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

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 25-44 of 44 results
The BVIs: Still Worth It After Hurricanes Irma & Maria? Absolutely!!! [🎥14🇻🇬]
The Sailing Family

The BVIs: Still Worth It After Hurricanes Irma & Maria? Absolutely!!! [🎥14🇻🇬]

We were told by many people to avoid the BVIs after two Category 5 Hurricanes leveled the BVIs just a year before - but we had so many lasting memories from our previous cruise that we had to share this special place with our boys. Despite visible signs of devastation on land, much of the BVIs remai...
Day 9: Sailing Through a Gale & Finally We Arrive!!! [Ep13]
The Sailing Family

Day 9: Sailing Through a Gale & Finally We Arrive!!! [Ep13]

This is the final DAILY video installment of our 1,500 nautical mile journey south from Hampton, Virginia to Virgin Gorda in the British Virgin Islands. Unfortunately the final night saw us sailing into a Tropical Wave that brought lightning filled squalls, the biggest of which we sailed into right ...
Day 7 & 8: Blasting South – 200nm+ Days [Ep12]
The Sailing Family

Day 7 & 8: Blasting South – 200nm+ Days [Ep12]

We are releasing DAILY videos this week of our 1,500 mile voyage south. Today we release Days 7 and 8, which brought us ideal conditions for blasting south. After days of motoring the wind slowly clocked up. First we had our Spinnaker out, then full sail. By nightfall we were reefed as deep as we co...
Day 6: Tropical Storm is Headed For Us? [Ep11]
The Sailing Family

Day 6: Tropical Storm is Headed For Us? [Ep11]

Imagine getting that email in the middle of the ocean! Today's video is a little different as we review our strategy to deal with a potential Tropical Cyclone (aka Hurricane) development headed for our path. We are too far South to turn around, so should we go East to improve our wind angle whe...
DAYS 4 & 5: Dead Calm, Dolphins & A ‘Green-Flash’ Caught on Film! [Ep10]
The Sailing Family

DAYS 4 & 5: Dead Calm, Dolphins & A ‘Green-Flash’ Caught on Film! [Ep10]

We are releasing DAILY videos this week of our 1,500 mile voyage south. On Days 4 and 5 we finally sailed out of the heavy winds and found calm conditions. The "barf bowl" was put away and spirits improved! Now if only we had "some" wind to sail?! Actually, we were all pretty hap...
Day 2 & 3: Crossing the Gulfstream [Ep9]
The Sailing Family

Day 2 & 3: Crossing the Gulfstream [Ep9]

We are releasing DAILY videos this week of our 1,500 mile voyage south. Today we release Days 2 & 3 as we cross over the Gulfstream. We tried to time our departure to sneak over with following wind and seas, but there was so much wind the sea state remained challenging. It was a bit of a disastr...
DAY 1: 1,500 Nautical Miles Off-Shore Across the Atlantic [Ep8]
The Sailing Family

DAY 1: 1,500 Nautical Miles Off-Shore Across the Atlantic [Ep8]

We had so much great footage of our 1,500 mile voyage off-shore that we will begin releasing DAILY videos all week. Today we kick it off with "Day 1," of course. The next day at 8am EST we will release Day 2 & 3. We think releasing them daily helps give perspective to how loooooooooong...
BOAT LIFE: The Salty Dawg Rally, Halloween & Sailing into a Storm! [Ep7]
The Sailing Family

BOAT LIFE: The Salty Dawg Rally, Halloween & Sailing into a Storm! [Ep7]

This is the beginning of our voyage as we prepare to leave Hampton, Virginia to sail 1,500 nautical miles off-shore to the Caribbean. We share why we chose the Salty Dawg Rally and the incredible support and family friendly fun that ensued. It's a tight edit with a lot happening, so we hope yo...
YACHT RACE!  It’s always a race when another sailboat is around! (Sailing SV Sarean) EP. 56
Sailing SV Sarean

YACHT RACE! It’s always a race when another sailboat is around! (Sailing SV Sarean) EP. 56

Like what we do? Consider joining our Patreon community! Nab yourself the chance to come aboard and receive all sorts of perks for as little as $2 per month: In our latest sailing video we complete a magnificent overnight passage from Magnetic Island to the Whitsundays - racing good friends in a ...
Sailboat Racing In Antigua | Liveaboard Sailing Cruisers that Race | Sailing Britican
SailingBritican

Sailboat Racing In Antigua | Liveaboard Sailing Cruisers that Race | Sailing Britican

Get the full scoop about Sailboat Racing in Antigua at the Oyster Antigua Regatta 2019. Find out what the crew thought of the event, get behind the scenes information, check out some amazing sailboat racing photos and more. Read the associated article that goes with this video here: Please give us...
Gunboat vs Outremer Catamaran Battle!
The Sailing Family

Gunboat vs Outremer Catamaran Battle!

Gunboat vs Outremer - who will win!?!? It's not a fair fight. The Gunboat is 66 feet, has 12 foot daggerboards, a much higher mast, larger sail area and carbon fiber reinforced. The Outremer is 51 feet, has 3 foot daggerboards and is made of fiberglass. Let's not even mention the price d...
Professional Regatta Racing – King’s Cup – S3:E22
Sailing Doodles

Professional Regatta Racing – King’s Cup – S3:E22

We get you some amazing drone footage of racing professional racing yachts at the king's cup regatta in phuket. 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: Check ou...
ADRIFT 100 MILES FROM LAND! [Adventure #115]
Adventure Adrift

ADRIFT 100 MILES FROM LAND! [Adventure #115]

Beginning our longest passage to date, we set out for a 1300 mile sail from Mexico to Central America. What seems like a trying ocean passage quickly becomes a unique experience that can only be had on a sailboat. We get becalmed, adrift at sea 100 miles from shore. This gives us the opportunity t...
CHARLESTON RACE WEEK
Wicked Salty

CHARLESTON RACE WEEK

Enjoyed sailing the pre race before the real deal as well as attending the event and seeing what it is all about. Lots of fun fishing, sailing and just being our weird selves before headed back to the boat life and checking out the Annapolis boat show and meeting lots of salties! Thank you to everyo...
Georgetown Bahamas Shenanigans! How to make a conch shell into a horn and cruiser sailboat races
Another Adventure

Georgetown Bahamas Shenanigans! How to make a conch shell into a horn and cruiser sailboat races

Episode 13... Conch horn making lessons, Cruising regattas and other shenanigans from the 2018 cruising season in Georgetown Bahamas!!!! Thank you to everyone who was part of the adventure! Thank you ALL so much for watching! Check out Another Adventure merchandise in the Another Adventure store! ...
Authentic Bahamian Racing
Another Adventure

Authentic Bahamian Racing

Episode 12...Authentic Bahamian racing with a boat collision resulting in a sunken boat and a salvage operation! watch as a young team of sailors save Termite! Check out Another Adventure merchandise in the Another Adventure store!
Crazy Anguilla Sailboat Race
Distant Shores TV

Crazy Anguilla Sailboat Race

We tangled our mast in their rigging. We nearly sank! We had an amazing day! Anguilla Boat Racing is VERY exciting and I was very lucky to get to be aboard one of the island sloops for the first major race of the season. The boats are packed with 21 crew, 2 of whom spent most of the race bailing...
Oyster Antigua Regatta – Sailing Britican – Part 1
SailingBritican

Oyster Antigua Regatta – Sailing Britican – Part 1

Find out if Britican wins the Oyster Antigua Regatta. This video includes footage of professional photos and video clips detailing the before, during and after's of the Oyster Regatta in Antigua. The course goes from English Harbour to Nonsuch Bay to Jolly Harbour and back. Read the article ...
Wahzoo (Clockwork) | Monster Mash Halloween Regatta
Sailing Triteia

Wahzoo (Clockwork) | Monster Mash Halloween Regatta

Monster Mash Halloween Regatta DEL REY YACHT CLUB Marina del Rey, California Saturday, October 17, 2015 This video documents our sail in the regatta. The sailing vessel Wahzoo took on the name Clockwork for the race and its crew of Droogs battled it out in 16 knot winds. We captured 3rd Place ! ...
Hoorn 2005-Albin Vega 27 sailboats racing
Cruising Lealea

Hoorn 2005-Albin Vega 27 sailboats racing

Albin Vega 27 at Hoorn 2005. Exciting footage of sailboats racing. For more information on the Albin Vega 27 sailboat please visit For more sailing adventures see our other Playlists: "Honolulu: The Beginning" - "Cruising Lealea in Alaska" - "Sailing the Pacific Coast&...
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