With this Dubrovnik Sailing Multisport experience the best of what Dubrovnik archipelago has to offer from the sailing boat. Sea kayaking, cycling, swimming, stand-up paddleboarding and much more now come in a new, sailing form. Instead of staying in an island paradise, hoist sails and sail the most stunning archipelago of the Adriatic. On this Dubrovnik Sailing Multisport trip we will visit a green island national park, kayak between uninhabited islands, snorkel in the blue waters and taste the best of the Mediterranean cuisine.

Dubrovnik Sailing Multisport a 5-day tour

Along with our adventurous activities, the sun and the sea awaken the most primeval feelings that are hard to resist, so we invite you to let go and enjoy dinner in a hedonistic way with an abundance of traditional regional offers of meal in island restaurants. Meals are organized as a combination of onboard meals and selected restaurants for dinner. In the evening, after we have anchored the night, there are fantastic local restaurants and taverns. They have received excellent feedback from guests in the past for their value for money, and we recommend you to try specialties with authentic Mediterranean cuisine.

Dubrovnik – “Pearl of the Adriatic”

The region is adorned with a myriad of picturesque islands, charming coastal towns, and a diverse array of landscapes, ranging from rugged mountains to sun-kissed beaches. Dubrovnik, often referred to as the “Pearl of the Adriatic,” stands out as one of Dalmatia’s crown jewels, boasting well-preserved medieval architecture, ancient city walls, and captivating views of the Adriatic.


DAY 1 – Sailing Dubrovnik to Šipan island

We head out from Dubrovnik and head towards Elaphiti archipelago to visit islands and the lighthouse of St. Andrew before reaching Šipan island. The island, which is only 16 square kilometers in size, is home to old summer estates and 34 churches that bear witness to a rich history that peaked during the era of the Dubrovnik Republic. Interestingly, Šipan was inscribed in the Guinness Book of World Records as the island with the greatest number of olive trees in comparison to its size. The olive tree is a symbol of the Mediterranean. It has left its mark on civilization and has been respected since ancient and biblical times. Here we spend the night and prepare for longer sailing tomorrow. 

Accommodation: catamaran


DAY 2 – Sipan Kayaking and Mljet sailing

The next day we kayak the bays of Šipan island in the morning before heading towards Mljet island. Kayaking is a great way to explore the bays and beaches in the area, and especially the passage that was the ground on the most famous naval battle in the ancient world: the battle between Julius Caesar and Mark Antony. Mljet is the most forested island in the Adriatic, and the National Park contains two salt lakes, with a Benedictine monastery on the Isle of St. Mary. We will stop for a swim and paddleboard along the bay before reaching Polače village for dinner. 

Accommodation: catamaran


DAY 3 – Mljet cycling

After breakfast grab your bike and get ready for cycling. We will go to the national park and make a trip around two beautiful turquoise lakes, surrounded by lush green forest. If you like, you can take a short boat ride to the island and monastery of St.Mary, or stop for lunch in a charming little fishing village on the canal that connects the lakes with the sea. Upon returning to the boat, we head for Prožura bay for a dinner and another stary night. 

Accommodation: catamaran


DAY 4 – Explore Pelješac peninsula and hike Lopud

Start your day exploring the beautiful Peljesac Peninsula. Once you’ve discovered the beauty the peninsula has to offer, you’ll set sail for Dubrovnik, stopping in small private bays with turquoise waters to swim and stand up paddle, taking advantage of the gorgeous scenery on the way back to port. Stop on Lopud island for a hike to the hilltop for an amazing view of the archipelago. Enjoy the rest of your sail with some opportunities for swimming or sightseeing in the villages and towns of the archipelago. You’ll reach the port in the afternoon and spend a final night with your guide and skipper in a cozy atmosphere and with stories of the trip to share. 

Accommodation: catamaran


DAY 5 – Departure

Check out from the boat is on 8:00 AM. Let your guide and skipper know about your traveling plans from this point on, so they can advise you about interesting places to see, or the easiest way to go around to wherever you need to go. 


Note on Itinerary:
This itinerary is subject to change due to group abilities and preferences, weather, water levels, special events of interest, etc. Raftrek Guides and Trip Leaders will do their utmost to ensure the best possible experience for their clients without compromising safety at any time. This may mean changing the original itinerary to avoid discomfort or risk which could be caused by exceptional situations. Raftrek reserves the right to alter the itinerary without prior notice.


What’s included

  • accommodation: 4 nights on the yacht (en-suite bathroom)
  • meals as noted in the itinerary (4 breakfasts)
  • activities and use of equipment (SUP, biking and snorkeling gear)
  • local taxes, permits and marina fees/lighthouse docking fees
  • yacht skipper, guide/assistance
  • insurance                                                  

Not included

  • international airfare to/from Croatia
  • Mljet National Park entrance fee
  • Wine tasting
  • Transfers to or from ACI marina Dubrovnik
  • items of personal nature and optional gratuities to your guide(s)
  • beverages and meals not stated in the itinerary

Group size

Min 4 – max 6 people per group; larger groups are on request. Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund. In case the minimum number of participants is not met but the guest/s still want to do the trip, the price increases by a percentage depending on the final number of participants.


Over the course of this program, we will travel and stay on the sleek and elegant OLIVIA ADRIATICA Sun Odyssey 54DS (16.75 m) sailboat, which offers an impressive sailing experience with a great dose of comfort. The OLIVIA ADRIATICA is a boat that offers safety and a comfortable stay at sea with great design, solid performance, a high quality of construction, and superior equipment. The boat has 3 double cabins, each with its own toilet and shower, along with a separate cabin for the crew. There are two standard double, and one master double cabin with even more space and comfort. The central salon is large and offers a comfortable space for shared living. The boat is equipped with air conditioning and heating, a TV, WIFI, an electrical generator, and everything you might need while resting and relaxing. The small onboard library offers books to suit everyone’s interests.

Air Travel

Please check with us before purchasing your airline tickets to ensure your trip has the necessary minimum number of participants required to operate.


Breakfast will be served with a plentiful buffet consisting of several types of cereal, butter, honey, jam, prosciutto, cheese, eggs, yogurt, fruit, juices, coffee, tea, and milk. Some of the lunches will be picnics, which enables us to be flexible with our route. You will be able to buy lunch packs or groceries from local stores, and the boat kitchen is there for you to use. If you are booking the entire boat for your group, we can organize a boat chef to cook for you during the trip with a surcharge.

Meals are organized as a combination of onboard meals and selected restaurants for dinner. In the evening, after we have anchored the night, there are fantastic local restaurants and taverns. They have received excellent feedback from guests in the past for their value for money, and we recommend you try specialties with authentic Mediterranean cuisine.


All prices are per person in EUR

Maximum number of participants: 6 guests per group. Larger groups upon request

Minimum age: 8 years if accompanied by parent(s)

Single use rooms/cabins are available upon request with a 25% surcharge