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    Sheridan Shore Sailing School

    5.0 (1 review)
    Closed Closed

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    13 years ago

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    Northwest Passage

    Northwest Passage

    4.6
    (18 reviews)
    1.1 mi

    What a fabulous time we had on Northwest Passage's Crete (Greece) Kayak Adventure. Rick, Zane and…read moreAnna were excellent guides who quickly taught us the skills necessary to paddle a sea kayak. They also knew the area so well that they could point out things or take us places we would never have discovered on our own. The towns chosen for the overnights were well selected; also, the lodgings were comfortable and the restaurants served good Greek food. Having previously done this trip multiple times before, Northwest Passage has it down to a "science" for a seamless trip. It was an outstanding way to experience Crete. We would count this adventure as one providing the proverbial "memories of a lifetime." We highly recommend Northwest Passage Adventures.

    Went on the 2 hour sunset kayaking with a bunch of girlfriends recently and had an awesome time…read more Even though they provided maps as to where the boat launch would be--I still went to the wrong area--boo for me and directions. They provided all the equipment: lifejacket, oar, and kayak. I recommend water shoes just because Im not a huge fan of sand or rocks in between my toes. The fabulous trip leader gave us some instruction/safety and then we were off and paddling--ok maybe not at first :) The staff was so patient and nice---especially because I felt like the first half of the trip I definitely needed special attention--since we were veering in the opposite direction of the group---geesh who would've thought it would be so difficult to turn or keep going straight--but with the proper instruction and a little special ed tugging from one of the trip leaders---we were on our way to cruising on lake michigan. Being that this was my first time and I didn't fall out or become traumatized--I definitley will be doing this again.

    Photos
    Sea Kayaking Apostle Islands
    Sea Kayaking Apostle Islands
    Rock Climbing at Devil's Lake Wisconsin
    Rock Climbing at Devil's Lake Wisconsin
    Northwest Passage

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    Tall Ship Windy

    Tall Ship Windy

    4.1
    (532 reviews)
    13.4 mi
    Established in 1996
    Family-owned & operated

    One of the best things I did while visiting Chicago! I booked the 8:30 p.m. Tall Ship Windy sail,…read moreand it was worth every penny. We left around 8:30 to 8:45, and by the time the 9:00 p.m. fireworks started, we had a front row view from the water. It was absolutely incredible. The captain and crew were friendly, welcoming, and did an amazing job. The ship wasn't overcrowded, so there was plenty of room to walk around and take in the views. Watching the fireworks with the Chicago skyline in the background was unforgettable. After the fireworks, we sailed under the night sky with the sails up and great music playing. It honestly felt like I was in the Caribbean, except with an amazing city skyline all around us. I'm from New York and was in Chicago for work, and I have to say this was even more impressive than seeing the New York skyline from the water. I also own a sailboat, so I really appreciated how well the crew handled the ship. One of my favorite parts was that guests could even help hoist the sails. There was a full bar with a really good rum punch, and so many great spots to take pictures of the sunset and the skyline. The crew was also happy to take photos for people. If you're going, get to Navy Pier early and enjoy the restaurants and drinks before your sail. This is great for families, couples, or even if you're traveling by yourself like I was. It's a unique experience that you won't get on one of the regular tour boats. I would absolutely do this again the next time I'm in Chicago.

    Staff was so amazing and kind, relaxing way to see the city on a calm and quiet sailboat so much funread more

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    Tall Ship Windy
    Picture you take prior to boarding. You can purchase these once you return to Navy Pier
    Picture you take prior to boarding. You can purchase these once you return to Navy Pier
    The Tall Ship Windy at dock

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    The Tall Ship Windy at dock
    Wendella Tours & Cruises

    Wendella Tours & Cruises

    4.4
    (1.6k reviews)
    13.3 mi

    When you arrive the signs are very clear. We almost got looped in with the wrong time and the…read moreemployees were very helpful in ensuring we made it to the right boat! A side note there is a Peet's coffee right above this that you can stop in for a snack. They also have a full bar and snacks available for purchase on the boat which was a surprise to me! The bathrooms on board are super clean as well. Now, the best part was Scott! Our tour was engaging, fun, and very informative. You can barely feel yourself moving which is wild! I got a ton of great photos and learned so much about the city. I would do this exact tour again it was so fun. They do have lots of options to choose from!

    I never write reviews, but the experience with Wendella Tours was bizarre and made me angry. AVOID…read moreTHIS TOUR GROUP. Me and my partner scheduled a 90-minute architecture tour for 06/24/2025 at 8:30PM (Total $90 for two tickets). We arrived early and while waiting, we received an email at 7:56PM saying there was an issue with their boat and they had to cancel the tour. We went down to the ticketing office and spoke with the employee. He explained there was an issue with their boat and it was impossible to refund our tickets at his ticketing office. He advised me that we could call the main office number and ask for a refund and then shrugged saying he wasn't sure if they would be able to. The employee stated he could reschedule us to 8:45PM (a firework tour - not what we wanted) or 9:00PM for the architecture tour. I advised him we would be fine with shifting our plans to 9:00PM. He printed me and my partner our tickets and we stepped aside to wait for an hour. We looked at the tickets and noticed that the 9:00PM tour was printed as only 45-minutes long, not the 90-minutes originally purchased. I went back up to the ticketing office and inquired about the discrepancy and asked for a refund on the difference, as the 45-minute tour was only $28 per ticket (Total $56 for two tickets). The employee again said he couldn't refund us for the difference. At this point I was upset because literally, what do you mean you can't refund the difference? After me being persistent (and a different employee also saying no refunds), they finally admitted they actually COULD refund me there, and then issued me a refund / receipt saying my card would be credited for the original amount in 2 - 5 days. I left completely confused by the interaction. How are YOU going to cancel on me, and then say "Oh no refunds" *shrug*. Umm you didn't provide the service I purchased... I would urge you to use literally any other architecture tour group.

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    Wendella Tours & Cruises
    Wendella Tours & Cruises
    Wendella Tours & Cruises

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    Sheridan Shore Sailing School - sailing - Updated July 2026

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