Get Out Sailing

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 slowl

y 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.

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.

Our family-run private charters (only 6-10 trips a week) sell out quickly. Join the list now for early access to the Sum...
10/31/2025

Our family-run private charters (only 6-10 trips a week) sell out quickly. Join the list now for early access to the Summer 2026 schedule and waitlist-only offers before we release dates to the public.

Our family-run private charters (only 6 to 10 trips a week) sell out quickly. Join the list now for early access to the Summer 2026 schedule and waitlist-only offers before we release dates to the public.

We’ll be taking a break in 2025, but don’t worry—we’ll be back and ready to set sail again in 2026!Why the break? The cr...
03/04/2025

We’ll be taking a break in 2025, but don’t worry—we’ll be back and ready to set sail again in 2026!

Why the break? The crew is heading out on a big family adventure before First Mate Corbin starts high school and decides we’re not cool enough to hang out with anymore. (We’re in denial, but we hear it happens.)

We’ll miss seeing you next season, but we can’t wait to welcome you back aboard in 2026! Until then, enjoy the wind in your sails! ⛵🌊

08/03/2024

Address

22 Claremont Road
Southwest Harbor, ME
04679

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