Watch Sailing & Boating Adventures Around the World – Page 9 of 137
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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?
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
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 💔
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!
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
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
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
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...
Episode 4: After Hitting the Reef, I’m Alone and Trying to Bring Calico Skies Back
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...
Sailing South for the Winter: Solo Leaving Block Island
After leaving Newport, Rhode Island, I set sail solo—just me and the dogs—toward Block Island. It’s one of the most beautiful spots on the East Coast, but when the weather turned, it became a wild few days riding out a storm at anchor. Once the skies cleared, it was time to start the long journey so...
Sail Plans REVEALED 😱 (Custom Aluminum Catamaran Build Pt. 43)
After soooo much research and planning, we're super excited to reveal our sail plan for Delos 2.0 🥳. We've been working closely with Quantum Sails to really hone in on our needs and preferences to come up with something that will give us performance, versatility, and durability to tackle ...
BUILD ➜ SAIL: Installing the Sailing Hardware ⛵️
We're building a custom aluminum expeditionary catamaran from scratch, and in our latest episode we're taking you on a deep dive into the sailing hardware install! Watch the full episode here:
Wasn’t Supposed to Be This Rough… Solo to Newport, RI
Start speaking a new language in 3 weeks with Babbel 🎉. Get up to 55% OFF your subscription ➡️ Here: I set sail solo from Bridgeport, Connecticut, heading for Newport, Rhode Island — expecting a calm run up the coast. It turned out to be anything but calm. What was supposed to be an easy day quick...
Episode 3: Haul Out After Hitting the Reef – How Bad Is the Damage? Rudder Trouble Again?!
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...
Sailing Croatia with 4 Beautiful Crew | 1.5 Hour Adventure Film
Join me and an incredible all-female crew of four as we charter a luxury catamaran to explore the jaw-dropping Croatian coast. For seven unforgettable days, we sail from Split to the islands of Hvar, Vis, and Korčula — crystal blue water, hidden coves, epic sunsets, and more laughs than we could ha...
BUILD ➜ SAIL: Installing the Sailing Hardware ⛵️ (Aluminum Catamaran Build Pt. 42)
Get behind the scenes with exclusive bonus content, early & ad free videos, meet up invites, and more! We're back at it with the sailing hardware! You might recall that this was one of the last projects that we had been really focused on before leaving to French Polynesia, and it fe...
Organized Chaos: 100 Boats Depart the Annapolis Boat Show!
The Annapolis Boat Show is over, but the real work begins! At sunrise, I head back to the docks to help with the massive teardown — floating docks are being dismantled, crews are casting off lines, and nearly 100 boats start departing in a well-orchestrated bit of organized chaos. I’m helping move ...
What Happened to Our Boat?! (Back At The Build!) 🛠️ Aluminum Catamaran Build Pt. 41
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: The moment is finally here that I know so many of you have been super excited for, we're back at the build! It was such a happy reunion...
Episode 2: Heavy Seas & Healing a Heavy Heart & Answering the Question Everyone keeps Asking 🧐
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! In...
Welcome back LAURA! With her two kids!
Laura — one of the original Sailing Doodles crew and a fan favorite — joins me in Annapolis for a special reunion! This time, she’s brought her two kids along for the adventure. We head to the Annapolis Boat Show, where I show her the brand-new Island Spirit 525 Catamaran — the very model I’ll be g...
Day ONE of our TWO Week Sail from TAHITI to HAWAII | Episode 316
Welcome back to another episode of WE|Sail! We had done about a week of good hard work to prep the boat for this long sail north to Hawai'i and now it was go time!! It had been a good week and we had been able to tackle just about every known issue with this well used, 13 year old boat, as ...
THIS IS THE END 🥹
After 14 years & 55,000 nautical miles, Kazza has accomplished something that feels crazy to even say out loud...Join us for the final miles of her complete circumnavigation of planet earth and relive all the magic with us. Watch the full episode here:
THIS IS THE END 🥹…Sailing Vessel Delos Ep. 527
Use code SVDELOS at the link below to get an exclusive 60% off an annual Incogni plan: Can't believe this episode is finally here 🥹 It’s the end of a circle that’s been 14 years in the making. After 54,508 nautical miles, countless laughs, storms, sunrises, and everything in between — Kazza h...