Osprey Sea & Surf Adventures

“The Southcoast Paddlesports Destination”

Welcome to Osprey Sea & Surf Adventures! If you are looking for the ultimate paddlesports experience on the Southeast, you’ve come to the right place.

We’re located at the Head of the East Branch of the Westport River, a beautiful tidal estuary that leads to the coastline of Buzzards Bay & Rhode Island Sound. It offers a premier outdoor experience for those seeking to explore the beauty of Westport, Massachusetts. Whether you’re interested in kayaking, standup paddle boarding, or canoeing, we’ve got something for everyone.

Stunning coastal views + top of the line equipment = Unforgettable experience.

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ACA Level 1/2 Intro to Kayaking/Essentials of Kayak Touring Instructor Certification Workshop

Dates: May 25th – May 27th

Costs: $499 per person

This does not include equipment, accommodation or meals.


In addition to lessons and guided tours, Osprey also offer equipment rentals for those looking to explore independently. Whether you are a beginner or seasoned adventurer, Osprey caters to all levels of experience and guarantees a memorable outing on the scenic waters of the Westport River. All rentals include PFD (life jackets), paddles and basic instruction. Booking in advance is highly recommended, by doing so, you can secure the spot and best fit. When planning a paddle, checking the tide and weather is essential to maximizing the enjoyment.


Whether you are a first timer looking to learn basics or an advanced paddler seeking to refine your skills, we provide tailored programs to meet your needs, our certified instructor are equipped with knowledge and skills to ensure a safe and enjoyable learning experience for you. All necessary kayak or paddle board gear are provided for our students.


Osprey offers a diverse range of kayak and stand-up paddle board (SUP) tours designed to cater to various skill levels and interests. With our guides leading the way, participants can explore stunning waterways, wildlife habitats, and scenic landscapes while learning about the local ecosystem and history. Safety is paramount, with top-of-the-line equipment provided and thorough safety briefings conducted before each tour. The professional guides at Osprey are knowledgeable, friendly, and passionate about sharing their love for the outdoors with others. Joining one of Osprey’s tours guarantees an unforgettable experience filled with adventure, education, and fun on the water.


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