Discover Southern Dalmatia's wild beauty on this week-long itinerary that starts and ends in Dubrovnik, the "Pearl of the Adriatic." Board a speedboat to the lush Elafiti Islands, visit wineries on Korčula and the Pelješac peninsula, and enjoy sweeping views over the Adriatic from a parapet walkway in Ston. This tour perfectly incorporates cultural exploration of popular coastal towns with relaxation and adventure to remote island settings.

Highlights

  • Explore the marble streets and baroque buildings of Dubrovnik's Old Town
  • Paddle to and snorkel the hidden Green Cave on Šipan
  • Enjoy Dalmatian cuisine in Marco Polo's hometown of Korčula
  • Cycle through Lumbarda wine country and taste native Grk wine
  • Feast on fresh-caught oysters and mussels after climbing Ston's walls

Brief Itinerary

Day Highlights Overnight
Day 1 Welcome to Dubrovnik! Dubrovnik
Day 2 Elafiti Islands by Private Speedboat: Kayaking, Swimming, & Villages Dubrovnik
Day 3 Ferry from Dubrovnik to Korčula Korčula Town
Day 4 Cycling & Wine Tasting Tour in Lumbarda Korčula Town
Day 5 Korčula to Ston via Pelješac Peninsula Ston
Day 6 Day Trip to Mljet National Park from Ston Ston
Day 7 Depart Dubrovnik  

Detailed Itinerary

Day 1: Welcome to Dubrovnik!

Old city walls and the Adriatic
Old city walls and the Adriatic

This is a treat because you'll be arriving in one of the most ancient fortress cities in Europe. Known as the "Adriatic Pearl," Dubrovnik is a piece of history. While there's evidence of settlements as far back as the Byzantine era, this area only came into its own in the 12th and 13th centuries when it was under the rule of the Venetians. Throughout the middle ages, it was a fortress port encircled by stone walls and filled with baroque churches and renaissance/gothic palaces that still stand today.

Upon arrival at the airport, you'll transfer to your hotel for check-in. Despite being tired from the journey, you'll likely want to get out and explore. Can't-miss activities include riding the cable car up to  Srđ Mountain to take in the sunset over the nearby Elafiti Islands, visiting Lovrijenac and Bokar fortresses, and walking along the smooth, limestone-paved streets of historic Old Town

After spending some time getting to know the city, duck into one of Dubrovnik's many wine bars to relax. It's a good plan, as there's no better manner in which to celebrate your first day in Croatia than by enjoying a glass of white or red wine as the sun goes down over Dubrovnik's Old Town. For dinner, there are a number of great restaurants you can choose from.

Day 2: Elafiti Islands by Private Speedboat: Kayaking, Swimming, & Villages

The rocky island of Šipan along the Adriatic Coast
The rocky island of Šipan along the Adriatic Coast

Today you'll set out on an exciting day trip to discover the vegetation-covered Elafiti Islands. Set between Dubrovnik and the Pelješac peninsula to the north, the small archipelago consists of 13 lush islands where only Koločep, Šipan, and Lopud are presently inhabited. Meet your skipper at Dubrovnik's Gruž harbor and board your private speedboat to cruise to the nearby island of Lopud.

You'll then switch into your sea-kayak after a brief introductory lesson and together with your snorkeling gear, paddle across the channel to the hidden Green Cave on Šipan. Tie up your kayak outside the mouth of the sandy-bottom cave to spend time snorkeling and exploring your surroundings. And if you're up for it, the spot is perfect for a little cliff jumping as well. After a full day of paddling, swimming, and visiting island villages, you'll return to Dubrovnik. 

Day 3: Ferry from Dubrovnik to Korčula

Korčula's Old Town
Korčula's Old Town

Catch a two-hour ferry from Dubrovnik to Korčula in the morning. The afternoon and evening are yours to discover this little island's numerous restaurants, taverns, shops, and bars as you roam the maze of gray stone houses, alleys, churches, and squares. 

Enjoy a traditional lunch of lamb and goat in Korčula's Old Town, one of the finest examples of Venetian architecture on the Dalmatian coast. Next, visit the 14th-century Land Gate on top of an elegant staircase, before heading to the St. Mark's Cathedral to admire its strange sculptures of beasts and people. Art enthusiasts will appreciate a visit to the Bishop's Treasury next door for a small but impressive art collection, including works from Carpaccio, Bassano, and Tiepolo. From there, you may wish to visit the unremarkable house thought to be the birthplace of Marco Polo.

If beaches are what you're after, rent a bike or ride the bus the 5 miles (8 km) to the sandy beaches of Lumbarda. Afterward, grab a bite to eat and pair it with the local dry white, Grk, indigenous to Lumbarda and nowhere else.

Day 4: Cycling & Wine Tasting Tour in Lumbarda

Grk grapes grow in the Lumbarda region
Grk grapes grow in the Lumbarda region

Spend the day on a cycling tour (private or with a group) across the island from Korčula Town to Lumbarda with stops along the way to visit beaches and wineries. Pick up your bike and meet your guide in Korčula and ride out of the town south toward Lumbarda. You will cycle through fields, villages, and wineries, covering asphalt, gravel, and dirt roads with vistas opening up to the Adriatic Sea as well as to the impressive Mt. Ilija on the nearby Pelješac Peninsula.

This gentle route explores the ancient and historical sites of the eastern side of the island as you work your way to the spread-out village of Lumbarda. Boasting beautiful beaches and centuries-old winemaking traditions, Lumbarda is home to Grk, a white grape variety that will pair well with your lunch or dinner. Some of Croatia's best white wines are produced on Korčula and you won't be left wanting.

You'll also have the opportunity to visit Bire Winery, a family-run winery that produces Grk wine as well as its own varietals, including a rosé. All the wineries in the area produce Grk which is unique to this region due to its sandy soil and Plavac Mali (a red grape grown extensively across South Dalmatia that acts as a pollinator for the Grk vines). 

Take some time to relax on one of Lumbarda's beaches before returning to Korčula Town for the evening.

Cycling time: 3-5 hours

Day 5: Korčula to Ston via Pelješac Peninsula

Orebić
Orebić

Make your way to the ferry terminal in either Korčula Old Town (foot passengers) or nearby Dominče (car ferries) to transfer the short distance to Orebić on the Pelješac Peninsula. Wander the seaside town's narrow streets, noting the charming stone villas once occupied by famous sea captains. From here, you'll continue your journey southeast to your hotel in the medieval city of Ston, stopping to sample Dingač, Croatia's most well-known red at any of the numerous vineyards populating the rugged landscape.

If there's interest, rent a bike and cycle along the Plavac Mali vineyards to a quiet bay for a swim, snorkel, and lunch break before carrying on to Ston, twin settlement to Mali Ston on the opposite end of the peninsula's isthmus. End the day with a meal of Ston's famous fresh oysters or mussels accompanied by a glass of local Dingač. 

Ferry time (Korčula to Orebić): 30 minutes
Driving time (Orebić to Ston): 1 hour

Day 6: Day Trip to Mljet National Park from Ston

Beautiful coastline of Mljet National Park
Beautiful coastline of Mljet National Park

Mljet Island is often called the greenest Croatian island and is home to Mljet National Park, which covers a third of the island. Its longtime isolation has kept it sheltered from the impacts of tourism. What once seemed to be a disadvantage for the island has turned into one of its most important advantages.

On the island, you can take a guided tour through the national park and visit a 12th-century Benedictine monastery, before exploring the island on your own. You can hire bikes to go around two beautiful salt-water lakes which are surrounded by green pine forests. There are always possible stops for swimming in the lakes (which are always warmer than the open Adriatic sea!). Then, grab lunch at a local restaurant.

Depending on a schedule, you can see more of the island which is great for cycling, renting a kayak or simply exploring the lakes.

Day 7: Depart Dubrovnik

Rector's Palace
Rector's Palace

Depending on when you depart, you may have time to visit one of Dubrovnik's museums, like the Franciscan Monastery and Museum. This large complex houses many treasures, including the world's third oldest pharmacy dating from 1317.

Alternatively, for a collection of 15,000 pieces of interesting works, visit the Rector's Palace and Cultural Historical Museum. Wander this well-preserved palace-turned-museum and explore its exhibits, some detailing life in the Republic of Ragusa during medieval times.

The drive to the airport from Dubrovnik takes around 45 minutes with normal traffic.