We are not a charter company. We are an adventure company. Our adventures focus primarily on 3 specific areas: Exploring, Dreaming, & Discovering. We don’t follow a rigid itinerary or fixed schedule. Instead, we let the sea and the weather guide us. As a crew member, you’ll learn to be resourceful, adaptable, and comfortable with the spontaneity that comes with life at sea.
Exploring:
Think of crewing with us as a choose your own adventure book. There are anchorages, villages, cuisines, caves, dive spots, surf spots, cultures, people, dances, retreats, festivals, fashions, music, wildlife and much, much more that you never even knew existed. When you crew on SV Indie Sky you may just find your new favorite __________. You aren't just along for the ride, you are weighing in on where we go, when we go, and what we do next. If our crew is loving an anchorage or a spot on a city quay we may stay an extra few days. If we're not feeling it or have an amazing weather window to get to a new destination, we may move on.
Dreaming:
Many people dream about a life at sea and being a full-time live-aboard sailors. But before you quit your job, sell your house and uproot your family, we strongly suggest you try it first. We can show you first-hand what life is like as a full-time live-aboard sailor. You’ll gain skills, knowledge and confidence by doing. As crew, you'll take an active role in trip planning, provisioning, maintenance, repairs, preparing meals, crossing borders, dealing with customs and more. This is a much different experience than a crewed or bare-boat charter. From a sailing standpoint you'll be exposed to a multitude of weather and sailing conditions. You'll be at the helm, you'll stand watch, you'll learn to monitor weather, you’ll make decisions on reefing and making sail changes. You'll see what it takes to be a captain, what it takes to manage crew morale and make go vs. no-go decisions. Lastly, you'll feel what it's like to make landfall after successfully guiding your vessel across an open ocean. One last thing- no prior experience is necessary.
Discovering:
Many of our trips have a specific focus. Some are objective-based, designed to help you learn a new skill or deepen your knowledge. Others revolve around chasing conditions for a specific sport—seeking wind, waves, or perfect weather windows. Some journeys are geared toward earning a certification or mastering a new discipline. Certain trips are right of passage- like completing an Atlantic crossing, transiting through the Corinth Canal, or setting a new PR for freedive depth. These experiences might be led by industry experts, professional athletes, influencers—or by the SV Indie Sky crew themselves. No matter the focus or the guide, we believe the experiences you gain as part of the Indie Sky crew are truly life-changing.
In closing we’re not a charter company, and we’re not a sailing school. We’re a crew of like-minded adventurers drawn together by a love for the sea and a willingness to push beyond our comfort zones. Every expedition is unique, and every crew brings something new to the journey. We are confident that we can provide an experience that will allow you to grow and change for the better. We hope to see you on the water soon!
Go while you can! Whether it's surfing, windsurfing, kiteboarding, winging, free diving, scuba diving, SUPing, and all things foiling we offer a range of adventure activities to suit any level of thrill-seeker and have something active to do regardless of weather conditions. We specialize in down-winders.
We don't just operate via wind and water, we love snow and dirt too. Some of our favorite land tour highlights have been skiing/snowboarding in the Alps, canyoning/waterfall jumping in Dominica, mountain biking down abandoned bobsled runs in Bosnia. We also know of a creepy abandoned Scooby Doo-esque water park in the Cyclades. We round up local guides to give you very unique and authentic experiences.
Experience the local culture and traditions of your destination with SV Indie Sky. Learn about the unique history and customs of the places you visit, and connect with the local people to gain a deeper understanding of their way of life. Our Crew and Guides have connections all over Europe, North Africa, and Central America.
At SV Indie Sky, we believe great sailors aren't born — they are built through experience, mentorship, and a willingness to learn from the ocean itself.
Our sailing expeditions are designed to increase skills, knowledge, and experience for all levels of sailor. Whether you're a beginner eager to understand the fundamentals or an experienced sailor looking to sharpen offshore skills, our expeditions offer real-world, real-time training in a dynamic liveaboard environment.
If you want certifications, we can offer those too.
At SV Indie Sky, we believe true leadership isn’t built in boardrooms — it’s forged in real moments of challenge, uncertainty, and discovery.
Our executive coaching expeditions are designed for leaders who are ready to break through plateaus, recalibrate their focus, and reconnect with what drives them. Set against the dynamic, unpredictable environment of offshore sailing and adventure sports, these experiences strip away the noise of daily life and reveal the patterns, habits, and mindsets that either fuel success or hold it back.
The live-aboard lifestyle will completely fall apart any member of your family is not happy. Our family-friendly "Try out life as a live-aboard" packages are designed to create an unforgettable first impression for life on the water for your entire family.
We leverage years of experience living on board with kids to provide a blueprint for your family to not only be safe and self-sufficient, but also have fun and keep family/crew morale high. Even while home schooling...
At SV Indie Sky, our vision is to create transformative expeditions where adventure, skill-building, and personal discovery converge. We believe the ocean is not just a destination, but a teacher — and that stepping beyond comfort zones inspires lasting growth, deepens human connection, and awakens a lifelong spirit of exploration.
At SV Indie Sky, our team is made up of seasoned captains, world-class athletes, and lifelong explorers — people who have not only crossed oceans but mastered them. Our team includes professional sailors, airline captains, Olympians, expedition guides, and certified instructors, each bringing decades of real-world experience across sailing, aviation, action sports, and remote expedition planning.
At SV Indie Sky, we are committed to providing excellent customer service to our clients. We are available to answer any questions and provide support throughout the entire expedition process.
We believe that travel has the power to make a positive impact on the world. That's why we are committed to promoting sustainable and responsible tourism practices that benefit both local communities and the environment.
At SV Indie Sky, we have a team of experienced travel advisors who are dedicated to providing expert guidance and support. We take the time to understand our clients' needs and we work closely with them to create personalized travel experiences that exceed their expectations.
We believe that travel should be about creating unforgettable experiences and memories. That's why we offer a wide range of travel services that cater to different interests and preferences. Whether you know what you're looking for a luxury vacation or an adventure expedition, we've got you covered.
Travel can be stressful, but it doesn't have to be. At SV Indie Sky, we handle all the details so our clients can relax and enjoy their travels. We also offer 24/7 support and assistance so our clients can have peace of mind knowing that we're always here to help.
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