8 days
Activity level
Group size

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 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 experienced local guides and skippers will avoid 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 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 the 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.

1Arrival, SUP & sailingKolocep and Sipan IslandsYacht
2Sailing, hiking, SUP, swimming & snorkelingMljet IslandYachtB
3Sailing, hiking, SUP & swimmingPeljesac PeninsulaYachtB
4Sailing & hikingElaphiti & SipanGuesthouseB
5Beach daySipan IslandGuesthouseB
6HikingLopud IslandGuesthouseB
7Sea kayakingElaphiti IslandsGuesthouseB

Arrival at Destination - Kolocep Island hiking, SUP, swimming, sailing to Lopud and Sipan Islands

Arrival at the Huck Finn base in Komolac and boarding at 10 am. The guests are welcomed on board by their crew and we sail out after short safety instructions. Our yacht is a modern catamaran for up to 10 passengers with a lot of deck space, comfort and very good sailing performance. Our first stop today is Kolocep island – the smallest of the inhabited islands in the Elaphiti Archipelago. Kolocep is ideal for water activities and we will try out paddleboards and make a swimming break before stopping for lunch in one of the best fish restaurants in the area. After lunch and a short hike to Kolocep’s spectacular cliffs, we continue sailing towards Lopud and Sipan islands. We will anchor in one of the most beautiful bays of the area for a dinner and a swim.
Accommodation: catamaran.

Sailing to Mljet Island and Peljesac Peninsula

We leave Sipan behind early today and sail out towards Mljet Island National Park. Two salt water lakes surrounded by a lush, green forest, the larger one with a small island in the middle, make Mljet a spectacular location for kayaking, paddleboarding, hiking, cycling and swimming. You can choose to cycle from the catamaran to the lakes, where you can take a boat to the small island with a 12th century Benedictine monastery. Entrance fee to the national park is not included, but can be paid on spot. In the late afternoon we will sail towards the Peljesac Peninsula and anchor in a quiet bay near Zuljana Village.
Accommodation: catamaran. Meals: B.

Peljesac Peninsula paddleboarding, swimming, snorkeling and hiking

Today we spend the day exploring the Peljesac Peninsula, one of the most successful and famous wine making regions in Croatia. It is a true oasis of peace with its vast vineyards, salt and oyster farms, quiet towns, narrow streets and hidden beaches. We will spend the morning paddling, snorkeling and swimming in Zuljana Bay. Afterwards we sail east towards Broce and Ston. Walk to Ston, a lovely old town unspoiled by tourism, with pleasant cafes and restaurants. Take the time to explore the Ston city walls, salt farms, or taste its famous oysters or mussles before returning to Broce for the evening.
Accommodation: catamaran. Meals: B.

Elaphiti Islands sailing and Sipan Island hiking

This morning we sail out of Broce and continue sailing east between the Elaphiti Islands until we reach Sipan. Disembark late 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 beautiful sunsets is a charming and romantic fishing village in a bay surrounded with palm trees. Its beauty makes it a favorite mooring place of sailing yachts. Sipan is the largest of the Elaphiti Islands and its landscape, castles, chapels and monasteries are ideally explored by bikes or on foot. It was lucky enough to reach its peak of development at the time when the Republic of Dubrovnik was the 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 walking or cycling. Hike to a local hilltop farm with picturesque olive groves and the most beautiful view of the island.
Accommodation: Luka Sipanska 3*** guesthouse. Meals: B.

Beach Day or visit Dubrovnik

Continue exploring Sipan Island and its beaches or take a trip to Dubrovnik and visit its Old Town, city walls and main street Stradun. Take an optional boat ride to Lokrum, the “cursed island” near Dubrovnik with its Benedictine monastery, botanical garden, small lake popularly known as the “Dead Sea” and Fort Royal Castle.
Accommodation: Luka Sipanska 3*** guesthouse. Meals: B.

Lopud Island hiking

Today we will explore the nearby Lopud Island. Lopud has many beautiful walking routes that take one from sea to the top of the island and back. This island’s true treasures are its tiny churches and a 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. Prepare yourself for stunning views of the Elaphiti Archipelago and Mljet Island.
Accommodation: Luka Sipanska 3*** guesthouse. Meals: B.

Elaphiti Islands kayaking

The Elaphiti Islands are one of the best Croatian archipelagos for sea kayaking. Each island is small and easy to kayak around, but has an interesting and indented coastline, offering numerous coves and beaches. We paddle out of Luka Sipanska this morning and head west towards Jakljan, Tajan and Olipa islands. All three are uninhabited and their beaches can only be accessed from a small boat or kayak, resulting in a number of secluded beaches and a rich, undisturbed underwater world. There will be plenty of time for swimming and snorkeling before returning to Luka Sipanska for yet another spectacular sunset. For those looking to spend more time in Dubrovnik, it is also possible to spend the morning kayaking and head to the Old Town for the afternoon.
Accommodation: Luka Sipanska 3*** guesthouse. Meals: B.


You can book your flight from 10 am onwards. Earlier departures can be accommodated, but are subject to surcharge. There might be several group transfers between the destination and airport depending on flight departure time. If you decide to spend more time in Croatia, our guides will be happy to recommend other beautiful places to visit – especially those you won’t find in tourist guide books.
Meals: B.

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 the 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.

double920 €1040 €1130 €
twin1012 €1144 €1243 €
single1380 €1560 €1695 €
All prices are per person.

Seasons 2023
Low: April 15 – May 19; September 23 – October 14
Intermediate: May 20 – June 16; September 9 – 22
High: June 17 – September 8

Departure dates 2023 - Saturdays

Other dates on request.

Price includes:

  • 3 nights on the catamaran (en suite bathroom), 4 nights in guesthouse on Sipan Island
  • 7 breakfasts
  • activities and use of equipment (kayaks, bikes, paddleboards, snorkeling gear)
  • local taxes, permits and marina fees
  • yacht skipper
  • assistance
  • insurance

Not included:

  • mandatory 80 € per person sustainability fee
  • international airfare to/from Croatia
  • arrival and departure transfers
  • Ston city walls entrance fee
  • Mljet Island National Park entrance fee
  • items of a personal nature and gratuities to your guide(s)
  • lunches and dinners

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 surcharge. There might be several group transfers between the destination and airport depending on 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.

Sail & Hike holiday map
Sail & Hike holiday map
Sail & Hike holiday map
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Sipan Island Croatia
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Huck Finn catamaran layout

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