Hiking, Biking, and Optional Sea Kayaking along the Dalmatian Coast


Experience the glorious Dalmatian Coast, with its legendary islands set in the azure Adriatic Sea, fascinating walled cities filled with the echoes of the Venetian Empire, delightful fresh seafood, and a burgeoning wine scene. We’ve created a wonderful Private Journey—with a fantastic array of options—that takes you through the best of this enchanting realm. With your private guide, explore the isle of Hvar, with its charming white-stone towns, hike through villages that seem lost in time, and sea kayak the inviting turquoise waters. On the hilly Peljesac Peninsula, you’ll hike the defensive ramparts of medieval Ston, taste wines at an award-winning winery specializing in traditional winemaking techniques, sample oysters on a secluded island, and hike to hillside monasteries for splendid views of the sea. Your grand finale is the beautiful city of Dubrovnik, where a bike ride in the surrounding countryside reveals a stunning landscape of lush vineyards, olive groves, and tiny stone villages. Our accommodations are in lovely hotels just steps from the water. We’ve wrapped up all the beauty of the Dalmatian Coast in a spectacular—and fun—adventure.

Itinerary at a Glance

Days 1-2
Explore Hvar Island

On the gorgeous isle of Hvar, enjoy a walking tour of Hvar Town with your private guide. An optional half-day sea kayaking tour brings you into the beautiful turquoise waters surrounding Hvar, and a hike in the central hills,  brimming with fields of lavender and other aromatic herbs, reveals ancient hamlets with traditional architecture. You may also have the chance to taste prosek, an outstanding dessert wine, or travarica, an aromatic herbal grappa.

 View Lodging
Days 3-4
Ston, Peljesac Peninsula

In the enchanting medieval village of Ston on the Peljesac Peninsula, enjoy a short walking tour of the town, with its clusters of houses with terracotta roofs, and hike on the ancient city walls. Following a route dating from Napoleonic times, hike down through vineyards terraced with dry-stone walls, and visit the winery of Frano Milos, a famous Croatian winemaker who produces the best red wines and organic olive oil in the area. Heading to Hodilje, set on a bay where oyster and mussel farms thrive, boat out into the waters with a local guide who introduces you to the fascinating process of farming oysters, and taste them fresh from the sea while enjoying lunch under the shade of pine trees on an isolated island in the middle of the bay.

 View Lodging
Days 5-6
Ston / Orebic

An easy walk in the hills brings you through flourishing vineyards, age-old hamlets, and an 18th century monastery with amazing paintings and artworks. From Orebic, a lovely town set beside the sapphire sea, you’ll follow a trail that leads to a 15th century monastery set 500 feet above the sea on the slopes of Mt. Ilija (3,153’). The views are absolutely glorious, with unforgettable panoramas of the islands of the Adriatic. While in Orebic, you have time to explore nearby Korcula Island, alleged birthplace of Marco Polo and an ancient fortified Venetian arsenal, or take a leisurely swim from one of Orebic’s many beaches.

 View Lodging
Days 7-9
Exploring Dubrovnik / Biking and Wine Tasting

Dubrovnik, the “Pearl of the Adriatic,” is a dazzling late-medieval walled city of Gothic, Renaissance, and Baroque architecture. Your private guide will take you on a walking tour of the main streets and squares of the Old Town; later, a stroll on the ancient defensive ramparts provides a stunning perspective over the town and sea. The Konavle countryside outside of Dubrovnik is a bucolic landscape of vineyards, orchards, and olive groves dotted with picturesque villages and pastures where sheep graze. Following unpaved roads, cycle through vineyards and farms, and across rivers and streams, concluding with a grand finale—wine tasting and lunch in a centuries-old wine cellar. Depart on Day 9 via Dubrovnik.

 View Lodging



Enjoy hikes with panoramic views of the Dalmatian Coast, visit ancient hamlets where traditions thrive, bike through lush vineyards and farms, optional sea kayaking
Walking tours of Hvar Town, with its fascinating history and Mediterranean ambiance, and glorious Dubrovnik, the "Pearl of the Adriatic"
Taste oysters and mussels fresh from the sea, sample Croatia's traditional cuisine including grilled calamari, peka (a meat and vegetable dish), and crni ri┼żot (risotto with squid ink)
Visit renowned wineries and sample their tasty wares, lunch in a centuries-old wine cellar


Length: 9 days
Cost From: $4495  
Arrive: Hvar, Croatia
Depart: Dubrovnik, Croatia
Lodging: 8 nights hotels
Meals: Breakfasts and 5 lunches included (B=Breakfast, L=Lunch, D=Dinner)
Activity: Cultural Adventures, Sea Kayaking, Walking, Hiking / Trekking
Trip Level:

Cultural explorations and walking tours, hiking, and optional sea kayaking

Other Trips You Might be Interested in: