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 1-9 of 9 results
Day in the Life of Liveaboard Sailors: Cleaning, Snorkelling, and Sailing!
Holly and Ray

Day in the Life of Liveaboard Sailors: Cleaning, Snorkelling, and Sailing!

We started the week by catching up on chores in St. Thomas, a mundane but necessary task. Holly went for a swim/snorkel around the anchorage and saw some beautiful sea life. The arrival of a large cruise ship solidified our decision to head somewhere new, so we pulled up the anchor and sailed to St....
This could have ended BADLY…
Sailing Good, Bad, and Ugly

This could have ended BADLY…

Want Real-Time Updates?! Support our channel! Would you like to buy us a beer or one time gift Check out our amazon store front to see products from our refit, camera gear we use, and favorite boat gear. Merch! Support our channel and get something Awesome in return! We upload a new video ev...
Discussing Lithium Batteries for our Boat | SAILING THE CARIBBEAN
Holly and Ray

Discussing Lithium Batteries for our Boat | SAILING THE CARIBBEAN

This week we sailed back to St. Thomas to drop our family off at the airport and checked out a new anchorage with some very friendly wildlife…🐢 We had two turtles hanging out right behind our boat! Holly upgraded her Captain’s License, and we discussed our plans to address our recent power supply ...
FULL Boat For the Holidays! | SAILING THE CARIBBEAN
Holly and Ray

FULL Boat For the Holidays! | SAILING THE CARIBBEAN

This week we welcomed aboard our family for the holidays!🎄Together, we sailed to Christmas Cove to check out Pizza Pi VI- the local floating pizza shop. We dealt with some power supply/generator issues, explored the nearby beaches, and grilled up a steak dinner while on anchor. What did you do for t...
What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]
Rigging Doctor

What Would You Do on a Private Island? | Sailing Wisdom [S4 Ep9]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: The USVI has been a sailing dream come true but ...
Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]
Rigging Doctor

Make YOUR BOAT BETTER For CHEAP? | Sailing Wisdom [S4 Ep8]

▸ PAINTING COMMISIONS: [email protected] ▸ THE VIEW: Joy of Life Villa, St. John: ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: Join H...
Sailing in the USVI | Sailing Wisdom [S4 Ep7]
Rigging Doctor

Sailing in the USVI | Sailing Wisdom [S4 Ep7]

▸ PAINTING COMMISIONS: [email protected] ▸ SUBSCRIBE DIRECTLY with us so you never miss an episode: ↓BINGE WATCH↓ CROSSING THE ATLANTIC THE 1ST TIME: CROSSING THE ATLANTIC THE 2ND TIME: SAILING AROUND EUROPE: VAN TRIP THROUGH EUROPE: What is it like to cruise in the USVI, the sailo...
Season 4 Trailer: Sailing The Caribbean in 4K
Rigging Doctor

Season 4 Trailer: Sailing The Caribbean in 4K

Get excited for season 6 of Rigging Doctor in which we take you sailing in the Caribbean! Learn why this is dubbed the “Sailor’s Playground” and enjoy magical places that may be familiar or brand new! 0:00 Welcome to the Caribbean Patreon: Merchandise: Instagram: Facebook: Website: Painting...
USVI to FLORIDA PART 1//Flying to St Thomas with Special Guests-Episode 34
Sailing Dauntless

USVI to FLORIDA PART 1//Flying to St Thomas with Special Guests-Episode 34

This week we are flying to St Thomas, USVI, to meet up with Muse, a Sunreef 70, and help deliver her to Florida. We are especially excited for this trip because we have 2 special guests joining us. Come along as we explore the Caribbean, climb mountains and swim with turtles on the first leg of this...
WeBoating
Logo
Shopping cart