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Scenic Croatia
Lastovo Sailing Holidays

Croatia is one of the most popular destinations for yacht charters, and it's easy to see why! A two-week sailing holiday starting from Split or Trogir will give you the perfect taste of all the best things the Croatian islands have to offer and it will give you enough time to sail to the incredible and remote island of Lastovo, and the surrounding Lastovo archipelago nature park. From stunning scenery to incredible ancient towns and an abundance of wildlife in the National Park, there is something on the Dalmatian coastline for everybody. A 14-day sailing itinerary is the perfect amount of time to see it all, on a relaxing sailing holiday!

Request a quote today for a bareboat or skippered Croatian yacht charter with The Big Sail. We'll recommend the best yacht(s) for your group size and budget, and tailor-make a unique itinerary (with your guidance), for the perfect sailing holiday.




Day 1


Arrival & check-in, Trogir

Start your Dalmatian Coast island-hopping adventure in the UNESCO World Heritage site of Trogir! Get settled into your yacht ready for a fortnight on board and then walk from your marina to explore the amazing historical sites and architecture of this small and unique place. As the sun sets, enjoy an authentic meal or few drinks in a cosy hidden alleyway and you’ll also see how Trogir’s cathedral lights up with a warm glow and creates the perfect backdrop for your first evening in Croatia.


Day 2



Sailing from Trogir to the Pakleni islands, you will get your first taste of the beauty that the Dalmatian Coast is famous for. There are countless peaceful bays and inlets to stop in along the way for a swim or a snorkel, as you sail past Brač and Solta islands. Grab a buoy in the bay of Vinogradišće where there are a handful of small beachside-restaurants if you want to sample some local cuisine. Alternatively, the Pakleni islands are the perfect place to drop anchor in a secluded bay, cook dinner on board and to enjoy an evening under the stars.


Day 3


Loviste, Pelježac Penninsula

Get an early start, as today will be one of the longest days of sailing in this itinerary (about 5 hours), to reach the Pelježac peninsula. Stop off for a swim and a bite of lunch as you sail past the small, uninhabited island of Šćedro, which roughly marks half-way to Loviste. The first thing you’ll notice when you arrive in the bay of Loviste is the incredible tranquillity. A great spot for food lovers, once you’ve tired from swimming, sunbathing and paddleboarding, Loviste has one of our favourite family-run restaurants on-shore that serves delicious local fresh fish, cooked traditionally over coals.


Day 4



Sailing back to civilization from Loviste, Korčula is a medieval town buzzing with restaurants & bars, on an island known for it’s vineyards and wine production. There is a huge choice of restaurants along the waterfront for the evening – it is worth booking a table as restaurants are small and tables for large groups can be hard to find. The thing to do here is to taste some of the local wines, whether that’s simply in a restaurant at dinner, in a wine-bar for a tasting session, or there are also tours that will drive you to a selection of Korcula’s vineyards, so you can learn about Croatian wines directly from the local producers.


Day 5


Pomena, Mljet Island

The quaint fishing village of Pomena, on the west coast of the island of Mljet, is a unique experience of authentic Croatia. Exploring the winding Mediterranean style streets and enjoy sampling the local shops and cafes run by Pomena’s 50 permanent residents, and also be sure to visit St Mary’s Island & monastery in Mljet’s national park. If being active is more your thing, hire bikes (or electric bikes) and cycle from Pomena around the beautiful lake in the national park, where St Mary’s monastery is situated.


Day 6


Saplun, Lastovnjaci Islets

Enjoy a short sail from Mljet Island to the crystal clear turquoise lagoon of the Lastonvnjaci Islets. Specifically, we recommend heading to Saplun, which is famous for its lush green pine trees, and beautiful sandy coves. It is popular with day-trippers, but be patient and sailing boats will have this paradise to themselves from sunset until morning. For budding travel photographers, this will be one of the most breathtaking stop-offs on your charter!


Day 7



Set sail through the Lastovo archipelago towards the island of Lastovo itself – the highlight of this 2-week Croatian sailing itinerary, and for good reason. Lastovo is the most remote island in Croatia that is inhabited, and for this reason, it has been less ‘spoiled’ by modern tourism than some other areas. Lastovo and the archipelago around it were designated as a National Park in 2007, to protect its largely untouched interior (70% of the island is covered by forest) and also to protect its pristine underwater environment.

This is the perfect place for sitting back, relaxing and enjoying a slow pace of life. Or, for those who like to be active, diving is probably what Lastovo is most famous for and there are two dive centres on the islands from where you can embark on an underwater adventure. If you prefer hiking, you can head up to Hum, the highest point on the island, from where you can even see all the way across the Adriatic to Italy on a clear day!


Day 8


Mali Lago and Sveti Ivan

Before you leave the island of Lastovo, stop off at Mali Lago or ‘small bay.’ This peaceful bay is part of the man-made causeway that connects Lastovo to the neighbouring island of Prezba. Then sail back along Korcula island to enjoy the small lagoon of Sveti Ivan for the afternoon. This is an incredible spot for snorkelling and swimming in the turquoise waters. Enjoy sunset drinks on the foredeck before retiring back to the cockpit for dinner onboard.


Day 9



For a relaxing Sunday, you’ll head to the peaceful island of Vis. A little quieter than nearby Hvar or Split, it offers the chance to explore hidden beaches, caves and even an abandoned submarine base! Moor up along the Riva (waterfront) and you’ll be able to walk ashore and have direct access to small shops and restaurants in the town of Vis. There are also nearby wineries you can visit to sample some of the famous local white wine – Vugava. Or just grab a coffee on the waterfront and sit back and watch the world go by.


Day 10



Styling itself as the St Tropez of Croatia, Hvar is well known for beautiful architecture as well as its vibrant nightlife – this stunning island town rarely disappoints. Walk up to the old fortress above Hvar for spectacular views over the surrounding Pakleni islands, then sip cocktails at one of the many waterfront bars before enjoying one of the many fine-dining restaurants on offer. If you’re still going after all that – dance the night away at Kiva bar or Carpe Diem Beach Club. There’s lots to do for everyone of all ages in this busy, vibrant town.


Day 11


Stari Grad

Situated on the north coast of the island of Hvar, Stari Grad is a quieter, more laid-back town than Hvar town. There are lots of winding streets to explore, with shops selling local produce and traditional gifts and great restaurants around every corner.


Day 12


Lucice Bay, Brac Island

Sailing away from Stari Grad, it’s time to visit the world famous beach of Zlatni Rat. Continuously voted one of the top 10 beaches in the world, Zlatni Rat has a picturesque spit that stretches 400m out into the sea. Anchor your yacht in a prime spot, just off the beach and swim ashore. Then sail to Lučice Bay on Brač island where there are mooring buoys in this beautiful and well-protected bay and a choice of two restaurants on-shore.


Day 13



The biggest and most vibrant destination on this route, Split is a busy tourist destination in its own right. The old town is steeped in history, with winding narrow streets and traditional restaurants hidden around each corner. You can take a walking tour, or simply wander at your own pace around the Diocletian’s palace, and the waterfront, taking in the architecture and atmosphere of Croatia’s most popular city. There are also some really high-quality dining options in Split with modern world-class cuisine as well as traditional restaurants on offer.


Day 14


Return to Trogir

Head back to the lovely Trogir for the end of your trip! Stop off on your way at the nearby ‘blue lagoon’ or at Duga and anchor for a final peaceful afternoon at anchor and enjoy lunch onboard, swimming and sunbathing before sailing back into Trogir around 5pm. If you didn’t have time to explore Trogir on your first afternoon, be sure to have a wander and explore this UNESCO World Heritage town. There are numerous restaurants to choose from for your final evening in Trogir – Konoba Trs is our top recommendation for high-end Mediterranean and seafood dishes, set in a relaxing courtyard, or if you are after something a little more low-key then Restaurant Royal is an excellent choice for great pasta dishes and their ‘famous’ jumbo pizzas!

Check-out is at 9am Saturday morning – depart Croatia or begin your next adventure.


Get your tailor-made charter quote today

  • Choose any destination worldwide.
  • Yachts available to meet every budget, and any group size.
  • No experience required – we’ll provide a skipper if you don’t have sailing certification.
  • We’ll create a tailor-made itinerary for your group including restaurant recommendations and anchorage tips.

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