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. You’ll be lounging in a striped beach chair among the beautiful people of Budvar one day, and tucking into 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.


 Omega Kiss

Omega Kiss Boat

On this itinerary, you'll be travelling aboard the Omega Kiss


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 the boat clips 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
Your skipper will collect the trip kitty of EUR 100 at the pre-departure meeting today.

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 the busier Herceg Novi. Continue to Perast, 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 the course of five hundred years, a tiny island was created. You may even see sailors placing rocks in the bay today.

You’ll also pass by the tiny islet of Sveti Dorde, home to a church and monastery. 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 interest.

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 lively 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 you passed through on your 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.

Sailing towards Dubrovnik, you will arrive at the ACI Marina near Komolac, which is approximately 8 kms from Dubrovnik old town for your last night of the trip. Perhaps head out into Dubrovnik for your final night with the group, buses depart regularly from the marina, or stay close by enjoying dinner and drinks at the lovely marina. The choice is all yours.
Meals Included
There are no meals included on this day.
There are no activities planned for the final day so you can leave any time before 10am. 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.
Special Information
Please don’t book a flight earlier than 3pm in case your arrival is delayed due to weather conditions.


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.

Prices may go up, so secure your trip today!
Jump to a departure month

Important notes

This trip is onboard a mono hull sailing yacht. We use 2 types of sailing yachts for these departures, an Omega Kiss and an Aqua Kiss. Both yachts are of a similar standard

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

This trip is accommodated entirely on board a yacht of between 48ft to 52ft. A typical yacht for 8 travellers is equipped with 4 double share cabins, 2/3 shared bathrooms and 2 showers. Our boats are real yacht’s and this is a real sailing trip. Yachts are designed to keep sleeping areas to the absolute minimum of space, while maximising common areas as much as possible.

Rooms are allocated on arrival by our skipper according to group composition, which means it is not possible to reserve or guarantee any specific berth or cabin. Single passengers will be paired up with another passenger of the same gender, which will mean sharing a double cabin with a double mattress. Everyone including the skipper shares the bathrooms on board. There is no twin share bedding on this yacht.

While not everyone may feel entirely comfortable living in such close quarters, those who are looking to revel in the adventure and exhilaration of an authentic sailing trip usually find any discomfort from cramped living conditions is more than made up for by the whole experience.

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.

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. 

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