Our Dubrovnik Sailing Itinerary - 14 day begins from the beautiful old town of Dubrovnik (or surrounding area). Dubrovnik old town with the spectacular city walls, the finest in the world and the city's main claim to fame. From the top, the view over the old town and the shimmering Adriatic is sublime. This itinerary is planned for 2 weeks of sailing, approximately 275 NM, this itinerary gives you the opportunity to enjoy the best of two most popular sailing regions in Croatia, Split and Dubrovnik.

*Itinerary is not fixed and is a subject of change according to the weather forecast of the sailing week. Best is to have 2-3 "must see" spots and let your skipper organize the itinerary accordingly, with some hidden gems on the way.

Day 1: Start from Dubrovnik – Sail to Lopud Island (Elaphiti Islands)

Start your journey in Dubrovnik, setting sail for the nearby Elaphiti Islands, where Lopud awaits with its lush green hills and stunning beaches. Lopud is renowned for its Šunj Beach, a crescent-shaped stretch of fine white sand perfect for swimming and relaxation. The peaceful, car-free island is a quiet escape from the bustling city, allowing you to unwind and explore at your own pace. End your day with a stroll through the village, where you'll find charming stone houses and lush Mediterranean gardens.

Day 2: Sail to Pomena, Mljet Island

From Lopud, sail to Pomena on the northwest tip of Mljet Island, a serene village surrounded by dense Aleppo pine forests. As the gateway to Mljet National Park, Pomena is a nature lover's paradise. Take a leisurely walk or rent a bike to explore the park's two saltwater lakes, Mali Jezero (Small Lake) and Veli Jezero (Big Lake), which are perfect for swimming in their calm, clear blue-green waters. Don't miss a boat trip to the tiny St. Mary’s Island in the middle of the lake, where a 12th-century Benedictine monastery stands amidst serene natural beauty.

Day 3: Sail to Skrivena Luka, Lastovo Island

Your next destination is Skrivena Luka, or "Hidden Harbor," a secluded bay on Lastovo Island, one of the most remote in Croatia’s Adriatic archipelago. As you approach, the bay is invisible from the open sea, offering a peaceful and private anchorage. Known as Porto Rosso by the Italians, this idyllic location is surrounded by untouched nature and crystal-clear waters. Take a walk to Cape Struga and visit the lighthouse, built in 1839, which offers panoramic views of the southern Adriatic. Treat yourself to local delicacies like lobster pasta and grilled fish at one of the bay's charming restaurants.

Day 4: Sail to Vela Luka, Korčula Island

Set sail for Vela Luka, a picturesque port town on the western side of Korčula Island, surrounded by olive groves and vineyards. The town is nestled in a wide bay that offers excellent protection from the wind, making it a popular stop for sailors. Take the time to visit the offshore islands of Proizd and Osjak, where you can enjoy a peaceful swim in the crystal-clear waters. In the evening, watch the sun set over the Adriatic from Vela Luka’s west-facing harbor while enjoying fresh seafood at a local tavern.

Day 5: Sail to Komiža, Vis Island

Sail to Komiža, a quaint fishing town on the western side of Vis Island, known for its centuries-old fishing traditions. The town’s narrow streets and stone houses reflect its maritime history, and its sheltered location ensures calm waters and a mild climate year-round. Komiža is also the gateway to the Blue Cave on the nearby island of Biševo, a natural wonder where sunlight creates an ethereal blue glow inside the cave. After exploring the cave, return to Komiža for a seafood feast at a waterfront restaurant.

Day 6: Sail to Vis Town, Vis Island

Vis Town, nestled in a horseshoe-shaped bay, is the island’s oldest settlement and boasts a rich cultural history. As you stroll along the coastal promenade, you'll see grand 17th-century townhouses that tell the story of Vis' past under Venetian rule. The town is quiet and relaxing, with narrow alleyways that lead up from the seafront to hidden squares. While in Vis, try the traditional dish ‘Peka,’ a slow-cooked meal of meat or seafood, baked under a bell-like lid and filled with the flavors of the Mediterranean.

Day 7: Sail to Maslinica, Šolta Island

Sail to Maslinica, a charming village on the western side of Šolta Island, where pine forests, secluded rocky beaches, and crystal-clear waters make it a sailor’s haven. The bay is framed by an archipelago of seven islets, making it one of the most scenic spots in the Adriatic. Maslinica is also home to an 18th-century castle that has been converted into a luxury hotel. Spend your day swimming in the tranquil coves or exploring the village’s narrow streets, and enjoy a sunset dinner at one of the local restaurants.

Day 8: Sail to Split

Set sail for Split, Croatia’s second-largest city and a bustling hub of culture and history. Upon arrival, be sure to visit the UNESCO World Heritage Site of Diocletian’s Palace, a sprawling Roman complex that still forms the heart of Split’s old town. As you wander through the maze of narrow streets, you'll find ancient Roman architecture alongside lively markets, trendy cafes, and boutique shops. In the evening, enjoy dinner at a waterfront restaurant while watching the sun set over the Adriatic.

Day 9: Sail to Milna, Brač Island

From Split, sail to Milna, a picturesque fishing village on the island of Brač. The town’s deep, sheltered bay made it an important harbor in ancient times, and today, it is a peaceful spot for sailors seeking calm waters and tranquility. Stroll along the waterfront promenade, lined with charming stone houses, and take in the views of the marina filled with sailboats. Milna’s rich maritime history is intertwined with the famous Brač stone, which was used in the construction of Diocletian’s Palace.

Day 10: Sail to Palmižana, Pakleni Islands

Sail to Palmižana, a car-free island paradise in the Pakleni Islands, just off the coast of Hvar. This idyllic spot is known for its secluded beaches, hidden bays, and clear turquoise waters. It’s an ideal place for a relaxed day of swimming, snorkeling, and exploring the island’s walking trails. Although Palmižana becomes lively during the summer months, you can always find quiet corners to enjoy some solitude. In the evening, dine at a local restaurant overlooking the sea.

Day 11: Sail to Korčula Old Town

Sail to Korčula Old Town, a medieval walled city famous for its well-preserved architecture and unique layout, which resembles a fishbone. Explore the narrow, shaded streets and visit the impressive St. Mark’s Cathedral, a masterpiece of Gothic-Renaissance architecture. Korčula is also the birthplace of the famous explorer Marco Polo, and you can visit the house believed to be his birthplace. Don’t forget to sample some of Korčula’s famous wines, such as Pošip or Grk, at a local winery.

Day 12: Sail to Polače, Mljet Island

Sail back to Mljet, this time to the quiet village of Polače, located in a well-protected bay surrounded by forested hills. Polače is the main entry point to Mljet National Park and is home to the ruins of a 5th-century Roman palace, which gives the village its name. The calm waters and scenic surroundings make it an ideal spot for a peaceful day of swimming and exploring. Take a walk through the village and visit the park’s natural and historical wonders.

Day 13: Sail to Šipanska Luka, Šipan Island (Elaphiti Islands)

Return to the Elaphiti Islands, this time stopping at Šipanska Luka on the island of Šipan. Once a retreat for Dubrovnik’s nobility, this tranquil village is surrounded by olive groves and vineyards. Stroll through the village’s stone-paved streets and admire the remnants of grand Renaissance villas that once belonged to the wealthy families of Dubrovnik. End your day with a leisurely dinner by the harbor, watching the boats bob in the calm waters.

Day 14: Sail to Dubrovnik

On your final day, sail back to Dubrovnik, taking a scenic route around the Elaphiti Islands. Pass by the majestic city walls of Dubrovnik, rising dramatically from the sea, and feel the grandeur of this UNESCO World Heritage Site. Berth in Dubrovnik’s marina and spend your last evening exploring the ancient streets of the Old Town, where history comes alive amidst the stunning medieval architecture and vibrant atmosphere. Enjoy a farewell dinner at one of the many restaurants offering traditional Croatian cuisine, soaking in the timeless charm of this coastal city.

Hop from island to island in Croatia and see the best of
Dubrovnik and Split sailing region!

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