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Boating in Boston

2.5 (2 reviews)
Open • 10:00 am - 7:00 pm

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9 years ago

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Ask the Community - Boating in Boston

Paddle Boston: Cambridge at Kendall Sq.

Paddle Boston: Cambridge at Kendall Sq.

4.3(144 reviews)
16.3 km•Kendall 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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Capt Bill & Sons Whale Watch - Our boat, M/V Miss Cape Ann

Capt Bill & Sons Whale Watch

4.7(77 reviews)
35.7 km

I guess we got lucky. Flat seas. We saw a lot of whales for about 45 minutes. We saw them make…read morebubbles in a ring to force up the fish. Then the whales would surface with open mouths and feed on the fish. And we saw this four or five times! Also saw them coming out of the water and diving down many times. The boat wasn't crowded. The captain would steer the boat left and right so that everyone on board got an even amount of time seeing the whales. The naturalist who guided the tour was very informative. Overall a great experience.

After the first two hours of our whale watch, we had our doubts. We only saw water and a few…read moredive-bombing birds. But once Captain Bill found the whales, we were treated to a non-stop thrill exhibition of fireworks in the water, from below the water, and majestically hurtling out of the water. Five stars for sure. My Sweet Lord, we saw it all. We had a ton of sightings, pods of four whales at a time, three magnificent full breaches and a dozen majestic flukes. Our guide/naturalist Rebeca added quite a bit to the experience with some expert commentary on the whales and the state of international whaling. One cool thing we learned was that whales spend their winters in the warm waters of the Dominican Republic and live off their blubber. Sounds like a good career path to me. Rebeca knew the names of the whales by their fluke markings, and she knew which whale babies belonged to which whale mommas. She was terrific. Just be warned, the ride to the whales is two hours out and two hours back to Gloucester. Our ride back was choppy and the barf-bag inventory was seriously depleted after our run. But this goes with the territory, it's a hazard for doing something like this. So if you have a weak stomache, take some pills or something . I was 100% satisfied with how this spectacular excursion played out. Well done, Captain Bill!

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Capt Bill & Sons Whale Watch
Capt Bill & Sons Whale Watch
Capt Bill & Sons Whale Watch - Whales watching us? or us watching whales?

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Whales watching us? or us watching whales?

Paddle Boston - Condon Shell

Paddle Boston - Condon Shell

4.5(8 reviews)
10.7 km

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 May 2026

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