Follow the Dalmatian Coast south on this two-week journey from Split to Dubrovnik—with an interlude in Montenegro's UNESCO-listed Bay of Kotor and day trips inland to the national parks of Krka and Lovcen. Set off from historic Split, then catch a ferry to the islands of Hvar and Korcula for wine tastings, cycling tours, and beach time. Hop into Montenegro to discover the Venetian elegance of Kotor and Perast by private sailboat and wrap up your travels amid the medieval splendor of Dubrovnik.


  • Strike out from Split for tours of nearby Trogir, Krka National Park, and Šibenik
  • Taste local olive oils in a candlelit cellar on the island of Hvar
  • Jet around Vis and the Pakleni archipelago with a private boat tour
  • Cycle across Korcula and sample the island's best produce and wine
  • Transfer to Montenegro and explore the UNESCO-listed Bay of Kotor

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Split (Croatia), Free Time Split
Day 2 Split Old Town & Diocletian's Palace Tour, Half-Day Tour of Trogir Split
Day 3 Day Trip to Krka National Park & Šibenik Split
Day 4 Ferry to Hvar, Island Tour & Olive Oil Tasting Hvar
Day 5 Full-Day Boat Tour to the Blue Cave & Pakleni Islands Hvar
Day 6 Ferry to Korčula, Lumbarda Wine Tour & Konoba Dinner Korčula
Day 7 Korčula Bike & Food Tour, Beach Time Korčula
Day 8 Transfer to Kotor (Montenegro) via Pelješac Peninsula Oyster & Wine Tasting Kotor
Day 9 Day Trip to Lovčen National Park & Cetinje Kotor
Day 10 Full-Day Boat Tour of the Bay of Kotor Kotor
Day 11 Transfer to Dubrovnik (Croatia) via Perast Dubrovnik
Day 12 Dubrovnik Sightseeing Tour, Afternoon Food Tour Dubrovnik
Day 13 Half-Day Elafiti Islands Speedboat Tour, Free Time Dubrovnik
Day 14 Depart Dubrovnik  

Detailed Itinerary

Day 1: Arrive in Split (Croatia), Free Time

Get your bearings in Split with a stroll along its waterfront Riva promenade

Welcome to Split, the second-largest city in Croatia and home to the impressive Diocletian's Palace, a fourth-century haven for the Roman emperor Diocletian. A private driver will meet you at the airport and transfer you 45 minutes to the ancient coastal city. Founded 1,700 years ago by the Roman emperor, his well-preserved palace has been transformed into the Old Town and heart of this relaxed coastal city.

The rest of the day is yours to explore Split. Tomorrow, you'll tour the Old Town with a local guide, so perhaps you could use your afternoon to explore farther afield. If you like walking, wander down the waterfront Riva promenade and up to Marjan Park for beautiful vistas over Diocletian's Palace, the city of Split, and the Adriatic Sea. You'll also find a few historical sites in the park, plus quiet swimming coves and some of Split's most beautiful stretches of sand, like Bačvice Beach.

Day 2: Split Old Town & Diocletian's Palace Tour, Half-Day Tour of Trogir

Step through the city gates of Trogir, an ancient island city set just off the mainland

This morning, you'll explore Split's Old Town with a private guide. Over two hours, you'll tick off all the key sights, including the Cathedral of St. Dominus, the Piazza, and Peristyle Square. Admire the 3,500-year-old sphinxes that Diocletian brought back from Egypt, and hear about the city's fascinating history from your guide. If there's time following your tour, climb the Romanesque bell tower of the Cathedral of St. Dominus—considered the oldest Catholic cathedral still in use—for a stunning vista over the city and Adriatic. 

This afternoon, you'll join a private half-day tour to nearby Trogir, an ancient city set on a tiny island that acts as a stepping stone between the mainland and the much larger Čiovo Island. Visit the Garagnin-Fanfogna Palace and the Cathedral of St. Lawrence, and admire Radovan's 13th-century Romanesque Portal and its bizarre creatures. Climb the ramparts of the 15th-century Kamerlengo Fortress for sweeping views over the island. You might even be serenaded by the local a cappella groups called klapa along the way. 

Day 3: Day Trip to Krka National Park & Šibenik

Krka National Park has seven waterfalls, but the largest and most impressive is Skradinski Buk

Krka National Park is just over an hour's drive away from Split, and your driver will take you on an early day trip to discover the park's natural beauty before the crowds arrive. Once you reach Krka, explore on foot or by rental bike, choosing from several trails. You can't miss Skradinski Buk, the largest waterfall in the park, or Roški Slap, where you can take a short walk across the river to a small set of rapids said to resemble a pearl necklace from above. At Roški Slap, there's a restaurant that serves locally produced prosciutto, cheese, and seasonal salads.

In the afternoon, continue to the coastal town of Šibenik for the afternoon. Founded by the Croat king Petar Krešimir IV in the 11th century, this Croatian gem is home to impressive fortresses, popular music festivals, and medieval gardens. Start with a visit to the famous St. James' Cathedral, a UNESCO-protected site for good reason, before selecting a restaurant for your dinner—perhaps Pelegrini, a restaurant and wine bar just above the cathedral. Return to Split in the evening.

Day 4: Ferry to Hvar, Island Tour & Olive Oil Tasting

Strike out into Hvar's countryside to visit local wine and olive oil producers and see the rural landscape

Catch a 90-minute morning ferry to Hvar, the most popular island in Dalmatia. Hvar draws visitors for its natural setting, mild climate, and its historic town of the same name. Highlights of Hvar Town include its 13th-century walls, a hilltop fortress, and the main square anchored by the Renaissance-era Cathedral. Check into your hotel, then get ready to explore the island with a half-day guided tour.

Drive out of town via the "old road," past the historic villages of Brusje and Velo Grablje, and through Hvar's famous lavender fields. Stop to breathe in the fragrant air, then continue to Jelsa. You'll visit the best local wine and olive oil producer on the island, where you'll taste macerated olive oils, including ones infused with sage and basil, in an intimate candlelit wine cellar. Then, visit Vrboska, a pretty fishing village connected by small bridges over a canal. Finally, take a walk through Malo Grablje, a 16th-century abandoned village, on the return to Hvar town.

Day 5: Full-Day Boat Tour to the Blue Cave & Pakleni Islands

Stunning Stiniva Beach is reached through a narrow gap in the coastal cliffs
Stiniva Beach is reached through a narrow gap in the coastal cliffs
Plan your trip to Croatia
Chat with a local specialist who can help organize your trip.

Set out on an exciting full-day outing to discover the neighboring islands of Biševo, Vis, and the Pakleni archipelago. On a private speedboat, you'll cruise to the east coast of Biševo, a popular, though often crowded island, to see the mesmerizing iridescent blue waters of Modra Špilja (Blue Cave). Transfer to a small boat to discover the natural phenomena for yourself. Next, travel to the pebble beach of Stiniva Bay on neighboring Vis. Obscured by towering cliffs, the hidden-away beach offers crystalline waters for swimming and snorkeling.

Finally, return to Hvar, stopping to sunbathe and swim in the bays and inlets of the nearby Pakleni archipelago. This collection of 14 wooded and rocky islets is considered the most beautiful part of the Hvar Riviera. After, return to Hvar Town. If you have time, hike to the Španjola Fortress for sunset. This Venetian fortress from the 1500s offers an incredible view over the city's rooftops and the deep blue sea and Pakleni Islands beyond. Inside the castle, there are displays of historic artifacts, among which are ancient amphorae from an earlier Bronze Age stronghold on this spot.

Day 6: Ferry to Korčula, Lumbarda Wine Tour & Konoba Dinner

Stop at local vineyards in the Lumbarda region of Korčula to taste wines made from the native grk grape

Collect your things and catch a scenic one-hour catamaran ferry to Korčula. Surrounded by crystal-clear waters and pristine beaches, Korčula's character is defined by a harmonious blend of natural beauty, cultural heritage, and a relaxed Mediterranean way of life. One of the island's claims to fame is Marco Polo, the famous explorer who was born here. You can visit the Marco Polo Museum within the medieval walls of Korčula Town, which also showcases a well-preserved blend of Venetian and Dalmatian architecture.

Check in, then meet your guide for a private half-day wine-tasting tour across the Lumbarda region on Korčula's southeastern tip. En route, you'll pass fields, villages, and wineries, with views toward the Adriatic and the mainland's Pelješac peninsula. Beyond its beautiful beaches and centuries-old winemaking traditions, Lumbarda is home to grk, a top Croatian white grape variety. Visit a family-run winery to learn about the indigenous grape, which thrives in sandy soil, as well as plavac male, a red grape. After, enjoy dinner at a local konoba (tavern) with a view of the setting sun.

Day 7: Korčula Bike & Food Tour, Beach Time

Riding across Korčula
Cycle across the island of Korčula to see the landscape and meet local producers

This morning, you'll jump in the saddle of a bike for a two-wheel small group foodie adventure across the island. Stop at local producers to taste some of the island's exceptional homemade products. Meet the people who call Korčula home, discover the history of the island, and soak up the scenery of fields, vineyards, and coastal views as you cycle.

The rest of the afternoon is yours to explore one of Croatia's gorgeous islands, so why not spend at least half a day lazing about at a local beach? Pack your towel and swimwear and take a water taxi from the port near Korčula to the nearby islands of Badija or Vrnik. The former has a 14th-century Franciscan monastery, while the latter is a small island with only a few families. Take some snacks to the beach, or enjoy a seafood dinner at a local restaurant before returning to town.

Day 8: Transfer to Kotor (Montenegro) via Pelješac Peninsula Oyster & Wine Tasting

Ston oysters
Taste the fantastically fresh oysters from Ston while looking out over the oyster beds

Start the morning early with a short boat ride to the 15th-century maritime town of Orebić on the Pelješac peninsula. Here, a private driver will be waiting to transfer you from this small town to Kotor in Montenegro, pausing en route in the Croatian town of Ston. You'll use the better part of today to explore Ston, its surroundings, and of course, its impressive fortified walls—the longest on the continent. Enjoy beautiful views over the Adriatic and its glittering salt pans—one of the oldest and still active in the Mediterranean—from a parapet walkway.

A mountainous finger of land reaching into the Adriatic Sea, the Pelješac peninsula is home to Croatia's finest red wines, tastiest oysters, and some of the best sand and shingle beaches in the country. Meet a local oyster farmer to learn about the history of oyster farming in the area, then taste some day's freshest catch. After, head to a local winery for a tasting, then continue across the border to the medieval coastal town of Kotor. This UNESCO World Heritage Site was built on a sloping mountain and abounds with Venetian palaces and Romanesque churches.
The rest of today is yours to explore as you wish. Wander the well-preserved Old Town, then ascend the ancient city walls to reach the St. John Fortress. Here, you'll be rewarded with a panoramic vista of Kotor Bay and the surrounding mountains. In the evening, stroll along the picturesque waterfront, where you'll find cafés and seafood restaurants.

Day 9: Day Trip to Lovčen National Park & Cetinje

Day Trip to Cetinje & Lovčen
Stand on top of the world in Mount Lovčen National Park

Montenegro isn't a huge country, but there's more to explore than meets the eye. Today, you'll take a full-day trip into its hinterland, stopping first in Mount Lovćen National Park. Here, you'll take in incredible panoramic views over the countryside and visit the world's highest mausoleum. Located at the top of a mountain, the monumental Mausoleum of Petar II Petrović Njegoš is dedicated to the 19th-century prince-bishop of Montenegro; a poet and philosopher who's considered a bit of a local hero.

Continue your journey to Cetinje, a historic town where the Montenegro royals once lived and ruled over this small country. Rich in cultural heritage, Cetinje is set in a lush valley and boasts well-preserved examples of various architectural styles, including the Cetinje Monastery and the Presidential Palace. At the end of the day, your driver will take you back to Kotor, where you can savor a relaxed evening and another Adriatic sunset.

Day 10: Full-Day Boat Tour of the Bay of Kotor

See the UNESCO-listed landscapes around the Bay of Kotor by private sailboat

Embark on an enchanting half-day sailing adventure in the breathtaking Bay of Kotor—sometimes called Boka Bay—today. Venture down to the Kotor Marina, where your vessel and captain will be waiting to take you on a full-day private sailing trip around this hidden jewel of the Adriatic coast.

From the water, you'll see the medieval walls of Kotor, pass the picturesque town of Perast, and gaze upon the iconic islands of Gospa od Skrpjela (better known as Our Lady of the Rocks) and St. George. Don't miss the captivating Mamula Island and the curious Blue Cave, a must-see with its deep azure waters illuminated by sunlight. As a private tour, this excursion is entirely customizable, allowing you to tailor the aquatic adventure to your preferences.

Day 11: Transfer to Dubrovnik (Croatia) via Perast

You'll pass by the historic town of Perast and its famous island on the journey toward Dubrovnik

After breakfast, a private driver will collect you for a transfer to Dubrovnik, which includes crossing the border back into Croatia. En route, you'll enjoy a scenic drive around the Bay of Kotor before stopping at the charming village of Perast, which feels like a little piece of Venice on the Adriatic. Explore its cobbled streets and picturesque small squares, and don't miss taking a boat ride to Our Lady of the Rocks, the only human-made island on the Adriatic (which you'll have spotted from your sailing trip yesterday). Once in Dubrovnik, check into your hotel, then enjoy the afternoon at your own pace.

Venture beyond the Old Town seeking sun at one of Dubrovnik's nearby beaches, or hire kayaks and paddle around the imposing City Walls. Alternatively, you might like to join a "Game of Thrones" tour and go behind the scenes at locations featured in the popular series. Come early evening, you could hike up or ride the cable car to Mount Srđ for panoramic sunset views over the city and Adriatic. Make a dinner reservation at Panorama Restaurant, or ride the cable car back down for dinner at one of Dubrovnik's great restaurants.

Day 12: Dubrovnik Sightseeing Tour, Afternoon Food Tour

Your guide will lead you through the Old Town of Dubrovnik on a flavorful food tour

It was Lord Byron who named Dubrovnik the "Pearl of the Adriatic," and rightfully so. This Croatian city was an important mercantile republic from the 13th to 19th centuries, and its magnificent walls, fortresses, churches, and palaces witnessed this power and wealth. This morning, a guide will uncover centuries of the city's rich history as you wander the Old Town, listening to stories of local life and legends. Highlights include Onofrio's Fountain, the 15th-century Rector's Palace, Luza Square, the Church of St. Blaise (St. Vlaho), and the café-lined streets of Brsalje Street.

After, meet a local food guide who will lead you away from the crowds to where some of Dubrovnik's great food secrets lie. This culinary adventure will show you the historic Old Town from a perspective most tourists never see. Visit hidden-away restaurants, taste authentic regional produce, and eat where the locals do. Local specialties to try include blitva (boiled and then fried potatoes with garlic and Swiss chard), crni rižot (squid ink risotto), pršut (Croatian smoked ham), fresh mussels, and a just-off-the-boat fish, grilled and served with olive oil and lemon juice.

Day 13: Half-Day Elafiti Islands Speedboat Tour, Free Time

Koločep landscape
A beautiful bay on Koločep Island, part of the Elafiti archipelago

Celebrate your penultimate day on the Adriatic coast with today's half-day private speedboat tour. Meet your skipper, then set out to discover one or more of the three islands of the Elafiti archipelago: Lopud, Šipan, and Koločep. Explore small settlements and discover hidden coves, perfect for swimming. Wander around in the shade of Mediterranean vegetation, visit interesting small villages, and enjoy local cuisine. Return to Dubrovnik and use your afternoon to explore deeper.

The Old Town is like a huge open-air museum filled with 17th-century buildings, but if you want to learn more, dive into one of the city's most famous museums. The Cultural History Museum in the Rector's Palace offers insight into the life of the Dubrovnik nobility. The Franciscan Pharmacy is one of the three oldest working pharmacies in Europe. The Maritime Museum, located inside the Sv. Ivan Fortress, reveals the long maritime past of Dubrovnik, while the Red History Museum explores Croatia's Communist past as Yugoslavia.

Day 14: Depart Dubrovnik

Wave goodbye to Dubrovnik and make your way to the airport

It's your final morning in Croatia. Enjoy a coffee while looking out over the Adriatic Sea. When the time is right, a private driver will collect you for a transfer to Dubrovnik's airport for your departing flight. Safe travels!

More Great Croatia Itineraries

Looking for more inspiration for your trip to Croatia? Check out these other Croatia itineraries, explore different ways to spend two weeks in the Balkans, or discover the best time to visit Croatia.


A note on diacritical and retroflex markings: In order to support the best technical experience and search functions, diacritical markings have been omitted from this article.


Map of Balkan Coastal Adventure: Croatia & Montenegro - 14 Days
Map of Balkan Coastal Adventure: Croatia & Montenegro - 14 Days