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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How to get SUP Certified

Want to take your stand up paddle boarding to the next level? Find out how to get SUP certified.

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.

stand up paddle product reviews

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Starboard SUP Board Review 2016

Starboard SUP is one of the top brands water-sports and they are back with a killer new lineup this year. Let's review Starboard SUP Boards for 2016.

Red Paddle Co Inflatable SUP Review 2016

Leading the game when it comes to inflatable paddle boards, Red Paddle Co is back with brand new tech and a fresh look for summer 2016. Let's review Red Paddle Co Inflatable SUP Boards!

Naish SUP Boards Review 2016

Around since '79 and notorious for producing premium sup and surf products, Naish SUP is back this season. Here is our Naish SUP Board review for 2016.

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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Best Inflatable Stand Up Paddleboards 2016

Lacking storage or simply love to travel and want to paddleboard? We break down the best inflatable stand up paddleboards of summer 2016.

Best Beginner Stand Up Paddleboards 2016

You've tried it a few times and now it's time to take one home. We've got all the info you need to find yourself the best beginner stand up paddleboard.

Best Touring/Race Stand Up Paddleboards 2016

Take your stand up paddleboarding to the next level. Here is a list of the best touring/race paddleboards for summer 2016.