Montenegro Sailing Adventure from Dubrovnik

8 Days | Sail into the serene waters of the Bay of Kotor from Croatia to Montenegro

5 out of 5 based on 14 reviews submitted.
CAD $2,083
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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 seldom-seen treasures of the Bay of Kotor and the Montenegro Coast. You’ll be lounging in a striped beach chair one day and tucking into fish chorba at a tiny local restaurant in a seaside village the next. This warm weather sailing tour is the ideal way to explore this Balkan beauty.

Trip overview

Map of Montenegro Sailing Adventure From Dubrovnik including Croatia and Montenegro
Dubrovnik, Croatia
Dubrovnik, Croatia
Croatia, Montenegro
Physical rating
Indicates how physically exerting a trip is, and how fit you will need to be to enjoy it. More info on physical ratings
Min 15
Group size
Min 1 - Max 8
Trip code
This trip generates 14 kg of CO2-e per person per day.
We offset these emissions on your behalf. But we know that is not enough, so we also have a carbon reduction target.

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 leading to the Castle of San Giovanni in Kotor to the 15th-century Podmaine Monastery in Budva, this trip will surely delight amateur historians.
  • Enjoy a unique optional experience in Montenegro with a local family and sit down to a homecooked, homegrown three-course meal with unlimited wine and homemade grappa.
  • By travelling on this trip, you’ll directly support our Intrepid Foundation partner, Humana Zagreb. Donations help provide job opportunities and education programs in sustainable fashion and textiles for people with disabilities. 

Is this trip right for you?
  • As most of this trip takes place on a sailing boat, you’ll need to feel comfortable with moving about the vessel, including using stairs. If you are prone to seasickness, you may want to bring some sea sickness tablets from home.
  • A Zodiac is used to transport passengers from the boat to the mainland, when the yacht can’t be moored. Zodiacs can sometimes be awkward to climb in and out of, but a sense of humour and a 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 relatively compact, but you will spend most of your time on the deck, in the water or exploring on land.
  • 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.


Omega Kiss 56 Boat
Omega Kiss
The Omega Kiss is a classic sailboat, combining timeless design, exceptional seaworthiness and unmatched comfort. Fashioned with a traditional wood interior, the Omega Kiss has an impressive saloon and offers spacious [for a sailing boat] cabins. Equipped with 4 twin/double cabins the Omega Kiss is the perfect yacht for novices to learn the ‘ropes’. On our Croatia and Montenegro trips we use the Omega Kiss or a similar yacht of the same standard.
Explore features


Map of Montenegro Sailing Adventure From Dubrovnik including Croatia and Montenegro



Yacht, dinghy


Overnight boat (7 nights)

Add on activities
  • Tivat - Dinner at local family home (transport included) - EUR36
  • Kotor - Tour of Perast and Lady of the Rocks - EUR40
  • Kotor - Kotor Walls hike - EUR8
  • Kotor - Tour of Lovcen mountain, Njegos Mausoleum & Cetinje - EUR50

Dates and availability

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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.

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. 

On this trip it's compulsory to contribute to a kitty of EUR100 per person. The kitty is an on-ground payment put into a central fund managed by travellers. It helps fund for breakfast and lunch on the boat and other small items such as ice, water, snacks and drinks. Travellers are responsible for the preparation of these meals onboard and to shop at port where supermarkets are often very close to the mooring. Kitty amounts are subject to change to reflect local price increases. On day 1, the skipper will talk through the kitty and how it will be managed (by yourself or fellow travellers) The kitty will be collected when you arrive at the welcome meeting or in stages throughout your trip.

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.

Read Essential Trip Information


5 out of 5 based on 14 reviews submitted.
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.

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Jack · Traveled June 2024
Sailing the islands of Croatia and Montenegro was an amazing experience the two skippers we had were knowledgeable about the area and had excellent recommendations for dinners and activities. Overall an awesome experience.
Review submitted 07 Jun 2024

Hannah · Traveled May 2024
My first sailing trip and had the most wonderful time. Beautiful villages and a great way to see the coast.
Review submitted 17 May 2024

Neil · Traveled September 2023
A superb sailing trip from start to finish… excellently led by our friendly and knowledgeable Skipper Ante - 5 stars!
Review submitted 10 Sep 2023

Christine · Traveled September 2023
If you sail in your own home port, do this trip, more amazing that what I’d expected
Review submitted 09 Sep 2023

Trond Ivar · Traveled September 2023
Our captain Ante made this such an enjoyable experience. For a week, living was easy, and now I feel completely relaxed. Best parts for me was visiting Njegusi to sample the food and drink, and hanging around in the old town in Herceg Novi.
Review submitted 09 Sep 2023
Montenegro Sailing Adventure from Dubrovnik
CAD $2,083