La Maddalena, Italy·September 2 - 9 2023

Unsettled: Sardinia Sailing

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Sardinia, Italy: Let's Make Our Dreams Come True

Each year we search for the best new locations to take the world's most interesting community sailing. This year, we are confident to say, we’ve done it again! We are so excited! Introducing Unsettled: Sardinia. Prepare to be enchanted by Sardinia, Italy, the next destination in our collection of Unsettled Sailing. Discover the awe-inspiring beauty of our cruising grounds, boasting some of the world's most spectacular beaches and food. This trip is designed for lovers of Italian cuisine, sunseekers, party-goers, and, most importantly, professionals who live-outside-of-the-box and contribute to others' lives. We will visit pristine beaches, remote coves, hopping ports, and popular beaches that are surely Italian - full of sun-kissed beachgoers enjoying the late summer. With Unsettled, not only will you experience Sardinia, but you'll build connections with a couple of dozen authentic humans from around the world. Ask any alum, it's the best part. Unstructured. Unbounded. Unsettled.

Retreat Overview


La Maddalena, Italy


7 nights



Upcoming Trips:

September 2 - 9 2023SOLD OUT

Join Unsettled: Sardinia Sailing

The Community & Experience

Unsettled is a community for those who refuse to settle in their pursuit of growth, meaning, and adventure. We bring together creatives, entrepreneurs, artists, freelancers, and the intellectually curious who seek to replace routine with adventure. You will share the adventure of a lifetime alongside a curated group of peers who hold a wealth of experience far deeper than just their careers, and join a growing community of Unsettled alumni spread out over 80 countries around the world.

Read what Unsettled alumni are saying about their experience.

Unsettled: Sardinia Sailing Highlights



The Northeast corner of Sardinia is full of islands, ports of call, beaches, and national parks. We plan to explore it all and sail to the French island of Corsica just to the north. We can't wait.



The whole week is an adventure: paddle boarding, snorkeling, sailing, water sports, beach games, and plenty of surprises along the way!



Are you ready to be the cook? You don't leave hungry in Italy. We've upped our food budget, made room for all your Prosecco, and will be gathering our favorite pastas, breads, and treats in Sardinia's small towns before we depart. You role is to prepare, eat, drink, and serve your new Unsettled family.



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

A week in the life




By Day....

  • Sail 4-6 hours each day, learning to navigate, sail, drop anchor, take the helm, and much more.
  • Wake up to slow mornings of snorkeling, paddle boarding, shared breakfasts, beach hangs, and games.
  • Have an easy-going lunch under sail or at a beautiful beach pitstop.
  • Anchor in the afternoon to go swimming, explore uninhabited islands, go for a hike, or just relax out on the boat with friends.
  • Host a costume party, invite other crew over for a drink, and just goof off as much as you like.

By Night...

  • Go on a sunset sail to test your new navigation skills
  • Venture ashore for dinner and drinks in one of Sardinia's ports
  • Cook family-style dinners under the stars on your boat 
  • Start a dance party, glow party, or chill out for the evening
  • Sleep under the stars, wake up, and do it all over again

What's Included

Unsettled provides...

6 days and 7 nights onboard a modern sailing yacht that'll take you through Sardinia's ports, beaches, national parks, an anchorages.

A skipper on each boat, who are local guides, teachers, mechanics, dingy drivers, and amazing humans with fascinating conversations to share.

A paddleboard on each boat, snorkels and fins, and many games and activites on water and land.

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

All docking and mooring fees, permits, route planning, fuel, and logistics that allows the magic come together without worry.

National Park fees for La Maddalena

New! A support vessel to improve our transport between vessels, beaches, and restaurants.

Not included: Tips for captains, alcohol, dining on shore, snacks, and a couple of meals.

Sailing Sardinia

The Unsettled Adventure of a Lifetime.

Sardinia is one of the more upscale islands in the Mediterranean. It's purely Italian in every sense. The love of food, friends & family, and fun is omnipresent. This trip is about just that: fun, food, and new friends & family. 

Sailing Sardinia

What Our Community Says...


Sailing with Unsettled was inspiring and energizing. We danced a lot. Sailing everyday is good for the mind and playing was great for the body. The Unsettled Team were amazing at inviting people to be fully present and immersed in the experience!

Alexi Coffey | Founder, Luna Labs & Ovary


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. 

Shitika | Marketing Lead & Content Producer

Read More on Unsettled: Sardinia Sailing


It varies each day. The actual sailing time is typically 3-5 hours per day, so come prepared to be involved! 

We sleep at anchor, on the boats, each night, usually 100 - 200 meters from shore. There's plenty of time for swimming, snorkeling, and relaxing on the beach in between sailing.

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, enjoy a happy hour toast, cook, and eat dinner. We plan 2-3 "party nights" where we can let loose and have fun, and on other nights we have family-style meals, star gazing, and sip our favorite drinks in paradise.

Each boat is different and develops a personality. Some boats have less drinking, and some boats will stay up drinking into the wee hours of the morning many mornings. 

We survey all participants before the trip, and we encourage you to share as clearly as you like about your nighttime shenanigans and drinking preferences. 

Most people on an Unsettled retreat are professionals who are emotionally intelligent, have many hobbies, and are curious and passionate about life. This isn't a post-college party trip, though many do party hard! 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.

These trips do not have a lot of structure that some participants may expect from other tours. We are Unsettled after all. If you require an exact plan or itinerary for each day, then you should know that this trip won't unfold that way. When we see the crew is having fun, we take our time, delay the next destination, and go with the flow.

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 even 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, and respectful, even when you disagree

Please see our latest updates here

Travel insurance is required. We will not refund your trip within our no refund or cancelation period. Please get travel insurance that covers your trip costs if you cannot join us because of a medical event, death, loss of employment, natural disaster, etc. Every trip we have participants who cannot join us for one of these reasons, and they lose their investment in this trip without travel insurance. Don't make this mistake.

Unsettled covers a standard set of breakfast for each boat, 3 lunches, and 3 dinners. Each boat will supplement this provision plan by sending 2 - 3 participants to the store to purchase snacks, beverages, and the remainder of meals needed on your vessel for the week. You split the costs of the remaining beverages, snacks, sweets, and beverages among your crew. When you provision for your boat beyond what is provided, it typically comes out to about $80 - $100 pp for all the drinks, snacks, and goodies you could want.

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.

We will provide a breakdown for the 'average' participant below, but this varies greatly depending on how much you dine out and how much you drink. 

Average participant: ~$80 to pitch in on provisions; ~ $100 - $200 to tip for your captain; ~$50 - $75 to eat out a couple of times. If you drink daily or like to order well when you eat out, double that budget.

We highly recommend flying in and out of Olbia, Italy (OLB) which is a 30-minute drive from our base. We recommend you arrive no later than 3 pm on Saturday, Sept 2. You can depart anytime on Saturday, Sept 9th. Please note that our base is in a neighboring town from Olbia, a short taxi away. We will help coordinate shared taxis on arrival and departure day.

Unsettled: Sardinia Sailing

Italy· September 2 - 9 2023· 7 nights


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