We're going to take you on a crazy ride down a tropical rainforest river! The rains have been up, so are the rapids! Come along with us!
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We're on the hard just to get a few easy items taken care of when we get some very bad and unexpected news! Come see what it's like going from "no repairs needed" to "MAJOR REPAIRS NEEDED"!
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We're stuck on the hard thanks to a failed rudder so we're off to explore and we're taking you along with us! Let us show you the tallest waterfall as well as this islands best kept secret!
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We're off for a "hot ladies lunch"! We show you how the ladies enjoy their time while cruising the islands! Then I'm headed for a failed aerial silks lesson from none other than Cara of The Crabby Captain and the Sunny Sailor before we head to an awesome b...
Welcome to Season 8! The lockdown is upon us! We've enjoyed Grenada but everything has come to a halt as the island has gone into a full lockdown. We plan our escape and you come along for the journey! Then we take you on what seems to be a never ending jo...
Welcome to Season 8! We're finished with the boat work and it's time to get wet! I show you how I cool off when it's crazy hot and we get into a little maintenance! Boys, this one is fun and also informative for your ladies if you'd like to get her on the ...
We've splashed Calypso with amazing goals of cruising the Caribbean! That is until it all goes poorly! Come along with us as we prepare for Caribbean cruising and then for an emergency. Will we be forced to leave the islands? You'll find out!
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We've pulled into a marina for one night to upload a video. Instead of a quick stop we become subject to a complete lockdown, we're forced to stay!! No stores, no food, nothing...We'll take you along as we see how a small Caribbean country handles a Nation...
We've been in lockdown for a couple of months already, we're forced into making a call. Will we stay in Grenada for another Hurricane Season where we'll be limited on movement or do we dare a 1500 mile sail back to the U.S.? Come see!
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We're in the final minutes of an upcoming weather window for a passage that will take us on a 1,500 mile offshore adventure! We'll show you the final steps we need in order to complete such a journey. Then you'll be onboard as we shove off!
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We're WAY offshore! You're coming along for a sail straight across the Caribbean Sea! We drop the lines in for some fishing fun and we'll sail by a risky "pirate" island where there's been some harassing behavior reported lately. Come along for the ride!
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We're in the middle of a huge 1500 nautical mile passage. Come watch as we're circled by Customs and Border Patrol aircraft as we narrowly miss a collision at sea with debris!
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We're sailing by the Dominican Republic, Turks & Caicos, then on to The Bahamas where we'll make a pit stop. We'll check the boat and have a little down time before we head on towards the mainland!
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We're wrapping this passage up! We've been sailing for going on two weeks straight, we tackle the final leg of our journey...The Gulf Stream! Our oven craps itself and I'll show you how a lady showers in rough seas! (Showering on Vimeo/Server only).
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We're going to take you for a serious ride! Up the ICW, up into space with an up close sweet rocket launch and then to the laundry room?? That and more as we repair Calypso's systems and I try on a brand new micro-bikini from Bikini Addiction!
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How does one stay in shape while living on a sailboat? You'll see here! Plus we get into some water maker maintenance before we head north on a several day offshore passage. I also take you on a bra and panty trip! (bra/panty version only on Vimeo and Serv...
We're jumping offshore for a 3 day passage from Florida to North Carolina. We'll show you the in's and outs of being offshore when there are squalls around. Then we get chased down by a major storm!
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We get hit by a HUGE lightning and wind storm, we have to drop anchor fast if we're going to be able to make it through. We'll hunker down with you while it lasts...Well besides all the silliness on deck. Then I'll give Jeremiah a Fathers Day treat!
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You're coming along the ICW with us as we navigate narrow channels and bridges! See what happens when you come up to a bridge with an unknown height while at high tide! We're heading north and you're coming for the ride!
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How do you handle getting prescription medications while cruising offshore? Medical emergencies? What about a serious heart related emergency? We'll show you what we do in this episode! We'll push further north, navigate bridges and even get stuck at one! ...
We've received a great list of questions from a couple that are planning to sell it all and go sailing, we sit down and give our opinions! Hopefully this will help you drop the landlubber life and go cruising! We also take you behind the scenes during a bi...
You won't find pretty sunsets and yummy cocktails in this video. Come see what life is really like when you live on a sailboat!
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Electronics repair, diesel engine maintenance, safety gear...We're taking you through so much good stuff on this episode! Plus we explore what keeps Jeremiah so motivated to keep fixing stuff on our Vimeo and Server version!
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It's true! Come see what we mean. We're taking you on a journey showing you what it's like maintaining a 44' sailing catamaran while living aboard and traveling full-time! The good moments and the crappy ones.
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We're headed north along the Chesapeake Bay! We'll have a night at anchor, then navigate through the famous C&D canal system. Will we continue past Cape May for an overnight passage to New York City or will our plans be stopped in their tracks? Come fi...
We've grabbed the only available anchorage before a massive thunderstorm hits us. The problem? We are completely exposed to the rough seas and winds that are coming. The forecast is calling for 60knt winds, heavy rain and hail...Not to mention the 6 foot s...
We've woken at anchor in a gorgeous bay, we're heading a bit north to a lovely vacation destination! Come see how difficult it can be to find space! Then we're going exploring around a popular area before we're shoving off for an overnight passage to New Y...
We finish our overnight sail, we arrive in New York harbor during the early morning hours. We're just in time to get an amazing experience with the Statue of Liberty and then grab a sweet anchorage! Views of the New York skyline, Ellis Island and so much m...
It's a snoozy morning that gets destroyed by a Hurricane! We're hunkered down for what turns out to be way worse of a storm than anyone could have guessed. We're forced to ride it out...How did it turn out? Come see!
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We JUST got hit by a Hurricane, come see the aftermath. We notice we have some damage, then we try to get off the dock when we get some terrible news..all followed by a hit and run. This is just great....
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We're relaxing in a new anchorage when a seemingly intoxicated boater comes and slams into Calypso right before a storm hits. There's a struggle to get them free as they're tangled in our bridle, revving their engine and yanking on our boat/tackle in the p...
We're moving on...From a month of bad events, we've set sail and are headed east. Come hang out in a couple of Long Island Sound anchorages with us as we catch a stowaway, check for damages, do some maintenance and get stranded by Taco, our dinghy!
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We're sailing to an historic town in America! We'll grab some fuel, deal with another crazy boater, get the most expensive mooring ball ever and explore a beautiful town! All before having a little fun back onboard Calypso during sunset!
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After our weekend in Provincetown we sail 20 miles south to the Cape Cod Canal where we deal with high currents and bridges. Then we're off to get our watermaker fixed as well as pick up a brand new crew member! You'll meet Tara, our new liveaboard Nanny! ...
Tara, the new nanny, is onboard! We get her settled in, fix some boat issues, and visit a local historic destination before setting sail for Martha's Vineyard! Come explore a beautiful town with us! Then we realize that Brittany has made a major rookie mis...
We've pulled the anchor up and departed for an offshore sail to Block Island! Tara immediately learns what it means to have a sailboat moving under you, come see how it goes! Then we will take you exploring where we'll find historic, beautiful locations al...
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