Watch Sailing & Boating Adventures Around the World

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Exclusive 2018 Sabre 66 Dirigo Walkthrough | Boating Journey
Boating Journey

Exclusive 2018 Sabre 66 Dirigo Walkthrough | Boating Journey

Step aboard one of the most impressive Downeast-style luxury yachts at the 2026 Palm Beach International Boat Show as Boating Journey tours the stunning 2018 Sabre 66 Dirigo. In this exclusive walkthrough, we explore Sabre’s flagship motor yacht, a rare and beautifully crafted vessel, that blends t...
2026 Palm Beach Boat Show Boat Tours Preview
Boating Journey

2026 Palm Beach Boat Show Boat Tours Preview

Get ready for an inside look at some of the most exciting boats at the Palm Beach International Boat Show! 🚤 In this YouTube Short, we’re giving you a sneak peek at the upcoming boat tours—from sleek center consoles to luxury yachts you won’t want to miss. Stay tuned as we step aboard the latest mo...
The Best FIRST Sailboat Under 30 Feet! This MAINE made Sabre 28 for $22k is IDEAL. FULL TOUR!
BoatFools Sailing

The Best FIRST Sailboat Under 30 Feet! This MAINE made Sabre 28 for $22k is IDEAL. FULL TOUR!

@boatfools  #sailboatforsale #sailing #mainesailing The Best FIRST Sailboat Under 30 Feet! This MAINE made Sabre 28 for $22k is IDEAL. Maine made, Maine tough - these Sabres are fantastic boats and this Sabre 28-1 is a perfect example of a wonderful first big sailboat or an ideal sailboat to downs...
2023 Sabre 58 Salon Express Tour | Boating Journey
Boating Journey

2023 Sabre 58 Salon Express Tour | Boating Journey

In episode 211, we are back at the boat show and we take you on a tour of the 2023 Sabre 58 Salon Express. The 2023 Sabre 58 Salon Express Yacht embodies luxury and performance in the world of yachting. This meticulously designed yacht offers a blend of elegance, advanced technology, and superior c...
Maine Sailboat Shopping: 10 STUNNERS for Under $80k!
BoatFools Sailing

Maine Sailboat Shopping: 10 STUNNERS for Under $80k!

#sailboats #boatbuying #sailing #boatsforsale #maine Join our crew! We'd appreciate the support: Come check out my Top 10 picks for the best sailboats currently for sale in Maine that are listed for less than $80,000. These are a little pricier but I think some deals can be made. Some of th...
Sailing in Maine, holy lobster pots!!! (Calico Skies Sailing, Ep 72)
Calico Skies Sailing

Sailing in Maine, holy lobster pots!!! (Calico Skies Sailing, Ep 72)

In this episode we explore the Isle of Shoals, a beautiful island located right on the border of New Hampshire and Maine. The next day we continue our journey further North, rising at 4:30 am in anticipation of a long passage. The early beginnings of our little Maine adventure shows promise with on...
Land Ho! Our Beautiful Sail to Maine (Calico Skies Sailing, Ep 71)
Calico Skies Sailing

Land Ho! Our Beautiful Sail to Maine (Calico Skies Sailing, Ep 71)

After almost a month of boat work, the mast has been re-stepped and we’re finally headed back to cruising life. We head out with the wind, as we make our way towards Maine, our ultimate destination. In total about 500 nautical miles away, we tackle the passage in pieces stopping first in Cape May NJ...
Our Covid Experience, like something out of Gilligan’s Island! (Calico Skies Sailing, Ep. 60)
Calico Skies Sailing

Our Covid Experience, like something out of Gilligan’s Island! (Calico Skies Sailing, Ep. 60)

Our experience during covid sounds like something out of Gilligan's Island; twelve strangers find themselves isolated on a deserted tropical island for months on end learning to survive and forging life long friendships in the process. Before the pandemic erupted we had planned to be in the re...
The Founding of the Two Titty Yacht Club (Calico Skies Sailing, Ep. 59)
Calico Skies Sailing

The Founding of the Two Titty Yacht Club (Calico Skies Sailing, Ep. 59)

This episode depicts the birth of the TTYC or Two Titty Yacht Club, a sweet little spot on the beach at Double Breasted Cay that we end up spending a LOT of time at - Beginning in the early days of the Pandemic right on through the end of our Bahamas season. This sweet spot, built mostly from thing...
How to Get Groceries on a Deserted Island during a Pandemic (Calico Skies Sailing, Ep. 58)
Calico Skies Sailing

How to Get Groceries on a Deserted Island during a Pandemic (Calico Skies Sailing, Ep. 58)

In this episode we work out one of the more pressing issues we faced while we were 'stuck' in the Ragged Islands during the pandemic late Spring - How to get food. At the time, the Bahamas had banned inter-island travel which meant that we either had to head home to the U.S where the virus...
With a Little Help from My Friends (Calico Skies Sailing, Ep. 56)
Calico Skies Sailing

With a Little Help from My Friends (Calico Skies Sailing, Ep. 56)

Behind the scenes of cruising life there is a huge heaping pile of kind-hearted souls providing support and helping us through rough patches. These people are always ready to lend a hand with a project or boat fix, give advice, share knowledge and resources, and be a listening ear when the challenge...
We’re back!! Sailing the Long Island Sound (Calico Skies Sailing Ep. 39)
Calico Skies Sailing

We’re back!! Sailing the Long Island Sound (Calico Skies Sailing Ep. 39)

After 2 years and over 16,000 miles, we are back in our home waters! This episode begins with our arrival into Newport RI, where we spend a couple of days tackling the to-do list. Bill works on the outboard and together we load up on provisions. It's then time to hit the road again so we depart...
Birds of a Feather (Calico Skies Sailing Ep. 35)
Calico Skies Sailing

Birds of a Feather (Calico Skies Sailing Ep. 35)

They say Birds of a Feather Flock Together and that's exactly what transpires in this episode! We are lucky to cross paths with Dan and Kika of @Sailing Uma and like it often happens in the cruising lifestyle we become friends quickly and get right to the business of having fun. Together we enj...
Summertime and the Livin’s Easy; Spinnaker Sailing on Lake Bra’s Dor (Calico Skies Sailing Ep. 34)
Calico Skies Sailing

Summertime and the Livin’s Easy; Spinnaker Sailing on Lake Bra’s Dor (Calico Skies Sailing Ep. 34)

It's time to explore a new part of Nova Scotia's Lake Bras Dor, and as we're starting to realize, there seems to be no end to great sailing days on this beautiful lake! First, we set out with a gorgeous downwind sail, and take the opportunity to explain a bit behind the process of set...
Happy Holidays from Calico Skies Sailing!
Calico Skies Sailing

Happy Holidays from Calico Skies Sailing!

Real time update coming at ya!! We're getting Calico Skies decorated for Christmas and because we're underway it's gotta be done sailboat style (aka can survive heeling). Check out our creative way of putting up 'our tree' and find out what we've been getting into latel...
Lake Livin’: Sailing Lake Bras d’Or (Calico Skies Sailing Ep. 33)
Calico Skies Sailing

Lake Livin’: Sailing Lake Bras d’Or (Calico Skies Sailing Ep. 33)

In this episode, we get busy living our best life on Lake Bras d'Or, Nova Scotia. We pass the time paddling, hiking, making bon fires, and occasionally moving Calico Skies to a new cove for a change in scene. We’re beginning to understand the allure of lake sailing and enjoy experiencing its va...
Sailing Nova Scotia: A Cruiser’s Playground (Calico Skies Sailing Ep. 32)
Calico Skies Sailing

Sailing Nova Scotia: A Cruiser’s Playground (Calico Skies Sailing Ep. 32)

This episode sets the theme for our first Canadian Cruising Experience: A little thing we like to call Adult Summer Camp! First, we set sail and head into Lake Bras’dor by navigating the famous St. Peter's Lock. Once anchored, we do some provisioning in the nearby town. And then its finally tim...
This is Bliss: Offshore Sailing at it’s Finest (Calico Skies Sailing Ep. 31)
Calico Skies Sailing

This is Bliss: Offshore Sailing at it’s Finest (Calico Skies Sailing Ep. 31)

Sailing is about the journey, not the destination and this episode is evidence of that. It begins on the fifth day of our 1,000 mile passage from North Carolina to Nova Scotia, Canada. We continue to encounter light but favorable winds and comfortable seas. As we make our way through the Atlantic we...
Offshore Sailing & The Gulf Stream: Riding the Magic Carpet North (Calico Skies Sailing Ep. 30)
Calico Skies Sailing

Offshore Sailing & The Gulf Stream: Riding the Magic Carpet North (Calico Skies Sailing Ep. 30)

In this episode we set out on our 1000 mile sailing passage to Canada. Initially we encounter steep waves and choppy seas off Beaufort NC but offshore conditions mellow out considerably. We utilize Predictwind and our Iridium Go satellite phone to optimize our routing and keep ourselves moving wel...
The Great Escape: Hello Sailing, Goodbye East Coast! (Calico Skies Sailing Ep. 29)
Calico Skies Sailing

The Great Escape: Hello Sailing, Goodbye East Coast! (Calico Skies Sailing Ep. 29)

Temperatures are soaring here in Beaufort, North Carolina, but that does little to slow us down. In this Episode, we do some more provisioning, and Bill finishes the autopilot repair. Then he cleans Calico’s bottom and we’re finally ready once again to set sail for Canada - That is, until we go to s...
There are Two Types of Sailors: Those who Run Aground & Those who LIE about it  (Ep. 28)
Calico Skies Sailing

There are Two Types of Sailors: Those who Run Aground & Those who LIE about it (Ep. 28)

This is an old saying so we can't take any credit for it, but since we run aground in this Episode it seemed to fit! In it, we get to work on fixing our hydraulic autopilot that failed on our passage from the Bahamas. We've detoured to North Carolina and are anchored in a creek adjacent to...
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