1. Chatham Sailboat Rentals

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    Chatham, MA

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    Chatham Sailboat Rentals

    4.5 (6 reviews)
    Closed 10:00 am - 6:00 pm

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    1 year ago

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    5 years ago

    Absolutely amazing experience. Everyone was lovely and the boats were so much fun. We went back for a second time

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    Whale Watch Dolphin Fleet - Sophie tour guide

    Whale Watch Dolphin Fleet

    4.7(108 reviews)
    27.9 mi

    We had an absolutely amazing day out on the water with Dolphin Fleet Whale Watch in Provincetown…read more Our tour guide, Sophie, made the entire experience unforgettable. She was incredibly knowledgeable, full of energy, and genuinely passionate about whales and nature. You could tell this is more than just a job for her. She even had a whale tattoo on her leg, which made her love for these incredible animals even more authentic. We learned so much from her, and it was refreshing to have a guide so excited to share her knowledge. She kept pointing out the whales as they surfaced, and her timing was perfect, just when you thought the action had moved on, she would spot another humpback breaching or lifting its tail before diving back down. If you can, try to get on one of Sophie's tours. I've been on whale watching tours before, but I have never seen anything like this. Our four kids were beyond excited as we saw what felt like 40 to 60 humpback whales. The boat ride itself was fantastic, with the salty spray in the air and everyone crowding the rails every time a whale came up close. It was one of the most incredible wildlife experiences we have ever had. At first, I thought the tour was a little pricey, but as my son said, "Dad, this was worth every dollar. You should have paid more." He was right. We happily tipped Sophie and the crew on our way out because they absolutely earned it. If you are visiting Provincetown, do not miss this experience. It was one of the highlights of our trip, and I would recommend it to anyone.

    I've been on two w whale watches in last two years. My first experience in 2024 was amazing with…read moreprivilege of viewing multiple whales breaches. We also viewed at least a dozen whales on voyage. They have a whale specialist to identify and provide more detail on the various species. Great for kids. The second trip in 2025 did not have as many opportunities to view a whales but they went out of their way to locate whales. Boat is very comfortable and offers food and beverages. Alcoholic if interested.

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    Whale Watch Dolphin Fleet - Doctor T, our naturalist, really truly made the whole experience for us!! Extremely knowledgeable presentation!

    Doctor T, our naturalist, really truly made the whole experience for us!! Extremely knowledgeable presentation!

    Whale Watch Dolphin Fleet - Celebrating my son's birthday with a whale watching trip

    Celebrating my son's birthday with a whale watching trip

    Whale Watch Dolphin Fleet - Whale tail

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    Whale tail

    Chatham Sailboat Rentals - sailing - Updated September 2026

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