Unsettled: Sailing

30 friends | 4 sailing yachts | 1 incredible week

Your Journey Begins Now

6 Days. 7 Nights. Endless Beaches. A Gang of Pirates. Countless memories. And one question: Are you in?

The Basics

British Virgin Islands

One week

$1300 USD for Unsettled Alumni
$1600 USD for new Unsettled participants & friends*

May 11 – 18, 2019

The Community and Experience

The Unsettled community brings together creatives, entrepreneurs, and the intellectually curious who seek to replace routine with adventure. You will share this retreat with like-minded peers who hold a wealth of experience far deeper than just their careers and join our growing community of Unsettled alum spread out over 80 countries around the world.

Read what Unsettled alumni are saying about their experience.

In a typical day, expect to:

  • sail for 4-6 hours each day
  • anchor up in the afternoon for some swimming, beaching, and hanging out with the other boats in our fleet
  • explore uninhabited islands
  • swim in crystal clear water, snorkel reefs, and sunbathe on our private beaches
  • host dingy races, costume parties, and goof off as much as you want
  • cook family style dinners on your boat’s BBQ with your crew, under the stars and under anchor
  • host a party, poetry night, or invite other boats over for a game or themed party
  • sleep under the stars or in your cabin and wake up to do it all over again

Ask anyone who joined us in the past few years, and they’ll tell you this is not a trip to miss.

Unsettled Sailing: The British Virgin Islands

We’re headed back to where Unsettled began, and setting sail for 6 days and 7 nights on seas that hold dozens of remote islands, emerald-blue waters, pirate bars, diving, and more to explore.

We will spend our days sailing from island to island and beach to beach. You will get close with your boat crew, learning the ropes of sailing together, sharing stories under the stars, cooking family style meals, partying under the moonlight, and living every moment to its fullest with an incredible curated community from around the world.

What’s Provided

  • 6 days and 7 nights on a modern sailing yacht that’ll take you through national parks, secluded moorings, and beautiful seaports
  • 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, and all of logistics and planning to make this happen

*Provisions and alcohol are not included.
**$150 discount if you bring a friend (for both you and your friend).

Upcoming Dates

May 11 – 18th, 2019


Take a look at our FAQ’s to find answers to commonly asked questions. If you don’t find an answer, then reach out to us and say hello!

Start your Unsettled journey today!

Ready to join us on the high seas for the adventure of a lifetime?

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