Croatia & Montenegro: Adriatic Island-Hopping

Round trip Dubrovnik

Day 1 - Dubrovnik (Embarkation)

Your Adriatic adventure begins in Dubrovnik, the beautiful “Pearl of the Adriatic” and a UNESCO World Heritage Site. At 2 pm, board M/Y Callisto at Gruž Port and meet your Captain and crew, then settle into your cabin and get comfortable aboard your boutique yacht for the week ahead.

In the afternoon, enjoy an included guided walking tour of Dubrovnik’s Old Town. Stroll along the famous Stradun, admire historic palaces, churches and fountains, and learn about the fascinating history of the Republic of Ragusa, once a powerful maritime republic.

Back on board, raise a glass with your fellow travelers at the Welcome Cocktail Reception before enjoying your first dinner featuring fresh Mediterranean flavors and regional wines. As evening falls and Dubrovnik’s ancient walls begin to glow, your Adriatic journey is officially underway!

Included Excursion: Guided Dubrovnik Old Town walking tour Meals included onboard: Welcome Cocktail Reception and Dinner Overnight in Dubrovnik

Day 2 - Elaphiti Islands & Mljet

This morning, Callisto sails northwest from Dubrovnik to the Elaphiti Islands, a peaceful archipelago of pine-covered islands, charming stone villages and sheltered bays. With clear Adriatic waters and a slower pace of life, it’s the perfect introduction to exploring Croatia by boutique yacht.

Off Šipanska Luka, your Captain will find a sheltered spot for your first swim experience. Take a refreshing dip straight from the yacht, float in the turquoise water or simply relax on deck and soak up the beautiful surroundings.

Later, continue to Mljet, one of Croatia’s greenest islands and home to Mljet National Park (entrance fees included). Join your Chief Experience Officer for an included guided walking tour through the park, discovering its beautiful saltwater lakes and peaceful natural scenery.

In the evening, enjoy dinner at your own pace in the village of Pomena. Choose from welcoming, family-run tavernas serving traditional Dalmatian dishes, fresh Adriatic seafood and local specialties. After dinner, take a stroll along the quiet harbour before returning to Callisto for an overnight stay in Pomena.

Included Excursions: Entrance to the Mljet National Park Meals included onboard: Breakfast & Lunch Overnight in Mljet island, Pomena port

Day 3 - Korčula

Today, discover Korčula, often called “Little Dubrovnik” for its medieval walls, charming limestone streets and beautiful Venetian architecture. With a rich maritime history and a long-standing connection to the explorer Marco Polo, this island is full of character and stories to uncover.

Before arriving, enjoy another swim experience along Korčula’s scenic coastline. Your Captain will find a beautiful spot to anchor, giving you time for a refreshing dip in the clear Adriatic waters or a little relaxation on deck.

Once ashore, explore Korčula Old Town at your own pace. Wander its narrow streets, admire the historic buildings and stop at a café to enjoy the island’s relaxed atmosphere.

For a taste of local life, you can also join an optional wine tour in Lumbarda, known for its distinctive local grape varieties, including Grk and Pošip. Visit family-run wineries, meet local producers and sample four wines paired with Dalmatian specialties such as prosciutto, sheep’s cheese and fresh bread.

Whether you spend the afternoon exploring the old town or discovering the island’s wine traditions, Korčula offers a wonderful blend of history, local flavors and Adriatic charm.

Meals included onboard: Breakfast & Lunch Overnight: Korcula

Day 4 - Lastovo

Today, discover Lastovo, one of the Adriatic’s best-kept secrets. Quiet, unspoiled and wonderfully remote, this island offers a different side of Croatia, with pine-covered hills, secluded coves and crystal-clear waters. Protected as a nature park, Lastovo is a lovely place to slow down and enjoy nature away from the crowds.

Start the day with a morning swim stop from your yacht, followed by lunch on board. Then, spend the afternoon as you please. You might explore Lastovo village, perched on a hillside and known for its traditional stone houses, historic churches and Venetian heritage, or simply enjoy the island’s peaceful atmosphere at your own pace.

This evening, head ashore for dinner at one of Lastovo’s welcoming, family-run konobas. These traditional taverns are a wonderful way to experience local Dalmatian cuisine, from fresh Adriatic seafood to regional wines. Your Chief Experience Officer will be happy to share recommendations so you can find a spot to suit your taste.

With its laid-back pace and authentic island charm, Lastovo invites you to enjoy the Adriatic a little more slowly.

Meals included onboard: Breakfast & Lunch Overnight: Lastovo / Ubli port

Day 5 - Vis

Enjoy another beautiful morning on the Adriatic as M/Y Callisto sails toward Vis Island, one of Croatia’s most authentic and unspoiled destinations. Before arriving, take a break for another swim experience in the clear Adriatic waters. Dive in for a refreshing swim straight from the yacht or relax on deck and enjoy the coastal views.

Today’s destination is Komiža, a charming fishing village with a strong maritime tradition and a laid-back island atmosphere. Once closed to foreign visitors because of its military role during the Yugoslav era, Vis has remained wonderfully authentic and offers a glimpse of a quieter side of Croatia.

You can explore Komiža at your own pace or choose from optional experiences that reveal more of the island’s character. Discover its fascinating military history, take in panoramic coastal views or learn about the local wine-making traditions.

In the evening, return to Callisto for dinner on board, with the yacht staying overnight in Komiža’s harbour. Enjoy the peaceful waterfront atmosphere as you settle in for another memorable evening in the Adriatic.

Meals included onboard: Breakfast & Dinner

Day 6 - Pakleni Islands & Hvar

Today, sail toward Hvar Island, passing the beautiful Pakleni Islands, a collection of pine-covered islets and secluded bays surrounded by clear Adriatic waters. Enjoy another swim experience along the way, followed by lunch on board as you take in one of Croatia’s most scenic island routes.

Your destination is Hvar Town, known for its elegant Venetian architecture, lively waterfront and hilltop fortress overlooking a beautiful harbour. Join an included guided walking tour with a local expert to discover the town’s fascinating history, architectural treasures and vibrant local culture.

After the tour, enjoy free time to explore at your own pace. Often called Croatia’s sunniest island, Hvar is known for its lavender fields, maritime heritage, excellent wines and relaxed Mediterranean lifestyle. Wander the charming streets, browse local shops or find a waterfront café and enjoy the atmosphere. You can also choose to join an optional excursion for a deeper look at the island.

Later, return to Callisto as your Adriatic journey continues toward Montenegro. Enjoy the evening on board as you sail to your next destination.

Included excursion: Hvar guided walking with a local expert Meals included onboard: Breakfast and Lunch Overnight / late sailing toward Montenegro.

Day 7 - Kotor, Montenegro

Bay of Kotor in Montenegro. Surrounded by dramatic mountains, peaceful blue waters and charming waterfront villages, this beautiful natural harbour offers a change of scenery and a chance to experience another country along the Adriatic coast.

Spend the day discovering Montenegro, starting with an included guided walking tour of Kotor, a UNESCO World Heritage Site. Wander through the town’s enchanting medieval streets, admire its Venetian palaces and elegant squares, and take time to enjoy the cafés and shops tucked within its historic walls.

In the afternoon, you can explore at your own pace or join an optional excursion into the surrounding mountains for sweeping panoramic views and a taste of authentic Montenegrin flavors.

After dinner on board, relax as Callisto begins her overnight journey back to Dubrovnik. Enjoy your final evening at sea and take in the memories of a voyage through two countries, with beautiful islands, historic towns and the unmistakable charm of the Adriatic.

Included excursion: Kotor Old Town Chronicles – a guided walking tour for guests who want a deeper understanding of the UNESCO-listed town. Meals included onboard: Breakfast, Captain's Farewell Dinner

Day 8 - Dubrovnik

As M/Y Callisto returns to Dubrovnik this morning, enjoy one final breakfast on board and take a moment to look back on a wonderful week exploring the Adriatic. From Croatia’s charming islands and medieval towns to the spectacular Bay of Kotor in Montenegro, you’ve experienced two countries, each with its own character and traditions.

Along the way, you’ve enjoyed refreshing swims in crystal-clear waters, discovered local wine and cuisine, wandered historic streets and experienced the relaxed pace of traveling by boutique yacht.

After breakfast, disembark at 9 am at Gruž Port in Dubrovnik. You’ll leave with special memories of the Adriatic, its welcoming island communities and the simple pleasures of discovering each new destination along the way.

Meals included onboard: Breakfast Disembarkation: 09:00 | Gruž Port, Dubrovnik

Included excursions & Activities:

Guided walking tour of Dubrovnik Old Town Entrance and visit to Mljet National Park Guided walking tour of Hvar Guided walking tour of UNESCO-listed Kotor Old Town Multiple Swim Experiences (weather and local authority permitting) Onboard BBQ (weather permitting)