Watch Sailing & Boating Adventures Around the World

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Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7
Sailing Banana Pancakes

Stranded in a Lightning Storm…Then Our Hair Stood Up Episode 7

Our dinghy died miles from our sailboat as darkness closed in and a massive lightning storm rolled toward us. Then our hair began standing straight up—the terrifying warning that lightning could strike at any moment. What was supposed to be a simple family sailing trip from Miami to Key Largo for k...
Life Aboard Isn’t Always Smooth Sailing! Ep-205
Leading the Escapade

Life Aboard Isn’t Always Smooth Sailing! Ep-205

This week we continue heading south on the Intracoastal Waterway, making our way toward Palm Beach, Florida. What starts as a fairly normal cruising day quickly turns into something much more confronting. Between boat jobs like waterproofing our cushions and settling into life underway again, we’re...
Stainless Steel Anchor Upgrade – Why We’re Making the Switch | EP 204
Leading the Escapade

Stainless Steel Anchor Upgrade – Why We’re Making the Switch | EP 204

This week we’re in Hammock Beach Marina, Florida, tackling one of the dirtiest jobs on the boat… the anchor locker 🤢⚓ With a major upgrade underway, we clean out over a year's worth of grime and install our new Rocna MKII stainless steel anchor. There’s one very specific reason we’re switching...
A Hot Tub off the Back of a Sailboat (Yes, Really) Ep-202
Leading the Escapade

A Hot Tub off the Back of a Sailboat (Yes, Really) Ep-202

Go to and use code ESCAPADE to get 5% off your Holafly eSIM for your next trip! Sometimes it’s the simple things that feel the most special when you live life afloat 🌊 In this video, we head out for a relaxed day on land, riding e-bikes and soaking up the kind of everyday pleasures land lubbers o...
The Current Nearly Defeated Us… Ep-197
Leading the Escapade

The Current Nearly Defeated Us… Ep-197

Join us as we sail up the ICW and explore some of Florida’s most charming coastal towns — Cocoa Village, Titusville, and New Smyrna Beach. We soak in the sunshine, discover new spots, and even spot manatees for the very first time (a total dream moment!). But later in our journey, things take a tur...
Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again
Sailing Big Lost

Shipyard Setbacks & Small Wins | One Step Closer to Sailing Again

We’ve made it through another challenging week in the shipyard — and let’s just say, it hasn’t been smooth sailing. Between two hit-and-runs, a broken sail drive, and a pile of unexpected invoices, it’s felt like for every few steps forward, we take one back. 😅 But finally... we’re seeing a light a...
OUR NEW ALUMINUM SAILBOAT RIPS!  – Ep 212
Sailing Jibsea

OUR NEW ALUMINUM SAILBOAT RIPS! – Ep 212

We're underway offshore on the second leg of our shakedown sail from Fort Lauderdale Florida to Virginia aboard our new to us custom aluminum sailboat. Along the way, we experience stunning sunrises, waterspouts and hit top sailing speeds before navigating through narrow channels that can only ...
Ep. 136,🍍Provision a Sail Boat⛵️
Barefoot Sailing Adventures

Ep. 136,🍍Provision a Sail Boat⛵️

Part 64 of a series: Sailing Tampa Bay to Key West. Provisioning our trailer sailer is made easier and more fun by using a foldable electric scooter. Blackburn Point Park public boat launch in Sarasota County Florida allows boaters to dock for free. This allows Ashley and Mike to Provision at nearby...
Saying goodbye to the crew!
Sailing Doodles

Saying goodbye to the crew!

It is the end of the saeson as we sail back to the United States and say goodbye to the crew and our dog bucky. This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via Paypal to help
Our MAST is USELESS | Cruising the Florida ICW [Ep 203]
Wildly Intrepid Sailing

Our MAST is USELESS | Cruising the Florida ICW [Ep 203]

Final miles on the Florida ICW at last from Cocoa Beach to West Palm Beach. We motor in the sheltered waterways when you get to see tons of wildlife and some unique things. Then it's time to get a few last things and inspect our keel after our grounding. Filmed February 2022. If you like what ...
We have been waiting for this for too long [EP 201]
Wildly Intrepid Sailing

We have been waiting for this for too long [EP 201]

Extremely strong current has us bear off the St. John's River and following the intracoastal waterway or ICW down the Florida Coast. Join us this week as we settle into the cruising life with a 4 months old baby. Filmed February 2022 If you like what you see don't forget to give us the th...
The Sailing Family is about to move into a Hunter 33 [Ep200]
Wildly Intrepid Sailing

The Sailing Family is about to move into a Hunter 33 [Ep200]

Splash Day at Green Cove Springs marina is finally here. Sailing as a family with a five months old baby is about to begin. Join us as we start cruising on the St. John's River as we make our way to the Bahamas. Filmed February 2022. If you like what you see don't forget to give us the th...
I’m NOT sure we’re going to make it to the Dock [EP 192]
Wildly Intrepid Sailing

I’m NOT sure we’re going to make it to the Dock [EP 192]

This is the scariest moment of sailing and it has to be an interesting day, of course. Time to get SV Wildly Intrepid ready to survive hurricane season in Florida without us while we go back to Canada. Filmed June 2021. If you like what you see don't forget to give us the thumbs up! #sailing...
The ENGINE FAILS at Start of 1200 Nautical Mile JOURNEY | Ep. 1
Sailing Naida

The ENGINE FAILS at Start of 1200 Nautical Mile JOURNEY | Ep. 1

In this episode, we start our journey to Florida. We head south from Connecticut, overcome engine troubles, and make it to our check point in Sandy Hook, NJ.
Sailing Alone on the ICW – S2EP20
Taylor’s Travels

Sailing Alone on the ICW – S2EP20

In this episode I leave Melbourne, FL and finally get sailing on the nearly 40 mile passage down the ICW to Fort Pierce. I share some of the disadvantages to travelling within the protection of the ICW vs being on the open ocean. Once I arrive and drop the hook I get to relax and enjoy the beautiful...
Our Catamaran HAUL OUT! | HURRICANE SEASON 2021
Holly and Ray

Our Catamaran HAUL OUT! | HURRICANE SEASON 2021

This week we hauled our Lagoon 42, Sabado, out of the water! Join us while we prepare to leave our boat on the hard for a few months while we go visit friends and family. We’ll head back to the boatyard once the weather cools down to finish our upgrades/projects, before setting sail again after hurr...
WE MADE IT//Finishing Our Sail Up The Coast-Episode 46
Sailing Dauntless

WE MADE IT//Finishing Our Sail Up The Coast-Episode 46

This week we are finishing our adventure up the East Coast! Come along with us as we sail towards beautiful horizons and Syd makes her way across the country in a moving truck! Photos from: Want to support us? Here's a couple ways you can: Like, Follow, and Share! facebook: instagram: ...
EXPLORING ST AUGUSTINE//The Oldest City In The US-Episode 45
Sailing Dauntless

EXPLORING ST AUGUSTINE//The Oldest City In The US-Episode 45

This week we are exploring the historic St Augustine, Florida. The oldest city in the country is full of life and there is no shortage of things to learn. We had an amazing time with a wonderful history lesson and we are so excited to share it with you all! If you have visited any of these beautiful...
ANOTHER DAY OF FIRSTS//Sailing from Ft Pierce to Cape Canaveral-Episode 43
Sailing Dauntless

ANOTHER DAY OF FIRSTS//Sailing from Ft Pierce to Cape Canaveral-Episode 43

We messed up... This week we are learning lessons and taking on more firsts. Come along with us as we take on another day of sailing and go through the lock at Cape Canaveral. Want to support us? Here's a couple ways you can: Like, Follow, and Share! facebook: instagram: Don't forget ...
STUCK in the USA during a Pandemic | Sailing to Green Cove Springs [Ep 150]
Wildly Intrepid Sailing

STUCK in the USA during a Pandemic | Sailing to Green Cove Springs [Ep 150]

This was a stressful time for us, especially when border patrol called us. We were stuck in the USA because of the pandemic. With a delayed haul-out date, a flight which kept getting cancelled and pushed later combined with our visa running out we were in a logistical nightmare. Fortunately life on ...
AND WE’RE OFF//Our First Solo Sail-Episode 42
Sailing Dauntless

AND WE’RE OFF//Our First Solo Sail-Episode 42

This week we are pulling anchor in Riviera Beach for the last time, but first we have some things we need to do. Come along with us as we prepare to embark on our first adventure by ourselves, sailing to a new place. Want to support us? Here's a couple ways you can: Like, Follow, and Share! ...
We FINALLY left Miami! | SAILING FLORIDA
Holly and Ray

We FINALLY left Miami! | SAILING FLORIDA

This week we picked the camera back up to take you along on our day sail with our friend Jamie on his Fountaine Pajot Helia. Together we sailed form Miami to Ft. Lauderdale, then Ray and I returned to Miami to sail Sabado up to Cape Canaveral for the remainder of hurricane season. Check out our Bl...
CONQUERING FEARS//And Fun In The Sun-Episode 38
Sailing Dauntless

CONQUERING FEARS//And Fun In The Sun-Episode 38

This week we are taking a little break from boat projects to have some fun! Come along with us as we spend time with friends, swim with the fish and conquer fears! Want to support us? Here's a couple ways you can: Like, Follow, and Share! facebook: instagram: Don't forget to Like, Sub...
SO, WHAT’S NEXT? | Our Hurricane Season Plans
Holly and Ray

SO, WHAT’S NEXT? | Our Hurricane Season Plans

Hi everyone! This week we left Palm Beach and picked up a mooring ball in Miami. We were a bit short on footage due to bad weather, so we decided to sit down and have a chat about our plans for this hurricane season, and update you on Ray’s eye injury + our insurance struggles. Check out our Blog!...
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