Cancel

    Open app

    Search

    Courageous Sailing

    4.0 (4 reviews)

    Courageous Sailing Photos

    You might also consider

    Recommended Reviews - Courageous Sailing

    Your trust is our priority, so businesses can't pay to alter or remove their reviews. Learn more about reviews.
    Yelp app icon
    Browse more easily on the app
    Review Feed Illustration

    5 months ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 0

    2 years ago

    Helpful 2
    Thanks 0
    Love this 1
    Oh no 1

    3 years ago

    Helpful 0
    Thanks 0
    Love this 0
    Oh no 1

    15 years ago

    Helpful 1
    Thanks 0
    Love this 1
    Oh no 1

    You might also consider

    Verify this business for free

    People searched for Boating 807 times last month within 15 miles of this business.

    Verify this business

    Paddle Boston: Cambridge at Kendall Sq.

    Paddle Boston: Cambridge at Kendall Sq.

    4.3(144 reviews)
    3.7 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.

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

    See all

    Charles Riverboat - An intimate surprise engagement aboard Happy in Boston Harbor.
 @jasoncoreyphoto

    Charles Riverboat

    4.4(151 reviews)
    4.2 miEast Cambridge

    We had a good experience with charles river cruise in our recent trip to Boston. The boat dock was…read morenext to a shopping mall with access to restroom, dining options and various shops. The receptionist was friendly. The tour guide was phenomenal. Bearing a great, easygoing and a bit sarcastic personality, she was engaging, knowledgeable, funny and honest about her delivery. I learned a few things about the city and the famous schools from her personal opinion. Very steady and peaceful ride. Clean and well-maintained boat with a bar. Be mindful it's hot inside the boat with the scorching sun in PM so bring water, sun screen and hat, dress lightly. It was our second day in town our bodies still adjusted humidity and heat, I felt I was about to get a heat stroke. It'd be nice if they consider AC operated boat in the future.

    We took the 90-minute Charles River Tour Cruise on Friday, August 1st--our first time using Charles…read moreRiver Boat Company. The views were nice, but the experience turned sour quickly due to a lack of passenger care and extremely poor customer service. Halfway through the ride, we were filming the scenery at the front of the boat when, without warning, the captain blasted an incredibly loud horn as a "greeting" to another boat far in the distance. It was completely unnecessary, and the sudden, deafening sound startled everyone around us. I almost dropped my phone into the water. We went inside for the rest of the trip because we no longer felt safe or relaxed. Later that day, we emailed the company with our concerns and offered to send them the video showing exactly what happened. They didn't care. Instead, the Director of Operations, Gibson Cushman, dismissed our complaint, quoted Coast Guard rules (irrelevant in this case), and refused a refund. He offered a credit for another cruise, which felt like a cop-out since we're not local. His response made everything worse--tone-deaf, defensive, and full of excuses. He even tried to blame us, saying passengers should expect loud horns at any time. I had ringing in my ear for 48 hours--if we'd known something like this might happen, we could've worn ear protection. Overall, it was a stressful and disappointing experience. Their focus clearly isn't on guest satisfaction or safety--only on covering themselves. We won't be returning and wouldn't recommend them to others.

    Photos
    Charles Riverboat - An unforgettable engagement on the Esplanade, followed by a private celebration aboard our riverboat with friends and family.

    An unforgettable engagement on the Esplanade, followed by a private celebration aboard our riverboat with friends and family.

    Charles Riverboat - A waterfront wedding ceremony aboard Valiant with Rowes Wharf as the backdrop.
 @byjessherrera

    A waterfront wedding ceremony aboard Valiant with Rowes Wharf as the backdrop. @byjessherrera

    Charles Riverboat - Celebrating a little one on the way with a "Shell Be Here Soon" brunch baby shower aboard Valiant.

    See all

    Celebrating a little one on the way with a "Shell Be Here Soon" brunch baby shower aboard Valiant.

    Boston Duck Tours - The Captain giving his speech

    Boston Duck Tours

    4.3(1.2k reviews)
    2.9 miBack Bay

    Coming from California, I had thought we were going to go duck watching. Another thought we were…read morepaddling around in a kind of swan boat. Turns out the Duck Tours were tours in semi-aquatic buses that mix history, jokes, and sightseeing. We also got to go into the water and folks took turns driving the duck boat. What was delightful about our tour was our captain who entertained us with magic tricks, punny jokes, dad jokes, and history. We quacked at passerbys, other duck tours, recent graduates, kids in hi-vis vests. He pointed out the marines organized in a park with the Osprey and other planes. I left my knowledge of American history in elementary school, so everything was super fascinating to me. I thought my honey would enjoy this being a historian and all but he didn't care for the jokes, which I thought were the best part. Oh well. Worth a tour when you're in the Boston area!

    We enjoyed our Boston Duck Tour earlier this month and the tour itself was amazing. Our narrator…read more(The detective?) and the driver were fantastic and our whole family was laughing the entire time. When I took my kids on the tour in 2019, I was so impressed with the professionalism of the attendants who help out beforehand. They were all wearing khakis, had their shirts tucked in, and there were no phones in sight. I remember one lovely young man who was wearing a Vineyard Vines belt and my son was obsessed with it, and he graciously told me what the print was called and I was able to purchase it for him for Christmas that year. This time around, it was shocking to me how opposite our experience was pre-tour. I recall in 2019 receiving a warm welcome walking up to the boarding location, but not this time. They were all huddled in a pile by the umbrella, and no one greeted us. I approached an employee who identified himself as a driver and instead pointed me to an attendant who could "better assist". When I asked which boat to board, we were rudely told to "Just wait here until we announce it", which felt like a big departure from the friendliness of a few years ago. The attendants themselves just looked messy, and it seems the standards went down significantly. We had so much fun on the tour itself, but the end to end of an experience is really what makes or breaks it, and the bad customer service before boarding left a sour taste in our mouths.

    Photos
    Boston Duck Tours - The original map of Boston

    The original map of Boston

    Boston Duck Tours - Inside the trolley/bus

    Inside the trolley/bus

    Boston Duck Tours - Get ready!

    See all

    Get ready!

    Cycleboat Boston - Bar area of the boat

    Cycleboat Boston

    4.6(41 reviews)
    5.2 miCharlestown

    a BYOB Brews Cruise around Boston Harbor?! Yes, please!…read more Cycleboat Boston, based in Charlestown, is a family-owned company providing both public tours and private charters for up to 20-26 guests. Each boat has a central table with ice-filled coolers that is surrounded by 12 bike seats for passengers to pedal to power the boat but don't worry! You don't have to pedal, there is an outboard motor. And if pedaling isn't your thing at all or there's more than 12 of passengers, each boat has a comfy lounge area in the back that is set up for conversation, sipping on your drink and drinking in the views! All cruises are BYOB (cans only and no hard alcohol - a craft beer lovers dream) and you can also bring food/snacks on board! For our cruise, we enjoyed charcuterie cones from Kured.co and Scuba & I obviously had to bring along some on-theme beers including Cushnoc Brewing's 'Can't Buy Backbone' IPA, Wormtown Brewing's Summer Ale and a pounder of Montauk Brewing's Summer Ale (all purchased at Dion's in Waltham). As someone who is happiest in/on/near the water with a beer in hand and has so much pride in my city; this was a dream! I am actively looking for any excuse to get back out on a Cycleboat!

    What an AWESOME experience we had with Cycleboat Boston!!! We did an afternoon cruise on "Rosie the…read moreRiveter" and it was a blast! Our captain and his daughter were great hosts and tour guides for this group of 10 celebrating a bachelorette. BYOB and of course someone from your group gets to be DJ! Highly recommend for a large group outing on the harbor!

    Photos
    Cycleboat Boston - Pedal as much as you'd like, or sit back and relax and let the motor do the work. A Cycleboat cruise is about enjoying time on the water.

    Pedal as much as you'd like, or sit back and relax and let the motor do the work. A Cycleboat cruise is about enjoying time on the water.

    Cycleboat Boston - Cycleboat Boston owners Ed and Rosie Cardinali make every trip the best of Boston.

    Cycleboat Boston owners Ed and Rosie Cardinali make every trip the best of Boston.

    Cycleboat Boston - Whether with friends and family, or visiting the city, Cycleboat Boston is plenty of fun. All cruises BYOB - we provide ice & coolers.

    See all

    Whether with friends and family, or visiting the city, Cycleboat Boston is plenty of fun. All cruises BYOB - we provide ice & coolers.

    Courageous Sailing - boating - Updated May 2026

    Loading...
    Loading...
    Loading...