Split, Croatia·June 15 - 22 2024

Unsettled Sailing: Croatia

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Live Unsettled. Play Unsettled. Be Unsettled.

Unsettled: Croatia is a week-long sailing adventure through Croatia’s Dalmatian Coast, where over a thousand islands await us with their beauty, historical towns, incredible food, and outdoor adventures. Whether it's exploring the lush national parks, diving into crystal-clear waters, or unwinding on secluded beaches, our Croatian adventure offers an unparalleled blend of relaxation, discovery, and immersion. According to our over 3,000 alumni, the best part is... You'll find yourself in the company of like-minded adventurers coming on their own. These are explorers, professionals, and dreamers who seek more than just a vacation. If you’re looking for global connections, thought-provoking conversations, and one of the best weeks of your life, then trust us or our thousands of testimonials and apply today.

Retreat Overview


Split, Croatia


7 nights


From $2950

Upcoming Trips:

June 15 - 22 2024

Join Unsettled Sailing: Croatia

The Unsettled Experience

From time to time, you'll hear us say, "The Unsettled Experience”. Here's what we mean by that:

Unsettled does more than guide people down a trail in the wilderness. 

Before you ever hop on a plane, we meet online (in the interactive Unsettled style) and walk through an adventure-inspired workshop. 

While you're on your trip, we have a series of dinners and discussions designed to guide you on a unique journey. The goal is to get you to step outside of your routine, expand your perspective, and articulate what calls you, inspires, and engages you in this world. 

Many alumni say continuing the purpose-driven journey through our workshops and community engagement is the best part. As an Unsettled alumni, you can join our quarterly meetups and workshops online with our community from around the world.

Unsettled Sailing: Croatia Highlights



The whole week is an adventure: paddle boarding, snorkeling, sailing, water sports, beach games, and much more.



Life is better on a boat. Pick your favorite playlist, put your toes in the water. You're going to love living on a boat.



Vineyards literally roll down islands and into the Adriatic Sea. Plan to stop in small Croatian ports for local food and wine by day and night.



Take the helm! Really, plan on actively sailing the entire week. You’ll be very hands on sailing this week, whether it’s your first time or you’re an expert.



From our first day in Split to our nights at anchor in the islands. The fun just begins at sundown.

A week in the life




A Typical Day

  • Sail 4-6 hours each day, learning to navigate, sail, drop anchor, and much more!
  • Wake up to snorkeling, paddleboarding, sunbathing, and beach games.
  • Enjoy an easy-going lunch under sail or at a local restaurant on an island.
  • Anchor in the afternoon for a swim, visit a local beach, or hang out among the boats
  • Explore local islands, beaches, vineyards, and nightlife
  • Host a potluck dinner on boats, throw a costume party, or make a cocktail happy hour

A Typical Evening

  • Go on a sunset sail to test your new skills
  • Cook family-style dinners under the stars on your boat’s BBQ 
  • Take an evening walk through a Croatian town 
  • Sleep under the stars and wake up to do it all over again

What's Included

Unsettled provides...

6 days and 7 nights on a modern sailing yacht that'll take you through Croatian seaports, national parks, secluded moorings, and famous night life

A fully dedicated team of experience leaders and local experts who challenge your perspective and support your exploration, growth, and adventures.

A skipper on each boat who is a local guide, teacher, instructor, and your best mate

Docking and mooring fees, permits, route planning, water, fuel, and all of the logistics and planning to make this happen

Shared berths (boat speak for bedroom). Share with a member of the Unsettled Global Community or bring a friend along

6 breakfasts and 6 lunches on the boat

A Paddleboard and/or kayak on each boat, snorkels and fins, and stops at all the fun spots

*Not included: Flights, meals on shore, alcohol, and dinners (split among crew, see FAQs)

Sailing Croatia

The Adventure of a Lifetime.

Croatia's coastline, affectionately known as the "Dalmatian Coast" refers to the coastal area along the Adriatic Sea in Croatia, known for its stunning beauty, historic cities, and picturesque islands. Home to over a thousand islands, each offering its unique charm and history. On our week-long expedition, we'll navigate through these enchanting waters, uncovering hidden gems and picturesque coves. Discover secluded beaches accessible only by boat, rent a bike for a day to explore by land, and immerse yourself in the rich culture and ancient architecture of quaint coastal villages along the way.

Sailing Croatia

What Our Community Says...


I just want to say THANK YOU for making Unsettled happen. Without these sailing trips, I don't think I would have had the realization, strength, and support to make a change in my life for the better.

Cassie | Solo Traveler & Remote Worker


An Unsettled trip is like venturing into the unknown. You have no idea how the experience or people you’ll meet will be… but that unknown proved to be a very rewarding experience. You’ll leave Unsettled richer. Richer in the memories you create and the connections you make. Worth every minute.

Lesibane | Creative Director at Ogilvy & Mather


I met 29 incredible people from all walks of life, and found a little part of me in all of them. These people were intelligent, witty, bloody smart, beautiful, adventurous, hilarious, and full of joy. 

Sally | Artist & Art Teacher

Read More on Unsettled Sailing: Croatia


We recommend arriving/departing in Split, Croatia. Our base is located about 30 minutes from the Split airport. 

Aim to arrive to the Split airport no later than 3 pm on Saturday, June 15th. 

You can depart anytime on Saturday, June 22, but we suggest scheduling flights for 11 am or later. 

It varies each day. 

We spend about 3 to 5 hours sailing per day. 

That amount of time allows everyone to be hands-on and learn, and it gives us just enough time to move from one place to another. Our goal is to see several islands this week. We want to visit the beaches, historical ports, and remote coves!

We sleep at anchor, on the boats, each night, usually 100 - 200 meters from shore.

 No! Most participants do not have any sailing experience, and many get to learn on the trip as it is a very hands-on experience!

We anchor the boats in the calmest coves we can find. We anchor before sunset so we can relax, debrief, enjoy a happy hour toast, cook, and eat dinner.

Most people on an Unsettled retreat are professionals with multidimensional personalities and vast interests. This isn't a post-college party trip. Our average age of participants is mid 30's to mid 40's, but we've hosted folks of all ages. Living Unsettled is truly ageless.

We've hosted CEOs and entrepreneurs, artists and experience designers, and people who are active, even experts, in everything from transcendental meditation to CrossFit, from Bikram yoga to kiteboarding, and from diving to flying. On any given day however, most of us are content hanging out with each other, exploring new places and trying new things.

Since thinking big about our work and careers is one of the organizing principles of Unsettled, many participants are high achievers who organize major conferences, run businesses, or are recognized experts in their field. We have a lot of designers, developers, entrepreneurs, and startup enthusiasts on our trips.

All of this being said, it's not required to be working on something or have a "professional CV" in order live Unsettled with us. Many joining us are retired, taking a sabbatical, or deciding what comes next in life and looking for some inspiration.

At Unsettled, we truly focus on building retreats full of dynamic people who have much more to offer to the group than just work experience. These experiences are social by definition, and so one of our main qualifications is to look for people who share some simple principles:

  • Open to spending time with people from different cultures with different value sets
  • Curious about the people and the world around them
  • Considerate of others
  • Basically, as long as you're not an asshole, you'll fit right in.

Please see our latest updates here

You'll be assigned to a boat and captain about a week before your trip. Your captain will reach out before the trip to gather info on what you'd like to cook, prep, and eat for the week. We make meals as a crew on each boat.

Unsettled covers the breakfasts (6) and lunches (6) on your boat, and as a crew, you shop and split the costs of dinner and drinks. This shopping usually comes to around $180 per person for all you can eat and drink on the boat for a week. You also have opportunities to eat at amazing local restaurants. We suggest another $200 if you plan to eat and drink out during the week.

The boundaries between work, life, and travel are becoming blurred, fundamentally changing how we live today. Unsettled brings together groups of travelers and professionals from around the world for uniquely co-created experiences. Each one-week, two-week, or one month retreat is designed to break your routine and inspire a renewed sense of growth, meaning and adventure through transformational travel and peer-to-peer learning.

Whether you're working full time, or going through an intentional career transition, our retreats are designed to help you break out of your routine and explore a new destination with an incredible group of peers.

Unsettled Sailing: Croatia

Croatia· June 15 - 22 2024· 7 nights


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