Stray Shower Charters

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Stray Shower Charters We offer casual and affordable sailing charters in the British, Spanish and US Virgin Islands.

We are a captained bareboat that allows you to control costs by provisioning and preparing your meals in our fully furnished galley and we sail the boat!

Just think … you could be watching the Super Bowl in the Caribbean on a badass boat! Start planning for next year, frie...
09/02/2025

Just think … you could be watching the Super Bowl in the Caribbean on a badass boat! Start planning for next year, friends!! 🏈😎
🏈 ☀️ 🏈
Many, many thanks to our “Closers” for getting us set up with this projector that makes game days like this extra special here on Stray Shower!!

Wow! Thank y’all so much to all that have reached out concerned about us after the big quake down south. We are doing ...
09/02/2025

Wow! Thank y’all so much to all that have reached out concerned about us after the big quake down south. We are doing well and didn’t experience any impacts. We heard the tsunami warning sirens, but never had anything to worry about. Hope all of y’all are doing well! In the meantime, we are sending y’all some Caribbean blue! 🥰😍. We are hoping that those closer to the event are all OK and doing well today!

We found the pot of gold at the end of the rainbow! Always amazing to get a break and come visit ! And they have the b...
08/02/2025

We found the pot of gold at the end of the rainbow! Always amazing to get a break and come visit ! And they have the best freaking ribs! So many memories of such great friends and good times, too! 🐝 ❤️ 🌈

Well, snoozing 💤 on the boat has always been a thing, but it’s looking like we might have a new favorite nap spot! Our ...
27/01/2025

Well, snoozing 💤 on the boat has always been a thing, but it’s looking like we might have a new favorite nap spot! Our new bean bag chairs have lulled more than one guest to sleepy-time this week! Who’s next?!? 😴
😴 ☀️

Days like this … y’all, they really don’t get much better if you ask us! Who’s ready to give it a try?!?
26/01/2025

Days like this … y’all, they really don’t get much better if you ask us!
Who’s ready to give it a try?!?

Good morning to all our friends and family in the southern part of the contiguous 48! We hear it’s mighty cold up there...
22/01/2025

Good morning to all our friends and family in the southern part of the contiguous 48! We hear it’s mighty cold up there for y’all! So here’s a little reminder that you have people in the Caribbean! We upgraded our Sunchill experience and have even more room for floating in the sunshine and warm waters of the sea! See y’all soon! Until then, dress warm! 😎🤣😂

But is it even homemade sourdough if it doesn’t have a ⛵️ sailboat on it?! Thank you for our custom baked one of a kin...
21/01/2025

But is it even homemade sourdough if it doesn’t have a ⛵️ sailboat on it?! Thank you for our custom baked one of a kind loaf of 😍!

😋

A blessed Dr. Martin Luther King, Jr. Day to all of you. May today be a day of reflection, love and respect for all of ...
20/01/2025

A blessed Dr. Martin Luther King, Jr. Day to all of you. May today be a day of reflection, love and respect for all of our fellow humans, just as Dr. King exemplified in his short but impactful life. Have a great day, stay warm and let’s go sailing!

Just posting this because Bill and the Pirate Pup are off the boat at the groomer this morning and I’m missing them! Bo...
17/01/2025

Just posting this because Bill and the Pirate Pup are off the boat at the groomer this morning and I’m missing them! Boat just isn’t the same without these two! 😍

Happy New Year, friends! We may be a little late in sending out our good wishes for all the good things for you this ne...
06/01/2025

Happy New Year, friends! We may be a little late in sending out our good wishes for all the good things for you this new year, but they are as heartfelt today as they were last week! We’ve been having an amazing week on charter with old friends from Virginia (much more to come on that soon)!

We’re excited about some fun new things we’ll have to share this year and especially excited about seeing so many old friends make it back to the boat to spend time in this amazing place with us this coming year! See y’all soon!! In the meantime, like suggests, ‘Enjoy Every Second’!!

#2025

Thanksgiving is a day to reflect and be thankful for the blessings we have. This holiday was first celebrated in 1621 a...
28/11/2024

Thanksgiving is a day to reflect and be thankful for the blessings we have. This holiday was first celebrated in 1621 as a recognition of the harvest 🌾and good fortune that year. Today we are thankful for the life and blessings we have, our families, the extended families we both have, the lives and times we had together with our friends that have passed this year. I’m thankful that we get to experience this day with some of our island family and sailing ⛵️on our home. We hope that today is a THANKS GIVING day for you and your family.

Spoiler alert 🚨… We splashed 💦yesterday afternoon after finishing up our yard work! We are back on the water 🌊and excited to share some of what we’ve been getting accomplished! Meanwhile, we celebrated 🎉with our absolute favorite ribs 🍖ever at B-Line Beach Bar for supper last night! Thank you, ! Amazing, as always! 😋🥰
🐝 ❤️

Good night from Red Hook and the back porch of our home. Last super moon was last night but due to lightening/clouds an...
16/11/2024

Good night from Red Hook and the back porch of our home. Last super moon was last night but due to lightening/clouds and buckets of rain, we missed it. So guessing the weather gods made it up to us tonight (just for a quick peek as it’s cloudy and rainy again tonight). Some times looking up and out and not down can provide you with visual treasures and an appreciation for the gifts we have. To our friends Steve & Audrey on Lilleth (boat featured in this picture) thank you! And to all, One love.
⛵️

It’s happening y’all!! 🎉👏😎🥰
02/11/2024

It’s happening y’all!! 🎉👏😎🥰

WE AIN’T IN KANSAS ANYMORE!!!We were sitting in the marina waiting for our generator to be re-installed when this little...
01/11/2024

WE AIN’T IN KANSAS ANYMORE!!!

We were sitting in the marina waiting for our generator to be re-installed when this little pretty posted up. Fortunately the winds were in our favor and it passed well away from us as we had nowhere to run. Been a long time since we’ve seen one get to ground, but this is the time of year for these down here. Fret not, our Toto (Buddy) slept through the fun. Happy Friday and enjoy the start to your weekend!
⚓️

Not only is Buddy the best Pirate 🏴‍☠️ Pup 🐶 ever, but he’s a damn good ✈️ airplane traveler, too! He’s had lots of pra...
10/10/2024

Not only is Buddy the best Pirate 🏴‍☠️ Pup 🐶 ever, but he’s a damn good ✈️ airplane traveler, too! He’s had lots of practice in his 13 years … definitely has more frequent flyer miles than most of our other family members!
We got to the airport with just enough time to grab a quick bite before boarding and just as we were getting ready to pack up and head to the gate, we get the announcement that there’s a ‘small’ pothole on the runway that has to be repaired and cured before we can board. Just about an hour delay ….
This little guy immediately stopped people watching and laid down for a little snooze while we waited just a bit longer.
We are so grateful to have such a great travel Buddy! This pirate 🏴‍☠️ is something special, for sure!

#🐶❤️🐾 #🏴‍☠️🐶🥰

14/09/2024

Friday the 13th vibes …. This is how we started our morning…. Good news, the bird, the boat & Bill were all unharmed in the making of this video! No birdsh!t in the galley, either! And the Pirate Pup was still in bed so was completely unbothered by the event! 🤣😎🐶

Good morning from Dutch Sint Maarten. First and most important, 7 years ago today category Irma destroyed our beautiful...
06/09/2024

Good morning from Dutch Sint Maarten. First and most important, 7 years ago today category Irma destroyed our beautiful islands, still brings up tearful thoughts and many memories. A good reminder of reality. Moving on. Today, on my birthday, I want to thank my parents for that night back in January ‘63, if not for that interaction I’d not be here to appreciate the life I have and more importantly I’d not have two amazing adult kids and I wouldn’t have Tamii and Buddy in my life, so much to be thankful for. Mom passed April 11, 2011, but dad is still kicking and a crotchety old cat loving, retired Navy commander. Been a spin, dizzy and strange at times but worth the price of admission and I’m certainly looking forward to what this next trip around the sun brings (other than less hair and more weight!)! I’ve had a few birthdays, some in s**t holes, in a foreign land, at sea, in the O.R., on call, on a football field in muck and rain, but the best is today, with Tamii and the boy, on our home, (even though we’re tied to a dock for work) recalling how this day has been spent in the past. Thankful! Cup of coffee and back to boat projects!
❤️ ❤

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+16063013825

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