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Sailing trip? Here’s what to pack!
Sail Stillwater

Sailing trip? Here’s what to pack!

⛵ How to Pack for a Sailing Charter | Ultimate Packing Guide 🧳 Heading out on a sailing charter as a skipper? Whether you're a first-timer or a seasoned pro, packing smart is essential for a smooth voyage. In this video, I’ll walk you through exactly what you need to bring (and what to leave ...
Sailing on a budget #sailstillwater #boattrip #sailing #budget
Sail Stillwater
Credit Card Captains (FAKE it till you SINK it!)
Sail Stillwater

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...
Coffin Island, sailing Puerto Rico #sailstillwater #sailing #boattrip #offshoresailing #
Sail Stillwater
Sail more, spend less! 6 tips to bareboat on a budget
Sail Stillwater

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...
We live like kings! #sailstillwater #boattrip #sailing #adventuretravel
Sail Stillwater
No sails, just sunshine! Relaxing at the Hilton La Romana
Sail Stillwater

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,...
Sailing Puerto Rico to the DR in 8 days! #shorts #sailing #adventuretravel #sailstillwater
Sail Stillwater

Sailing Puerto Rico to the DR in 8 days! #shorts #sailing #adventuretravel #sailstillwater

8 days of sailing adventure from Puerto Rico to the DR! #sailstillwater #sailing #boattrip #travel
Our longest sail yet! Puerto Rico to the DR in 8 days.
Sail Stillwater

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...
EPIC sailing! But first, Puerto Rico!
Sail Stillwater

EPIC sailing! But first, Puerto Rico!

Come along as we explore Old San Juan Puerto Rico for one day, before setting sail through the crystal-clear waters of Puerto Rico! From the vibrant shores of San Juan to the hidden gem island along the south shores of Puerto Rico, this unforgettable sailing trip was filled with breathtaking sunsets...
Sail on sailor #sailing  #resort  #hiltonlaromana #hobiecat
Sail Stillwater
Nice quiet anchorage ruined by idiot on rental boat #boatfails #idiotsinboats #unsafe
Sail Stillwater
Sailing Puerto Rico enroute to Punta Cana Dominican Republic #sailstillwater #sailfaster
Sail Stillwater
How these YouTubers inspired us (and why you should watch them too)
Sail Stillwater

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...
Saba Rock in the British Virgin Islands! Amazing rebuild after Hurricane Irma
Sail Stillwater

Saba Rock in the British Virgin Islands! Amazing rebuild after Hurricane Irma

Welcome to Saba Rock, one of the most iconic locations in the British Virgin Islands! Situated in the heart of the North Sound on Virgin Gorda, Saba Rock offers breathtaking views, crystal-clear waters, and an unforgettable island experience. Whether you’re looking to relax on pristine beaches, indu...
The Soggy Dollar Bar on Jost Van Dyke, in the British Virgin Islands. Voted best in the Caribbean!
Sail Stillwater

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...
Why is everyone mad about Boatyball?
Sail Stillwater

Why is everyone mad about Boatyball?

Welcome to this video showcasing the BoatyBall mooring balls in the British Virgin Islands (BVI)! We'll tell you what you need to know about BoatyBall, so you know what to expect on your next sailing charter! BoatyBall offers a convenient, eco-friendly, and stress-free way to secure your boat...
Margaritaville resort Fort Myers Florida review
Sail Stillwater

Margaritaville resort Fort Myers Florida review

🌴 Welcome to our review of Margaritaville in Ft. Myers, Florida! 🍹 In this video, we take you on a tour of one of the most fun and relaxing spots in the Sunshine State – Margaritaville! Whether you're looking for great food, drinks, or a laid-back island vibe, this iconic destination has it al...
Snorkeling and treasure hunting in the BVI! #treasure #bvi #snorkeling #sailstillwater
Sail Stillwater
Exploring Bimini Bahamas. Things to do (including  scuba diving with SHARKS)!!!
Sail Stillwater

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...
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