Map of Montenegro Sailing Adventure from Dubrovnik including Croatia and Montenegro

Sail into the serene waters of the Bay of Kotor and surrounds

Rugged Adriatic Coast, ancient port cities and the sheltered waters of the Bay of Kotor make Montenegro a dreamy place for an eight-day sailing adventure. While neighbouring Croatia has long been a marine travel hotspot, Montenegro remains something of a hidden sailing gem. Spend several days exploring both the popular and the little-seen treasures of the Bay of Kotor and the Montenegro Coast, lounging in a striped beach chair among the beautiful people of Budvar one day, and slurping fish chorba at a tiny local restaurant in the village of Bigovo the next. This limited season sailing tour is the ideal way to explore this Balkan beauty.

Dubrovnik, Croatia
Dubrovnik, Croatia
Croatia, Montenegro
Physical rating
Min 15
Group size
Min 1, Max 8

Why you'll love this trip

  • Sail between towering cliffs and into the fjord-like Bay of Kotor, where ancient mountain hamlets are stuffed with World Heritage-listed villages and sublime beaches.

  • Snorkel the clearest water in the Mediterranean and cool off with daily swim stops at secluded coves and bays, whenever it takes the group's fancy.

  • Dine on some of the world’s freshest seafood. Grilled, fried and cooked to perfection in tiny waterfront restaurants where recipes have been perfected over generations.

  • From the winding walls that lead to the Castle of San Giovanni in Kotor to the 15th-century Podmaine Monastery in Budva – this trip is sure to delight amateur historians.

  • Spend the night docked in Perast, a quiet village with dozens of historic churches, palaces and villas that nonetheless remains free of tourist crowds.

Is this trip right for you?

  • As the majority of this trip takes place on a sailing boat, you’ll need to feel comfortable with moving about the vessel, including the use of stairs. With that said, sea legs come naturally to some but not so much for others. Your friendly crew will be able to help with the effects of sea sickness if needed.

  • A Zodiac is used to transport passengers from the boat to the mainland, with landings taking place at piers (dry landings) as well as on beaches (wet landings). Zodiacs can sometimes be awkward to climb in and out of, but a sense of humour and can-do attitude is all you need.

  • This is an adventure on board a real yacht, which means living spaces, cabins, bathrooms and showers need to be shared with other passengers. Sleeping quarters can be quite compact, but you will be spending the majority of your time on the deck, in the water or exploring on land.

  • Time on the water also means time in the sun. Remember to pack sun protection, such as sunscreen and a hat, and drink plenty of water to keep hydrated. See ‘Essential Trip Information’ below for a full packing list.

  • Please note that smooth sailing is dependent on the weather, so itinerary changes may occur at the last minute if the weather becomes unfavourable. If any changes are made, you can trust in your knowledgeable skipper to choose an alternative route or activity.

  • Due to the size of the yachts, sound carries easily from one side to the other and can wake your fellow travellers. If you’re planning to have a late night, it’s a good idea to head into town and experience the local night life.


Welcome to Dubrovnik! Leave behind the gorgeous but busy city for the quieter waters of Montenegro with embarkation at 3 pm. After sailing through customs checkpoints in Cavtat and Zelenika, sit back and relax as we clip towards Herceg Novi. If conditions are optimal, the vessel should arrive in Herceg Novi by about 8 pm, meaning you’ll likely be able to catch the first of many magical sunsets from the deck en route.

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 port, you’ll have time to explore the tree-lined squares of the city at your leisure this evening and tomorrow. With its narrow and steep stone stairways, the city makes for a picturesque place to explore on foot. In daylight hours, perhaps walk up to the terrace of Gradska Kafana cafe, where any spilled sweat will be rewarded with a coffee and unparalleled views of the point where the exit of the Bay of Kotor meets the open sea. If conditions permit, it may also be possible to visit the WWII-era warship tunnels that line the bay’s opening.
Meals Included
There are no meals included on this day.
Special Information
As with all adventures on the sea, a flexible itinerary is neccessary to account for unexpected setbacks as well as unexpected opportunities and the desires of the group. The exact order and timing of landing sites (and the sites themselves) may change at the last minute. If you embrace the flexibility of an adventure at sea and go with the flow, the journey is sure to be unforgettable.
Spend several glorious days exploring the Bay of Kotor. Expect daily swims off the side of the boat and adventures on land. While the nature of a sailing adventure means exact landing sites and times are flexible, below you’ll find some of our favourite sites.

Rose – Perast
Stop in at Rose while sailing into the Bay of Kotor. A historic fishing village, Rose offers a quiet change from busier Herceg Novi. Continue to Perast, passing the tiny islands of Gospa od Skrpjela (Our Lady of the Rocks) and Sveti Dorde, which are home to church and a monastery respectively. Dock in Perast overnight and spend some time exploring at your leisure. Stuffed with dozens of churches – as well as palaces and villas leftover from the city’s fruitful relationship with the Venetian Republic – Perast today is a dream for those with a historical bent.

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. Each corner turned offers up another photo opportunity. Perhaps 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 3-5 hours, so it’s a good idea to set off early if you plan to tackle the climb. After something less strenuous? The quirky Cats’ Museum is a cute little collection of artefacts, antiques, paintings, stamps, newspaper articles and more related to humankind’s feline friends.

Uvala Dobrec
Cool off in the pristine waters of Uvala Dobrec, a secluded cove with a pebble beach, hammocks for hire and a handful of beachfront seafood restaurants serving catch-of-the-day specials.

Budva is home to sandy beaches, a walled city, old monasteries and a throbbing nightlife. The amount of time spent here will therefore depend on the group’s desire to let loose. Don’t worry though, 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.
Meals Included
There are no meals included on this day.
Sail out of the Bay of Kotor to Bigovo, a quaint fishing village in a bay that’s sheltered from wind and rough seas and thus home to some of the clearest water you’re likely to see on this trip. Once a place where pirates hid from storms, Bigovo remains a place of refuge – though today that escape is from the tourist crowds that flock to larger ports. Breathe in the refreshing smell of laurel and coniferous trees that fill the village, and maybe enjoy a bowl (or three) of chorba. This stew is made with fresh fish caught nearby and is served in many of the local restaurants.

Continue to Cavtat, the customs checkpoint we passed through on our way into the Bay of Kotor. Aside from that bureaucratic function, Cavtat happens to be an adorable town in its own right with multiple Illyrian necropolises.
Meals Included
There are no meals included on this day.
Return to delightful Dubrovnik, where your trip ends on arrival. If you wish to spend more time here, we'll be happy to book additional accommodation for you (subject to availability). Please speak to your agent at the time of booking to arrange this.
Meals Included
There are no meals included on this day.


No meals are included on this tour


Yacht, Dinghy


Overnight boat (7 nights)

Dates & availability

Trip departures are unavailable.

There are currently no scheduled departures on our Montenegro Sailing Adventure from Dubrovnik trip. If you are interested in other trips in the region visit one of the links below.

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Important notes

This trip starts on Day 1 in Dubrovnik at 3 pm.

Please note that the majority of our sailing trips start and/or finish at a marina or port. If you have pre-booked any additional accommodation through us, you will need to make your own way to the joining point on day 1 and from the finish point on the final day. We do not provide transfers between hotels and the port/marina. Please check the Essential Trip Information for details. 
Summer temperatures can reach up to 40°C (104°F), which can be uncomfortable for those not used to the heat. Please consider the time of the year you wish to travel and your suitability to that season.

The minimum age on this trip is 15. Please note that triple cabins are not available. If travelling with a child, the child will need to share with one of the adults, and the other adult will share with another adult passenger, or pay a single supplement.

Please provide full passport details at time of booking including exact name as per passport, date of birth, nationality, issue and expiry dates as these are essential for booking services on this trip.

Dietary requirements are required at the time of booking so that any included meals can be properly catered for.

Essential trip information

Want an in-depth insight into this trip? Essential Trip Information provides a detailed itinerary, visa info, how to get to your hotel, what's included - pretty much everything you need to know about this adventure and more.

View Essential Trip Information