This place is incredible. The perfect group of people running this place, most have been there for…read moreseveral seasons. I rented one of their 15 Ft sail boats here and took it out with my Girlfriend and we went right out and sailed the entire lagoon over the course of about 1.5 hours. The boat was in good shape and handled in the water well. The sail was in great shape too. The prices are very affordable and it took literally no time to get out on the water, they rig for you and send you off. The sailboats would fit 4 adults comfortably and the views in the lagoon are fantastic. Highly recommend this if you are in MV for any amount of time. I noticed they have good kayaks and other adventure options as well. 5 stars, thanks Winds Up !

Jeff is the man. We rent kayaks every year from Winds Up. We got in a late today and Jeff helped…read moreus out getting everything we needed. And reserving online was super easy.

We are here for a week with family and friends, came across this excursion and thought... why not?!…read moreNot everyone was as excited to try this but we guilted some into it. This was truly an amazing experience. Tucker and Ryan took great care of us and made everyone feel comfortable and like they could do it with ease. We got off to a little bit of a bumpy start as one of us face planted into the water as soon as she got on the board. After having a little laugh at her expense (she was laughing too) we set sail/board (or whatever the proper term is). We spent the next hour paddling across the lake and enjoying the solitude of being at one with the water, paddle, and board. Once we all got to the designated stopping area, we all sat down and Ryan opened a couple bottles or Prosecco. We then had a drink, looked up at the stars and talked, as we floated back to where we started. We all remarked on how amazing an experience this was and that we will definitely do it again. Even my wife (who hates all things fun and didn't want to do this) enjoyed herself. Ryan and Tucker made this an amazing experience that none of us will soon forget.

Wonderful time kayaking on Sengekontacket Pond. Booking and release forms all easily done online…read more Plenty of parking and staff got us right on the water with quick and simple instructions. Highly recommended.

This is one of the only places on island that you can rent sailboats, kayaks and paddle boards…read more They are so accessible to the community and are reasonably priced. They also do sailing lessons and all their instructors are incredibly knowledgeable and kind. I've been so impressed with their staff at not only this rental site but also in the camps that my kids are enrolled in. All around great organization that adds so much fun to our vacation on Nantucket.

From the owner: Rentals NCS' Jetties Sailing Center offers rentals of SUP…read morepaddle boards, kayaks (single & double), and windsurfers. The Jetties Sailing Center also offers sailboat rentals in a variety of sizes and models. Private Lessons The Jetties Sailing Center also offers private sailing lessons in Rhodes 19s, Marshall Cat 15s, Sunfish, windsurfers, Lasers, the Hobie Getaway (and 420s per the Program Director). Lessons can be booked from 10am-12pm, 1-3pm, and 3-5pm. Lessons are available 7 days/week and may be scheduled by calling the Jetties Sailing Center (508-228-5358), by speaking with an employee at the customer service shack, or by booking online in the summer months.

We recently took a paddleboarding lesson and mini tour of a local lake in Brewster. This was our…read morefirst time paddleboarding. Our instructor, Shea, was on point! He made it a blast for the 3 kids of varying ages as well As for the adults. It was peaceful and relaxing, but also fun and we learned a lot! I hope to return next month for a sunset or glow SUP adventure! In addition the owner Ryan, was incredibly responsive to my questions and got us in quickly! This place did not disappoint.. I only wish we could have stayed out there a day:) Highly recommend!

What a wonderful time we had!!! It was a beautiful night. The glowing SUP was awesome and all the…read morewildlife we saw on the trip. Tiffany was an excellent guide and had us newbies up and going in no time. We would definitely do this tour again! THANK YOU!

We went on the Kayak The Creek Nature Tour in East Sandwich. It was a perfect trip for beginning…read morekayakers! Kyle, our guide was great!

Rideaway Adventures - Mashpee, Cape Cod Boomsauce Score: BS +++ (Amazing location! now that's…read moreboomsauce!) Tried booking through TripAdvisor--bit funky. So I went straight to the source and connected with Mike Morrison, who was not only professional and honest, but genuinely invested in making our family kayak dream happen. He even dropped a discount code like a true Cape Cod MVP. The experience? Unreal. We paddled out to a private beach only accessible by boat--and it was to die for. Calm waters, untouched shoreline, and the kind of peace that makes you forget your inbox exists. I still can't believe people get to do this regularly. It was truly memorable, and Rideaway made it seamless. They also offer sunset tours and paddle board rentals, which we're already eyeing for next time. The staff? Mostly young, but super informative, professional, and full of good vibes. Rideaway doesn't just rent gear--they curate moments. Boomsauce Scale B- basura (trash) BS basic (come on! Try harder) BS + better (Yo! That's better) BS ++ best (alright! Alright! Alrightttt!) BS +++ Amazing location! now that's boomsauce!

Great instruction, well-kept equipment, have done both surf and stand up paddle and very satisfied…read morewith the experience. Great access to beautiful parts of the island otherwise inaccessible, and not crowded. Highly recommended!

From the owner: We offer Stand Up Paddle Lessons and Tours far from the crowded vineyard shores. Our equipment and…read moreour experience is second to none. Even well seasoned Stand Up Paddle Boarders find elements of SUP that that they have never experienced before!

I've driven by this shop forever and when I needed a new rash guard stopped in... Rachel, the woman…read moreworking that day, was super helpful and friendly. I was surprised at how much is packed in this place. Everything you'd expect in a surf shop--surfboards, stand-up paddle boards, skimboards, kayaks, bodyboards, skateboards, swimwear, beach stuff, watches, and a lot more... When most of the other surf shops haven't opened for the season yet, this saved me a drive farther up Cape

Good selection, and still somehow quite a bit of options considering the inside is TINY. Service is…read morealways super friendly, and the prices are the same as all across the cape. Unless of course you go to tj max lol.