15 Dubrovnik Sailing Tours Worth Casting Off For

1.Adventure Sailing 4 Night Dubrovnik Cruise on the Huck Finn Cat

★★★★★★★★★★5.0 · 101 reviews · 5 days (approx.) · from $822Our pick

Join Huck Finn Adventure Travel for a small-group catamaran trip from Dubrovnik, limited to eight people. You’ll swim, paddleboard, kayak, cycle, hike, and visit Mljet, Ston, Šipan, and the Elaphiti Islands, with local guides such as Mario, Danchi, Tajana, and Daniel helping shape the days around weather and group interests.

“Great sailing adventure with Tajana, Daniel and Mario! Best way to see the beautiful islands of Croatia. Highly recommended!”

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2.Full Day Sailing Tour To Elafiti Islands from Dubrovnik

★★★★★★★★★★5.0 · 91 reviews · 8 hours (approx.) · from $157

Set out from Lapadska obala at 9:00 a.m. with captain Filip for an eight-hour sail around the Elafiti Islands. With no more than six people aboard, you can swim and snorkel at Koločep and Šunj, visit Šipan, and stop for an optional seafood lunch. Snorkeling gear, a restroom, and an outdoor shower are included.

“Amazing trip despite little wind, many thanks to the amazing skipper Filip for this fantastic day and truly memorable experience....”

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3.Private Elaphiti Islands Sailing Tour

★★★★★★★★★★4.8 · 63 reviews · 4 - 8 hours · from $353 whole boat, up to 8

Set out from Lapad Bay on a private sailboat for up to eight people. Cruise past Dubrovnik’s walls, swim near the Elaphiti Islands, visit the Blue Cave, and learn basic steering from your skipper. Guides including Mirko, Andy, Dragan, Peter, and Dragon are praised for flexible routes and friendly instruction.

“Fantastic experience on this yacht with Peter our Skipper / Instructor highly recommended 👌”

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4.Private Sailing Adventure in Dubrovnik

★★★★★★★★★★4.5 · 42 reviews · 4 hours (approx.) · from $481 whole boat, up to 8

Set sail from Lapad Bay on a private four-hour outing with your own group and skipper. You can learn basic sailing, swim and snorkel near Kolocep, visit the Blue Cave, or admire Dubrovnik’s walls from the water. Skippers such as Philip, Marco, Ruth, Nico, Alec, Mario, and Peter have tailored routes to suit each party.

“Had a really nice half day sailing with Mario. Not a huge amount of wind but a very relaxing experience when we were under sail. A couple of nice stops for some snorkelling and a lovely way to finish off our holiday in Croatia.”

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5.Sail, see, stop, photograph (4 hours)

★★★★★★★★★★5.0 · 41 reviews · 4 hours (approx.) · from $379 whole boat, up to 4

Join Dario and the Snooky Tours team for a private four-hour speedboat trip from Dubrovnik. Visit Koločep, enter several sea caves, snorkel in the Blue Cave with an underwater GoPro, then relax at Šunj Beach on Lopud. Hotel, apartment, and port pickup, drinks, equipment, and return transport are included.

“Had a wonderful trip on our half day adventure, would highly recommend. We loved the private beach on Kalamata Island. Great way to see a few different spots, the guys are very friendly and professional. They provided lots of extras like a speaker, snorkel, dry bag and even a go-pro. Thanks to both Darios for a great trip, Marco”

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6.Experience full day sailing from Dubrovnik to Elaphiti islands

★★★★★★★★★★4.5 · 40 reviews · 8 hours (approx.) · from $119Best value

Spend about eight hours sailing from Dubrovnik among the Elaphiti Islands with skipper Dubravko, known as Dubo. Help raise sails, steer the yacht, swim and snorkel in natural bays, and stop for coffee and lunch on Lopud and Šipan. The small group, flexible route, and hands-on sailing make this more active than a standard boat cruise.

“Our Skipper Dubravko, prepare a great turn arround the 3 Islands, whith a lunch in Sudurad. A litle more wind would help. Great experience. Thanks Dubravko !!!”

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7.Romantic Sunset Sailing Adventure

★★★★★★★★★★5.0 · 30 reviews · 2 hours · from $294 whole boat, up to 8

Set sail from Lapad Bay with a private skipper and up to seven companions. You can choose Old Town views or the Koločep, Lopud, and Daksa islands, ask for sailing lessons, and possibly stop for a swim. English-speaking skippers include Nico, Marko, and Dragan.

“The experience was great; Marko did a great job and he was very cool. The views of the sunset from the sea are priceless.”

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8.Full Day Group Sail Boat Tour to Elaphiti & Blue Cave

★★★★★★★★★★5.0 · 23 reviews · 8 hours (approx.) · from $170

Spend about eight hours sailing from Dubrovnik with Captain Dragan or the Diamond Sailing Service crew, in a small group of no more than eight. Swim off Koločep, relax at sandy Šunj Beach, eat beside the water on Lopud, and possibly visit the Blue Cave or Šipan if time and conditions allow. Coffee, tea, water, a welcome drink, water gear, and a SUP are included.

“This was an amazing tour! The company is relatively new, professional, and very accommodating. The skipper was so kind and knowledgeable, telling me what different lines were for and letting me steer the boat! I had a wonderful day with lots of snorkeling stops, swimming, relaxing, and exploring an island for lunch. The whole day is very customizable based on your interests and how active you want to be. This is the only company out of two others I tried booking through that didn’t cancel on me the day before. I would recommend this trip to anyone in the area!”

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9.Dubrovnik Sailing – Private Full Day Tour

★★★★★★★★★★5.0 · 23 reviews · 8 hours (approx.) · from $747 whole boat, up to 8

Spend about eight hours sailing from Dubrovnik to the Elaphiti Islands with a professional skipper and your own private group of up to eight. You can learn the basics of sailing, swim, and borrow snorkeling gear. The tour begins at 10:00 am on Šetalište Nika i Meda Pucića 5 and returns there. Plans depend on weather.

“Très belle expérience. Je recommande vivement cette excursion loin de la foule. Croisière privée en voilier et surtout ... à la voile avec un vrai Skipper très sympa !!! Merci”

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10.Dubrovnik Private Romantic Sunset Sailing

★★★★★★★★★★5.0 · 21 reviews · 2 hours (approx.) · from $361 whole boat, up to 8

Set out from Lapad Bay on a private two-hour sail with a skipper such as Marko, Andy, Peter, or Niko and Ruth. Choose the Old Town walls or the Elaphiti Islands, with time for coastal views, drinks, and possibly a swim. The route changes with wind and sea conditions, making each sunset outing slightly different.

“Nice sailing sunset trip with actual sailing and not all motoring which was nice. The boat captain was nice and very competent.”

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11.Full Day Private Sail Boat tour to Elaphiti&Blue Cave

★★★★★★★★★★5.0 · 13 reviews · 8 hours (approx.) · from $745 whole boat, up to 8

Set out from Dubrovnik at 9:30 a.m. with skipper Dragan for a private eight-hour sailing trip around the Elaphiti Islands. Swim and snorkel at Koločep and Šunj, walk Lopud, visit Šipan, and learn basic sailing. Lunch, drinks, and optional pickup cost extra. Confirm whether the Blue Cave is included on your date.

“Dragan is the MAN! Absolutely amazing experience my self and my girlfriend along with a few of our friends had an absolute blast! Super kind and helpful skipper his English was amazing and everything about the experience was planned and executed to a tee!”

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12.Dubrovnik Private Boat Tour – Luxury Sailing Yacht Cruise

★★★★★★★★★★5.0 · 10 reviews · 8 hours (approx.) · from $1,445 whole boat, up to 11

Spend about eight hours on a private sailing yacht from ACI Marina Dubrovnik with Captain Mario. You’ll cruise among three Elaphiti Islands, see coastal villages and beaches, swim if conditions allow, and enjoy a flexible day for up to 11 people. The Jeanneau 53 Cardea offers a comfortable setting for families, couples, and small groups.

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13.Private Full Day Sailing Tour To Elafiti Islands

★★★★★★★★★★5.0 · 10 reviews · 8 hours (approx.) · from $693 whole boat, up to 6

Join skipper Filip of Smooth Sailing for an eight-hour private trip from Dubrovnik to the Elafiti Islands. Swim from the boat at Koločep, visit sandy Šunj Beach, explore Šipan, and stop for lunch at a local restaurant. Your group of up to six has snorkeling gear, a restroom, and an outdoor shower on board.

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14.Luxury Private Sailing from Dubrovnik: Day & Multiday Tours

★★★★★★★★★★5.0 · 9 reviews · 8 hours (approx.) · from $1,024 whole boat, up to 8

Set out from Dubrovnik on a private sailboat for up to eight people, with skippers Daniel and Nika helping shape your route. Expect island stops, Croatian wine, a cured-meat platter, snorkeling gear, coffee, and time for a local lunch. The listed route includes the Elaphite Islands, Mljet, Ston, and Korčula, with day and multiday options available.

“What a perfect day!!! Daniel and Nika were amazing. We had fabulous local wine and snacks, beautiful sights and snorkeling and a great lunch where we were taken by rowboat. I can’t recommend this enough. The boat is beautiful and comfortable too”

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15.Full Day Private Sailing Tour of Cavtat and Dubrovnik

★★★★★★★★★★5.0 · 4 reviews · 8 hours · from $706 whole boat, up to 8

Set out from Cavtat with an English-speaking skipper for an eight-hour private sail toward the Elaphiti Islands. See Dubrovnik’s walls from the water, swim at Lopud’s sandy Sunj Beach, and possibly stop near Kolocep’s Blue Cave. Lunch is optional and costs extra. The group size is capped at eight.

“For us, this was a perfect day. Friendly, acknowledged skipper, knows a lot about Croatian history, the everyday life in Croatia, and is a skilled sailor. We had good conversations, good laughs and good times. He organized lunch for us on a restaurant, and he’s got soft drinks on the boat for the guests. If ever in Cavtat, go sailing with Mato!! We can give our best recommendations⛵️”

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