Grateful Day Charters

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Grateful Day Charters Grateful Day Charters is a family owned and operated company providing daysails and adventures that c

When porcupinefish are threatened they fill their bodies with water and expand up to three times their size to scare off...
12/02/2025

When porcupinefish are threatened they fill their bodies with water and expand up to three times their size to scare off and/or intimidate their would be predators. Can’t eat me if I’m bigger than you! But for the most part they are shy buggers who tend to quietly hangout beneath rocks or crevices and stay away from prying eyes...

So many incredible things beneath the waves for you to see while aboard with us! Let’s Go Sailing!                      ...
12/02/2025

So many incredible things beneath the waves for you to see while aboard with us! Let’s Go Sailing!

Turtle Tuesday! A symbiotic relationship between sea turtles and Remoras, one helps the other stay clean while the other...
11/02/2025

Turtle Tuesday! A symbiotic relationship between sea turtles and Remoras, one helps the other stay clean while the other gets protection and transportation.

The water in the USVI always steals the show! But look, our underwater plants also get snow on them.😉 Stay warm or come ...
10/02/2025

The water in the USVI always steals the show! But look, our underwater plants also get snow on them.😉 Stay warm or come on down for a visit!

A sailing life is fraught will perilous activities, and yet crossing the road or commuting to any job is just as treache...
09/02/2025

A sailing life is fraught will perilous activities, and yet crossing the road or commuting to any job is just as treacherous. You just have to pick your poisons in life… This was last night’s adventure. It was canceled just as we pulled anchor and were heading to deeper water… a good exercise for if and when…

Sunsets aboard are just magical everyday! Let’s Go Sailing!
07/02/2025

Sunsets aboard are just magical everyday! Let’s Go Sailing!

Turtle Thursday! He saw his shadow, that’s 6 more months of summer sunshine in the Caribbean!                           ...
06/02/2025

Turtle Thursday! He saw his shadow, that’s 6 more months of summer sunshine in the Caribbean!

“In the Land of The Dark,The ship of The Sun is driven by The Grateful Dead”Let’s go sailing!                           ...
06/02/2025

“In the Land of The Dark,
The ship of The Sun is driven by
The Grateful Dead”

Let’s go sailing!

Maybe you aren’t a sailing person and don’t need a sailing love shirt, but who could resist a Saint John Donkey kiss?!? ...
04/02/2025

Maybe you aren’t a sailing person and don’t need a sailing love shirt, but who could resist a Saint John Donkey kiss?!? Get yours here https://gratefuldaycharters.com/shop/ All hand drawn, no AI here! Support artists and small businesses at the same time!

Barracuda! This guy was absolutely massive!
04/02/2025

Barracuda! This guy was absolutely massive!

Want a love shirt for you or your loved ones?!? Check out our shop online! Love is a very powerful thing and we know it'...
04/02/2025

Want a love shirt for you or your loved ones?!? Check out our shop online! Love is a very powerful thing and we know it's not all rainbows and sunshine but we can try to make it as close to that by loving our friends, family, and community! It can be a crazy world and life is only so long… May the wind always fill your sails and may love always surround you. Check out our shop https://gratefuldaycharters.com/shop/ All items are hand drawn and designed by us! Support real artists not AI!

The little things!! Jump in and find them with us!
02/02/2025

The little things!! Jump in and find them with us!

It's about the little things. Come along with us and we’ll show you them! Lets Go Sailing!                              ...
02/02/2025

It's about the little things. Come along with us and we’ll show you them! Lets Go Sailing!

Don’t worry be happy! Book a trip to let the Caribbean waters wash away your worries. When you worry you double your tro...
01/02/2025

Don’t worry be happy! Book a trip to let the Caribbean waters wash away your worries. When you worry you double your trouble….

The brown pelican is the smallest of the eight extant pelican species, but is often one of the larger seabirds in their ...
01/02/2025

The brown pelican is the smallest of the eight extant pelican species, but is often one of the larger seabirds in their range nonetheless; with a wing span of up to almost 8 feet! If you have ever seen one of these diving for their meal below the waves it's quite an epic feat to witness.

Got to love those sunsets while onboard Grateful Day Charters in the Caribbean during the winter and spring and in Maine...
31/01/2025

Got to love those sunsets while onboard Grateful Day Charters in the Caribbean during the winter and spring and in Maine during the summer and fall!

Sunlit waters are the best! Come dive in with us! Let’s go sailing!
30/01/2025

Sunlit waters are the best! Come dive in with us! Let’s go sailing!

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Opening Hours

Monday 09:00 - 19:00
Tuesday 07:00 - 19:00
Wednesday 07:00 - 19:00
Thursday 07:00 - 19:00
Friday 07:00 - 19:00
Saturday 07:00 - 19:00
Sunday 07:00 - 19:00

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