Sail Grace Bailey

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

Peaceful early mornings 🌅 📷 Dave Waddell
05/29/2026

Peaceful early mornings 🌅

📷 Dave Waddell

05/20/2026

The start of the season is almost here, but don’t fret there’s still time to book! Check out the link in our bio and find the adventure that fits you!

📷 Dave Waddell
🎥 Lena Albert

Fiji can’t wait to be back on board📷 Jake Cryan
05/17/2026

Fiji can’t wait to be back on board

📷 Jake Cryan

05/05/2026

The crew has opinions on what their favorite tool to use during fit out is! What’s your favorite tool to use??

📷 Dave Waddell
📹Lena Albert

We are so excited to welcome back Jules as a deckhand! Hiya, Jules here! Originally from the DC area, I consider many ot...
05/04/2026

We are so excited to welcome back Jules as a deckhand! Hiya, Jules here! Originally from the DC area, I consider many other places home. I grew up visiting my mother’s family in Finland every summer. In college I split my time between Scotland and the US to study English literature at the University of St Andrews and the College of William and Mary. Less than a week after graduating this spring, I headed to Maine, sight unseen!
I have spent my summer meticulously curating music playlists for maintenance days; every single one includes
“I’d Do Anything for Love “ by Meat Loaf at least once.
This off-season, I hope to return to bouldering and competitive pool playing. My mundane superpower would be striking gold at the thrift store and accurately predicting coin flips. I look forward to meeting you on board- you can find me wherever Fiji is :)

📷 Dave Waddell

The Maine coast where the sea meets the pines! Wanna see these views in real time check out the link in our bio and find...
04/30/2026

The Maine coast where the sea meets the pines! Wanna see these views in real time check out the link in our bio and find a trip that works for you!

📷 Lena Albert

Join us for our first annual Science + Sailing with Naturalist and friend of the Grace Bailey, Dr. Phoebe Jekielek!Phoeb...
04/27/2026

Join us for our first annual Science + Sailing with Naturalist and friend of the Grace Bailey, Dr. Phoebe Jekielek!

Phoebe has a diverse background spanning experiential education, science communication, and applied and collaborative research in a variety of our ocean ecosystems. Most recently, she received her PhD after spending years researching sea scallop populations and behaviors on the coast of Maine. She has been a longtime partner with the Hurricane Island Center for Science and Leadership, located right in our cruising grounds in the Penobscot Bay. Most importantly, Phoebe knows how to approach marine life with a sense of awe and a fun-loving spirit. She is thrilled to be part of this trip and encourage marine life discovery, while sailing the Bay.

Guided by Phoebe, there will be opportunities to learn about the marine ecosystem around us through microscopes, plankton nets, species collection and identification and maybe even an ROV to explore whats happening under the hull of the Grace Bailey.

A wonderful accompaniment to any windjamming trip, this science program will be an opportunity for those to engage, however they would like, with the wonder of the ocean around us during this sail in the height of the summer! For more details check out the link in our bio!!

📷 Lena Albert

Are you looking an adventure to kick off your summer?? We are offering a four night experience into the bay from June 2n...
04/22/2026

Are you looking an adventure to kick off your summer?? We are offering a four night experience into the bay from June 2nd to the 6th! You’ll get to explore islands, while enjoying the long days that June has to offer! To learn more check out our 2026 sailing schedule, link in bio! And Mainers don’t forget about that 40% off Maine resident discount! Can’t wait to see you out there!

📷Lena Albert

Anything’s a scratch pad when Fijis onboard 📷 Hannah Hoggatt
11/19/2025

Anything’s a scratch pad when Fijis onboard

📷 Hannah Hoggatt

Calm seas and sunshine! 📷 Lena Albert
11/12/2025

Calm seas and sunshine!

📷 Lena Albert

Address

Captain Spear Drive
Rockland, ME
04841

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