Watch Sailing & Boating Adventures Around the World – Page 2 of 5

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Sailing Vlog 16 FOUR Things we LOVE about Annapolis – Close Reaching in Chesapeake Bay
The Foster Journey

Sailing Vlog 16 FOUR Things we LOVE about Annapolis – Close Reaching in Chesapeake Bay

Join us for this gentle close reach as we cruise the Chesapeake Bay in the Fall and reflect on what we love about Annapolis. Thanks for watching.
Sailing Vlog 9 – Provisioning for Cruising the Chesapeake Bay (FAIL) Living on a Sailboat
The Foster Journey

Sailing Vlog 9 – Provisioning for Cruising the Chesapeake Bay (FAIL) Living on a Sailboat

Talking tool box organization, follow-up on the dinghy rub rail repair using G-Flex Epoxy, notes about Chesapeake remote anchorages, and provisioning failure due to a Zoom call. Thanks for watching! See you at the Annapolis sailboat show. Come say hi outside of McGarveys Fri 13th, 3-4pm.
Sailing Vlog 2. Sailors Warned Us About This! Chesapeake Summers – Living on a Sailboat
The Foster Journey

Sailing Vlog 2. Sailors Warned Us About This! Chesapeake Summers – Living on a Sailboat

Sailing Vlog 2 from Deltaville VA - Multiple sailors warned us about our timing heading to the Chesapeake Bay in the summer. "It's going to be hot and miserable there!" "Are you sure you want to do that?" As if they knew better. ...But they remained stuck at a dock for year...
Learning the Weakness of Tanbark Sails | Sailing Wisdom [S5 Ep54]
Rigging Doctor

Learning the Weakness of Tanbark Sails | Sailing Wisdom [S5 Ep54]

▸ MATERIALS NEEDED FOR OUR NEXT PROJECT: ▸ MERCHANDISE: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ▸ PAINTING COMMISIONS: [email protected] ▸ ART FROM OUR VOYAGE: ▸ CHARLIE & GERRY CHANNEL: A sailmaker from Quantum visits Wisdom and teaches everyone The Weakness ...
Dreamy DOWNWIND SAILING + the Power of the CHESAPEAKE BAY Oyster | Harbors Unknown Ep. 49
Harbors Unknown

Dreamy DOWNWIND SAILING + the Power of the CHESAPEAKE BAY Oyster | Harbors Unknown Ep. 49

Dreamy DOWNWIND SAILING + the Power of the CHESAPEAKE BAY Oyster | Harbors Unknown Ep. 49 This week we’re casting the lines from Liberty Marina and the Sail Away Catamaran fam to begin our journey south to Florida. We enjoyed some amazing downwind sailing through the Chesapeake Bay to Solomons Isla...
CATAMARAN BUILD – Can 4 People Lift A Transom Into Place? (MJ Sailing – Ep 211)
MJ Sailing

CATAMARAN BUILD – Can 4 People Lift A Transom Into Place? (MJ Sailing – Ep 211)

With only 4 people, we manage to lift our 25 ft, 300 pound transom into place. In this week's episode, we focus on not only lifting the transom to get it up to the bridge deck, but find what's necessary to get it to, more or less, fit like a glove. We have four people and a set of scaffo...
Go Sailing NOW with what you’ve got
The O'Kelly's

Go Sailing NOW with what you’ve got

Go now with what you got, we always say. The right boat to go cruising on always depends on where you want to go, how many people are going, and how much you have to spend. But....who's to say that the real adventure involves crossing oceans? After encountering the Light Craft of the Chesapeak...
This is How to Know if a Storm is Coming – No Computer is Needed
The O'Kelly's

This is How to Know if a Storm is Coming – No Computer is Needed

Our onboard meteorologist keeps a weather eye to the sky and makes a prediction based on the clouds. Plus, it looks like Hurricane season is almost over, but that means the first cold fronts are arriving. There are so many anchorages in the Chesapeake to seek shelter from a storm, but with our ancho...
Off Season Cruising down the Chesapeake (Calico Skies Sailing, Ep 83)
Calico Skies Sailing

Off Season Cruising down the Chesapeake (Calico Skies Sailing, Ep 83)

Annapolis seems to have some sort of magnetic pull on us in the late fall 😂, this years challenge is to escape before the first snow falls..can we do it?! This town is a great stopover for us as we make our way up and down the east coast. We have lots of friends that live here and you can basicall...
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...
Sailing South – Chesapeake Bay to Florida (Take the Waters) S2:E8
Take the Waters

Sailing South – Chesapeake Bay to Florida (Take the Waters) S2:E8

With our season in the Chesapeake Bay now over, we begin our journey south down the coast from Maryland to Florida. We make our first ever passage around Cape Hatteras and visit some new coastal towns and pristine national parks along the way. Once in Florida, our next stop... sailing to The Bahamas...
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...
Stalking DELOS as they Enter the Chesapeake (MJ Sailing – Ep 170)
MJ Sailing

Stalking DELOS as they Enter the Chesapeake (MJ Sailing – Ep 170)

It's time for more friends to arrive in Annapolis, and when sv Delos enters these waters, we hop in a 17ft Boston Whaler to hunt them down. After we make another quick run out to Kentmorr marina to inspect the tent and the Viking a little closer, it's time to celebrate the weekend in styl...
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...
Fall 2020 passage to FL
The Meri Crew

Fall 2020 passage to FL

The Meri Crew sails offshore from VA to FL. We leave Hampton VA where the weather is getting downright cold and head south on the Atlantic ocean. After a four day passage we arrive in Florida where it is shorts and T-shirt weather. Along the way we have a night of bad weather, but also some great...
Adventures Sailing the ICW and Chesapeake Bay (Take the Waters) S2:E5
Take the Waters

Adventures Sailing the ICW and Chesapeake Bay (Take the Waters) S2:E5

Our sail north continues towards the Chesapeake Bay as we navigate our way through the intracoastal waterway (ICW). We find our favorite and most beautiful spots of the ICW, experience a terrifying lightening storm, and have fun in our Carolina Beach anchorage. We arrive in the Chesapeake Bay where ...
Sailing and Motor Woes –  Flooded Engine & Fuel Starvation  – Ep 9
Sailing Jibsea

Sailing and Motor Woes – Flooded Engine & Fuel Starvation – Ep 9

If you’ve been following our journey since we left Canada, you may already know that we’ve been having some motor issues. A flooded engine and fuel starvation were on the list to repair while stopping in Chesapeake, Virginia. [Where We Dropped Anchor and Tied Up] Point Lookout, VA Free Dock south...
She’s Sailing Again! – S6:E03
Sailing Doodles

She’s Sailing Again! – S6:E03

Megan is back on Sailing doodles and sailing again! This time we sail up the chesapeake bay to the C&D canal. 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 us get a new drone:
Buddy Boating – S5:E71
Sailing Doodles

Buddy Boating – S5:E71

We continue our sail up the Chesapeake bay with our buddy boat SV Westwind owned by our friends and patrons Jeff and Cameron. 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 us get a new drone:
COSTS to sail the ICW to Florida
Wildly Intrepid Sailing

COSTS to sail the ICW to Florida

If you are sailing from Norfolk, VA to Jacksonville, FL via the ICW this video is for you. We explain in detail How much does it costs to sail the ICW to Florida. If you like what you see don't forget to give us the thumbs up! To watch our entire budget for the US portion of the trip If you...
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.
How We’re Celebrating 20k Subs! | Sailing Wisdom
Rigging Doctor
E13 Under Way Sailing the Chesapeake, Lagoon 420 Good Life. Bahamas Express
Sailing Dark Angel

E13 Under Way Sailing the Chesapeake, Lagoon 420 Good Life. Bahamas Express

We spent a few days in Georgetown, checking all of the fluids and filters, nav controls and instruments, helm and autohelm, electrical systems and the new anchor chain. The first leg was from our mooring at Sassafras Harbor marina near Galena on the Sassafras River, to the Magothy River on the fa...
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