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!

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.
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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!
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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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It was a year ago today that we lost an amazing and wonderful soul, Jimmy Buffett.  He sailed off in to paradise this da...
01/09/2024

It was a year ago today that we lost an amazing and wonderful soul, Jimmy Buffett. He sailed off in to paradise this day last year, seems like yesterday. Forget his music, he is/was so much more than that, husband and father, environmentalist, philanthropist, pilot, oldest surfer on the beach, sailor, lover of life and people just to name a few. Today we’re a short distance from one of the islands he called home, St Barth’s, and as we reason with the hurricane season and prep for what’s gonna become Francine, we raise a toast. Never met the man, been to a few shows, but I think I know his person well enough to know that he was about people and doing right by his fellow humans and critters. What Would Jimmy Buffett Do? Think he’d show grace and compassion to all of us regardless of who we are. Thank you and bubbles up, Jimmy.

So yesterday was National Dog Day 🐾, but we had Buddy hard at work (it was a Monday, after all).  But because he worked ...
27/08/2024

So yesterday was National Dog Day 🐾, but we had Buddy hard at work (it was a Monday, after all). But because he worked so hard on his national day of recognition, we got him a spa day today to reward him for all his efforts! We can’t say enough how much we appreciate for treating him so special today! He is most definitely looking and feeling like his sexy self this evening! Y’all, this pirate 🏴‍☠️ pup 🐶 is EVERYTHING! This boat would not be the same without this boy! 😎🥰 🦴 Don’t y’all agree that he looks so fly?!! He went from looking stressed out at work to boat dog extraordinaire in just about an hour and a half!!!
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We heard yesterday that we lost another icon and friend in Jost Van D**e, an OG, Gertrude.  This woman was one tough lad...
19/08/2024

We heard yesterday that we lost another icon and friend in Jost Van D**e, an OG, Gertrude. This woman was one tough lady, airlifted out shortly (on YouTube) after Irma passed and destroyed the island in ‘17 with a busted up leg that required major orthopedic surgery and months of rehab/recovery and then returned to run and rebuild her business that’s been in White Bay since the late ‘70’s, being the sassy, take ‘none ‘yo s**t’ lady! Every time (except the first time when I went behind her place to get ginips off a tree) we were ALWAYS welcomed with a smile and a hug. She was never at loss for word or comment, nor for a smile or sharp opinion based on her observations and years of living. She has been part of our island family for more than a decade and is already so missed. Paradise rest to our friend, Gertrude, and to Olga, Uncle Wendell, Misty and all her family our thoughts and prayers. Going to be different when we get up there next time, but so thankful for the many hours we had with her and the words and views she passed on to us. A true blessing to all that took the time to spend some with her. So many memories and stories, and so much more to be thankful for. Universe puts people in your life for a reason, thank you Universe for this special lady.

In all the excitement of arriving to SXM and commencing celebrations with our friends, we forgot to share that Buddy, th...
17/07/2024

In all the excitement of arriving to SXM and commencing celebrations with our friends, we forgot to share that Buddy, the Pirate Pup 🏴‍☠️🐶, got all dressed up in his new duds and is all ready for his down island escapades! How freaking sexy does he look, y’all?!? 😎🥰

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Apologies … got word that one of the pics was inappropriate!  Fixed it! Wow!  Thanks so much to all of y’all who were so...
15/07/2024

Apologies … got word that one of the pics was inappropriate! Fixed it!

Wow! Thanks so much to all of y’all who were so kind to take time out of your day to reach out yesterday to wish me a happy birthday! I can’t help but think of how blessed we are to do what we do that allows us to meet so many truly wonderful people! Thank you!

We put all those wishes to good use and had a GREAT day! As planned, we started the day with some amazing pastries and coffee, then got surprised with a parade! From there, we took a dinghy ride over to the Dutch side and played at the beach in Simpson Bay and had lunch at one of our favorite spots, The Dinghy Dock. After filling our bellies with their good grub, it was back to the boat for sundowners and sunchill time before the fireworks show! (That was so good, it’ll get its own post soon!)

Again, thank all of y’all so much for your good wishes! It sure worked! 🥰❤️

14 July, Bastille Day for those that celebrate it, but most importantly it’s Tamii’s birthday!  Yep, a day for us to cel...
14/07/2024

14 July, Bastille Day for those that celebrate it, but most importantly it’s Tamii’s birthday! Yep, a day for us to celebrate another year of adventure, life and love! It was a rough ride to get here but so worth it!! This one’s a bit different as we’re checking one off her list by spending it in St Martin which is a French overseas collective island that celebrates Bastille Day, something she’s always wanted to do. Gonna be a great day with friends, food, fireworks….and croissants!!! Happy birthday to my love, best mate, sharer of my dreams, sufferer of me, and Buddy’s mom!!
‼️ 🎉

Just an update on our planned off season adventures.  We left from our ball in Red Hook, St Thomas, USVI at 6PM Wednesda...
11/07/2024

Just an update on our planned off season adventures. We left from our ball in Red Hook, St Thomas, USVI at 6PM Wednesday with a brown b***y es**rt, which is a sailors’ good luck thing. Along the way in the wee morning hours today we dodged a squall and a pirate cruise ship, started a sargassum garden which contained 3 little crabs we apparently ‘smuggled’ in. Finally at 3:15PM, 21 1/4 hours later, we picked up a mooring in Marigot Bay, St Martin (French side) The yellow flag is a ‘Q’ flag (quarantine) which shows we haven’t cleared in to the country….tomorrow morning. It was a rougher ride with 3-5’ choppy waves, 18-27 knot winds but so worth it as we’re meeting friends and celebrating Tamii’s birthday on the 14th, which is Bastille Day, and she’s always wanted to celebrate on a French island, so here we are! That and boat work to do, also. But first, some fun! Stay tuned!
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Watching the sunset 🌅 on St. Thomas as we pulled away was bittersweet tonight.   As much as we love where we are fortuna...
10/07/2024

Watching the sunset 🌅 on St. Thomas as we pulled away was bittersweet tonight. As much as we love where we are fortunate enough to live, we are excited to head out and explore a little and show some TLC to our home! (She so deserves it!). ⛵️We are headed to St. Martin tonight and hope to arrive tomorrow afternoon. For those that are interested, the tracker is on
https://forecast.predictwind.com/tracking/display/SV_StrayShower/

We’ve got lots of fun stuff to share about how we stayed super busy in the last part of our season and that’ll all be coming soon! And lots of boat work coming up that we will be excited to show y’all! And we’re gonna do some exploring of new 🏝️ spots, too!

Stay tuned ….

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Just a quick post to thank all of y’all that have reached out regarding the weather situation.  We are far enough north ...
01/07/2024

Just a quick post to thank all of y’all that have reached out regarding the weather situation. We are far enough north of the storm and are adjusting our plans to keep us as comfortable and safe as possible. (We’re the white dot at the top of the picture, storm crossing Cariacou now)Thinking of our friends and fellow sailors that are in harms way and thankful for all those that prepped for the storm in various marinas down island. Stay safe and see you soon.
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Just a quick PSA … This flag does not lie!  Do NOT sleep on the chance to eat the BEST RIBS EVER!   Thank you, once agai...
29/06/2024

Just a quick PSA … This flag does not lie! Do NOT sleep on the chance to eat the BEST RIBS EVER! Thank you, once again, to our friends at for feeding our cravings for the fantastic food you share with us each time we get to visit! We ❤️y’all and will be back just as soon as we can!
🐝 ❤️ ❤️

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