Charging Boat
Rear of Boat
Epic Sunset

Ogunquit, Maine Sailing Cruises

We are now closed for the 2020 season.
Online reservations for spring 2021 will be available to book in February

Each trip limited to six passengers, including children of all ages.

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Experience Maine’s Coast

Come, join us, and experience the sensations of sailing at sea. Sail with us along the spectacular southern coast of Maine.

Slide gracefully along beautiful Ogunquit Beach one moment and then watch as the coast transitions into the rugged rockbound beauty of the Marginal Way. Sail by oceanfront homes, and see waterfront scenery not accessible by land. See the coastlines of York and Cape Neddick or Ogunquit, the Wells beaches and a little of the Kennebunks as they can only be seen while sailing. Listen to the surf crashing and ebbing over rocks while admiring the scenery that defines the Coast of Maine.

Maine Sailing Trips

Watch as Perkins Cove fisherman bring in their catch, look for seals and the occasional Minke whale or just relax, sip a glass of wine and see the sun go down. Maybe you’d like to take the wheel, hand a line, have your children do the same, or perhaps it’s the feeling of just being on a true classic yacht that you seek. The Silverlining sometimes thrills and sometimes soothes as she charges to windward, reaches offshore or is pulled downwind by the spinnaker.

Whether you’re an old hand at sailing or just always wanted to try it, it’s your time and you will have the ocean practically to yourselves. Most of all have some fun, let the Silverlining be the backdrop for a lasting memory of Ogunquit and the southern coast of Maine.

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See you all next summer ... See MoreSee Less

1 week ago

See you all next summer

Comment on Facebook See you all next ...

En espérant pouvoir aller dans le Maine

Good night Silver Lining... rest, so that again you can fly. O Jack, I'm sure your new kicker will be a perfect update. Craig wouldn't steer you wrong.

Have you seen the message telling that John died in August (Can. Coast Guard flag)- the reason why we could not go to Ogunquit.

Wow!! You weren’t kidding about all the steel under it. No wonder why it will never tip. Great boat we had a blast this summer

Hope we are able to come back to Maine next summer. Hope you had a decent season!


Churches were built as upside down boats for their sturdiness and beauty. May we all enjoy the Silverlining for years to come and the pleasure that Captain Jack provides us. ( and Elliot). From David and Heather Mackesy-Boyle.

It’s a Beautiful Boat !!! You’re a Lucky Owner !!!

I’ll see you in the spring, can’t wait !!!

Such a beautiful creature!!!!

Very church like space, but not quite as spacious as the church in Montreal where you got hitched!🙂

Beautiful picture of the famous Silverlining at rest ❣️

Beautiful in and out of the water...great boat

Home sweet home! Rest up! It comes around quick! Ann

Glad we got out for a sail this summer.

Love this picture

I hope to be out for a sail with you next summer

Definitely signing up for a sail next summer ♥️

Winter well 😊

Is this a current photo ? Do you bring your boat in every year ?

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2 weeks ago

Thank you to all our new and returned customers for a good season, despite the circumstances.
See you in the Spring of 2021
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3 weeks ago

Thank you to all our new and returned customers for a good season, despite the circumstances.
See you in the Spring of 2021

Comment on Facebook Thank you to all our...

We had such a fun time despite the fog and lack of wind! Have a great winter! Looking forward to next year.

We had a great sail! See you next summer 🌊⛵️

So sad we didn’t sail this year! Have a healthy safe winter! 💕

Glad we got there this summer. See you next year!

Stunning photo! Enjoy the time off😊

Looking forward to it

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