Charging Boat
Rear of Boat
Epic Sunset

Ogunquit, Maine Sailing Cruises

You can now book on line.
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.

The way life should be ... See MoreSee Less

6 days ago

The way life should be


Comment on Facebook

Beautiful! Our day sailing with you was quite memorable!❤️

Magnifique photo

My favorite thing to do in OGT! Hoping for many more smooth sails w/Captain Jack

See you soon! ⛵️


Christopher Tedeschi

See you soon!!!!

Jean-Frédérick Lauzier 😍

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Wicked storm brewing near Perkins Cove! Photo credit to April Homer ... See MoreSee Less

3 weeks ago


Comment on Facebook

Great photo and timing.

Jack, your boat is absolutely stunning in person, but this photo takes it over the top. Well deserving of framing and placing over your fireplace mantle.

Awesome photo Jack!

Wow! Stunning!

Yesterday in Perkins’s Cove. Lucia Webster, Jan Vita, we’ve all been out on The Silverlining! Luckily in better weather though.

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Heading off for the day. ... See MoreSee Less

1 month ago


Comment on Facebook

I am trying to get there this year

We had an awesome sail with you Sunday - as we always do! Thank you for another wonderful trip, Captain Jack!

Still on my bucket list!

Can't wait to be there!

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