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About the Sailing Collective

Connecting Travelers with the Sea


Meet the Captains




our quest


We are the Sailing Collective Travel Co., a bespoke travel company providing innovative hospitality on modern sailboats. Our unique itineraries bring adventurous travelers to the world's coastlines and archipelagoes. Each departure is crewed by Sailing Collective captains and chefs dedicated to changing the paradigm of yacht charter hospitality.

Established in 2012 by two adventurous brothers, SC Travel Co. has taken thousands of ambitious travelers sailing through over 30 striking itineraries worldwide. We offer group travel experiences on scheduled departures and create fully customizable private sailing charters for small groups. The extraordinarily talented chefs source locally from markets and farmers to provide the freshest organic foods onboard.

Our captains are affable hospitality-forward professionals with a wealth of knowledge to handcraft your journey. Experience innovative travel through a new vantage point. Welcome to Sailing Collective.


Comprised of over 40 uniquely talented captains & chefs

Meet the Captains

Don't travel alone, book a cabin on a Group Scheduled departure

Have a small group of friends or family? Book a Destination as a crewed charter

You're a certified skipper? Book your bareboat charter and learn from our itineraries

In Good Hands

Executive Director & Founder

Dayyan Armstrong

Dayyan Armstrong founded the Sailing Collective out of a passion for connecting people with the world through adventure and sailing. Having been raised with values based on multi-cultural awareness and the importance of global culture, Armstrong combined his enthusiasm for sailing and exploration to create an integrated sailing vacation organization open to adventures, explorers, and sailors alike. With a background in music performance, social theory, and a graduate degree in economics from the New School for Social Research, Armstrong is always excited to participate in discourse on topics of philosophy, art, adventure, and exploration.

Journey Operations & Co-founder

Ross Beane

After graduating with a degree in Outdoor Education, Ross Beane has been relentless about sharing his love of wilderness travel with people wherever he goes. Having worked with programs from Alaska to Maine, he enjoys guiding students of all ages and abilities into beautiful and remote locations to foster technical know-how and an appreciation of the natural world. With multiple certifications in wilderness emergency medicine, he brings with him an understanding of risk management that keeps it safe without compromising fun. An avid sailor since youth, Ross has made many safe crossings and has taught sailing for The Wooden Boat School, New York Harbor Sailing Foundation, and the Manhattan Sailing School before joining Dayyan to help start the Sailing Collective.

Operations Director

Michelle Casazza

There are very few places that make Michelle as happy as she is on a sailboat. When land based, you can find her in Italy eating pasta, at home making pasta, or at Rezdora in NYC eating.... homemade pasta from Italy. Michelle grew up sailing casually with her dad in Sandy Hook Bay. After college, Michelle used her business degree in professional services firms and high-growth start-ups, always lusting for a good meal and more time on the water. After completing NYSC's Skipper's Academy in 2020, Michelle joined her first Sailing Collective group journey, quit her job and convinced Captains Dayyan & Ross to let her work for them. Since then, she's been working alongside SC captain and chefs to plan culinary sailing voyages -- an actual dream come true.

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© Sailing Collective Travel Co. 2023