Watch Sailing & Boating Adventures Around the World – Page 34 of 38

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.

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Oh NO! What will She Think of our TINY Boat after this?! – Bums on a Boat Ep 140
Bums on a Boat

Oh NO! What will She Think of our TINY Boat after this?! – Bums on a Boat Ep 140

↯JOIN THE CREW↯ & get access to a whole new series! Bums Buried Treasure 🔥 Lola's first ever catamaran sail... she enjoyed it a little too much 😯 ________________ ** WANT TO SUPPORT OUR VIDEOS? ** – DON’T SKIP THE ADS – An easy, no-cost way for you to keep us going 💙 – JOIN THE CR...
Swimming in the Deepest part of the Ocean! S5:E60
Sailing Doodles

Swimming in the Deepest part of the Ocean! S5:E60

Thanks to Keeps for sponsoring this video! Go to to get 50% off your first order of Keeps hair loss treatment. we swim in the second deepesrt part of the ocean on our 1,500 mile sail back to the mainland from the caribbean This channel is funded by viewers like you. Please help us keep this cha...
Spinnaker Sailing 1500 miles! – S5:E59
Sailing Doodles

Spinnaker Sailing 1500 miles! – S5:E59

We set sail from the USVI 1,500 miles to the mainland flying mostly the spinnaker! 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:
New & Returning Crew – Live
Sailing Doodles

New & Returning Crew – Live

@megbink @harborhotness 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:
Our Last Beach Day – S5:E58
Sailing Doodles

Our Last Beach Day – S5:E58

We have our last beach day down in the USVI before starting to get the boat ready for a 1500 mile sail to Annapolis. 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:
Goodbye to Punky – S5:E57
Sailing Doodles

Goodbye to Punky – S5:E57

Punky heads off for a job interview 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:
Our Happy Place – St John USVI
Sailing Doodles

Our Happy Place – St John USVI

The first 1,000 people to click the link will get a free 2 months of SkillShare Premium for FREE! Check out SkillShare and learn a new skill today! We continue to upgrade the boat and enjoy our last remaining weeks in the USVI. This channel is funded by viewers like you. Please help us keep t...
Strippers & Dip Switches! – S5:E55
Sailing Doodles

Strippers & Dip Switches! – S5:E55

We continue making upgrades on the boat before setting off on our 1500 mile sail back to the mainland of the usa. Check out Icom to see the awesome radios we got! also they are running a rebate special right now! This channel is funded by viewers like you. Please help us keep this channel creat...
Abandoned Sugar Plantation USVI – S5:E54
Sailing Doodles

Abandoned Sugar Plantation USVI – S5:E54

We enjoy our time at Maho Bay, St. John in the USVI and take a hike to an adandoned sugar mill and plantation 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:
Beautiful Virgin Islands – S5:E53
Sailing Doodles

Beautiful Virgin Islands – S5:E53

We spend some time at beautiful St. John in ths US Virgin Islands. Caneel bay and Maho Bay are absolutely breath taking. 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:
Work in Exotic Locations – AKA Cruising – S5:E52
Sailing Doodles

Work in Exotic Locations – AKA Cruising – S5:E52

Cruising has often ben called working on your boat in exotic locations... Its so true! We repair our autopilot and install new solar panels. 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 g...
Punky the Hunter! – S5:E51
Sailing Doodles

Punky the Hunter! – S5:E51

Punky caught a lobster and an Octopus and we find this to occupy our time during the lockdown. 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:
Cliff Jumping in the Virgin Islands – S5:E50
Sailing Doodles

Cliff Jumping in the Virgin Islands – S5:E50

We sail to Lovango Cay in the US Virgin Islands and then do some cliff Jumping! 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:
Quarantined On A Boat – S5:E49
Sailing Doodles

Quarantined On A Boat – S5:E49

We continue our isolation in the US Virgin Islands. We snorkel on a wrecked cargo ship and then we get a new water maker from Rainman Desal, check out their website This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Don...
Virgin Islands Life – S5:E48
Sailing Doodles

Virgin Islands Life – S5:E48

We provision in St Thomas, do some boat repair and then get off the dock for the more remote US Virgin Island of Buck Island where we see some amazing sea life! This channel is funded by viewers like you. Please help us keep this channel creating great content by becoming a patron Donate Via P...
Three’s Company – S5:47
Sailing Doodles

Three’s Company – S5:47

The three of us join up with some friends and go free diving and cruising around the us virgin islands in a center console power boat. 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...
Lockdown in Paradise – USVI – S5:E46
Sailing Doodles

Lockdown in Paradise – USVI – S5:E46

The beaches begin to close as the lockdown happens in the USVI. We enjoyed our mooring at St John's USVI 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:
LEARNING HOW TO SAIL//Starting Small-Episode 19
Sailing Dauntless

LEARNING HOW TO SAIL//Starting Small-Episode 19

If you remember when we started this adventure, we bought a boat with no real knowledge of how to sail. Well all of that is changing! Our wonderful neighbor and friend, Ron, is an experienced captain, with 6 circumnavigations and 12 atlantic crossings under his belt, has very generously offered to t...
Distancing on a Beach – S5:45
Sailing Doodles

Distancing on a Beach – S5:45

We Social Distance ourselves in the best place possible, on a beach on ST John in the USVI. 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:
Bugging Out on a Boat – S5:E44
Sailing Doodles

Bugging Out on a Boat – S5:E44

When Puerto Rico goes under total lockdown we bug out and set sail for the Us Virgin Islands and St Thomas. 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:
The Bird Lady of Puerto Rico – S5:E43
Sailing Doodles

The Bird Lady of Puerto Rico – S5:E43

Taylor gets a new tatto and then we take you on a walking food tour of Old San Juan Puerto Rico. 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:
Guess Who’s Back! – S5:E42
Sailing Doodles

Guess Who’s Back! – S5:E42

Guess who is returning as a crew memeber! We also have to the fuel polished and visit the tropical rain forrest El yunque in Puerto Rico 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 ...
Live From Chesapeake Harbor Marina
Sailing Doodles

Live From Chesapeake Harbor Marina

We made it back to the Chesapeake after a 1,500 mile sail up from the Virgin Islands. 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:
Sailing To Puerto Rican Paradise – S5:E41
Sailing Doodles

Sailing To Puerto Rican Paradise – S5:E41

We sail along the south coast of Puerto Rico to Palmas Del Mar and puerto Rican Paradise! 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:
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