In this video we might just be starting our best sailing adventure yet! We are leaving the Caribbean behind, and joining the Oklahoma State Sailing Club right ...
Sail Stillwater
Join us as we sit down and compile our favorite sailing moments from our sailing adventures into one video. From island hopping in paradise to building miles ...
USCG Master Captain Amanda Haley joins Sail Stillwater to break down Caribbean navigation, charter captain licensing, inter-island channel crossings beyond ...
In this Charter Chat Podcast Brian talks to James Cognito, the owner and operator of a unique sailing and scuba diving charter company based in Bonaire. James ...
10 reason why we think your next vacation should be a sailing charter. A sailing charter could be the ultimate way to escape the ordinary and experience a ...
Join us for an inspiring conversation with Captain Jason Geyser, one of the most requested yacht charter captains in the British Virgin Islands (BVI). In this ...
Charter Chat – Episode #6: James Kell, Founder & CEO of Sailing Virgins In Episode #6 of Charter Chat, we sit down with James Kell, Founder and CEO of ...
If you’ve ever dreamed about sailing through the Caribbean, waking up in a new island paradise every day, and skipping crowded resorts… this is your sign to ...
Join us on a sailing adventure through the beautiful Caribbean, as we explore Antigua while sailing in the Chasing Bubbles Regatta. This sailing regatta was an ...
Live like Alex. That's the message from the Chasing Bubbles Foundation. In this Charter Chat Podcast episode we chat with Joe Rust, the brother of legendary ...
In this video we are chartering a Sunsail 46' monohull out of English Harbor and sailing the beautiful Caribbean islands of Antigua and Barbuda. We'll bring ...
Sail Stillwater Charter Chat podcast #2, Brian chats William Cox, a fellow YouTuber and entrepreneur behind Sea Ox & Co. William shares his journey from a ...
In this episode, Jillian and Brian embark on an extreme circumnavigation of Antigua, exploring the island's stunning beaches, snorkeling spots, and cultural ...
In this episode, we chat about yacht charters and sailing charters in the British Virgin Islands, the world-renowned mecca of sailing charters. We discuss the ...
Sailing the Virgin Islands | Bareboat Charter USVI & BVI | Culebra, Buck Island, Sea Turtles, Christmas Cove Days 6 and 7 of our unforgettable bareboat ...
Welcome to the beautiful island of Culebra, Puerto Rico, where the crystal clear waters and pristine beaches create a serene haven for all who visit. Join us ...
Day 4 of our Caribbean sailing adventure in the VIRGIN ISLANDS on a bareboat charter through the U.S. and Spanish Virgin Islands! Today we sail from St. ...
Today we leave Christiansted, St. Croix and sail to Buck Island, one of the most beautiful spots in the U.S. Virgin Islands. We drop anchor and spend time ...
We sailed alot of miles in 2025! In this video we’re recapping it all and sharing what’s next for 2026. From unforgettable Caribbean sailing adventures to big ...
Sailing Charter Day 2 | St. John to St. Croix | Rough Seas, Fishing & Christiansted Harbor and Boardwalk. Day 2 of our Virgin Islands sailing charter takes ...
This is what we mean when we say we wish you a very blue Christmas!
Join Brian and the crew as they sail a Bali catamaran through the USVI and SVI, taking on high seas, remote islands, and one of the most adventurous routes in ...
In this video, we walk you through our Top 5 catamarans from this year’s Annapolis Boat Show—the models that truly stood out for innovation, comfort, ...