Watch Sailing & Boating Adventures Around the World – Page 2 of 2
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 25-44 of 44 results
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...
Credit Card Captains (FAKE it till you SINK it!)
Ahoy, friends! In this video, we dive into the term "Credit Card Captain", what it really means, how it's used in the boating world, and whether we consider ourselves to be one (or two)! If you've spent any time around the docks, you've probably heard someone throw around t...
Sail more, spend less! 6 tips to bareboat on a budget
How to Do a Bareboat Sailing Charter on a Budget | 6 Expert Tips to Save Big! Want to experience the freedom of the open sea without draining your bank account? In this video, We are sharing 6 smart, tried-and-tested tips to help you plan a bareboat sailing charter that’s both unforgettable and af...
No sails, just sunshine! Relaxing at the Hilton La Romana
Join us as we escape to the Dominican Republic for a one-of-a-kind vacation! We started off with a bit of sailing adventure, explored some amazing local spots, and wrapped it all up with a few days of pure relaxation at the Hilton La Romana Adults Only Resort. Think turquoise water, delicious food,...
Our longest sail yet! Puerto Rico to the DR in 8 days.
In this video we take you on an unforgettable 8-day sailing adventure from Fajardo, Puerto Rico to Punta Cana, Dominican Republic! This offshore passage took us across the challenging Mona Passage and through some of the most stunning and remote stops in the Caribbean. From the peaceful anchorages...
How these YouTubers inspired us (and why you should watch them too)
Every creator has their inspirations, and today, we’re sharing the five YouTube channels that motivated us to start SailStillwater! These channels have shaped the way we approach sailing, storytelling, and content creation. Do you follow any of these channels? Or do you have your own favorites that...
The Soggy Dollar Bar on Jost Van Dyke, in the British Virgin Islands. Voted best in the Caribbean!
"Discover the Iconic Soggy Dollar Bar on Jost Van Dyke, British Virgin Islands" Voted as the #1 beach bar in the caribbean by USA Today! Join us on a tropical adventure to the world-famous Soggy Dollar Bar, located on the stunning shores of Jost Van Dyke in the British Virgin Islands. Kno...
Exploring Bimini Bahamas. Things to do (including scuba diving with SHARKS)!!!
Exploring Bimini, Bahamas | A Tropical Paradise Awaits! Join us as we explore the beautiful island of North Bimini Island in the Bahamas! Known for its crystal-clear waters, vibrant marine life, and rich history, Bimini offers the perfect getaway for nature lovers and thrill-seekers alike. In thi...
Exploring the British Virgin Islands by boat. Why this trip should be on your BUCKET LIST!!!
Set sail with us for an unforgettable week in the British Virgin Islands! 🌊🏝️ From the stunning rock formations of The Baths to the vibrant underwater world at The Indians and Norman Island’s caves, every stop on this journey is a dream come true. Explore the charm of Cooper Island, the lively vibe ...
Sailing the BVI. Willy T and the Indians
Join us as we explore the legendary Norman Island in the beautiful British Virgin Islands! 🌴 We kick off our adventure snorkeling the famous caves, teeming with vibrant marine life and hidden treasures. Then, we make our way to the iconic Willy T floating bar, where fun and unforgettable moments aw...
Sailing the BVI. North Sound Virgin Gorda
On day 2 of our bare boat charter in the British Virgin Islands, we bring you along with as we leave Cooper Island and head to North Sound on Virgin Gorda. On the way we stop at Great Dog, which is known for being a popular snorkeling spot in the BVI. Once to North Sound we heads to Bitter End yac...
Sailing the BVI. Setting sail for Cooper Island
Our BVI sailing adventure kicks off with an exciting Day 1! We set sail from Nanny Cay, enjoy the beauty of the open water, and arrive at the picturesque Cooper Island. After settling in, we wrap up the day with a delicious dinner at the Cooper Island Beach Club, surrounded by stunning views and isl...
Best BVI beach bar! Nigel’s boom boom beach bar. Things to do on Tortola!
Discover the ultimate beach bar experience on Tortola at Nigel’s Boom Boom Beach! 🌴🍹 Located on the pristine sands of Smuggler’s Cove, this hidden gem is all about good vibes, refreshing drinks, and breathtaking views. Whether you’re sipping Nigel’s famous rum punch or enjoying the laid-back island ...
Sailing the BVI. Soggy Dollar Bar on Jost Van Dyke
Day 5 in the British Virgin Islands: Jost Van Dyke & White Bay Adventure Join us for another breathtaking day in the British Virgin Islands! On Day 5, we visit the iconic Jost Van Dyke and dive into the vibrant beauty of White Bay. Famous for its crystal-clear waters and powdery sand, White Bay ...
2024 year in review. Thanks for sailing with us! BONUS sneak peak at 2025
What a year it’s been! From thrilling sailing adventures to moments of growth and learning, 2024 was an unforgettable journey. In this video, we’re reflecting on the highlights, sharing our favorite moments, and celebrating the incredible community that makes SailStillwater possible. Thank you fo...
Sailing the BVI. Seeking shelter (& RUM) at Foxy’s
Join us on Day 4 of our sailing adventure as we navigate from Leverick Bay to Great Harbour on Jost Van Dyke, all while braving some rainy weather. Despite the drizzle, the beauty of the islands never fades, and we make the most of the day. Watch the full journey unfold as we sail through the Caribb...
Sailing the BVI. The Baths National Park on Virgin Gorda
Join us as we head out on an adventure in an open air pickupas we explore the island of Virgin Gorda, one of the most stunning islands in the British Virgin Islands! In this video, we take you to the famous Baths, a unique and breathtaking natural wonder known for its massive granite boulders, cryst...
Sailing the British Virgin Islands
Join us as we start our BVI bareboat charter adventure with an overnight stay at Nanny Cay marina on Tortola. This charter we will be on Limin, a 45' Fountaine Pajot catamaran from Navigare Yachting. In this video we introduce you to our amazing crew, explore the marina and share a glimpse of...
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...