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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Bic Sport
C4 Waterman
Candy Grind
Happy Hour
Ocean and Earth
RED Paddle
Rogue SUP
Sticky Bumps
Sun Bum

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 Beginner Stand Up Paddleboards 2015

You tried it a few times and fell in love, now it's time to buy your own board. We've got a list of the best beginner stand up paddleboards for 2015.

Red Paddle Co Inflatable SUP Review 2015

When it comes to inflatable stand up paddle boards, nobody does it better than Red Paddle Co. Check out their latest for 2015.

Naish SUP Paddleboard Review 2015

The Naish 2015 SUP board lineup has hit arrived and it's everything we hoped it would be and more.

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 Paddle Boards 2015

No, these are not glorified floaties. These are high quality, super durable, extra stable inflatable SUP boards designed for all-around paddling in 2015.

Best SUP Yoga Boards 2014

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

The Best SUP Paddles 2014

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