Sail Grace Bailey

Name: Sail Grace Bailey
Address: Captain Spear Drive, Rockland, ME, 04841, US
Telephone: +12076919521

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Rockland, ME
Sail Grace Bailey

Sail Grace Bailey We offer 3 to 6 night All-Inclusive, Maine vacations aboard our charming 1882 Schooner.

03/22/2025

There’s no-one we appreciate more than our hard working crew. Our crew can definitely be a little goofy, but they know how to get the job done. You will see some of these faces this season as well as some new ones!

📷 Jenny Tobin / Maine Windjammer Association
📷 Lena Albert

03/17/2025

The Great Schooner Race is one of our favorite times of the season. A time to get together with our peers and for some good friendly competition. Get the chance to be apart of the largest annual gathering of traditional schooners in America.mThere’s no feeling like it, experience the excitement and fun of the Great Schooner Race!

📷 Jim Dugan

03/15/2025

You never know what creatures you’ll see out on the bay! Birds, porpoise, molas oh my!

📷 Alex Gorosh
📷 Lena Albert
📷 Jenny Tobin / Maine Windjammer Association

03/11/2025

Comfy and compact! Each cabin is a beautifully designed space blending comfort and elegance all within the hull of a classic schooner.

📷 Hannah Hoggatt

03/08/2025

This summer we will be sailing west to be part of the 63rd annual Boothbay Windjammer Days, a historic tall-ship gathering just outside of our usual sailing grounds. We'll get to explore our neighboring Muscongus Bay and Pemaquid Peninsula as we make our way toward the festival to join a longstanding tradition of celebrating our maritime culture here in Maine.

Join us for this six-night adventure June 22 - 28, 2025!

📷 Fred Leblanc / Maine Windjammer Association

03/03/2025

Fiji always teaching us how life should be, easy breezy!

📷 Lena Albert

02/28/2025

Small boat escapades

📷 Jim Dugan
📷 Alex Gorosh

02/25/2025

Reminiscing about cozy aft cabin moments on this cold Maine winter day!

📷 Hannah Hoggatt
📷 Jenny Tobin / Maine Windjammer Association

02/22/2025

Join us for smooth sailing and seaside feasting. Every trip on the Grace Bailey includes a beachy lobster bake soirée. A Maine island adventure at its finest!

📷 Alex Gorosh
📷 Lena Albert

02/19/2025

Join us this summer on the schooner Grace Bailey. Take the helm of a 1882 coasting schooner and explore the Penobscot Bay!

📷 Alex Gorosh

02/09/2025

📷 Hannah Hoggatt

02/08/2025

📷 Jenny Tobins / Maine Windjammer Association

02/07/2025

📷 Alex Gorosh

02/01/2025

📷 Jim Dugan / Maine Windjammer Association

Address

Captain Spear Drive
Rockland, ME
04841

Telephone

+12076919521

Website

https://www.sailgracebailey.com/

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