Cool Destinations
Top Dubrovnik activities
Top Dubrovnik landmarks
Beyond Dubrovnik
Dubrovnik trip ideas
  • Tours by category
  • Tours by accessibility
  • Tours by feature
  • Tours by the numbers
  • Top Dubrovnik landmark tours
  • Tours in nearby places
  • Explore Dalmatia tours
  • Dubrovnik travel guides
  • Dubrovnik travel calendar
Language $Currency
Login / Sign up
Bookings
Bookings
Cool Rewards Rewards
$0.00
Cool Rewards Rewards
$0.00
Wishlists
Wishlists
Profile
Help Center
Language
Log out
Start your search
Change your search
Place or activity
Select Dates

Top Dubrovnik Sailing Trips

23 Results
Sort by:
Featured
Filter
Languages Clear
Time of Day Clear
19
10
10
Duration Clear
1
6
18
0
1
Price Clear
$0 $500+
Rating Clear
21
22
22
Specials Clear
21
1
0
16
1
Features Clear
7
7
14
0
21
3
Accessibility Clear
0
10
23
Families Clear
3
2
1

Dubrovnik Tours

Attractions

Guides

Calendar

Adults Only Sunset Cruise in Dubrovnik on a 16th-Century Karaka

Welcome aboard the magnificent Karaka, a five star replica of Dubrovnik Republic's most important merchant ship! Join us on a 90 minute cruise as the …More

Likely to Sell Out
Likely to Sell Out
4.7 (517)

Adults Only Sunset Cruise in Dubrovnik on a 16th-Century Karaka

Welcome aboard the magnificent Karaka, a five star replica of Dubrovnik Republic's most important merchant ship! Join us on a 90 minute cruise as the...

1 hour 30 minutes • Free Cancellation
4.7 (517)
from
$60
Elaphiti Islands On The Luxury Pirate Ship Karaka Dubrovnik

Join us on a journey to the stunning Elaphiti Islands! Discover breathtaking landscapes, sandy beaches, and charming towns with our experienced guide. Itinerary: Koločep (1h …More

4.9 (1,113)

Elaphiti Islands On The Luxury Pirate Ship Karaka Dubrovnik

Join us on a journey to the stunning Elaphiti Islands! Discover breathtaking landscapes, sandy beaches, and charming towns with our experienced guide. Itinerary: Koločep (1h...

6 to 9 hours • Hotel pickup offered • Free Cancellation
4.9 (1,113)
from
$64
Full Day Sailing Tour To Elafiti Islands from Dubrovnik

Embark on an 8-hour sailboat tour from Dubrovnik to Koločep, Lopud, and Šipan. Discover the serene beauty of Koločep with its clear waters and charming …More

5.0 (115)

Full Day Sailing Tour To Elafiti Islands from Dubrovnik

Embark on an 8-hour sailboat tour from Dubrovnik to Koločep, Lopud, and Šipan. Discover the serene beauty of Koločep with its clear waters and charming...

8 hours • Free Cancellation
5.0 (115)
from
$140
Private Inter-Island Tour from Dubrovnik to Elaphiti Islands

Private tour on board the brand new, luxurious Jeanneau Sun Odyssey 380. A self-tailored tour with a professional-certified crew will enrich your Dubrovnik and Adriatic …More

5.0 (15)

Private Inter-Island Tour from Dubrovnik to Elaphiti Islands

Private tour on board the brand new, luxurious Jeanneau Sun Odyssey 380. A self-tailored tour with a professional-certified crew will enrich your Dubrovnik and Adriatic...

8 hours • Free Cancellation
5.0 (15)
from
$878
Dubrovnik Sailing - Private Full Day Tour

Full day sailing tour can show you beauties of Dubrovnik, Old Town, Cavtat, or Elafiti island. It is all up to your own desires (and …More

4.9 (21)

Dubrovnik Sailing - Private Full Day Tour

Full day sailing tour can show you beauties of Dubrovnik, Old Town, Cavtat, or Elafiti island. It is all up to your own desires (and...

8 hours • Free Cancellation
4.9 (21)
from
$719
Private Sailing Adventure in Dubrovnik

Unforgettable experience on unique half day trip. One of the best trips from Dubrovnik allows you to discover the beauty of coast and nearby islands, …More

4.8 (38)

Private Sailing Adventure in Dubrovnik

Unforgettable experience on unique half day trip. One of the best trips from Dubrovnik allows you to discover the beauty of coast and nearby islands,...

4 hours • Free Cancellation
4.8 (38)
from
$467
Dubrovnik Private Romantic Sunset Sailing

Romantic Sunset Sail around the City Walls will be unforgetable experience that you will cherish for a life time .... …More

5.0 (21)

Dubrovnik Private Romantic Sunset Sailing

Romantic Sunset Sail around the City Walls will be unforgetable experience that you will cherish for a life time .......

2 hours • Free Cancellation
5.0 (21)
from
$350
Adventure Sailing 4 Night Dubrovnik Cruise on the Huck Finn Cat

This sailing trip is perfect for people who love being active and outdoors. Your daily activities will include sailing, hiking, cycling, paddle boarding, swimming and …More

4.9 (101)

Adventure Sailing 4 Night Dubrovnik Cruise on the Huck Finn Cat

This sailing trip is perfect for people who love being active and outdoors. Your daily activities will include sailing, hiking, cycling, paddle boarding, swimming and...

5 days
4.9 (101)
from
$794
Dubrovnik:Full Day Small Group Sail Boat Tour to Elaphiti Islands

Escape fom boring hotels,board our beautiful yacht ZaraBella and we quarantee that You will spent one of the most beautiful days of your life. Comfort …More

4.9 (32)

Dubrovnik:Full Day Small Group Sail Boat Tour to Elaphiti Islands

Escape fom boring hotels,board our beautiful yacht ZaraBella and we quarantee that You will spent one of the most beautiful days of your life. Comfort...

8 hours • Free Cancellation
4.9 (32)
from
$160
Dubrovnik : Full Day Private Sail Boat Tour to Elaphiti&Blue Cave

Escape the crowds and discover the hidden gems of Dubrovnik’s coastline. Your private oasis in the Elaphite Islands is just a boat ride away. From …More

5.0 (12)

Dubrovnik : Full Day Private Sail Boat Tour to Elaphiti&Blue Cave

Escape the crowds and discover the hidden gems of Dubrovnik’s coastline. Your private oasis in the Elaphite Islands is just a boat ride away. From...

8 hours • Free Cancellation
5.0 (12)
from
$700
Private Full Day Sailing Tour To Elafiti Islands

Embark on an 8-hour sailboat tour from Dubrovnik to Koločep, Lopud, and Šipan. Discover the serene beauty of Koločep with its clear waters and charming …More

5.0 (11)

Private Full Day Sailing Tour To Elafiti Islands

Embark on an 8-hour sailboat tour from Dubrovnik to Koločep, Lopud, and Šipan. Discover the serene beauty of Koločep with its clear waters and charming...

8 hours • Free Cancellation
5.0 (11)
from
$580
Dubrovnik Private Boat Tour - Luxury Sailing Yacht Cruise

Welcome aboard S/Y CARDEA – your private sailing escape on the beautiful Adriatic. We offer both daily trips and multi-day charters, perfect for couples, families …More

5.0 (20)

Dubrovnik Private Boat Tour - Luxury Sailing Yacht Cruise

Welcome aboard S/Y CARDEA – your private sailing escape on the beautiful Adriatic. We offer both daily trips and multi-day charters, perfect for couples, families...

8 hours • Free Cancellation
5.0 (20)
from
$1,405
Dubrovnik : Private Half/Full day Sailing Blue Cave&Elaphiti tour

Escape the crowds and feel the true spirit of the Adriatic under sail. Whether you choose a full or half day journey, discover the hidden …More

5.0 (2)

Dubrovnik : Private Half/Full day Sailing Blue Cave&Elaphiti tour

Escape the crowds and feel the true spirit of the Adriatic under sail. Whether you choose a full or half day journey, discover the hidden...

4 to 10 hours • Free Cancellation
5.0 (2)
from
$500
Dubrovnik Panoramic Night Cruise with Karaka

Welcome aboard the magnificent Karaka, a five star replica of Dubrovnik Republic's most important merchant ship. Join us on a 45 minute cruise beneath the …More

4.9 (8)

Dubrovnik Panoramic Night Cruise with Karaka

Welcome aboard the magnificent Karaka, a five star replica of Dubrovnik Republic's most important merchant ship. Join us on a 45 minute cruise beneath the...

45 minutes • Free Cancellation
4.9 (8)
from
$39
Islands full day tour with sailing experience

Embark on a journey with the beautiiul sailboat to visit Dubrovnik gem - Elaphity islands, it's beautiful beaches and clear waters. The travelers on this …More

5.0 (16)

Islands full day tour with sailing experience

Embark on a journey with the beautiiul sailboat to visit Dubrovnik gem - Elaphity islands, it's beautiful beaches and clear waters. The travelers on this...

8 hours • Free Cancellation
5.0 (16)
from
$164
Luxury Private Sailing from Dubrovnik: Day & Multiday Tours

What truly sets us apart is our comprehensive service package. Included in the price are private transfers from your accommodation (pick up and drop off), …More

5.0 (11)

Luxury Private Sailing from Dubrovnik: Day & Multiday Tours

What truly sets us apart is our comprehensive service package. Included in the price are private transfers from your accommodation (pick up and drop off),...

8 hours • Hotel pickup offered
5.0 (11)
from
$994
Full Day Private Sailing Tour of Cavtat and Dubrovnik

We are the only licensed sailing tour operator in Dubrovnik region, our 20+ years of experience on the sea will make your tour enjoyable. The …More

5.0 (4)

Full Day Private Sailing Tour of Cavtat and Dubrovnik

We are the only licensed sailing tour operator in Dubrovnik region, our 20+ years of experience on the sea will make your tour enjoyable. The...

4 to 8 hours • Free Cancellation
5.0 (4)
from
$702
Dubrovnik private boat tour to Elaphiti Islands

Private tour on board the fast Cap Camarat motor boat 6,5 m WA. A self-tailored tour with a professional-certified crew will enrich your Dubrovnik and …More

5.0 (3)

Dubrovnik private boat tour to Elaphiti Islands

Private tour on board the fast Cap Camarat motor boat 6,5 m WA. A self-tailored tour with a professional-certified crew will enrich your Dubrovnik and...

4 hours • Free Cancellation
5.0 (3)
from
$466
Private Sunset Tour from Dubrovnik with Luxury Speedboat

Dubrovnik Luxury Sailing Family-owned business offering unforgettable speedboat and sailboat tours. With experienced skippers who know the hidden gems of our beautiful coastline, we provide …More

5.0 (2)

Private Sunset Tour from Dubrovnik with Luxury Speedboat

Dubrovnik Luxury Sailing Family-owned business offering unforgettable speedboat and sailboat tours. With experienced skippers who know the hidden gems of our beautiful coastline, we provide...

2 to 8 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
from
$607
Personalized Elaphiti Islands Tour with Local Skipper & Wine

Family-owned business offering unforgettable speedboat and sailboat tours. With experienced skippers who know the hidden gems of our beautiful coastline, we provide a unique way …More

5.0 (3)

Personalized Elaphiti Islands Tour with Local Skipper & Wine

Family-owned business offering unforgettable speedboat and sailboat tours. With experienced skippers who know the hidden gems of our beautiful coastline, we provide a unique way...

4 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
from
$876

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Beautiful
New York City
Adults Only Sunset Cruise in Dubrovnik on a 16th-Century Karaka
Yvonne_M, Sep 2026
Beautiful
Very lovely experience. It is a slow moving vessel that’s very pretty. Not much seating on very top area of boat. We were able to see a beautiful sunset and around Lokrum island. It was really perfect.
Read more
Full day Sailing 20.09
New York City
Private Sailing Adventure in Dubrovnik
891tamast, Sep 2026
Full day Sailing 20.09
We had a lovely time sailing along the shores of Dubrovnik. I loved every minute of the nice experience. Kudos!
Read more
Great cruize
New York City
Adults Only Sunset Cruise in Dubrovnik on a 16th-Century Karaka
alanhH3477NH, Sep 2026
Great cruize
This is an amazing and unique way to see the city and its suroundings.
Read more
Book it!!
New York City
Full Day Sailing Tour To Elafiti Islands from Dubrovnik
Sarah_P, Sep 2026
Book it!!
We had the best day with Filip! So kind, informative and recommended the best lunch spot for us! It was such a relaxing day- I would recommend this experience to every person coming to Croatia/ Dubrovnik, with Filip! A 5 star experience.
Read more
Loved this small group...
New York City
Full Day Sailing Tour To Elafiti Islands from Dubrovnik
Jennifer_K, Sep 2026
Loved this small group...
Loved this small group tour. Captain Filip is a really nice guy who seems to genuinely enjoy his job. He was very good about time, avoiding the larger crowds, and making sure we had the best experience. Highly recommend.
Read more
Sunset sailing
New York City
Dubrovnik Private Romantic Sunset Sailing
Jayne_H, Sep 2026
Sunset sailing
Sailing to Dubrovnik for sunset. Soft drinks included. Approx 2 hours. Very relaxing and spectacular
Read more
The boat is very cool and...
New York City
Elaphiti Islands On The Luxury Pirate Ship Karaka Dubrovnik
Paige_M, Sep 2026
The boat is very cool and...
The boat is very cool and the crew were nice. On the first island we would definitely recommend the tasting at the family farm. The guy who hosted this was very informative and friendly and the food was amazing. For 5 euros per person it really is a bargain. On the second island you have the option for wine tasting, we opted to just have a drink on the coast, aside from these options there isn’t much else to do. 3 hours on Lopud is a great amount of time to grab some lunch, swim in the sea and dry off in the sun. We would recommend this experience so others can see some different sides of Croatia from Dubrovnik
Read more
A Trip of a Lifetime
New York City
Dubrovnik Private Boat Tour – Luxury Sailing Yacht Cruise
Y6595EKlouisem, Sep 2026
A Trip of a Lifetime
Fabulous/ Outstanding/ Memorable/ Amazing/ Beautiful/ Relaxing/ Exhilarating/ Comfortable/ Tailored/ Fun and wish we could do it all again! Mario is not only a fantastic skipper but he is also a naturally relaxed host. He took us to gorgeous places where we were able to enjoy the scenery, swim in lovely safe spots and go ashore to enjoy the great restaurants and bars. His knowledge of the waters around the islands and his ability to single handedly sail his beautiful Cardea was clear from the outset. We felt very much at ease, even on rougher days. He also gave a wee spin on the wheel! Mario welcomed us onboard and made us feel at home. He took some time away to give us some space but he has an uncanny ability to appear when you need him. He is really good company and has a brilliant sense of humour. He is very much like an old friend you just met. He quickly noticed that Grandma needed help getting over the gangplank. He was immediately on hand and confidently escorted her across. He also knows everyone, which can be extremely helpful at times! We would love to sail with Mario again and hope perhaps that one day we will. For now this trip was a once in a lifetime experience with our family that we will treasure. It was made all the more special thanks to Mario and Cardea. Thanks from all of us Mario!!
Read more
A fantastic day out sailing with Dragan! Don’t miss this one!
New York City
Dubrovnik:Full Day Small Group Sail Boat Tour to Elaphiti Islands
ashlewesgs, Sep 2026
A fantastic day out sailing with Dragan! Don’t miss this one!
What an AMAZING day! Dragan was informative, hospitable, kind, knowledgeable, helpful and we had the best day out. The swimming spots were beautiful and the restaurant he suggested was ‘to die for’! We had a beautiful table reserved for us right by the sea and the food was exceptional. Plenty of time at each spot for swimming and exploring, incredibly relaxing sailing experience in a stunning part of the country. Dragan is an excellent host and we would highly recommend this as an added bonus to your holiday! 5 stars A plus etc haha!
Read more
Relaxing, sun filled day
New York City
Dubrovnik:Full Day Small Group Sail Boat Tour to Elaphiti Islands
Susan_F, Sep 2026
Relaxing, sun filled day
Really relaxing and enjoyable day on the water. Dragon was a great host and the lunch was fantastic. Highly recommend, very relaxing and a great opportunity to explore different coves around the islands.
Read more
Absolute recommendation - dreamlike sailing week in Croatia.
New York City
Dubrovnik Private Boat Tour – Luxury Sailing Yacht Cruise
X5776TLavab, Sep 2026
Absolute recommendation - dreamlike sailing week in Croatia.
An unforgettable week of sailing on the Croatian coast – absolute recommendation! ⛵️🇭🇷We, two adults and four children (between 9 - 17 years old), had a wonderful week on the sailboat in Croatia and could not have imagined the trip any better! From start to finish, it was a perfect mix of relaxation, adventure, dreamlike bays, and a lot of fun!A very special highlight was our skipper, Mario. He was not only absolutely competent professionally and made us feel very safe at all times, but also incredibly likable, relaxed, and attentive. He always had the right mix of professionalism, humor, and good spirits and knew exactly when we needed a quiet bay, a beautiful anchorage, or the perfect spot for swimming. 😊The route was fantastic, and we discovered beautiful places and bays that we probably never would have found on our own. Every day there were new highlights – crystal-clear water, dreamlike sunsets, delicious food, and that very special feeling of freedom on the sea.But what really made this week extraordinary was the atmosphere on board. Our skipper Mario, with his positive and easygoing manner, contributed significantly to us feeling comfortable from the very first moment. The children learned a lot from him, as he involved them in daily activities!A week that went by much too quickly and definitely cries out for a repeat!Many thanks to Mario for this beautiful and unforgettable time – we would love to come back! 100% recommendation! ⛵️🌊☀️🇭🇷
Read more
Relaxing day
New York City
Elaphiti Islands On The Luxury Pirate Ship Karaka Dubrovnik
clareo880, Aug 2026
Relaxing day
We had a fabulous experience aboard the Karaka exploring the Elaphiti islands. Andreja was a great guide who gave very clear explanations of what we could do in each of the islands. On the first two islands we enjoyed the tours - the first on Kolocep Island, where we took the hiking tour to the family owned honeyfarm and the opportunity to taste the products. At Šipan we visited a local olive and wine farm for wine tasting, served with delicious breads, cheese and olives. At Lopud we had three hours to relax with a swim and snorkel and enjoyed a meal before heading back The whole day was very relaxing and enjoyable with a great team on the boat in particular our guide Andreja. Our boat did not feel overcrowded compared to some of the other boats that were out on similar trips. We would highly recommend this trip.
Read more
5 star trip
New York City
Islands full day tour with sailing experience
johngG2601UA, Aug 2026
5 star trip
Amazing sailing boat experience with Frank. Took us to amazing places and when somewhere was too packed he found somewhere better. Made us feel at home and relaxed on the boat and was very welcoming, I will be back.
Read more
Great full day sail!
New York City
Luxury Private Sailing from Dubrovnik: Day & Multiday Tours
marylouiseu, Aug 2026
Great full day sail!
Skipper Daniel was a great guide! He knew all the best coves to visit and was flexible in finding the best swimming and areas. He recommended a great place for lunch and he reserved our table as well. We would definitely book with this company again.
Read more
An unforgettable sailing experience around the Elaphiti Islands!
New York City
Adventure Sailing 4 Night Dubrovnik Cruise on the Huck Finn Cat
Ivana_miskovic021, Aug 2026
An unforgettable sailing experience around the Elaphiti Islands!
It was an unforgettable sailing experience around the Elaphiti Islands!This was so much more than just a boat trip, it was a true adventure and an experience we could not have even dreamed of. Captain Željko and host Ivana created the perfect atmosphere, taking care of every detail and making us feel welcome from the very first moment. One of the most wonderful surprises were their four little Yorkshire terriers who live with them on the boat. They are the sweetest companions, playful, affectionate, and always ready to cuddle with guests. They even swim with you and bring such positive energy on board. Their presence has a truly therapeutic effect, making the whole experience even more relaxing and special for anyone looking to escape everyday stress. Ivana’s breakfasts were absolutely fantastic! Not only delicious but also beautifully prepared and decorated with so much care. In the afternoons, we enjoyed gin and tonics while watching breathtaking sunsets over the Adriatic. Captain Željko always made sure we stayed overnight in peaceful, hidden spots and took us swimming to turquoise beaches where, at that moment, there were no crowds — just crystal-clear sea and pure tranquillity. Every moment was thoughtfully planned, yet the journey still felt natural and authentic. We would wholeheartedly recommend this sailing experience to anyone looking for relaxation, adventure, beautiful nature, and unforgettable memories. Thank you, Željko and Ivana, for an incredible journey! We wish everyone could experience something like this!
Read more
Huck Finn delivered an AMAZING Experience!
New York City
Adventure Sailing 4 Night Dubrovnik Cruise on the Huck Finn Cat
Sunshine665467, Jul 2026
Huck Finn delivered an AMAZING Experience!
Our 4-night Catamaran sail with Huck Finn Croatia was amazing! A huge thank you to our skipper, Marina, our host, Daria, and Mona, our host in training, for making the trip so special. They were friendly, fun, and went above and beyond to make everyone feel welcome. The itinerary was perfect, the boat was comfortable, and every stop was beautiful. It was truly one of the highlights of our Croatia vacation, and we highly recommend it!
Read more
Dubrovnik Tours
Attractions
Guides
Calendar
View more