Watch Sailing & Boating Adventures Around the World – Page 3 of 5

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

Showing 49-72 of 109 results
Oops, ANOTHER tow?!!…. (Calico Skies Sailing, Ep 82)
Calico Skies Sailing

Oops, ANOTHER tow?!!…. (Calico Skies Sailing, Ep 82)

They say bad things come in threes.... In this episode we once again find ourselves needing a tow from one of our buddies, SV Avalon. We are becalmed off Cape May NJ after a rough sail in near gale force winds and a malfunctioning engine. We attempt to start sailing up the Delaware Bay but the fic...
Our $1/Year Build Site Lease – We’re All Paid Up for 2021!!  (MJ Sailing – Ep 174)
MJ Sailing

Our $1/Year Build Site Lease – We’re All Paid Up for 2021!! (MJ Sailing – Ep 174)

You may have heard before that we worked out a deal with the marina for our build site - but did you know we're only paying ONE DOLLAR A YEAR to be there? **Help support the build and get all the behind the scenes action by becoming a Patron today!! ** Originally we had NEVER though of the ...
BOAT Repair in Annapolis- Store Review Sailing SV Bohemian Ep. 7
Sailing SV Bohemian

BOAT Repair in Annapolis- Store Review Sailing SV Bohemian Ep. 7

Boat Repair in Annapolis- Store Review. This episode is all about finding boat parts and service in the Annapolis area. Brian will give reviews on these places and I will review a few great restaurants as well. Enjoy!! Music: Under the Sun- DIIV Evergreen- Morgan Kibby Melt- Tommy English Back ...
Epic sunsets cruising the DELAWARE BAY ~ Postcard 7
Postcards From Bagheera

Epic sunsets cruising the DELAWARE BAY ~ Postcard 7

With nice weather but no wind, we slowly make our way up the Delaware Bay and across to the Chesapeake Bay, then south to Annapolis. Lack of wind also means sunshine, warmth, and epic sunsets it seems! The views are breathtaking, we hope you enjoy them! We also finally get our windsurfing sails in...
Sailing Destinations of the Chesapeake Bay (Take the Waters) S2:E7
Take the Waters

Sailing Destinations of the Chesapeake Bay (Take the Waters) S2:E7

Our summer in the Chesapeake Bay was a busy one with unexpected work. But with our last two weeks in the bay we were determined to set sail and discover what have become our favorite destinations of the Chesapeake Bay. - - - - - - - - - - - - - - - - - - [[ HOW YOU CAN SUPPORT US ]] ▶ SUBSCRIBE...
That Time Bobby Gave Me A Bikini… (MJ Sailing – Ep 169)
MJ Sailing

That Time Bobby Gave Me A Bikini… (MJ Sailing – Ep 169)

Thanks for the bikini Bobby! I know it's YOUR birthday, but funnily enough, I end up with the gift. During our time in Annapolis, in mid- October, we decide to get on a few more boats. Being invited out by a few of our Patrons, we go inspect one of the Seawind 1160 Lites, in a mini show bein...
Did We Just Take On Another PROJECT BOAT??!! (MJ Sailing – Ep 168)
MJ Sailing

Did We Just Take On Another PROJECT BOAT??!! (MJ Sailing – Ep 168)

We came to Annapolis to visit friends....but we may have just gotten roped in to something much bigger. Become a Patron, and get extras not available to ANYONE ELSE! Not only did our friend/host give us a WONDERFUL place to stay while we're in town here, but after meeting up with us for dri...
WE FOUND A BUILD SITE!! – A Quickie Real Time Update – MJ Sailing
MJ Sailing

WE FOUND A BUILD SITE!! – A Quickie Real Time Update – MJ Sailing

Somehow it happened without us even trying or searching - but we've stumbled upon a build site for the new catamaran! Support the build, and get bonus material and access to private content by becoming a Patron today. or Help contribute to the build by shopping our Amazon Wish List! Deliv...
Can We Put Our SAILBOAT Back TOGETHER In Time? [Ep. 12]
Sailing Sweet Ruca

Can We Put Our SAILBOAT Back TOGETHER In Time? [Ep. 12]

We put our boat back together!!! We are almost ready to go sailing. It is November and we need to get south. Will we get back in the water and put the sails on in time to get to the Bahamas? Track us on our website! Join our crew on Patreon! Follow us on Facebook, Twitter, and Instagram! @ruca...
Updating Sailing Electronic Software – the ONE thing to AVOID  – Ep 8
Sailing Jibsea

Updating Sailing Electronic Software – the ONE thing to AVOID – Ep 8

Hey everyone, Steph and Travis here, continuing to make our way down south to escape the winter weather! We continue south from New York City and head down to Cape May, NJ, around to Delaware Bay and up into Annapolis, MD. Just before departing from Atlantic Highlands, NJ, our Raymarine i70 died...
Beautiful Sailing Crew – Megan Returns! – S6:E02
Sailing Doodles

Beautiful Sailing Crew – Megan Returns! – S6:E02

Check out Keeps to prevent your hairloss and receive 50% off your first order by going to We welcome Megan back is crew on Sailing Doodles Intsagram @megbink @harborhotness @Sailingdoodles This channel is funded by viewers like you. Please help us keep this channel creating great content by be...
How We Started Our DIY PROJECT SAILBOAT RE-FIT in ANNAPOLIS [Ep. 10]
Sailing Sweet Ruca

How We Started Our DIY PROJECT SAILBOAT RE-FIT in ANNAPOLIS [Ep. 10]

Sailing from NYC to Annapolis for the Sailboat Show plus hauling out for DIY boat work. Join our crew on Patreon! Follow us on Facebook, Twitter, and Instagram! @rucasailing Track us on our website! 0:00 Intro 0:24 Sailing from NYC to Annapolis via C&D Canal We leave NYC and head t...
NEW YORK CITY to the Chesapeake Bay BUDGET
Wildly Intrepid Sailing

NEW YORK CITY to the Chesapeake Bay BUDGET

If you are sailing from the New York City to the Chesapeake Bay via the Delaware this video is for you. We explain in detail How much does it costs to sail from NYC to the Chesapeake Bay. If you like what you see don't forget to give us the thumbs up! To watch our entire budget for the US por...
Chesapeake and R.I. 2020
The Meri Crew

Chesapeake and R.I. 2020

The Meri Crew sails the Chesapeake Bay and Rhode Island - Summer 2020. We continue our summer adventures cruising up the Chesapeake Bay and then take an ocean passage to Rhode Island.
The B side of 40 ish questions with Bill Draheim and Rod Fevela
Sailing Views

The B side of 40 ish questions with Bill Draheim and Rod Fevela

As promised, Part B of the interview. Same bad quality same Great guests! This is part of Texas week!
Sailing Interviews Bill and Rods Excellent Adventure
Sailing Views

Sailing Interviews Bill and Rods Excellent Adventure

I get Rod Fevela and Bill Draheim together! This is Rare!!! Part A of a 2 part interview. This is all part of Texas Week.
20 Questions with Farley Fontenot
Sailing Views

20 Questions with Farley Fontenot

Quantum Sails Co founder, Farley Fontenot tell some Great stories
20 questions with Andy Lovell, The Lovell Lift
Sailing Views

20 questions with Andy Lovell, The Lovell Lift

Andy Lovell answers questions about sailing. 2nd in 2 Olympic trials on 2 different boats.
Sailing Interviews,20 Questions with Scott Nixon
Sailing Views

Sailing Interviews,20 Questions with Scott Nixon

Scott Nixon of Quantum Sails answers the simple questions in life. What to sail Next.
Sailing Interviews, 20 Questions with Taylor Canfield.
Sailing Views

Sailing Interviews, 20 Questions with Taylor Canfield.

Taylor, talks Americas Cup, Match Racing, and general sailing.
Ryan Finn, 20 “ish” Questions,  Singlehanded Extreme Sailor
Sailing Views

Ryan Finn, 20 “ish” Questions, Singlehanded Extreme Sailor

Ryan Finn, 2 Oceans 1 Rock. Talks sailing, and about his trip Solo from NY to San Fran.
Sailing Interviews,20 Questions with Naomi Van den Bergh
Sailing Views
Sailing Chesapeake Bay & Exploring ANNAPOLIS [Wildly Intrepid Ep 80]
Wildly Intrepid Sailing

Sailing Chesapeake Bay & Exploring ANNAPOLIS [Wildly Intrepid Ep 80]

Early start on the C&D Canal to beat the current which also rewards us to a stunning pink sunrise. A perfect way to start sailing on the Chesapeake Bay. Even though the Boat Show is over we have so much fun exploring Annapolis and all its bricks buildings and street. We even check out the famous...
Launching the New Boat Before the Annapolis Boat Show – S5:E02
Sailing Doodles

Launching the New Boat Before the Annapolis Boat Show – S5:E02

We hurry and get the boat in the water before tha annapolis boat show and measure for new sails with precision sails. Visit Precision sails: Get custom SeaDek for your boat with a link to our certified installer map: This channel is funded by viewers like you. Please help us keep this channel ...
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