Sail Anejo

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Sail Anejo We want to thank EVERYONE who has supported us over the years. We are pausing charters. Stay tuned for what the next chapter holds.

Sail Charter in Gloucester, Massachusetts serving Cape Ann, the North Shore of Boston and beyond.

10/19/2026

⚓️💙 A new chapter begins for Añejo! 💙⚓️

Today, Añejo said goodbye to Gloucester and began her journey to her new berth in Gulfport, Florida! 🌴☀️

While it’s bittersweet to leave the “Oldest Seaport in the U.S.,” we’re taking so many wonderful memories with us that will forever hold a special place in our hearts. ❤️⚓️

Over the next couple of weeks, we’ll be documenting her journey south, sharing the sights, the stops, and the adventures along the way! ⛵️🌊

We hope you’ll all come along for the ride as Añejo begins this exciting new chapter! 💙

📍 Gloucester, MA ➡️ Gulfport, FL

JourneySouth BoatLife MakingMemories

08/14/2026

This summer has been one for the books. ☀️
We’ve closed the chapter on chartering, made the move south to St. Pete, and now there’s just one last move to make…

Añejo. ⛵️

And what a move it will be.

Stay tuned as we bring her south and begin our next chapter in Florida—post-hurricane season. 🌴🌊

The adventure continues. ✨

As we set sail for new horizons, we're filled with gratitude for the incredible journey we've shared with you in Glouces...
05/24/2026

As we set sail for new horizons, we're filled with gratitude for the incredible journey we've shared with you in Gloucester! 🌊❤️ We're excited to trade in our winter coats for sun-kissed days, where every moment can be a celebration of freedom and joy! Stay tuned for Añejo's next chapter, where the sea meets endless possibility! 🌴

First shake down sail of the season. It might cold but it is the only place we want to be!
05/23/2026

First shake down sail of the season. It might cold but it is the only place we want to be!

11/09/2025

Went to visit Añejo. We miss not being in the water.

That's a wrap on sailing season! Bittersweet farewell to Añejo, but we're stoked for winter adventures. Stay tuned for t...
11/02/2025

That's a wrap on sailing season! Bittersweet farewell to Añejo, but we're stoked for winter adventures. Stay tuned for the journey!

Not often night is Añejo on a dock in Gloucester, but when she is, she sure does look good.
10/06/2025

Not often night is Añejo on a dock in Gloucester, but when she is, she sure does look good.

As the season winds down, we think about all the days aboard Añejo and all the places we went.
09/28/2025

As the season winds down, we think about all the days aboard Añejo and all the places we went.

The light winds bring out the head sail and glide around the harbor! Moving without the sound of an engine is so peacef...
09/12/2025

The light winds bring out the head sail and glide around the harbor! Moving without the sound of an engine is so peaceful, no matter how fast you are going!

Añejo chilling in Boston Harbor. Nice to see her in a different harbor.
09/07/2025

Añejo chilling in Boston Harbor. Nice to see her in a different harbor.

Address

Solomon Jacobs Landing
Gloucester, MA
01930

Telephone

+19788528016

Website

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