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Provincetown,, MA

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Dog Gone Sailing Charters

5.0 (29 reviews)

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Lovely time with Captain Ro and her mate. Professionally run. The boat was beautiful. Price seemed quite fair. This was our first time participating in an event like this and we were delighted with all aspects. Do it!

Atlantic Ocean, looking in toward Provincetown, Cape Code, Massachusetts
Lenny D.

You're at a seaside resort town. You swim the pools, oceans and the crowds. Now, get out ON the ocean. Dog Gone Sailing is a great outing for you and your friends. Small group of people, 4 - 6 of you, even more, charter a nice sunset cruise. You'll be happy you did. Captain Ro and company are great! Captain has so much to share with you about PTown Harbor, sailing and the ocean. Moon Dancer is cozy fun and your'e allowed to bring beverages and snacks for your 2 hour chartered adventure. My friends and I were visiting during Carnival 2016, it was summery warm, extra breezy night and an ensuing sunset. The waters were a little choppy, but that added to the fun of it. It's not like this all the time, but we had so much fun! We played music, snacked on kibbles and had great libations. AND you get some great pictures of PTown, Long Point Light and of course the sunset. The charter is totally worth it. It takes you away from the hustle and bustle of Commercial Street and sets a great tone for the evening. I hope you love it as much as my friends and me!

Katherine S.

Captain Ro and First Mate Sue WILL NOT disappoint. We booked a sunset cruise and could not have imagined a more wonderful experience. BYOB and snacks for a view of Ptown you won't soon forget. Cruises are fur-baby-friendly, so bring your pup, and/or enjoy the company of everyone's favorite sailing companion, Mini Mate (if you had to leave your fur child at home). The cruise itself lasted a little over 2 hours. Don't fret, there's a head (sailor-speak for bathroom) on board, if nature calls while you're away from shore. We will definitely sail with them again the next time we're in Ptown!

Ani A.

Ahoi! I've been on the Dog Gone Sailing charter many times in the past 3 years, in all kind of different settings: beautiful sunrise on the bay; magical sunset over lovely Ptown, big waves adventure sail and private sail. Each and everytime was just beyond my expectations. Captain Rory and her mate Urszula accomodated perfectly my friends and I. They both have amazing skills and technique and made us feel comfortable, secure and happy even with those 8 ft waves:) Strongly recommend this magical experience while you are in Ptown! Bring your dog! Some cheese and wine and sail away!

Captain Ro
Rosemary F.

Took a sunset sail with Ro-- this is the real thing. A sailboat for 6 people with a knowledgeable and experienced captain. No hokey big ship with annoying cree members. This is for people who love the feel of a boat riding the waves, the call opf "get ready to jibe" to the crew mate. The price was reasonable, the sail was professional and fun, the sunset glorious. Also, seals!!

Captain Ro
Mark K.

If I could give ten stars I would. Great captain, great boat. Well worth the price. We took the sunset cruise and it was nothing short of amazing. Next time we will do the sun rise cruise.

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6 years ago

We had the best day out sailing with Captain Ro and First Mate Kiki! Fantastic experience, recommend this very highly!

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8 years ago

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9 years ago

We just finished the sunset cruise with Captain Ro and Sue. Awesome sunset and even better service. Highly recommend!!!!

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Review Highlights - Dog Gone Sailing Charters

“We booked a sunset cruise and could not have imagined a more wonderful experience.”

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Moment Sailing Adventures - The perfect proposal

Moment Sailing Adventures

5.0(12 reviews)
0.6 mi

This past week, six of us went on our third annual trip with Moment Sailing Adventures around the…read moreProvincetown harbor. Each time, the six hour trip is a different adventure, dependent on the wind and what we want to do that day. One year we just cruised up and down Herring Cove beach, taking the motorized jetty out so we could run some of the waves. One year we stayed in the Bay and looked at seals (as well as the normal Provincetown otters and bears). This past week, with limited wind, we just relaxed on the boat in the middle of the bay, jumping into the water when drinking white wine on-deck became too demanding. Six men (plus the captain, Chris) fit very comfortably on the deck, and Chris is beyond patient with our (still) pretty basic questions on the sailing life. He has great stories and is incredibly friendly. This is always a highlight of the week for us. With a stunning backdrop of Provincetown, an great captain, and a beautiful boat, there's nothing else like it.

Captain Greg took us out for an early morning trip. The boat was comfortable and a great way to…read moresail out and around the PT bay. Greg was wonderful. He was informative, helpful and so very connected to the boat and the sea; we were so lucky to have him share our time on the Moment. We hope to be able to return and relive our journey again and again.

Photos
Moment Sailing Adventures - Enjoy the interior space as much as outside with a dining area and full galley.

Enjoy the interior space as much as outside with a dining area and full galley.

Moment Sailing Adventures - A Romantic Sail by Long Point LIghthouse

A Romantic Sail by Long Point LIghthouse

Moment Sailing Adventures - Moment's full galley

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Moment's full galley

Dog Gone Sailing Charters - boating - Updated October 2026

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