Captain Ian Barbosa

Have an amazing charter with a captain who is more than just a sailor. I am a certified EMT, fluent in Spanish and Portuguese, and passionate about sharing the beauty and excitement of Chicago’s waterfront. Whether you want to relax, celebrate, or explore, I can guide you through an unforgettable experience with safety, fun, and style. From navigating the Chicago River to finding the best fireworks spots, I ensure every trip is smooth, entertaining, and memorable.

When you book with me, you’ll enjoy personalized service, attention to detail, and the ability to create lasting memories with friends and family. I bring my own equipment for photos and videos, floating saddles for water fun, and plenty of extra touches to make your time on the water effortless. I look forward to showing you Chicago from a unique perspective and making your charter truly special.