Exumas, Bahamas·December 9 - 16 2023

Unsettled Sailing: Bahamas

Sold Out - Join Waiting List

1 week out of the office, offline, and offshore.

This is a true gem among our sailing destinations. It may have the clearest water, whitest beaches, and some of the best island-hopping on the planet. For 7 days, we will learn how to sail and navigate our boats, cook meals as a family unit, and spend time as a community exploring this place and our purpose in life. Unsettled: Bahamas departs from the most accessible island in the Bahamas, Nassau. We will gather in Nassau for one night before we depart for a week of sailing in the Exumas.

Retreat Overview


Exumas, Bahamas


7 nights



Upcoming Trips:

December 9 - 16 2023SOLD OUT

Join Unsettled Sailing: Bahamas

The Community & Experience

The Exumas has 365 islands (one for each day of the year), and we will explore the very best of them! Along the way, we will stop at a dozen islands, have extended beach time, go on hikes through national parks, go spearfishing for lobster, and troll fishing for that big catch behind the boats. We will snorkel wrecks, swim with pigs, and cookout under the stars. 

Who joins us? 

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 Sailing: Bahamas Highlights



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.



The whole week is an adventure thanks to the paddle boarding, snorkeling, spearfishing, sport fishing, and island exploring. Even our die-hard adventurers get enough!



Eating together is always a highlight, whether it's that lobster we just speared or fresh Mahi-mahi. We eat well.



The only screen you'll have to look at this week is the GPS. Kickback, let loose, and unwind.



Life is better on a boat. Pick your favorite playlist, put your toes in the water, and you'll love living on a boat.

A week in the life




A Typical Day

  • Sail 4-6 hours each day, learning something new each day
  • Go paddleboarding, snorkeling, spearfishing, or troll fishing 
  • Have an easy-going lunch under sail or at a beautiful beach pitstop
  • Anchor in the afternoon to go swim, to a beach, or just hang out on our boats
  • Explore uninhabited islands, caves, or go to shore to check out local scenes
  • Host a dinghy race, costume party, and just goof off as much as you like

A Typical Evening

  • Go on a sunset sail to test your new skills
  • Host a costume party or just goof off as much as you like
  • Cook family-style dinners under the stars on your boat’s BBQ 
  • Host a party, poetry night, or inspirational happy hour
  • Build a beach fire onshore and open your wonderment to the starry sky
  • 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 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, water, fuel, and all of the logistics and planning to make this happen

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

Visits to some of the most beautiful beaches you've ever seen.

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...


Being Unsettled for the last 30 days has felt liberating. It’s about opening up to a whole range of new possibilities, saying yes to new experiences, and not setting expectations that limit your growth.

Rima Bazzi | Entrepreneur & Coach


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 Mohale | 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 Anand | Freelance Journalist & Digital Content Creator

Read More on Unsettled Sailing: Bahamas


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.

As soon as you book with us, you can arrange your flights. You should fly in and out of Nassau Airport (NAS). You should arrive on December 9th, ideally sometime between noon and 3 pm. Our meeting point is at Palm Cay Marina. You can catch a taxi from the airport to Palm Cay, a full-service marina with restaurants, a pool, an ATM, and a beach for us to prepare for our departure. You can depart anytime on December 16th, just keep in mind it's a 35-minute ride to the airport.

It varies each day. Typically, we sail 4 - 6 hours per day. This leaves plenty of time to swim, snorkel, and enjoy the islands. We sleep at anchor each night and do not sail at night.

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 the boat.

You are part of a sailing crew this week, but you do not need sailing experience. Most participants do not have any sailing experience, and you will 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.

Deposits are refundable, minus $100, up to 60 days before the start date of your trip. Your spot is held as soon as you make your payment. Final payments are due no later than 60 days before your retreat's start date. You can transfer your credit to another trip (within 6 months) one time, up until 45 days before your trip start date. 45 days before your trip's start date there are no refunds or transfers. However, if Unsettled postpones the trip, your full payment amount will be credited and available for you to use up to 1 year from your trip start date. See full terms and conditions here.

Unsettled Sailing: Bahamas

Bahamas· December 9 - 16 2023· 7 nights


Get Unsettled. Straight To Your Inbox.

Drop us your email and we'll keep you posted with news, fresh stories, exclusive trip updates, and special offers. Don't worry. We hate spam as much as the next person, and respect your privacy.

Unsettled’s Updated Travel Policies & Precautions