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.

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10 reasons your next vacation should be a sailing charter!
Sail Stillwater

10 reasons your next vacation should be a sailing charter!

10 reason why we think your next vacation should be a sailing charter. A sailing charter could be the ultimate way to escape the ordinary and experience a truly unforgettable vacation on the water. In this video, we reveal 10 reasons why a sailing charter should be your next vacation—from explorin...
The Charter Captain everyone wants, in the BVI
Sail Stillwater

The Charter Captain everyone wants, in the BVI

Join us for an inspiring conversation with Captain Jason Geyser, one of the most requested yacht charter captains in the British Virgin Islands (BVI). In this episode, Jason shares his journey into the world of luxury yacht charters, his lifelong passion for sailing, and the hospitality-first minds...
Been to the BVI? Sail these islands next!
Sail Stillwater

Been to the BVI? Sail these islands next!

If you have sailed the British Virgin Islands and are looking for a new challenge or just new scenery, look into sailing Antigua or the Abacos Bahamas. In this video, we're comparing Antigua and The Abacos in the Bahamas as two of the best alternatives to a BVI sailing charter. Whether you�...
Which dream vacation is right for you? Here is ours!
Sail Stillwater

Which dream vacation is right for you? Here is ours!

If you’ve ever dreamed about sailing through the Caribbean, waking up in a new island paradise every day, and skipping crowded resorts… this is your sign to make it happen. In this video, we break down exactly why booking a sailing charter in the British Virgin Islands (BVI) might be the best vacat...
Charter Chat #3. Elite Catamaran Charters w/Lisa Nichols
Sail Stillwater

Charter Chat #3. Elite Catamaran Charters w/Lisa Nichols

charter broker, yacht charter, bareboat charter, crewed charter, sailing, travel insurance, yacht brokerage, sailing charter, sailing destinations, yacht features In this episode, Jillian speaks with Lisa Nichols, a charter broker and owner of Elite Catamaran Charters. They discuss Lisa's jour...
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...
Culebra BLEW our minds! day 5
Sail Stillwater

Culebra BLEW our minds! day 5

Welcome to the beautiful island of Culebra, Puerto Rico, where the crystal clear waters and pristine beaches create a serene haven for all who visit. Join us as we explore this stunning Caribbean gem, sailing across its azure waters and discovering its secluded spots. This 4K video captures the esse...
Sailing from St Croix to Culebra. USVI-SVI  Day 4
Sail Stillwater

Sailing from St Croix to Culebra. USVI-SVI Day 4

Day 4 of our Caribbean sailing adventure in the VIRGIN ISLANDS on a bareboat charter through the U.S. and Spanish Virgin Islands! Today we sail from St. Croix (USVI) to the island of Culebra, Puerto Rico, a favorite stop for cruisers and sailors traveling between the Virgin Islands and Puerto Ric...
Best beach to visit in the Virgin Islands. Sailing adventure day 3
Sail Stillwater

Best beach to visit in the Virgin Islands. Sailing adventure day 3

Today we leave Christiansted, St. Croix and sail to Buck Island, one of the most beautiful spots in the U.S. Virgin Islands. We drop anchor and spend time enjoying Buck Island’s incredible beach, crystal-clear water, and relaxed island vibes. From there, we continue sailing toward Frederiksted, St....
BVI mooring ball failure = DISASTER!
Sail Stillwater

BVI mooring ball failure = DISASTER!

In this video we dive into the question: Are mooring balls safe in the BVI? We take a close look at the incident involving The Wandering Hillbilly, when his boat broke free from a mooring ball and ended up drifting and grounding — a dramatic reminder that mooring balls aren’t automatically “safe.” ...
BVI sailing charter itinerary
Sail Stillwater

BVI sailing charter itinerary

7-Night Bareboat Sailing Itinerary in the BVI | British Virgin Islands Yacht Charter Adventure Come aboard as we take you on our bareboat sailing adventure through the British Virgin Islands — one of the most iconic and beginner-friendly cruising grounds in the world. In this video, we break down ...
Before we sail. Boat prep & provisioning
Sail Stillwater

Before we sail. Boat prep & provisioning

⛵️ Sailing Charter in the BVI | Boat Prep, Checkout & Provisioning Welcome aboard! In this video, we take you behind the scenes of our sailing charter adventure in the beautiful British Virgin Islands 🇻🇬. From prepping the boat and completing the charter company’s checkout process, to provision...
Tour the Bali 4.8. Luxury charter catamaran in the BVI
Sail Stillwater

Tour the Bali 4.8. Luxury charter catamaran in the BVI

Welcome aboard the Bali 4.8 sailing catamaran- On a Whim – our largest charter boat yet! In this video, we give you a full Bali 4.8 walkthrough tour, highlighting the spacious design, luxury features, and everything that makes this catamaran charter yacht one of the most popular choices for sailing...
We’ve been hiding the truth! Sailing is HARD WORK!
Sail Stillwater

We’ve been hiding the truth! Sailing is HARD WORK!

In this video we reveal the secret that we haven't told anybody— turquoise bareboating a sail is HARD WORK! People see our videos and all they see is turquoise waters, light breezes, and the freedom of life at sea. But what they don’t often see is everything that happens before we even raise th...
Sailing trip? Here’s what to pack!
Sail Stillwater

Sailing trip? Here’s what to pack!

⛵ How to Pack for a Sailing Charter | Ultimate Packing Guide 🧳 Heading out on a sailing charter as a skipper? Whether you're a first-timer or a seasoned pro, packing smart is essential for a smooth voyage. In this video, I’ll walk you through exactly what you need to bring (and what to leave ...
CHASING BUBBLES around the Virgin Islands! ⛵️ Let’s Bring Her Back WITH A BANG!  🎉  l ep.61
Spear It Animal

CHASING BUBBLES around the Virgin Islands! ⛵️ Let’s Bring Her Back WITH A BANG! 🎉 l ep.61

Get your free LMNT Sample Pack with any purchase at Also try the new LMNT Sparkling — a bold, 16-ounce can of sparkling electrolyte water. Join the Next Chasing Bubbles Regatta HERE (APRIL 9th, 2025)- You can charter a boat or sail in a vessel of your own...For more information and to keep up wit...
Where to stay in St. Thomas, before your sailing charter
Sail Stillwater

Where to stay in St. Thomas, before your sailing charter

In this video we hilight a hotel on St. Thomas that is perfect for overnighting for one night while passing through St. Thomas on your way to the British Virgin Islands. Olga's Fancy is a quiet hotel that is close to the airport as well as a short walk to the ferry terminal. There is a food opt...
Sailing charter almost ruined by tropical storm…
Sail Stillwater

Sailing charter almost ruined by tropical storm…

In the days leading up to our recent bareboat sailing charter in the British Virgin Islands, the weather forecast predicted severe conditions, including a low-level hurricane. We flew into St. Thomas and took a ferry to Tortola a few days before our charter was set to begin. Fortunately, the weather...
Things to know before you go on your sailing charter
Sail Stillwater

Things to know before you go on your sailing charter

Before you set sail here are 5 tips on things to know, before you go on a bareboat sailing charter. We'll talk a little bit about what and how to pack, how much money to plan for, being flexible with your itinerary, how to enjoy living on island time, and how to plan ahead so you dont sweat the...
Sailing Life – The Final Chapter On Britican
SailingBritican

Sailing Life – The Final Chapter On Britican

Visit SailingBritican.com for articles, how-to's, checklists, and more! And to book a week-long sailing experience in St Martin: Are you new to the sailing cruiser life and boat ownership? Make sure to get our guide, Checklists for Sailors. You'll reduce the feeling of overwhelm quickly....
Are You Too Old For Sailing
SailingBritican

Are You Too Old For Sailing

Join me on Britican for a sailing experience like no other! If you and your partner are interested in living the sailing cruising life but don't know where to start, take a test drive on my 56' Oyster yacht to determine if the sailing life is for you and the specific skills and steps requi...
Chartering a Sailboat in Mexico!
Sailing Doodles

Chartering a Sailboat in Mexico!

Check out Growatt's Infinity 1500 here: or on Amazon: 1)Additional website discount with code "GrowattBF" 2) Amazon code "15%off" We chartered a Jeanneau 519 in La Paz Mexico to go cruise through the Sea of Cortez! This channel is funded by viewers like you. Please he...
SAILING FAMILY SEPARATE! Kim & Sienna have left Britican!
SailingBritican

SAILING FAMILY SEPARATE! Kim & Sienna have left Britican!

Finally, a long awaited Sailing Britican YouTube Channel Update. Discover what's been going on since our last update video in June. Find out why Kim & Sienna are leaving the boat and what Simon's plans are. As mentioned in the video, read Kim's recent article, 'Is there Lif...
Let’s Go Sailing! #shorts #sailinglife
SailingBritican

Let’s Go Sailing! #shorts #sailinglife

Come sailing on Britican. Visit SailingBritican.com
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