Top 10 Kayaking & Canoeing in Long Island, Long Island

Enjoy a serene paddling adventure exploring the unique natural beauty of Shelter Island’s calm, protected creeks and harbors. Escape from noise, traffic, and crowds—and find yourself surrounded by landscapes untouched by man. Explore the skies for osprey and hawks, watch egrets and turtles remarkably close-up along shore-lines, and observe fish and marine life in the clear waterways. Kayaking allows you to get closer to nature than almost any other form of sport or recreation. Kayaks are a great way to explore the Island in a green, or eco-friendly way. Paddling is extremely quiet, and allows you to enter Shelter Island’s incredible habitats, and leave them completely undisturbed. If you’ve been to Shelter Island before, or you are visiting for the first time, a trip by kayak offers a new perspective of a truly amazing place.

Eagle's Neck Paddling Co. has been sharing their love of the water through Kayaking for 23 years. We are a family owned and operated business that is dedicated to customer service. Come free yourself from the "land static" and decompress on the waters of Orient's beautiful Hallocks Bay. We look forward to meeting you

Peconic Water Sports offers Boat Charters, Rentals and instruction in various water sports activities in Long Island, New York. Lessons and Charters are available for wakeboarding, waterskiing, surfing, tubing, kiteboarding and more are available from our team of professional coaches. We also offer jet ski rentals, Boat Rentals, tours, fishing charters, custom charters and more in the Hamptons, The North Fork and Shelter Island 

We specialize in Stand up paddle board (SUP)& Kayak rentals, lessons, tours, fitness, and yoga. Come get your feet wet with us and find out why we believe salt water cures everything.

The Dinghy Shop is your local sailing, kayaking, and stand up paddleboarding resource. Located right on the Great South Bay, we offer sales, rentals, tours, repairs, and lessons. Whether you're new to the sport or a seasoned pro, the Dinghy Shop has everything you need to get out on the water.

Paumanok Tours is Long Island’s best choice for kayak rentals, lessons, and guided tours. We are a 100% mobile kayaking company that specializes in bringing the fun to you. Choose the spot and Paumanok Tours will meet you there. We supply the kayaks and all of the equipment you’ll need, the instruction to show you how to use it, and the certified guides to help show you the way.

Set sail with Captain Eric, a Sag Harbor native, on his 38' sailing yacht. Select a sunset cruise, half day, or full day on the water. Sea Escapes will sail you to Shelter Island for a bite at one of their popular restaurants (Sunest Beach and Salt are favorites!) Greenport to try the historic Claudio's or the refined Noah's, or just around the bay for a fantastic sunset. Feel free to take a dip off the boat, paddle board a nature preserve, or simply enjoy a bottle of wine while taking in the sights. We provide floats, fishing gear, paddle boards, etc upon request. Bring lunch or dinner on board for a unique dining experience. Contact us with any questions and book your adventure today!

Long Island SUP is a local stand-up paddle boarding, water fitness and rental company based in East Patchogue, NY with multiple locations across the beautiful shores and rivers of Long Island, NY. Our team has years of experience in surfing, paddle-boarding and fitness with a passion for enjoying the beauty and activities on the water. We offer group fitness lessons, beginner classes and more!

The Amagansett Beach & Bicycle Company, On the East Hampton / Amagansett Border, sells, rents and repairs Bicycles, Kayaks, Surfboards, Boogie Boards, Skateboards, Rowing Shells and Stand Up Paddleboards [SUP]. You can learn to Bike, Row, Kayak, Surf or Stand Up Paddleboard from our expert instructors. Take a one and 1/2 to two hour guided tour / lesson of beautiful Accabonac Harbor on easy and comfortable Kayaks You can get your Bike repaired from our expert mechanics.

JK Kayak is the premier professionally guided Kayak and Stand-up Paddle Board Company on Long Island since 2012. We are a mobile company servicing several put-in locations. Our services include guided tours, instruction, summer camps and sales. Our instructors are ACA certified and experienced in all techniques in both Kayaking and SUP. No experience is needed to have a great time! All equipment is included! See us on the TLC hit series "The Long Island Medium" with Theresa Caputo!