Get Out Sailing

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Get Out Sailing Private sailing charters along the coast of MDI and Acadia National Park. We sail from the Claremont Hotel's dock in Southwest Harbor.

We have contracts to land on several private islands within a day's sail from Southwest and Northeast Harbor. We can anchor off a remote island and dinghy ashore to explore and hike the island or have a simple picnic lunch. There is nothing like moving through the water powered only by the wind. Wildlife, like porpoises and seals, will swim by, not bothered by your presence. Islands drift by slowly as you enjoy your peace and quiet on your private charter sailboat. Your only worry would be, "Did I bring my favorite wine?"

We also offer a tide pool excursion adventure. This trip is not on our Shannon sailboat, instead, it is on a 33' landing craft powerboat that allows us easier access to great tide pool locations. You will learn about the organisms that call this intertidal region home. You will be educated and entertained by an energetic marine biologist. I just love sharing the wonders that exist just below the high tide mark.

09/12/2026

Last minute deal. Tonight, sunset sail for only $400. Call 207-956-0838 to book before 2:30 today!

09/05/2026

“What an incredible sight this week — Ocean Sunfish occasionally surface, and they’re absolutely amazing and strange to see up close.”

Well, we’ve been pretty great this season at helping a lot of people (and dogs!) Get Out Sailing—but not quite as great ...
09/05/2026

Well, we’ve been pretty great this season at helping a lot of people (and dogs!) Get Out Sailing—but not quite as great at posting about all the adventures along the way.

So, here’s a little sample of what we’ve experienced on the water so far this season:

⛵
• An Ocean Sunfish — video coming soon!
• A large, active school of striped bass right alongside the boat
• A sunset sail to Bar Harbor, followed by a nighttime trip back for my first mate and me
• A guest joining us for her 15th trip aboard Snow Squall!
• Watching a grandfather with his family get absolutely giddy at the helm as the Snow Squall raced rail down through the Western Way

And that’s just a small piece of the season.

There’s something pretty special about sharing the waters around Mount Desert Island with people who are seeing them from a sailboat for the first time—and even more special when they come back and sail with us again and again.

We’re down to just two more weeks of charters this season, and we have only a few openings left because the entire Get Out Sailing crew heads back to school.

If you don’t see an opening that works for you, send us a message anyway. We’ll always do our best to see what we can make work.

Thank you to everyone who has made this another amazing season. We’re grateful for every trip, every guest, every dog, and every mile under sail.

Captain Mike, Michelle, Corbin, Emmett, and our rotating crew of occasional first mates

🌊 Get Out Sailing — Southwest Harbor, Maine

We have had some beautiful weather! Not a lot of wind recently but still it's goregous out.  Consider a sail with us thi...
08/05/2026

We have had some beautiful weather! Not a lot of wind recently but still it's goregous out. Consider a sail with us this month.

If you can't find the date you are looking for, feel free to message or call and inquire. We are a small family company, it's just us, and we juggle family time with work time.

06/18/2026

The Claremont Hotel guests, book a private sailing charter right from the Claremont dock.⛵️

We are excited!  Our mast went in today and we are launched on Friday! We are almost ready for charters this year.
06/17/2026

We are excited! Our mast went in today and we are launched on Friday!

We are almost ready for charters this year.

06/17/2026
06/12/2026

The Claremont Hotel guest, book a private sailing charter with us and we will pick you right up at the Claremont dock.

https://getoutsailing.com

⛵ July's nearly booked — but August is wide open and September's filling fast!Even better news: Captain Mike was just na...
05/22/2026

⛵ July's nearly booked — but August is wide open and September's filling fast!

Even better news: Captain Mike was just named 2026 Hancock County Teacher of the Year. 🏆

Come sail with a celebrity. Bring the kids — best field trip ever, zero homework. ☀️🌊

Book your spot today. https://getoutsailing.com

https://www.mdislander.com/news/education/pemetics-thinking-gym-earns-brzezowski-top-county-honors/article_774d4a2f-cdcc-4598-a7ad-078c6bf390d0.html

SOUTHWEST HARBOR — In a classroom filled with the glowing lights of 3D printers and students building remote-controlled battle tanks, Michael Brzezowski has built what he calls a “thinking gym”

🌊 2026 Private Sailing Charters Are Now Open!The 2026 sailing season calendar is officially live ⚓Morning sails. Golden ...
03/06/2026

🌊 2026 Private Sailing Charters Are Now Open!

The 2026 sailing season calendar is officially live ⚓

Morning sails. Golden sunset charters. Full-day private adventures.
All aboard our classic 38’ yacht from Southwest Harbor on the Quietside of Mount Desert Island.

When you book, the entire boat is yours.

July and August dates fill quickly — especially sunsets.

Reserve your 2026 charter here:
👉 https://fareharbor.com/embeds/book/getoutsailing/?full-items=yes

We can’t wait to sail with you.

Address

22 Claremont Road
Southwest Harbor, ME
04679

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