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We stock the largest selection of stand up paddle boards in Chicago and offer free shipping to the U.S. lower 48 states or local delivery within 200 miles of Chicago. Not sure which SUP board to go with? Reach out to us for expert advice on choosing the right stand up paddle board for your needs or read our in-depth articles below to learn everything you need to know about getting on the water with the best SUP gear for you.

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stand up paddle how to guides

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What Do You Need to SUP in Cold Water?

Had enough of the winter blues and really want to get out and SUP? Here is a list of what you'll need to SUP in cold water.

How to Stand Up Paddle Board Video Guide

Looking to learn how to stand up paddle board? This quick video guide shows you everything to get started stand up paddle boarding in minutes.

Pilates Oblique Series on the SUP

We cover three great SUP Pilates exercises to really work your obliques and help develop your core balance to a new level.

stand up paddle product reviews

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Best 2014 SUP Yoga Boards

Ready to take your yoga practice to the water? Here is a list of some of the best SUP yoga boards for 2014.

2014 Naish SUP Lineup

Their best line of boards yet? Quite possibly. We review the 2014 Naish SUP lineup.

2014 SUP Paddles Review

You found the perfect SUP board and now it's time to find the perfect paddle. We run down our favorite 2014 SUP paddles.

stand up paddle technology

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Understanding Wetsuits

Stay in the colder water longer . This guide will explain all you need to know to find the perfect wetsuit for any water temperature.

Understanding Stand Up Paddles

Learn all about how stand up paddles work to get the most for your stroke.

Understanding Stand Up Paddle Boards

A guide to navigating your way through the technology that goes into a Stand Up Paddle Board.

stand up paddle interviews

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A Chicago SUP Customer Interview - Joseph G

Chicago SUP'er and resident by way of California, Joseph came in last summer and bought an inflatable SUP board. Let's check in to see how he likes it.

Stand Up Paddle Chicago: SUP Yoga

Chicago stand up paddle yoga instructor Mary Lou Cerami gives us the lowdown on how to get into SUP Yoga.

People We Love - Windy City Waterman Matt Lennart

Five questions with the Windy City Waterman - Matt Lennart.

stand up paddle news

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In the Life With Mary Lou Cerami - Video Short

Windward Team Rider, Mary Lou Cerami, tells us all about taking balance to a new level with SUP yoga.

Yoga & Music festival co-sponsored by Windward

Lolla? Pitchfork? Nope. It's Sukhava Bodhe, a similarly funky name for an upcoming yoga & music festival that's happening this Labor Day weekend

Skyline SUP 2013 Event Recap

The first annual Skyline SUP event was a huge success. For those that missed the event, here is a recap and reasons not to miss it next year.

stand up paddle the best lists

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What to Buy a SUP Paddler for X-Mas 2013

Ran out of gift ideas on what to buy an SUP paddler? We've got you covered this holiday season with some of these great ideas.

Best SUP Yoga Stand Up Paddle Boards

Yoga? On a paddle board? In the water? Yes, that's right. We fell in love with SUP Yoga last summer and we have a feeling you are about to do the same.

2013 Best All Around Stand Up Paddle Boards

Looking for one SUP board that can do it all? We've got a run down of this season's best all around stand up paddle boards.