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Wellfleet, MA

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Jack's Boat Rental

4.9 (21 reviews)
Closed • 9:00 am - 4:00 pm

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2 months ago

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Mike S.

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1 year ago

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6 years ago

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2 years ago

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Mike S.

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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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14 years ago

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11 years ago

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14 years ago

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11 years ago

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7 years ago

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9 years ago

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10 years ago

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7 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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9 years ago

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11 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

Read more highlights

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

Whale Watch Dolphin Fleet - Sophie tour guide

Whale Watch Dolphin Fleet

4.7(110 reviews)
12.1 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.

Dolphin Fleet is fantastic. Always great experience. Can't say enough great things about them…read more Friendly crew. Never disappoint. Granted some trips are better than others. That's the unpredictable factors in whale watching. Regarding all boats not just Dolphin Fleet. Parents Please watch your children. You are on ocean and rough seas. Why would you let young children wander around without you? Do better! Seasick warning. Take advice of crew and take meds if prone to seasickness. You won't enjoy trip and neither will people around you.

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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 - Whale tail

Whale tail

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

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Celebrating my son's birthday with a whale watching trip

Jack's Boat Rental - rafting - Updated October 2026

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