Watch Sailing & Boating Adventures Around the World

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 1-14 of 14 results
SAILING VIRGINS. The best sailing courses on the planet!
Sail Stillwater

SAILING VIRGINS. The best sailing courses on the planet!

Charter Chat – Episode #6: James Kell, Founder & CEO of Sailing Virgins In Episode #6 of Charter Chat, we sit down with James Kell, Founder and CEO of Sailing Virgins, to discuss his journey of building one of the world's leading sailing education and adventure companies. James shares how...
Charter Chat Podcast episode 1. Why the BVI? w/ Alex Cena
Sail Stillwater

Charter Chat Podcast episode 1. Why the BVI? w/ Alex Cena

In this episode, we chat about yacht charters and sailing charters in the British Virgin Islands, the world-renowned mecca of sailing charters. We discuss the ultimate BVI charter itinerary, highlight the best anchorages and hot spots in the British Virgin Islands, and explain why the BVI continues...
Sailing the BVI. Setting sail for Cooper Island
Sail Stillwater

Sailing the BVI. Setting sail for Cooper Island

Our BVI sailing adventure kicks off with an exciting Day 1! We set sail from Nanny Cay, enjoy the beauty of the open water, and arrive at the picturesque Cooper Island. After settling in, we wrap up the day with a delicious dinner at the Cooper Island Beach Club, surrounded by stunning views and isl...
Sailing to the BRITISH VIRGIN ISLANDS | Sailing Sunday | Ep.209
Sailing Sunday

Sailing to the BRITISH VIRGIN ISLANDS | Sailing Sunday | Ep.209

Join us this week on passage sailing from St Maarten to the BVI's. We exit through the famous Simpson Bay Bridge in St Maarten and set sail for an overnight passage to explore an amazing peice of Caribbean Paradise, The Brittish Virgin Islands! SAILING SUNDAY WEBSITE: SAILING SUNDAY SHOP: ...
#169 WHY is the DOLLAR SOGGY in SOGGY DOLLAR in the BVI | Sailing Sisu Leopard 45 Catamaran
Sailing Sisu

#169 WHY is the DOLLAR SOGGY in SOGGY DOLLAR in the BVI | Sailing Sisu Leopard 45 Catamaran

Come join us as we visit the first island in the BVI, Jost van Dyk. We got to buy local South African drinks, SAVANNA, and visited the famous FOXY's and SOGGY DOLLAR. Do you know where the name comes from? Please leave a comment and tell us the story behind the name. A big shoutout to all o...
The Place Where THOUSANDS of Catamarans Were Wrecked… Sailing Ocean Around Ep. 71
Sailing Malou

The Place Where THOUSANDS of Catamarans Were Wrecked… Sailing Ocean Around Ep. 71

We have made it to the BVI's! And this paradise have a lot of amazing stuff to offer! But there is also super much destruction after the hurricane season... Support us by becoming a member of our Patreon Crew! Just click the link to see what its all about. And if you want to see what were do...
Ep 31 Sailboat Shopping: Tayana 52 in Antigua, W.I.
Sailing Talisman

Ep 31 Sailboat Shopping: Tayana 52 in Antigua, W.I.

While in Antigua we take a tour of a 1991 Tayana 52 bluewater cruiser. The boat shows extremely well and we discuss some of the features and benefits of this classic offshore cruiser. At the end of the video I discuss the merits of aft cockpit boats versus center cockpit varieties, and some of the c...
Ep 26 Full Moon Party-Trellis Bay Tortola, BVI
Sailing Talisman

Ep 26 Full Moon Party-Trellis Bay Tortola, BVI

We partake in the Trellis Bay full moon party. Trellis Bay is right next to the airport at Beef Island, Tortola BVI. The party was out of control. Highly recommended!
Ep 25 Crazy Sailing-The “Christmas Trades” kick in with a vengence
Sailing Talisman

Ep 25 Crazy Sailing-The “Christmas Trades” kick in with a vengence

As the trade-winds settle in in the Caribbean, extra strong versions called "Christmas Trades" herald the arrival of the traditional east to west subtropical weather patterns. We got hit hard during this phase, and while it was fun, it was also hard-core.
Ep 24 Sailing The Caribbean-Jost Van Dyke and Cane Garden Bay
Sailing Talisman

Ep 24 Sailing The Caribbean-Jost Van Dyke and Cane Garden Bay

Just a short video of our crossing from Jost Van Dyke to Cane Garden Bay, Tortola. It's a line-of-sight reach across, but the winds were howling!
Ep 23 Home Again-Sailing the Caribbean
Sailing Talisman

Ep 23 Home Again-Sailing the Caribbean

We head to St. Thomas, USVI, get a bit tipsy on the beach the night we arrive, head over to Tortola, BVI the next day, and pick up our Jeanneau 469 (bareboat) for 10 days of epic sailing in the Caribbean.
Ep 9 Sailing the British Virgin Islands – The Indians
Sailing Talisman

Ep 9 Sailing the British Virgin Islands – The Indians

Although we started off at Norman Island, we had strong winds and a whole afternoon to get somewhere, so off we went downwind to "The Indians". Music: Spark by ALBIS City Groove by Jungle Punks Undwater Love by Jerom Ismaae
Ep 5 Sailing the BVI 2015 Leverick Bay to Anegada Island
Sailing Talisman

Ep 5 Sailing the BVI 2015 Leverick Bay to Anegada Island

Ep 5 - BVI Bareboat Charter 2015 Starting at "The Dogs", we sail under fair winds to Leverick Bay and Drake's Anchorage on the east side of Gorda Sound. Next morning, we opt for a quick reach out to Anegada Island, this time with strong wind on the beam. Anegada is different from most...
Ep 4 Sailing the BVIs 2015 Cooper Island to The Dogs
Sailing Talisman

Ep 4 Sailing the BVIs 2015 Cooper Island to The Dogs

Ep 4 - Bareboat Charter 2015 Cooper Island BVI to "The Dogs": We leave Cooper Island and rock upwind under close hauled sails and heavy wind to The Dogs. This episode is more virtual sailing than what we've had so far. The landlocked sailors out there will love it, while casual viewer...
WeBoating
Logo
Shopping cart