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UpWind Kiteboarding, Inc

UpWind Kiteboarding, Inc

UpWind Kiteboarding, Inc
5

Most Recent: Reviews ordered by most recent publish date in descending order.

Detailed Reviews: Reviews ordered by recency and descriptiveness of user-identified themes such as wait time, length of visit, general tips, and location information.

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5.0
5.0 of 5 bubbles109 reviews
Excellent
109
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VSpinsheet
35 contributions
5.0 of 5 bubbles
Mar 2020
We found Skot through looking at these reviews, and was anticipating a good kite trip, but came away really impressed at the whole experience. Boyfriend and I were in Key West to visit Dry Tortugas, and was hoping to get in a few days on the water but knowing little about the key west flats. We brought our gear, and got extremely lucky with 3 epic days of wind. Cranking wind with flat water was almost surreal, and add some rays of sunshine-- we couldn't ask for more. Except, throw on concierge service (kites were pumped and lines rigged faster than I could get my harness on) and genuinely friendly and helpful company made it memorable. Through his interactions with students and guests, and all his innovations to advance the sport, Skot seems truly an ambassador of kiteboarding. Key West is on the return list now, and we will definitely be looking for Skot for the next visit.
Written May 2, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Mark Coday
1 contribution
5.0 of 5 bubbles
Jan 2021 • Solo
I took my own kite gear and never used it. Skot has everything you need, walks out your lines, pumps up the kite, you just have to hook up and go kite!

I had planned to do one session with upwind and then use my own gear at various locations, but Skot made it so simple, I did 3 sessions!!

Skot and his crew were happy to listen to my kiting goals and helped me improve greatly. With just a few pointers from Skot and Ben while Taking breaks made a huge difference in my progression.

Choose upwind!!! Their my number one choice!!
Written January 21, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

JShultz
2 contributions
5.0 of 5 bubbles
Feb 2023 • Solo
Skot at Upwind Kiteboarding runs a class operation. I could not be happier! In one lesson he completely reset my training, so that I was able to get up on the board in both directions. By the second lesson, I was not even thinking about the starts and was riding upwind for nice long stretches.
All equipment is provided, the boat is perfect, and the atmosphere is calm and comfortable. Compared to other places that I have taken lessons, Upwind is very reasonable for cost and by far the best instruction I have experienced.
Another thing to note: both days, everyone else on the boat were return customers that Skot or Andrew taught in past years. They all come back repeatably, now just to kite with the Upwind equipment at their choice off-shore spot. If that doesn’t say it all, I don’t what would.
Written February 28, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Ryan C
Tampa, FL1 contribution
5.0 of 5 bubbles
Jan 2021 • Solo
Skot and his crew do an excellent job. I messaged a full month before my trip and he reserved my spot and texted me updates almost weekly. I’m an experienced kiter who rented his gear, and it’s all top notch, nearly new, and they do all the setup for you. Easy to find and park at their spot in the marina, quick 15-20min ride out. Hope to do it again.

Highly recommend!
Written January 8, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Carol S
74 contributions
5.0 of 5 bubbles
Jan 2023 • Couples
Skot and team provided excellent service and equipment rental for our two days of kitesurfing in Key West. Up to date Cabrinha kites and boards with many choices of sizes.
We are experienced kiters and had the freedom to explore a huge area on the water. We Highly recommend booking with this group!
Written January 8, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Mark G
3 contributions
5.0 of 5 bubbles
Feb 2020
Every review I've read here about Skot and the Flats is 100% accurate. Awesome communication, all the right equipment (with mid-session changes if/as needed), amazing spot - miles of knee deep FLAT water, even in 20 kt winds, gusts of 30, generously long sessions, reasonable costs, great vibe. Can't recommend it enough.
Written February 12, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Josh
Boston, MA4 contributions
5.0 of 5 bubbles
Jan 2023 • Solo
I highly recommend kiting with this company. I’ve done lessons, and done just normal equipment rentals through many companys and this is the most consistently organized which is really important when trying to introduce new comers to the sport. I have brought my family to learn with upwind in the past and they love it. The typical kiting location is amazing.
Now that I no longer need training, I can attest to the equipment rental being top notch and the staff support as far as supplying equipment and communication goes is great.
This is one of the main reasons I continue to come to key west. Thank you!
Written January 9, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

scmarinaro
McLean, VA7 contributions
5.0 of 5 bubbles
Nov 2020
After sporadically getting a day or two of kiteboarding lessons over the last few years I finally decided to try Upwind Kiteboarding. Skot is an excellent teacher. The equipment is great. The location is great with shallow water and nobody else around to watch out for. I took 4 lessons and it was windy every day and I finally got up and got going in both directions. I'm still not that good at Kiteboarding but at least I can get up and go. I will definitely be back.
Written December 4, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Discover308741
Tinley Park, IL6 contributions
5.0 of 5 bubbles
Nov 2021 • Solo
Had great kiteboarding experience with Skot of UpWind. Very well organized, professional, helpful and fun. The sandbar area is great for learning and practicing tricks.
Will do it again as soon as I get a chance.
Highly recommend.
Written November 10, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

Jed S
Rowayton, CT6 contributions
5.0 of 5 bubbles
May 2018
We kited with Skot a year ago and my wife and I returned just recently. What a great location to kite. He is very professional, accommodating, and fun. We had a great group on the boat from first timers to experts and all had a blast. Highly recommend!! Thanks Skot
Written May 16, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.

UpWind Kiteboarding, Inc - All You Need to Know BEFORE You Go (2025)

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