We're on Block Island in the Northeast U.S., we meet some amazing new friends who offer us their sweet classic Jeep for a day of exploring! Come experience this amazing island with us, Jeep style! We'll see amazing sights, lighthouses, funny animals and mo...
We're in Montauk, New York waiting out a big blow. We'll go exploring which turns into day drinking in one of America's most lovely towns! Come see all the craziness unfold. Then it's back to Calypso for some more wild times!
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I take Tara to a pub where she decides to take one for the team...She's slurping it down so we can enjoy a cold one! Then we're sailing to a favorite local anchorage where we'll hit a few fun spots. I'll toss on one of my favorite bikinis...It's time for s...
We're going sailing and Tara, our new crew member, is hoisting the sails! We'll sail towards New York where we'll anchor off of a famously haunted island where we end up having a spooky visitor come aboard Calypso. I'll try out my brand new HH gear and we'...
We're pulling the anchor up and headed for the Hudson River! It's finally time to repair the damage from our hit and run boater, in the meantime we'll do some much needed maintenance on the boat as well as explore New York City in the fall! Come along for ...
We explore the in & out's of a sex museum and get crazy with it! Bull riding, stripper pole fun and more! Then we're in need of some new camera equipment for our VLOG, come with us on a camera shopping mission! We'll also show you the gel coat repairs ...
We are REAL TIME and we've got some BIG NEWS! Come celebrate our newest addition to the crew. Will it be a boy or a girl? Hmmm...Captain John is here to help us find out! We'll also walk you through a brand new SeaWater Pro watermaker install aboard Calyps...
We'll start this episode stuck inside Calypso on a rainy day. We'll try to pass the time before getting ready for an overnight offshore journey...Tara's FIRST offshore journey! She's nervous, we'll try to get her into the swing of things before taking you ...
We're on an overnight offshore passage from NYC to Delaware! You'll be right at the helm with us as we navigate in the dark and then we'll walk you through how we anchor in strong winds, step by step before we get down and dirty with Calypso!
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Tara takes the helm! Then we're at anchor after motoring 100 miles up a river, canal and a bay, it's time to cut loose! Jeremiah kills Tara's friend...Ouch! Then we get a little OCD! Come have some fun with us!
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We'll start off where we left off last time, then we'll go on a dangerous passage on a busy water way through thick fog. Boats fly past us at 20knots and more! The Coast Guard shuts a well traveled water way down and we make the best of the mess! Also, wha...
See what it's like when the boat you live on has an explosion of MOLD! We're in a battle with it! We'll take you on a fungus adventure, through a toilet failure and on a search for whatever is causing that AWFUL SMELL! We'll also jump aboard Taco and cruis...
We're on the RUN from an incoming hurricane!! Come see how that plays out. Tara and I are still fighting a battle with the mold and our radar craps out when we need it most! I'll support my troops, Brittany style and I end up breaking my toe!
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Don't let the thumbnail fool you, holy smokes this hurts! I break my big toe. Come see how it turns out! We're running from a hurricane, trying to make it to a safe harbor to ride it out. I'll relax and enjoy a nice sail and Jeremiah will get into a radar ...
We're pulling into a marina where we'll prep Calypso for another massive storm. Tara goes on an adventure through a North Carolina town and we get a SWEET ride for the day! Come with us as we hunker down aboard for the incoming weather!
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We endure yet another storm before setting Calypso up for an overnight passage. We're expecting 20 knots of wind and 6 foots seas during this passage and it doesn't disappoint! We'll take you overnight without all the fancy editing and music this time. The...
We're in Charleston, South Carolina! We pull up to the dock and learn that the marina also includes a resort full of beaches, pools and bars! I toss on a favorite red bikini and we go enjoy the day. The fun can't last forever though, the time has come to s...
We set off on an exploring adventure through Charleston, South Carolina where we'll see massive ancient sights, amazing structures and more! We'll launch our drone, Fiesta, to get high views of local hot spots and we'll show you how we do it! We'll also re...
We've arrived in Florida after an adventure of a lifetime to Americas Northeast! Calypso is in need of some repairs, we have a deadline to head to The Bahamas. It's time to get busy with fixing our vessel! First up, brand new starting batteries, settee cus...
We take a quick trip to check out Captain Johns new airplane before heading back to Calypso for more repairs. We're trying to get to The Bahamas, we need to take care of a few tasks before we can depart. Next up, remove the damaged windlass! What should be...
Someone needs some better aim! Come find out what we mean plus sit back and watch as the Captain has a personality failure after he's let down yet again! We're on our path to getting our vessel fixed up and repaired so we can leave the dock, time is tickin...
We've ripped our windlass out by force, the time has come to install the new one! We'll show you the goods, then we work together to get it installed on Calypso. We'll take a break to attend a boat show before getting back to work! Come see how couples sav...
We drop back to the boat show we recently attended and show you a little surprise! Then we're back at it. This time we're replacing our entire anchor chain as well as reconfiguring our anchor locker by...Cutting it? Yep! Come along for the ride!
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WARNING: DO NOT TRY THIS REPAIR UNLESS YOU KNOW WHAT YOU'RE DOING, RISK OF SHOCK EXISTS EVEN WHEN UNPLUGGED.
We hit 100,000 subscribers on YouTube and receive our Silver Play Button! Captain John will join us for the fun while opening it! We'll also show...
We’re about to get schooled by one of the best rigging techs in the industry! Jason Pinko from Argonaut Rigging is coming aboard Calypso to make a few repairs, he's giving you a FREE class on all things rigging! This one has so much info! Plus we'll test...
Failing to plan is planning to fail! We scuba dive aboard Calypso, we decided to get some emergency safety gear! Come along as we get trained how to use it! Brittany will show you some recent upgrades and we'll talk about getting medical supplies for cruis...
We recently got some big news! Our loan has been approved for our new RV!! This is in addition to our sailboat...Why are we getting a RV? Come find out! We'll go pick it up and take off on a shake down cruise where we'll learn that we have no clue what we ...
In our final episode of Season 9, we finally finish all the tasks needed in order to leave the dock. We're Bahamas bound! Come along as we grab a final piece of gear, then head south towards tropical beaches! Maintenance, Boating and Offshore Sailing....PL...
Season 10 is in full swing! We're anchored in Southern Florida where we'll take you on a mission to get clearance for Bahamas Customs. Let's jump through the hoops together with some 20+ mph winds! We'll test Taco out in rough seas and more! Come along fo...
The time has come! We'll depart our safe anchorage for a nighttime passage across the Gulf Stream to The Bahamas! We'll run from thunderstorms and more as we navigate our way to a perfect remote island! Come along as we find beautiful beaches with amazing ...
We've found paradise! We'll enjoy a stunning beach before we head to Shark Beach! Will we find Bahamas Treasure? You'll see! We'll also have a maintenance failure aboard our vessel!
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What's that strange noise in the middle of the night? Oh, it's your bilge pump going off non-stop!! Are we taking on water?! You'll see what happens plus how even carrying spare parts can fail you while you're away from safety.
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We've passed the requirements to sail The Bahamas and we're taking you along with us! First stop? A remote island in the Berry Islands where we find tons of huge SHARKS! Let's go explore! We'll get into the swing of relaxing at anchor, we hope that you'll ...
We're offshore over 10,000 feet of water when we get some BIG strikes on the fishing lines! Come reel them in with us! We'll see SHARKS and more along our way from The Berry Island chain to Nassau. Then we'll anchor in a remote anchorage for the night befo...
We're stopped in Nassau, The Bahamas because of a major wind storm that holds us hostage. We'll get into how we make these videos for you, how we get provisions while in the islands and we get into the health problems Brittany has had which did affect our ...
We're about to explore tropical mangroves! First, let's grab the dinghy and head to a famous, or infamous, crash site for some free diving! We'll explore the underwater wreck while we deal with a strong current, making swimming difficult. Then we're off to...
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