Dubrovnik Sailing Route – Croatia Sailing Itinerary

About this program

This is a 7-day sailing trip starting from Dubrovnik and is meant for people who love to go island-hopping while on vacation. The sailing route starts and ends on Saturday. When you find your yacht, you may want to choose a bareboat or skippered yacht charter, or even luxury yachts charters, to follow the route.

Please note that all restaurants and activities listed are only suggestions and are not included in the charter price. The trip can be changed according to your wishes and current weather, meaning stops can be added or removed.

We can arrange a transfer from Dubrovnik Airport to the marina for you. The Dubrovnik International airport is 15-20 km away from all marinas in the area. The transfer is usually not included in the charter prices in Croatia.

About the route

Sailing in Dubrovnik – Your Dream Vacation 

Dubrovnik is Croatia’s most popular tourist destination and one of the best couple destinations in the world. Dubrovnik is a medieval town whose historic core seems to have been stopped in time. The churches and public buildings mixed with the green-shuttered stone houses form a picturesque image that has remained untouched by the twenty-first century.

The best time to visit this magnificent sailing destination is during summer, but due to its massive medieval architecture, Dubrovnik offers a special mood during colder months too.


Day 1

Day 1: Dubrovnik – Pelješac 

The plan for the first day is to arrive on a Saturday in Dubrovnik, Croatia, and get to the marina where your desired yacht is waiting for you. Your check-in procedure for hopping aboard the boat will be at 5 PM. Then, depending on the weather conditions and sunset hours, you may choose to spend the night in Dubrovnik or head to the Pelješac Peninsula.

Game of Thrones Guided Tour
Walls of Dubrovnik Walking Tour
Walk through Stradun (the main street) and see the city gates
Fort Lovrijenac and Minčeta Tower
Dubrovnik Cable Car will take you to Srđ, where you will have an amazing view of Dubrovnik and the Adriatic Sea
Restaurant Zuzori – a fusion that excites your tastebuds
Restaurant Dubrovnik – live music and fresh seafood
Bistro Tavulin – wine, cheese, and prosciutto
Bota Šare Oyster & Sushi Bar – great place to try fresh fish in the city centre
Day 2

Day 2: Pelješac – Mljet 

The Pelješac Peninsula was connected to the mainland of Croatia by the Pelješac Bridge in 2022. Pelješac is best known for oysters, mussels, and beautiful beaches Divna and Duba Pelješka, where you can spend the day swimming and sunbathing.


Visit Grgić Winery with a global reputation
Hike to the mountain peak Sveti Ilija to get a panoramic view of the Croatian coast
Windsurf in Viganj
Konoba Bakus in Ston – try an oyster soup or a platter of oysters
Restaurant Vila Koruna in Mali Ston – a spacious venue with an exceptional selection of seafood
Day 3

Day 3 and 4: Mljet – Korčula

Explore the untouched beaches of Saplunara on Mljet and find your little slice of heaven here. Mljet Island is voted to be “the most seductive island in the Adriatic” by Lonely Planet. It is covered by a dense Mediterranean forest and crisscrossed with a maze of paths ideal for tranquil walking.

go hiking to the Odysseus Cave
rent a scooter or bike and visit St Mary’s Island & the Internal Lakes of Mljet National Park
visit Big and Small Lake
Stermasi – romantic views and tasty seafood
Beach Bar Hippokampos – you can’t go wrong with some cocktails
Restaurant Maestral Okuklje – family restaurant with great food choices
Konoba Ogigija – a fresh selection of food for everybody’s taste
Mali Raj – a great restaurant by the lake
Day 4

Day 5: Korčula – Šipan 

Sail to Korčula, an island that celebrates Half New Year with an open-air carnival where locals and tourists participate in the masked parade before dancing, eating, and drinking the night away. Korčula Island has magnificent sunsets that you can watch in secluded bays, such as Orlanduša, Vela Pržina, or Vaja. The island is widely known as the birthplace of Marco Polo and has exquisite cuisine, so make sure to visit one of the recommended restaurants.


Sword Dance Festival (Moreška)
Korkyra Baroque Festival in Medieval Korčula Town
Discover Korčula Island on a Walking Tour
Pupnatska Luka
Konoba Mate (Michelin Green Star, oriented toward sustainability)
LD Restaurant (Michelin Guide Restaurant)
Filippi (Michelin Guide Restaurant)
Day 5