Dubrovnik, Vineyards & The Dalmatian Coast

8 Days & 7 Nights 4.5 Read 13 reviews
  • Dubrovnik Old Town– a UNESCO World Heritage Site
  • The clear blue sea and rocky bays of the Dalmatian coastline
  • Relaxed walking trails through traditional villages and past local vineyards
  • Discovering the ‘intriguing’ red wines of the region and seeing where they are produced
  • Sampling the delicious regional dishes, including fresh seafood, and grilled fish
Sample the celebrated wines of Croatia while you explore the stunning UNESCO World Heritage Site of Dubrovnik's fortified Old Town. This is a diverse and relaxed tour that allows you to experience the historic city of Dubrovnik as well as beautiful coastal walking and the undiscovered villages and vineyards of the Konavle countryside. Explore Dubrovnik’s gleaming limestone streets, medieval fortress towers and high city walls. Visi the nearby island of Lokrum where you can spend the afternoon walking through the botanic gardens and stopping for a swim in one of the island’s hidden bays. Lopud, one of the Elaphite Islands, where you can discover old forts, churches, and the magnificent views over the cliffs. It is also famous for having one of the best beaches in Dubrovnik. On the Peljesac Peninsula visit local wineries by private tour and sample their intriguing reds before a traditional lunch. From the town of Cavtat, follow the trails through olive groves and scented pine forests, past small traditional villages and discover ‘authentic’ Croatia.
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Tour Type:

Discovery | Think of it as a ‘local’s guide’ to the best of the region. It includes a combination of activity and transportation to give you the freedom to explore and cover more ground at your own pace. We do all the research and organisation for you. All you have to do is turn up and enjoy!


Multi Centre Walking | With a mix of loop and point-to-point walks stay 2 or 3 nights in one place which offers the chance to slow down and really explore a destination.

This trip is suitable for:

Solo Travellers, Families with Teens

As a guide, we would suggest that the minimum age of traveler this tour would be suitable for is: 5 Years

Ideal if you have an interest in:

  • Foodie
  • Wine
  • Coastal Walking

Activity Level & Terrain

This Active Discovery trip does include a number of walks, which have been graded as easy to moderate. Although you have the opportunity to walk each day, most days you can choose to do as little or as much as you like. There are two full-days of walking, which are both around 15kms. The terrain is mainly flat with some hills; the maximum ascent is 200m. You need a good level of fitness to get full enjoyment out of this holiday.


Some of the walks on this trip are way-marked but many are not. However, we provide the Macs Adventure Smartphone App making it simple to follow the route using a smartphone. Rest assured that by downloading the route maps in our app, this will continue to work even in areas without any mobile or internet reception. For extra reassurance there are turn-by-turn route notes within the app too for the majority of walks.


The accommodation on this walk consists of small charming family-run guesthouses. All offer a warm welcome to walkers, traditional hospitality and an authentic experience.

Alternative Accommodation

During the high season, you might be booked into alternative accommodations which are not listed in the description. Any alternative accommodation will be of the same or better standard as those described.

Single Rooms & Solo Walkers

If you require single rooms within your party we would be happy to accommodate you although there is a single room supplement payable.

Unfortunately this holiday is not available for solo walkers.


A delicious breakfast is included each morning. Lunch is included on the wine tasting trips (days 4 & 6) but not for the rest of the tour. Dinner is not included. Your route notes and local information have details and suggestions for lunchtime and evening dining.

  • Overnights in B&B’s, small hotels, and guesthouses
  • Daily breakfasts
  • 2 Lunches
  • Private guided tour of Dubrovnik's Old Town on day 2
  • Private guided wine tasting tours on days 4 and 5
  • Baggage transfers (one 20kg bag per person) between each overnight location
  • Arrival and departure airport transfers from/to Dubrovnik Airport
  • Transfers to the start of the walk/start of guided tours as detailed in itinerary
  • Tickets for boat rides to Lokrum (day 2) and Lopud (day 3)
  • Detailed information pack provided digitally through your online Macs “My Account”
  • Access to Macs Adventure Smartphone App containing GPX route tracks, map, and notes
  • 24/7 telephone support from our offices
  • Entrance into the Lokrum Botanical Gardens and the Fortress Sokol in Dubrovnik
  • Flights to/from Dubrovnik
  • 5 Lunches, all dinners, snacks and drinks
  • Travel insurance (required)
  • Personal expenses such as phone calls, extra transfers, tips, etc.
  • Any items not specifically mentioned in the programme
  • Personal equipment
  • Tourist taxes (charged locally at hotels)
  • Taxi transfers or public transport should you need to skip a stage
  • Single room supplement
  • Solo walker supplement
  • Extra night/s along the route

When To Go

Peak Season Availability

As Dubrovnik is a very popular destination, we suggest booking as soon as possible to ensure availability for specific dates.

Time of Year

The springs months of April, May and June offer warm sunshine, fewer crowds, and pleasant walking conditions. May is when most wildflowers are coming into bloom. The autumn months of September and October are also a favourable time of year, boasting cooler weather and a striking landscape made up of autumnal colours. July and August are good months to go but can be very hot for walking and therefore aren’t best suited for everyone. You will have to start early to miss the heat of the day and carry a lot of water (additional weight) with you. Although the towns and villages are busier there are also many seasonal festivals on which is great. Please note that at the very beginning and end of the season (early April and end of October) any swimming pools at accommodations may be closed and restaurant offerings may be more limited during this time.

Getting to the Start

By Air: Dubrovnik Airport is served by many direct flights from across the UK wand long-haul destinations tend to connect via Zagreb. You will be met at Dubrovnik Airport and transferred to your accommodation.

Getting from the End

You will be met at your Cavtat accommodation and transferred to Dubrovnik Airport.

Luggage Transfer

Your bags will be transferred between your accommodation as per your itinerary. We ask you to limit your luggage to one bag of up to 20kg per person.

General Information

The distances and ascent/descents are approximations of the recommended routes. Please be prepared by packing all necessary items, for example, proper rain gear (jacket and pants), sun hat, and sunscreen. Your information pack has a detailed equipment list which includes standard walking gear such as good walking boots or shoes, warm and waterproof clothes for the cooler months and lightweight clothing for summer, and a day pack.

Travel Insurance

It is a requirement of booking this tour with Macs Adventure that you have suitable travel insurance which covers you for the activity and emergency evacuation and hospital care.

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Day 1 Arrive in Dubrovnik; transfer to hotel Day 2 Dubrovnik Old Town guided tour; visit to Lokrum Island 1 miles / 2 km Day 3 Walking on Lopud Island 7 miles / 11 km Day 4 Wine tasting & visit to Ston town on the Peljesac Peninsula 5 miles / 8 km Day 5 Transfer to Cavtat; Konavle village walk & wine tasting 5 miles / 8 km Day 6 Walk from Cavtat to Cilipi & back 12 miles / 19 km Day 7 Free day in Cavtat; optional Strazisce Hills walk 9 miles / 14 km Day 8 Onward travel from Cavtat

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