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    Boating in Boston

    3.9 (10 reviews)

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    By Land and Sea Stand Up Paddle - leading an awesome group of girls in a group paddle lesson

    By Land and Sea Stand Up Paddle

    5.0(3 reviews)
    3.5 mi

    So I'm not exactly sure what I was thinking trying paddle boarding. I think it had something to do…read morewith the fact that my friend and I had wanted to do it when we were down in key west but ran out of time. Suffice it to say, this fool can barely walk in a straight line sober. I had no business attempting to stand up on a floatation device. Anyway. I'm going to claim temporary insanity, but as soon as I saw a Gilt deal for SUP I was on it. It also didn't hurt that Jill is one of my favorite instructors at btone, so I figured it wouldn't be a bad time. It was really windy when we went out and lets just say i've had enough Charles river on me circa Brandeis rowing 2007-09, so i was way too chicken to even stand up on the board for fear of falling into the cesspool of hepatitis. A B C--pick your flavor. Bless my instructor Ingrid's heart, she was so patient with me. Today is the day after and i'd say a good 60% of my body is screaming "whyyyyyyy?!?!?!" if nothing else, at least i got a killer work out...and definitely an awesome view of the city. can't beat that. I suggest bringing a waterproof disposable to snap a couple of shots. some logistics stuff--you may have to reschedule to a location other than the one you were planning on depending on wind conditions. Jill is savvy with an iphone, so communication/planning isn't an issue. If you're meeting on the Charles, you'll be pulling into the riverside boat club parking lot (free) across from Trader Joe's. Just look for the out of place UHaul to the far left of the lot. Remember to bring your Gilt voucher if you have one, and definitely some cash for your instructor.

    Jill was an awesome instructor. We had such a great day out on the water. I would highly…read morerecommend her to anyone. We will definitely be back for more stand up paddle board as soon as the water warms up.

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    By Land and Sea Stand Up Paddle - Girls group SUP lesson day in Seaport Boston

    Girls group SUP lesson day in Seaport Boston

    By Land and Sea Stand Up Paddle - Goldie of Goldieyoga showing off her amazing abs during a girls SUP day :)

    Goldie of Goldieyoga showing off her amazing abs during a girls SUP day :)

    By Land and Sea Stand Up Paddle - Goldie from Goldieyoga showing her core strength and stability during a SUP session with By Land and Sea SUP

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    Goldie from Goldieyoga showing her core strength and stability during a SUP session with By Land and Sea SUP

    Paddle Boston: Cambridge at Kendall Sq.

    Paddle Boston: Cambridge at Kendall Sq.

    4.3(144 reviews)
    4.0 miKendall Square/MIT, East Cambridge

    I booked a kayak at the Kendall Square location and landed here. I should have gone the other…read moredirection - the most difficult part was near this location, and I was paddling against the wind and current most of the way. Other than that, it was a great trip! It's a nice mix of peaceful trees and city views. I also paddled through a sailing team practice, which was cool. The boats were in great shape. The life jackets were showing their age, but I guess that's what you get with rentals. They estimated 1.5 - 2 hours for this trip, and it took me about an hour. I docked a star from this location, because the workers didn't really seem to know what was going on when I returned the boat. I needed to let them know I came from the other location and the responses were "that's cool" and "okay" and "I don't know what to do with that". Turns out you have to check out in a trailer at the end of the dock and tell them, but no one seemed to know. Still a great trip!

    TL;DR - Paddle Boston at Kendall Square is my go-to for kayaking on the Charles. The staff is…read morealways friendly, prices are fair, and the views of Boston and Cambridge are unbeatable. Their season passes and Fourth of July rentals make the experience even better--highly recommend! _______________________________ I love being outdoors, especially on the water, and Paddle Boston has become one of my favorite spots in the city. I discovered them shortly after moving to Boston and working in Cambridge, and it has been a go-to ever since. Their kayak rentals are fairly priced and offer an amazing way to enjoy the Charles River with unbeatable views of both the Boston and Cambridge skylines. The staff is always friendly, helpful, and welcoming. Their kayaks are perfect for the calm waters of the Charles, not overly advanced but not basic either, just right for a relaxing paddle. I also love that they offer season passes for frequent paddlers and special rentals for the Fourth of July Boston Pops Fireworks, which is truly the best way to experience the show. While I typically take the T to get there, parking nearby on Main Street has never been an issue. If you are looking for a fun and easy outdoor activity in the city, I highly recommend Paddle Boston at Kendall Square.

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    Paddle Boston: Cambridge at Kendall Sq.
    Paddle Boston: Cambridge at Kendall Sq.
    Paddle Boston: Cambridge at Kendall Sq.

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    Paddle Boston - Condon Shell

    Paddle Boston - Condon Shell

    4.5(8 reviews)
    8.2 mi

    Always super easy to understand and be notified of any changes based on weather. You can always…read morebook ahead of time for the boats you want to rent. If you're going many times, look into getting a season pass

    I went to the location in Medford to kayak. While I was there I accidentally left my watch in a…read morewaterproof bag, which my mom gave to me with her initials engraved in it, it was priceless and extremely important to me. I called them 4 TIMES in the span of a week, even getting someone else to call them to ask about it, The first time being only an hour after i left. Every single time they said they had no updates and they DIDNT EVEN TRY to look for it. They even forgot my name, number and every time without fail they asked me what my watch looked like again but they never even searched or sent me a follow up email. If they had looked when I called the first time, they would have IMMEDIATELY found it because it' was at the top of the waterproof bag section. This watch means so much to me and I now have left the country so there is no opportunity for me to get it ever again. I really hope they can improve their customer service because this is extremely disappointing and hopefully others can see this and not leave anything there because you will NEVER get it back. I will never be using this company again and i suggest nobody to book anything with them for their lack of respect and care for any of their customers.

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    Paddle Boston - Condon Shell - Swam family

    Swam family

    Paddle Boston - Condon Shell
    Paddle Boston - Condon Shell

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    Boating in Boston - boating - Updated June 2026

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