Sail Pepper

16/08/2024

Pepper is ok after Tropical Storm Ernesto. Our hearts go out to all those who lost boats and suffered damage in the storm.

14/04/2024

Pepper merch spotted at Cinnamon Bay

04/02/2024

Having a case of the blues is not necessarily a bad thing….

15/01/2024

Hi Pepper people! Michelle and I wanted to share this great new article about Pepper. We don’t want our time with our sweet little boat to end but she is ready for her next chapter, whatever it may be.

We are still hopeful that we can form a partnership with, or sell her to, someone on St. John or a nearby island. We want to keep her home if we can!

Capt. Rob

Pepper is a traditional island sloop providing day charters out of Coral Bay, St John, US Virgin Islands. Look for her bright yellow hull.

24/12/2023

Happy holidays from the crew of Pepper! Everyones favorite little St John built sloop is nicely tucked away in nearly the exact spot where she was built, behind Skinny Legs in Coral Bay. She is waiting patiently for her next adventure. Dm us if you’d like to be a part of it!

25/11/2023

We have reached 400 followers! Thank you for your continued support. We could not have done it without each of you.

17/09/2023

If this looks like a good time to you then you are our kind of people. Lets go sailing!

Pepper is a traditional Caribbean sloop built on St.John and currently sailing out of Coral Bay.

03/09/2023

A day to remember! Sail Pepper was a very happy little boat!

15/08/2023

Standing on a gorgeous cay with Pepper at anchor behind me. Such a joyful moment.

06/08/2023

15/06/2023

Coral Bay at sunrise. This is where S/V Pepper was built. This is her playground. Contact to book your magical sailing adventure! Pepper merch is available at Help support and preserve the history of boat building in the Caribbean!

29/05/2023

Sailing on St. John is the best! Book your sailing adventure today!

15/05/2023

You know that you wanna!

ARRRG you ready to Sail Pepper? 🏴‍☠️🌶️
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Built on St John in ’98 and modeled after the traditional island sloops of the 1800s a sail aboard Pepper is an experience like no other. Ready for your adventure? Book today!
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> ✔ out flyawaychartersvi.com to book a trip + read up about our adventures + our story + don’t miss our crew section! // email owner Leah @ anytime @ [email protected] or text/call 340-514-9627
>Need snorkel gear / paddle boards / neso tents? Check out our for that and other curate treasures!
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🎶 I W A N T T O g e t a w a y y y
🚤 I want to FLYAWAY ! ! ! 🏴‍☠️
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+Know that when you book with FlyAway for your day of fun on the water you’re supporting a company committed to historical preservation & awareness, coral preservation, regrowth, and sustainability + community. We thank you for being a part of these commitments when you choose us for your day of fun in the sun!
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19/03/2023

✨ Ah, a vision of 𝒑𝒆𝒓𝒇𝒆𝒄𝒕𝒊𝒐𝒏 as S/V Pepper brightly adorns the blissful VI waters she was built for.
~ Hand-built of wood next to in ‘98, Pepper is an 1800s island sloop design, a type of boat integral to island life. (Check out the with Pepper on our stories!)
Join Pepper’s legacy and sail with us on this true TREASURE of St. John.
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Pepper is available for 4 hour sails WITH Captain and crew + a choice of 3 itineraries! // a snack plus a mix of drinks
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> ✔ out flyawaychartersvi.com to book a trip + read up about our adventures + our story + don’t miss our crew section! // email owner Leah @ anytime @ [email protected] or text/call 340-514-9627
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05/03/2023

Here is Peter, one of our wonderful Pepper people from the Maho Bay days, rocking his Pepper apparel that was a Christmas gift from Laura his loving wife. Note the well loved hat that he bought from Fred & Renee on a sunset sail once upon a time.
Time to update your “Pepper-phanalia?” DM us for mail order details or stop in at “The Pirates Cove”. The newest store in Coral Bay located across from Skinny Legs where Pepper was built 25 years ago this year!

18/02/2023

https://www.facebook.com/reel/882570053074403?fs=e&s=TIeQ9V&mibextid=0NULKw

30/01/2023

Pepper has been a very happy busy boat lately. There’s still plenty of room on the booking calendar though. Book your adventure at www.flyawaychartersvi.com Let’s go sailing!