Watch Sailing & Boating Adventures Around the World – Page 9 of 138

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The Last Sail: Why We Had to Leave the British Virgin Islands
Sailing Doodles

The Last Sail: Why We Had to Leave the British Virgin Islands

Today we wrap up an incredible week of sailing in the British Virgin Islands! ⛵🌴 We lifted anchor at Jost Van Dyke one last time and set a course toward Tortola’s beautiful West End. Soper’s Hole is one of the most colorful spots in the BVI, so we stopped in for lunch at the iconic Pusser’s Rum Bar...
Episode 7: Harder than I Thought: Sailing Alone on the Pacific after Divorce
Calico Skies Sailing – New Horizons

Episode 7: Harder than I Thought: Sailing Alone on the Pacific after Divorce

This is my new channel where I will continue the story aboard Calico Skies, but with a fresh perspective, new adventures, and the same passion for sailing, discovery, and storytelling that has always been at the heart of my journey. Please Subscribe and continue with the journey of Calico Skies! Ov...
We Only Had One Shot… Here’s How It Went 🛠️ Aluminum Catamaran Build Pt. 48
Sailing SV Delos

We Only Had One Shot… Here’s How It Went 🛠️ Aluminum Catamaran Build Pt. 48

AG1 has their best offer ever - subscribe with our link and you’ll unlock 7 free gifts worth $126 as well We've got a suuuuper cool episode that we've been so excited to share with you. It's probably one of the projects we've gotten the most comments/questions about in the buil...
Perfect Day at Soggy Dollar… + Want to Join My Crew?
Sailing Doodles

Perfect Day at Soggy Dollar… + Want to Join My Crew?

Today we sail into one of the most iconic places in the entire BVI — White Bay on Jost Van Dyke, home of the world-famous Soggy Dollar Bar! It was a perfect beach day with the crew (even though I didn’t film a ton… we were having too much fun 😅). After soaking up the sun in White Bay, we moved the ...
How WE Met? | The Story WE’ve Never Told | A Sailors Love Story – Episode 319
WE|Sail

How WE Met? | The Story WE’ve Never Told | A Sailors Love Story – Episode 319

Welcome back to another episode of WE|Sail! This weeks episode is a little different. The story we've never told. After seven years of documenting our sailing adventures around the world, we're finally sharing the story that started it all- how WE became we. Before the ocean, before th...
Perfect Downwind Sail to Jost Van Dyke! | Bubbly Pool Adventure & Cane Garden Bay
Sailing Doodles

Perfect Downwind Sail to Jost Van Dyke! | Bubbly Pool Adventure & Cane Garden Bay

Today we had an absolutely perfect four-hour downwind sail from Anegada to Jost Van Dyke here in the beautiful British Virgin Islands. Conditions couldn’t have been better — blue water, steady breeze, and a happy crew enjoying every mile. Once we arrived at Jost Van Dyke, we headed straight for the...
45-Foot Catamaran to Anegada | British Virgin Islands Sailing Adventure
Sailing Doodles

45-Foot Catamaran to Anegada | British Virgin Islands Sailing Adventure

Today we set sail from Virgin Gorda to the unique and beautiful island of Anegada — and it ended up being one of our fastest and most fun sails of the entire BVI trip. With perfect wind, flat seas, and the crew looking amazing on the bow, we made the crossing in record time. Anegada is totally diff...
Prepping one of our BIGGEST Projects Yet 🛠️ (Aluminum Catamaran Build Pt. 47)
Sailing SV Delos

Prepping one of our BIGGEST Projects Yet 🛠️ (Aluminum Catamaran Build Pt. 47)

Huge thank you, again, to Holzkern for being a sponsor on the channel! Click my link to save up to 30% site-wide in their biggest sale of the year—limited time only. Be sure to check out all of their catalogue, for both yourself or a gift for a loved one! It's crunch time here in the workshop...
BIKINI Workout While Sailing to THE BATHS!
Sailing Doodles

BIKINI Workout While Sailing to THE BATHS!

Start your day at Cooper Island, sail to one of the most iconic spots in the entire Caribbean, and wrap things up with a night you won’t forget. This was one of those PERFECT days in the BVI. We left Cooper Island early and made the short sail over to The Baths on Virgin Gorda, easily one of the mo...
WE|Sail’s Favorite VIDEOS | Happy Thanksgiving
WE|Sail

WE|Sail’s Favorite VIDEOS | Happy Thanksgiving

Ahoy WE|Sailors!!!! This week we are skipping out on an episode and making sure everyone spends some time with family for the holiday. This is a time to give gratitude and we have so much to our family, friends and sailing community who have supported us through all these years. WE promise we wil...
Building a Boat Is NOT What You Think 🛠️
Sailing SV Delos

Building a Boat Is NOT What You Think 🛠️

Watch the full episode here: We're back in full swing at the build. And in this week's episode, we're really taking you right into the middle of it. We explore what it's really like to build a boat- how ticking off projects isn't really a linear to-do list, but rather a sp...
BVI Magic: Stunning Crew Snorkels The Indians + 9-Knot Sail to Cooper Island!
Sailing Doodles

BVI Magic: Stunning Crew Snorkels The Indians + 9-Knot Sail to Cooper Island!

Day 2 sailing through the British Virgin Islands and it was absolutely perfect. This morning we left Norman Island and sailed over to The Indians, one of the most breathtaking snorkel sites in the entire BVI. The water was crystal clear, the coral was vibrant, and the ladies looked amazing exploring...
Building a Boat Is NOT What You Think (Aluminum Catamaran Build Pt. 46)
Sailing SV Delos

Building a Boat Is NOT What You Think (Aluminum Catamaran Build Pt. 46)

Going to therapy is a sign of strength, not weakness. My paid partner BetterHelp makes therapy simple, with 10% off your first month to help you get started: Ahoy Delos Tribe! After a few big and emotional episodes wrapping things up on Delos 1, we are back in full swing at the build. And in this...
New Crew, New Catamaran… and a Wild First Day in the BVI!
Sailing Doodles

New Crew, New Catamaran… and a Wild First Day in the BVI!

Join me as we kick off an incredible week-long sailing charter in the British Virgin Islands! We fly into the BVI to meet up with two new beautiful crew members and a returning favorite — Lauryn. After hopping aboard a brand-new Fountaine Pajot Elba 45, we set off on our first sail of the trip. Our...
End of An Era: Packing Up Our Boat Forever 🥹
Sailing SV Delos

End of An Era: Packing Up Our Boat Forever 🥹

Watch the full episode here: Ahoy Delos Tribe, well these sentimental videos just keep rolling in one after another! In this week's episode we pack away 15 years of memories and a lifetime at sea, haul out Delos, park her next to Delos 2.0, and start to take a look at what it's gonna tak...
Can We Vacuum Bag Our Own Carbon Fiber? Sailboat DIY Project!
Travel Sketch

Can We Vacuum Bag Our Own Carbon Fiber? Sailboat DIY Project!

Watch Part 1, where we shaped the foam core in preparation for the vacuum infusion process:  Following on from the last video, we're continuing to build custom carbon fiber tables for our sailing home. It's a project we started because the old rear cockpit table was yet another Leopard Ca...
End of An Era: Packing Up Our Boat Forever 🥹 Sailing Vessel Delos Ep. 529
Sailing SV Delos

End of An Era: Packing Up Our Boat Forever 🥹 Sailing Vessel Delos Ep. 529

Shop our brand new Delos 2.0 Burgee Flags: Ahoy Delos Tribe, well these sentimental videos just keep rolling in one after another! In this week's episode we pack away 15 years of memories and a lifetime at sea, haul out Delos, park her next to Delos 2.0, and start to take a look at what it&#...
The Last Sail of Nauti Dogs?
Sailing Doodles

The Last Sail of Nauti Dogs?

I’m sailing the boat down the East Coast for the final time before hauling her out of the water and storing her on land while the Nauti Dogs prize competition finishes up! In this episode I make the run from Atlantic City to Cape May, then across the Delaware Bay and up the Chesapeake to Annapolis,...
Another Day, Another Problem: Final Sail to Hawaii – Episode 318
WE|Sail

Another Day, Another Problem: Final Sail to Hawaii – Episode 318

Welcome back to another episode of WE|Sail! Get some merch from our new collection: 🔔 SUBSCRIBE for our continuing journey: FOLLOW our day-to-day updates: Instagram: Facebook: ⚓ Support us on Patreon and join our sailing charters: 📆 Want to come Sail with us for the next WE|Sa...
Goodbye, Delos 💔
Sailing SV Delos

Goodbye, Delos 💔

Watch the full episode here: This week's episode still doesn't feel real, and spoiler alert you may want some tissues for this one (even sweet little Sierra shed a few tears watching it 🥹) It's our final miles on Delos as we move her to the marina where we will haul her out, and the...
Living on a Boat in Manhattan for a Week!
Sailing Doodles

Living on a Boat in Manhattan for a Week!

Docked right in the heart of Manhattan at the iconic Chelsea Piers Marina, I got to experience New York City like never before — from the deck of my sailboat! I launched the dinghy and cruised down the Hudson River, exploring the skyline and even making it out to the Statue of Liberty for a once-in-...
Goodbye, Delos 💔 Sailing Vessel Delos Ep. 528
Sailing SV Delos

Goodbye, Delos 💔 Sailing Vessel Delos Ep. 528

Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: This week's episode still doesn't feel real, and spoiler alert you may want some tissues for this one (even sweet little Sierra shed a few tears watching it 🥹) It's our final miles on Delos as we...
Crossing the Equator: Neptune’s Ceremony | Tahiti to Hawaii Delivery – Episode 317
WE|Sail

Crossing the Equator: Neptune’s Ceremony | Tahiti to Hawaii Delivery – Episode 317

Welcome back to another episode of WE|Sail! We're back! Sorry for the two-week hiatus – charters and boat shows took over our lives, but we promise it's still all about the sailing. In this episode, we're five days into our catamaran delivery from Tahiti to Hawaii, and it's be...
Sailing Into New York City! Docking My Boat in the Heart of Manhattan
Sailing Doodles

Sailing Into New York City! Docking My Boat in the Heart of Manhattan

I sailed Nauti Dogs from Long Island Sound down the East River, under some of the most iconic bridges in the world, and right past the Manhattan skyline. From there, I rounded the southern tip of the island, cruised up the Hudson River, and docked right in the heart of New York City at Chelsea Piers...
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