homemade from what is fresh and the setting is tranquil. Back to the hotel for the night.

Photo: Korčula Old Town in Croatia is a historic medieval walled city known for its Venetian-style stone buildings, terracotta rooftops, and picturesque Adriatic setting.
Photo©: Lukas Kosc / pexels

Day 8

Peljesac Wine and Mali Ston Oysters, to Dubrovnik

The food-and-wine heart of the Croatian coast. On the drive south we stop on the Peljesac Peninsula, home to some of Croatia's most celebrated reds, for a private tasting at one of its best wineries and a walk through the vineyards. Then a stop in Ston, a small medieval town ringed by the longest stone wall in Europe after China's, where the Mali Ston bay produces some of the finest oysters in the world. An oyster tasting at the source, pulled from the water a few feet from your plate, before we continue into Dubrovnik, the Pearl of the Adriatic.

Photo: Mali Ston oysters from Croatia are prized European flat oysters harvested in the nutrient-rich waters of Mali Ston Bay along the Dalmatian coast.
Photo©: Gvantsa Gongadze / unsplash

Dubrovnik’s Old Town, featuring medieval stone walls, West Harbour, and Fort Lovrijenac overlooking the Adriatic coast.

Day 9

Dubrovnik and the Elaphiti Islands

A morning with a local guide along Dubrovnik's UNESCO-listed city walls and through the old town's narrow streets and small squares, timed for the quieter hours before the cruise crowds thicken.

In the afternoon, a boat out to the Elaphiti Islands just off the coast: clear water, pine forest, olive groves, and sleepy villages where life moves the old way, with lunch served on board as the light goes gold over the water. Back in Dubrovnik, a farewell-to-Croatia dinner at a traditional konoba, where peka (meat and vegetables baked under an iron dome in the embers) is cooked slowly the way it has been for centuries. If you would like a slower pace here, this is the easiest place to add a leisure night, and I usually recommend it.

Photo: Dubrovnik’s historic Old Town in Croatia features medieval stone walls, the scenic West Harbour, and Fort Lovrijenac overlooking the Adriatic coast.
Photo©: Diego F. Parra / pexels

Perast, a historic coastal town on the Bay of Kotor, known for its Baroque stone buildings, waterfront, and dramatic limestone mountains in Montenegro.

Day 10

Into Montenegro, Kotor Bay and the Highlands of Njegusi

This morning we make the one border crossing of the trip, into Montenegro. Crossing times can vary, so we build the day with margin and handle the paperwork in advance. Soon Kotor Bay opens up, a long fjord-like inlet ringed by mountains that rise straight from the water, with a UNESCO-listed walled city at its head. A local guide walks you through Kotor's medieval lanes, and there is time for the Baroque village of Perast and the little island church of Our Lady of the Rocks out on the bay.

Then we climb the switchbacks into the Lovcen highlands to the village of Njegusi, the home of njeguski prsut, the air-dried smoked ham that is Montenegro's most famous food, and the sharp mountain cheese that goes with it. A tasting here, with a glass of local wine and the valley falling away below you, is the food memory of the Montenegro leg. Overnight on the bay or in Budva.

Photo: Perast in Montenegro is a historic coastal town on the Bay of Kotor, known for its Baroque stone buildings, charming waterfront, and dramatic limestone mountains.
Photo©: Tuba Din / pexels

Day 11

Lake Skadar wine country and the Budva Coast

A morning in Montenegro's wine country around Lake Skadar, the largest lake in Southern Europe and a national park of lily pads, pelicans, and island monasteries. A boat out onto the water, then a tasting at a family winery in the Crmnica hills, the historic heart of Montenegrin wine, where the deep red Vranac and the crisp white Krstac are poured by the people who grow them.

In the afternoon, the coast: a stop above Sveti Stefan, the photogenic islet-village that has become the symbol of the Montenegrin Riviera, and time to wander the stone-walled old town of Budva, more than 2,500 years old. A final dinner on the coast. Overnight in Montenegro

Photo: Scenic aerial view of Budva’s historic Old Town along the Adriatic coast in Montenegro.
Photo©:

Cross monument overlooking the Bay of Kotor and surrounding mountains in Montenegro.

Day 12

Departure from Montenegro

A relaxed final morning: one more coffee on the bay, a last look at the mountains dropping into the water, and a private transfer to Tivat Airport for your flight home. Twelve days, two countries, one easy border, and a stretch of the Adriatic that travelers usually split across two separate trips.

Photo: A cross monument overlooking the stunning Bay of Kotor and surrounding mountains in Montenegro.
Photo©: Sena Aykut / pexels

Who this trip is perfect for

Serious food and wine travelers:

If you plan your trips around what you'll eat and drink, this route threads it down two countries: a Zagorje harvest, Peljesac reds, Mali Ston oysters at the source, a Korcula island ranch, peka over embers, Njegusi mountain ham, and the Vranac reds of Lake Skadar. Every producer and every table is a personal relationship.

Photo©: Marcelina Pawlikowska / unsplash

Couples who have explored Italy, Greece, and Croatia discovering Montenegro’s coastal towns, historic sites, and Adriatic landscapes.
Food and wine travelers exploring Croatia and Montenegro through Zagorje wines, Pelješac reds, Mali Ston oysters, peka, Njeguši ham, and Vranac wines.

Couples who have done the classic Mediterranean:

If you've already done Italy, Greece, and the headline parts of Croatia, the Montenegro finish shows you what is next door and barely touched, while the crowds have not caught up.

Photo©: Anna Fishman / Olegana Travel Boutique

Culturally curious explorers:

Romans, Venetians, and the old mountain kingdoms all left their mark on this coast, and this trip reads like a walk through all of it. If you want to understand the places you visit, not just photograph them, the two-country sweep rewards you.

Photo©: Anna Fishman / Olegana Travel Boutique

Travelers who want one trip, not two:

Doing Croatia and Montenegro separately means two sets of flights. Done as one designed route, the border disappears and the whole coastline becomes a single story, with the option to extend into Albania when you have the time.

Photo©: Anna Fishman / Olegana Travel Boutique

Where you’ll stay

Zagreb, 2 nights. A grand historic hotel on a central square, with high-ceilinged rooms, an elegant spa, and a generous breakfast. Everything in the old town is a short walk.

Zadar, 3 nights. A boutique hotel in or beside the walled old town, walking distance to the forum, the waterfront, and the sea organ. Breakfast included; the standout is a rooftop terrace for the famous sunset.

Korcula, 2 nights. A seaside hotel on the island, with rooms looking across to the old walled town, an olive-grove setting, a pool by the water, and breakfast on the terrace.

Dubrovnik, 2 nights. A cliffside property just outside the old town walls, with terraces over the sea, a seawater pool, and breakfast with a view of the walls. Easy to extend by a night for a slower finish to the Croatian leg.

Montenegro (Kotor Bay or Budva), 2 nights. A boutique property on the bay or a seafront hotel near Budva's old town, with breakfast included and a waterfront terrace or spa, well placed for Kotor, the Njegusi highlands, Lake Skadar, and the coast.

If you choose the optional overnight at Plitvice, note there are no five-star hotels inside the national park; the appeal there is the forest setting, not the hotel tier.

Blue Cave (Plava Špilja), a sea cave on Montenegro’s Luštica Peninsula known for its glowing blue waters.

Best time to visit Croatia and Montenegro

Shoulder season: May through mid-June and mid-September through late October. This is the trip's natural window. Daytime temperatures sit in the 70s, the sea is warm enough to swim from June and still swimmable into October, and the waterfalls at Plitvice run full in spring. October layers in grape harvest in both Croatia's and Montenegro's wine country. If you can choose your dates, choose these.

Peak summer: July and August. Beautiful, but hot, with temperatures in the high 80s and low 90s on the coast, and busy, especially in Dubrovnik and Kotor when cruise ships are in port. If summer is your only option, I build the walled-city days around early mornings and late evenings and put the middle of the day on the water.

Off-season: November through April. Cooler and quieter, with some ferry routes and island restaurants closed and shorter days on the road. The cities are atmospheric and empty, but this is a coast-and-islands itinerary at heart, so I recommend holding it for the shoulder months and choosing a city-focused trip for winter.

One practical note on flights: I route your international flights as an open jaw, into Zagreb at the start and out of Tivat in Montenegro at the end, so you never backtrack.

Anna Fishman is the visionary and soulful force behind Olegana Travel Boutique, orchestrating transformative journeys where meticulously curated adventures meet authentic connection and exquisite, bespoke exploration.

Let's design your Croatia and Montenegro trip

Every itinerary I build starts with a conversation. Twelve days, two countries, one easy border, and a stretch of the Adriatic most travelers never connect into one journey. Tell me what excites you and I'll take it from there.

Frequently asked questions