Sail & Hike Dubrovnik Holiday
Our Sail & Hike holiday takes you to the Dubrovnik region in the south of Croatia. You will explore the old walled town of Dubrovnik, the Elaphiti Islands, Mljet Island and the Peljesac Peninsula while sailing on a yacht and hiking.
Lopud, Kolocep and Sipan belong to the Elaphiti Islands archipelago. These are some of Croatia’s most beautiful green islands – covered by forests with lots of sunshine and sandy beaches and free of traffic. Their location is ideal – we reach them in under an hour’s sailing time from Dubrovnik.
Our team members will make sure to always point you away from overcrowded destinations, ensuring you get the most authentic experience. You will have the opportunity to dine with local families in their homes and enjoy good food and excellent wine. Friendly dolphins or tuna that are often seen in the area often escort our yachts. The sea is blue, clear, warm and friendly.
Huck Finn’s eight-day Sail & Hike holiday includes three nights on the boat and four nights on Sipan Island.
After ten years of experience with active sailing holidays, we guarantee excellent value for money with this trip. Families with children aged 8 and up are welcome on family departures.
This sailing and walking trip has been designed for active and independent hikers who are comfortable walking on their own and without a guide. Please note that not all activities are guided. Occasionally, the guide will provide information and directions for the guests to walk at their own pace.
Check out the short itinerary
| Day | Activities | Place | Lodging | Meals | |
|---|---|---|---|---|---|
| 1 | Arrival, SUP & sailing | Kolocep and Sipan Islands | Yacht | ||
| 2 | Sailing, hiking, SUP, swimming & snorkeling | Mljet Island | Yacht | B | |
| 3 | Sailing, hiking, SUP & swimming | Peljesac Peninsula | Yacht | B | |
| 4 | Sailing & hiking | Elaphiti & Sipan | Guesthouse | B | |
| 5 | Beach day | Sipan Island | Guesthouse | B | |
| 6 | Hiking | Lopud Island | Guesthouse | B | |
| 7 | Hiking | Kolocep Island | Guesthouse | B | |
| 8 | Departure | Dubrovnik | B |
DAY 1 – Arrival at destination
Kolocep Island hiking, SUP, swimming, sailing to Lopud and Sipan Islands
Accommodation: catamaran.
DAY 2 – Sailing to Mljet Island and Peljesac Peninsula
Accommodation: catamaran.
Meals: B.
DAY 3 – Peljesac Peninsula
Hiking, paddleboarding, swimming, and snorkeling
Accommodation: catamaran.
Meals: B.
DAY 4 – Sipan Island hiking
Disembark in the morning and check into your accommodation in Sipanska Luka, which will be our base for the last four nights of the holiday. This village at the far end of Sipan Island, with a beautiful sunset, is a charming and romantic fishing village in a bay surrounded by palm trees. Its beauty makes it a favorite mooring place for sailing yachts. Sipan is the largest of the Elaphiti Islands and its landscape, castles, chapels and monasteries are ideally explored by bike or on foot. It was lucky enough to reach its peak of development at the time when the Republic of Dubrovnik was its richest. The result is the largest number of summer villas found among all three inhabited islands, as well as numerous churches, chapels and monasteries. A road with very little traffic connects two villages, Luka Sipanska and Sudjuradj and makes this route ideal for cycling. Choose from many hiking trails your guide can recommend and explore Sipan today.
Accommodation: Luka Sipanska 3/4*** guesthouse.
Meals: B.
DAY 5 – Beach Day or visit Dubrovnik
Accommodation: Luka Sipanska 3/4*** guesthouse.
Meals: B.
DAY 6 – Lopud Island hiking
Lopud has many beautiful walking routes that take one from the shore to the top of the island and back. This island’s true treasures are its tiny churches and an ancient fort strategically located at one of its highest points. In the past it served as an observation point and was used to protect the island’s safety. Descend to the natural sand beach Sunj for a relaxing day, where you can visit seaside restaurants with a sea swing and hammocks nestled in the forest—an ideal place to enjoy a drink in the island’s tranquillity.
Catch a ferry back to Sipan in the afternoon and bike back to Luka Sipanska.
Accommodation: Luka Sipanska 3/4*** guesthouse.
Meals: B.
DAY 7 – Elaphiti Islands kayaking
Interesting for its dramatic scenery with rocky beaches, high cliffs, turquoise bays and colorful reefs, Kolocep offers a great getaway. There are no cars on this tiny island, so the walk through the villages will be very enjoyable. On your walk across the island, you will encounter many architectural remnants, witnesses of the turbulent history of the area: an old pre-Romantic chapel, ruins of a basilica, summer homes of Dubrovnik nobility, Napoleon’s fort, and more.
Return to the island for one last evening and share your impressions of the day and the week with new friends you made over the week.
Accommodation: Luka Sipanska 3/4*** guesthouse.
Meals: B.
DAY 8 – Departure
Meals: B.
Note on the itinerary:
We sail when the weather and itinerary allow it. Sailing is our preferred mode of transfer, and our skippers are very experienced, but sometimes a choice needs to be made between getting somewhere in time for a meal or an activity, or raising the sails and turning off the motor.
This itinerary and the duration of the activities are subject to change due to group abilities and preferences, weather conditions and forecasts, water levels, special events of interest, etc. Huck Finn 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. Huck Finn reserves the right to alter the itinerary without prior notice. This sailing and walking trip has been designed for active and independent hikers who are comfortable walking on their own and without a guide. Please note that not all activities are guided.
| 2025 | low | intermediate | high |
|---|---|---|---|
| double | 920 € | 1040 € | 1130 € |
| twin | 1012 € | 1144 € | 1243 € |
| single | 1380 € | 1560 € | 1695 € |
All prices are per person.
Seasons 2025
Low: April 19 – May 16; September 27 – October 18
Intermediate: May 17 – June 13; September 13 – 26
High: June 14 – September 12
| Departure dates 2025 – Saturdays | |||||
|---|---|---|---|---|---|
| April | 19 | 26 | |||
| May | 3 | 10 | 17 | 24 | 31 |
| June | 7 | 14 | 21 | 28 | |
| July | 5 | 12 | 19 | 26 | |
| August | 2 | 9 | 16 | 23 | 30 |
| September | 6 | 13 | 20 | 27 | |
| October | 4 | ||||
Other dates on request.
Arrival and departure airport: Dubrovnik
Departure notes: You can book your flight from 10 am onwards. Earlier departures can be accommodated, but are subject to a surcharge. There might be several group transfers between the destination and the airport, depending on the flight departure time.
Maximum number of participants: 10 guests per group. Larger groups upon request.
Minimum age: 8 years if accompanied by parent(s). Younger children, upon request.
Single-use rooms/cabins are available upon request with a 25% surcharge. Twin rooms/cabins are available upon request with a 10% surcharge per person. Sharing a twin room with another person is possible in case there are other guests interested in sharing. Additional nights on Sipan Island may be booked.
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DepartureDubrovnik
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Departure Time10 am
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Return Time10 am
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Included3 nights on the catamaran (en suite bathroom)4 nights in guesthouse on Sipan Island6 breakfastsactivities and use of equipment (kayaks, bikes, paddleboards, snorkeling gear)local taxes, permits and marina feesyacht skipperassistanceinsurance
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Not Includedinternational airfare to/from Croatiamandatory 90 € per person sustainability feearrival and departure transfersSton city walls entrance feeMljet Island National Park entrance feeitems of a personal nature and gratuities to your guide(s)lunches and dinners
