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    Jack's Boat Rental

    4.9 (20 reviews)
    Closed 9:00 am - 4:00 pm

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    10 months ago

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    2 years ago

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    Mike S.

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    6 years ago

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    3 years ago

    Great service. Above and beyond assistance directing us to places to paddle. Equipment in excellent shape.

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    Mike S.

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    8 years ago

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    4 years ago

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    Mike S.

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    14 years ago

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    8 years ago

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    13 years ago

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    11 years ago

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    10 years ago

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    8 years ago

    I don't often review on Yelp but these guys are the best. Knowledgeable, really helpful and friendly. Local family owned biz - go to Jacks!!

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    12 years ago

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    Ask the Community - Jack's Boat Rental

    Review Highlights - Jack's Boat Rental

    I told him I was down for a few days exploring the cape and he suggested I go take a kayak for a spin with my wife.

    Mentioned in 5 reviews

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    Artemis Sailing

    Artemis Sailing

    5.0(1 review)
    56.7 mi

    The family and I had an amazing time on Artemis sailing with Captain Rick and his wife Deb. What…read morean amazing experience to sail on such a beautiful yacht and with such wonderful people. If you've never sailed or are an experienced sailor, you will truly enjoy this great experience and discover Gloucester and the surrounding area. This sailing yacht is super stable, fast and fun. Make new friends, new experiences and memories! Sail Artemis!

    From the owner: Set sail for an unforgettable experience aboard ARTEMIS, a 65-foot high-performance sailing yacht…read moreoffering luxury sailing tours along the stunning coast of Gloucester, Massachusetts. Meal included. Maximum of 6 guests. Daysails, sunset sails and more. Enjoy 3-hour or 4-hour excursions for 1-6 passengers featuring breathtaking coastal views, smooth sailing, and farm-to-table meals that elevate your journey. Departing from Historic Gloucester, you’ll have the chance to explore ports like Marblehead, Salem, and Beverly, soaking in the beauty of New England’s waters. With 45 years of combined boating experience, Captain Rick & Deb Miles ensure a safe, comfortable, and truly special adventure. Whether you’re looking for relaxation, exploration, or an elevated sailing experience, ARTEMIS is the perfect choice. Contact us today to plan your custom voyage and experience sailing at its finest! Learn more at Artemissails.com

    Photos
    Artemis Sailing - An envigorating sail today!

    An envigorating sail today!

    Artemis Sailing - Sailing in Gloucester by Ten Pound Island

    Sailing in Gloucester by Ten Pound Island

    Artemis Sailing - Captain Rick and Deb Miles

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    Captain Rick and Deb Miles

    Cape Kayaking - Pochet water trails

    Cape Kayaking

    5.0(11 reviews)
    8.2 mi

    I went on the Nauset Marsh High Tide tour with my sister yesterday and we had a great time! We…read morechose this location because it was advertised as being one of his easier paddles, and since we have only been kayaking a couple times (and it's 3 hours) we didn't want to get in over our heads. Johnathan was very very knowledgeable about the area and Cape Cod in general, was able to answer all of my questions about the marsh, and provide interesting talking points and tidbits. We saw several types of wildlife: blue herring, horseshoe crabs, other crabs, clams, egrets, and even a seal in the distance. The paddling itself was not bad at all on this tour; it was very easy to keep up and would be fine for adults of pretty much any activity level, even quasi couch-potato ....your arms will just be a little sore the next morning if you don't really ever use them...like me :) The online booking feature is a real win in my opinion because you can see all the options available at one glance. This is a feature that seemed to be lacking in other Kayaking businesses in the area. My sister commented that she enjoyed this even more than she though she was going to. I will definitely go back again with my husband and do another tour sometime soon.

    What an amazing kayaking trip! Gorgeous and peaceful paddling through the marsh. Beautiful…read morescenery, close up encounters with seals, herons and seagulls. Best part was how much we learned from our awesome guide Jonathan, who seems to know about everything from seals and shipwrecks to tidal patterns and costal geology. Can't recommend highly enough!

    Photos
    Cape Kayaking - Happy as a clam

    Happy as a clam

    Cape Kayaking - Clamming on the flats, Nauset Marsh

    Clamming on the flats, Nauset Marsh

    Cape Kayaking - Full Moon/Sunset Paddle

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    Full Moon/Sunset Paddle

    Jack's Boat Rental - rafting - Updated June 2026

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