Croatia and Montenegro Sailing Adventure - 15 Days

From £3,126£208 per day Save 2%

Who is this trip for

Genders

  • Female53%
  • Male47%

Average age

42
15 Min99 Max

Start / End

  • Split
  • Dubrovnik

Physical rating

3/5

Group size

1 - 8

Meals included

0

Highlights

  • Learn some fascinating legends, myths and stories at each stop – including gems like Brac, Hvar, Vis, Korcula, Lastovo, Mljet, the Elafiti Islands, Kotor, Dobrec, Sveti Dorde and Gospa od Skrpjela.
  • Customise your trip with lots of free time and a flexible schedule – your skipper will always consider the weather conditions and the group’s desires.
  • Make daily excursions to explore wonderfully preserved Renaissance facades, dramatic limestone cliffs, ancient olive groves and traditional wineries.
  • Visit Old Town Dubrovnik, the World Heritage-listed walled city that often plays host to film crews. You’ll see why when you experience this medieval-like architecture surrounded by a glittering coast.
  • See the historic towns, protected forests and stunning islands of Croatia and Montenegro along Dalmatian Coast and Bay of Kotor – aboard a private yacht, no less.

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Summary

See Croatia and Montenegro’s picturesque coasts by setting sail on this 15-day adventure. Find the perfect balance between exploring medieval towns, hiking through forests and relaxing on sandy beaches, all with a handy local to lead the way. If you can’t choose between seaside Split and Old Town Dubrovnik or the stunning beaches along Montenegro’s seaside – why not have it all! Watch the sunset every night and fall asleep to the gentle rock of your private yacht. Take daily excursions to historical villages, national parks and famous landmarks along the Dalmatian Coast and make this one, one for the books.

Itinerary

  • Day 1

    Split to Brac

    Dobro Dosli! Welcome to Croatia. Your adventure begins in Split with a welcome meeting at 3 pm. If you arrive early, see what makes Split the soul of Dalmatia by exploring at your own pace. Maybe see the impressive ruins of Diocletian's Palace or explore the markets just outside the palace walls. After your meeting, you’ll head to the local supermarket to buy supplies for your trip, then board the yacht and sail to sunny Brac – the largest island in central Dalmatia. Cruise along the Mediterranean coast, soaking up the sunshine and the scenery. Then, weigh anchor and go for a dip in the sea or snorkel to spot sea anemones, crabs, sea urchins and small fish.

  • Day 2

    Brac to Vis

    After breakfast onboard, bid farewell to Brac and set sail to Vis – the furthest island from the mainland. On the way, you might stop in for a swim near Milna or the island of Solta. When you arrive, you can take an optional tour to learn about the island’s history – passing between Greek, Roman, Venetian, Napoleonic, Austrian and Italian hands. Visit nuclear fallout shelters, churches and vantage points with great views across the ocean. If you like, you can also take an optional winery tour and indulge in a few glasses of the local vino.

  • Day 3

    Vis to Hvar

    Today, you’ll make your way to Hvar. Along the way, you might stop at the Pakleni Islands or Stoncica for a swim. After arriving in Hvar, you can wander around the towns, which are home to some wonderfully preserved Renaissance facades. If you like, hike past dramatic jagged limestone cliffs and undulating farms, ancient olive groves and fields of rosemary and lavender. There’s also an option to cross the island by car to Hvar Town – often known as the ‘San Tropez of Croatia’.

  • Day 4

    Hvar to Lastovo

    Set sail to Lastovo, stopping around Lovista or Scedro for a morning swim. On the way, you’ll also explore some of the 46 islets and reefs around the island’s edges. Over 70 per cent of Lastovo is forested, making it the perfect place to stretch your legs after a day at sea. There's also Venetian architecture from the 15th and 16th centuries and high number of churches to find in your free time.

  • Day 5

    Lastovo to Korcula

    Sail through the jewel-like waters to Korcula this morning, stopping at Badija or Polace for a refreshing morning swim. Greeks settled in Korcula in the 6th century BC, but the town was also occupied by the Romans, Slavs and then the Venetians between 1420 and 1797. Even Napoleon was ruler for a while! As a result of all these influences, Korcula has a cosmopolitan Old Town. Alongside the idyllic beaches, you’ll have plenty of options for your free time. Ask your leader for the best dinner recommendations for a good feed.

  • Day 6

    Korcula to Mljet

    This morning, you’ll sail for the island of Mljet, stopping for a swim along the way. Legendary in ancient history as the island where the shipwrecked Odysseus lived for seven years, today the island is a haven of lush national park, forests and small villages. Since Greek sailors sought haven here from storms, the island has been inhabited by Illyrians, Romans, Slavs and Avars. In the 13th century the island was given to the Benedictine order who built a monastery in the middle of one of the island's western lakes – Veliko Jezero. When you arrive, perhaps rent a bike and cycle through the national park. Tonight, you could try the local wine – the fields and vineyards that dot the island are the foundation of the local economy, with Mljet's villagers producing wine and olive oil as they have been for hundreds of years.

  • Day 7

    Mljet to Elafiti Islands to Dubrovnik

    Depart Mljet and head to the hidden paradise of Elafiti Islands. Made up of three main islands – Kolocep, Lopud and Sipan – the olive groves, citrus trees and ancient ruins provide a scenic backdrop for lunch. Then, sail on to the marina near Komolac. You can then head into Dubrovnik for your final night with the group (there’s a regular bus service) or stay close and enjoy dinner and drinks at the marina.

  • Day 8

    Dubrovnik - Sipan

    Wake up in the medieval walled city of Dubrovnik and enjoy a free day to explore at your own pace. Maybe explore on foot, take a Game of Thrones walking tour or find a seaside or alleyway restaurant and try some local favourites. Head back to the sea for another welcome meeting at 3 pm this afternoon to start the next stage of your adventure. Your skipper will collect the next group kitty and you’ll head to a local supermarket for the week’s meals. After, start sailing to Sipan – the largest island in the Elaphiti Islands northwest of Dubrovnik. With a long history of stories and legends, this island is one of the jewels of the archipelago. When you arrive. Maybe head out to dinner with your group on the island.

  • Day 9

    Sipan – Herceg Novi

    This morning after breakfast and maybe a quick dip in the ocean, you’ll continue to Herceg Novi. Pass through customs, stopping for a swim along the way in one of many inviting bays and arrive in the late afternoon. Founded in 1382, Herceg Novi is your historic entry point to the Bay of Kotor and a fabulous city in its own right. With an evening spent at the port, you’ll have time to explore the tree-lined squares of the city at your leisure this evening. Maybe head to a local restaurant with your group and enjoy a night of gorgeous views.

  • Day 10

    Budva

    This morning after breakfast (and sunrise, if you’re keen), you’ll head to Budva. You’ll stop for a swim along the way, maybe at Uvala Dobrec, depending on the weather – a secluded cove with a pebble beach and pristine waters. Arrive in Budva – home to sandy beaches, a walled city, old monasteries and lively nightlife. The time spent here will depend on the group’s desire to let loose (this is a self-proclaimed party town). Don’t worry, if you prefer the sun and the sand over the sound of bass, Budva is also home to lovely, sheltered beaches like Mogren, Kamenovo and Jaz. Your skipper will recommend the best local spots to eat for dinner, but you’re free to spend the evening how you wish.

  • Day 11

    Rose

    Enjoy breakfast on the boat this morning and then head to Rose – a historic fishing village with a quieter pace. Stop for a swim along the way and then enjoy a free evening exploring the town or sit back and relax with a good book on the beach. Don’t miss sunrise tonight – whether from the sea or the deck, this part of the world is home to some pretty epic nightly displays.

  • Day 12

    Tivat

    This morning, you’ll sail to Tivat – a coastal town in Montenegro in the Bay of Kotor, surrounded by glittering waters and mountain peaks. Stop for a refreshing ocean swim and then explore the town at your own pace. Tonight, you have the opportunity to sit down with a local family in their home and enjoy some incredible hospitality. If you choose to include this optional dinner, you’ll enjoy a 3-course meal of local favourites with unlimited wine and homemade grappa. All the food served has been homemade and homegrown on the property – a night to remember!

  • Day 13

    Kotor

    Sail towards Kotor this morning, passing the islet of Gospa od Skrpjela (Our Lady of the Rocks). As the legend goes, sailors would place a rock in the bay after every successful voyage, and over five hundred years, a tiny island was created. If you happen to have a rock handy, you can also become a part of this tradition! Docking in Kotor, one of the best-preserved medieval cities in southeastern Europe, and exploring its winding streets can feel like travelling back in time. Maybe hike along the ancient, steep fortress walls to the Castle of San Giovanni, a stunning medieval structure from which you can get sweeping views of the Old Town. Depending on your fitness level and the sureness of your footing, the hike can take between 3 to 5 hours, so it’s a good idea to set off early if you plan to tackle the climb. Or maybe opt for a full-day tour of Lovcen Mountain, Njegos Mausoleum and Cetinje. This optional tour includes a prosciutto tasting (yum!) and is a super fun way to spend the day.

  • Day 14

    Zelenika - Dubrovnik

    This morning, you’ll sail to Zelenika, Montenegro to the customs checkpoint. If there is time, stop for a refreshing dip in the sea before continuing to Dubrovnik and docking in the marina. Perhaps head out into Dubrovnik for your final night with the group – buses depart regularly from the marina and your trip leader can help with coordination. Or stay close by enjoying dinner and drinks at the lovely marina and saying farewell to your group on your last night.

  • Day 15

    Dubrovnik

    There are no activities planned for today, so you can leave any time before 10 am. If you wish to spend more time here, just speak to your booking agent.

What's Included

  • Accommodation

    Overnight boat (14 nights)

  • Meals

    Breakfasts: 0, Lunches: 0, Dinners: 0

    Vegetarian options are available on all meals throughout the adventure.

    Vegetarian options available

  • Local Guide

    Guided

    This adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.

  • Wifi

    Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.

Dates & Prices

  • Aug 25

    from £3,582
  • Sep 25

    from £3,282
  • May 26

    from £3,234
  • Jun 26

    from £3,234
  • Jul 26

    from £3,410
  • Aug 26

    from £3,543
  • Sep 26

    from £3,126
  • Save 2%
    Sat 5 Sep 2026 > Sat 19 Sep 2026
    6+ spaces of 8 leftPay Monthly
    £3,615£3,543Book for£250 today, pay the rest later
  • Save 2%
    Sat 12 Sep 2026 > Sat 26 Sep 2026
    6+ spaces of 8 leftPay Monthly
    £3,190Best offer£3,126Book for£250 today, pay the rest later

Essential trip information

Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.

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