Welcome to Water Street Outdoor Guides

Explore our range of outdoor adventures and discover all that the New England coastline has to offer. Fly rod or conventional tackle, let us guide you through unforgettable experiences, creating memories that last a lifetime.

Captain Jeff Trotsky is dedicated to providing top-notch services, ensuring your safety and enjoyment every step of the way. Join our community of outdoor enthusiasts and embark on a journey like no other.

Adventure awaits, so seize the opportunity to embrace the great outdoors with Captain Jeff and Water Street Outdoor Guides.

Captain Jeff Trotsky

Captain Jeff’s passion for fishing began almost 30 years ago. A native New Englander, Jeff doesn't just love being on the water, he lives for it. He is a genuine “Fly Junkie” and this passion has taken him from the tidal flats of the Florida Keys and the Caribbean, to the Great Lakes, and even the backcountry of British Columbia. When Captain Jeff isn’t on the water, you will find him doing what he loves most, teaching middle school science and working with young people. A life-long learner, he holds a Master’s degree in education and believes whether on the water or in the classroom, there is always more we can learn! For Jeff it is simple - he doesn't measure success in size, weight, or numbers. Instead, he believes that the most successful days on the water are the ones measured in smiles, high fives, and memories that will last a lifetime!

Summer School

At Water Street Outdoor Guides our “classroom” is our Jones Brothers Cape Fisherman 23, Summer School. While the Cape Fisherman 23 Light Tackle Edition was created primarily for targeting inshore species, it is large enough to go offshore in search of big game as well. Summer School is outfitted to be extremely fishing-friendly for both light tackle and fly-rod “students” of all ages and proficiency. Join Captain Jeff for an unforgettable “learning” experience!