Dubrovnik, Croatia·June 11 - 18 2022

Unsettled Sailing: Croatia

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Live Unsettled. Play Unsettled. Be Unsettled.

Unsettled Croatia departs from Dubrovnik, one of the most iconic, walled cities in the world. Your week starts with a bang: Imagine showing up to a pub crawl through Dubrovnik with dozens of new friends from around the world...and that's day one! From here, we set sail through the Adriatic Sea from June 11 - 18th, stopping at some of Croatia's most famous islands, beaches, and ports each day. Our sailing trips are some of the best ways to recharge from the past couple of years. You're going to be on the water with a group of professionals who love life and come from around the world. Ready? This trip will sell out quickly! Prices Increase: Monday, February 28th at midnight ET to $2,050 Monday, March 14th at midnight ET to $2,100 Monday, March 28th at midnight ET to $2,200

Retreat Overview


Dubrovnik, Croatia


1 week



Upcoming Trips:

June 11 - 18 2022SOLD OUT

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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 Dubrovnik 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 dinghy race, costume party, and goof off as much as you like

A Typical Evening

  • Go on a sunset sail to test your new skills
  • Host a costume party, themed dinner party, or happy hour
  • Cook family-style dinners under the stars on your boat’s BBQ 
  • Take an evening walk through a Croatian town, hopping from bar to winery 
  • 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 happen to be Unsettled founders, staff, alumni and best friends, who guide you through this week

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

Paddleboards, snorkels and fins, fishing equipment and instruction, and much more

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

Sailing Bahamas

The Unsettled Adventure of a Lifetime.

The Exumas is an island chain made up of 365 cays (islands), one for each day of the year. We spend one week exploring as many of them as we can. We will snorkel a dozen reefs, explore uninhabited beaches, and swim with nurse sharks and even pigs! 

Sailing Bahamas

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 meet at the ACI Marina Dubrovnik. It's 5 KM or about 3 miles from central Dubrovnik. The base has wifi, an ATM, a pool, parking (about 60 euros per week), and other amenities. Plan to arrive here no later than 5 pm on June 11. We will return back here by 8 am on Saturday, June 18th. 

It varies each day. Actually sailing time is typially 3-5 hours per day, so come prepared to be involved! We sleep at anchor, on the boats, each night, usually 100 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 recommend arriving in Dubrovnik, Croatia as early as possible on Saturday, June 11. You can fly or take local transport from other cities in Croatia. The fun will begin early in the day on Saturday, June 11. We recommend arriving no later than 4 pm on June 11. We do not leave the port of Dubrovnik until early Sunday morning, June 12. You can depart anytime on June 18th, but we suggest scheduling flights for noon or later.

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.

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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 go shopping as a group and split the bill among everyone on the boat. Shopping usually comes to around $200 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 11 - 18 2022· 1 week


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