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 1-12 of 12 results
Boat Electrical Fires in San Blas ⚡ Power Risks Every Cruiser Should Know
Sailing Big Lost

Boat Electrical Fires in San Blas ⚡ Power Risks Every Cruiser Should Know

Sailing in San Blas, Panama comes with incredible beauty—but recent boat electrical fires have cruisers seriously concerned. In this episode of Sailing Big Lost, we talk about power risks at anchor, generator considerations, and lessons every cruiser should know. It’s been a rainy and overcast week...
Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos
Sailing Big Lost

Sailing Into Guna Yala: From Puerto Obaldía to Isla Pinos

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tue...
We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia
Sailing Big Lost

We Traded the Ocean for the Mountains | Our Journey to Minca, Colombia

We’re a family sailing full-time, exploring the Caribbean and Central America aboard our sailing catamaran Big Lost. New episodes every Tuesday at 10:30 AM ET. In this episode of Sailing Big Lost, we head inland for a change of scenery—trading the Caribbean coast for the lush mountains of Minca, Co...
From Sea to Summit: Sailing Martinique & Climbing Mount Pelée
Sailing Big Lost

From Sea to Summit: Sailing Martinique & Climbing Mount Pelée

Over the past week, we sailed down the eastern coast of Martinique – a charming French island in the Eastern Caribbean. We explored the colorful towns of Fort-de-France, Petite Anse d’Arlet, and Saint Anne… and ate more baguettes than we care to admit! The highlight of the week? Hiking Mount Pelée ...
Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes
Sailing Big Lost

Boat Life in Sint Maarten: Dinghies, Beaches & Island Vibes

Yes, we’re still in Sint Maarten… and honestly, we’re not mad about it! We’ve been anchored in Simpson Bay for over a week now, and this island is quickly winning us over. Sint Maarten is truly a cruiser’s paradise—getting around by dinghy is easy and efficient, with everything you need just a short...
The Truth About Our Boat Buying & Selling Journey
Sailing Big Lost

The Truth About Our Boat Buying & Selling Journey

We bought a catamaran. Then we sold it. Now we’re living the landlubber life in Florida… while working our way through the contract contingencies on our next catamaran. ⛵️🌴 Yep, it’s been a journey — full of wild lessons, emotional decisions, and a whole lot of growth. In this video, we’re opening ...
Sailing Big Lost: Our Story & Goodbye
Sailing Big Lost

Sailing Big Lost: Our Story & Goodbye

Every journey has a beginning—and an evolution. In this episode, we take a trip down memory lane to share how we got here, from dreaming of life on the water to making it a reality. We say goodbye to Big Lost, our first catamaran, as we close escrow and hand her over to her new owners. But don’t wo...
First Time in the Exumas! Sailing Through Paradise 🇧🇸✨
Sailing Big Lost

First Time in the Exumas! Sailing Through Paradise 🇧🇸✨

Join us as we set sail from Rock Sound, Eleuthera after a much-needed sail repair and make our way to the stunning Exumas for the very first time! Our journey takes us to Allan Cay, where we come face-to-face with the famous Rock Iguanas and get our first taste of the beauty these islands have to of...
Struggles in Nassau & Bittersweet Reunions in Andros
Sailing Big Lost

Struggles in Nassau & Bittersweet Reunions in Andros

In this episode, we arrive in Nassau, the vibrant heart of The Bahamas, marking a bittersweet goodbye to cherished friends. While tackling essential fiberglass repairs, we find ourselves dreaming of the day when boat work gives way to the carefree adventures we've long imagined. After weeks of ...
Unlocking the Secrets of the Deep with PADI (Open Water Course)
Sailing Big Lost

Unlocking the Secrets of the Deep with PADI (Open Water Course)

Join us on Sailing Big Lost as Conor, Finn and Maddie go through the process of achieving their Padi Open Water Diver Certification with Blue Water Divers in the BVI. Maddie is the youngest age (10 yrs) in which one can earn the certification, so we were super proud of her! Please subscribe to our...
Setting Sail: Our First Adventure Aboard the New Catamaran
Sailing Big Lost

Setting Sail: Our First Adventure Aboard the New Catamaran

Finally the time has arrived where we get to spend some time on our own catamaran and see for ourselves if we made the right decision purchasing The Big Dog. Join us as we once again sail the British Virgin Islands and learn how to sail our own sailing vessel. We are very excited to share our adve...
Sailing lessons ASA 101 & 103: The Good, The Bad, The Ugly
Sailing Big Lost

Sailing lessons ASA 101 & 103: The Good, The Bad, The Ugly

Join us on our sailing adventure! In this episode, we embark on a new chapter of our journey as we dive into the world of sailing! Having recently purchased our dream catamaran, we realized it was time to learnt the ropes (quite literally) and enrolled in an intensive week-long sailing course abo...
WeBoating
Logo
Shopping cart