Sail Stillwater
Thank you for finding your way to our channel! We are Jillian and Brian from Stillwater, Oklahoma. We are a blue collar couple who enjoy traveling as much as our bank account and busy lives will allow. We love turquoise water, rum, and every place in the Caribbean that we have dipped our toes into. We have a passion for sailing and in our downtime you will find us on a charter somewhere with our friends and family. We started our channel to document our travels and share our love of sailing and travel. We are working hard on our retirement plan to purchase our own catamaran and set sail for the Caribbean! Start our own charter business and supplement our retirement by providing people the opportunity to relax or to live like a modern day pirate on board our boat, while we show them around the paradise we have came to love. I hope we can enjoy an umbrella drink with you sometime in the future. Cheers! https://www.youtube.com/channel/UCBusRK4UPRVsEOzvz3Zpvpw?sub_confirmation=1
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Sail Stillwater Latest Episode
Water adventures near Tortola
BVI Day Charter Experience on Runaway Bunny Intrepid 377
Sold by Quintessence charters aboard M/V Apotheoseas
Sail Stillwater Journey and Videos Locations
- British Virgin Islands (18.425,-64.615)
- Sea of Abaco (26.5241653,-77.0909809)
- Oklahoma City (35.4688692,-97.519539)
- Saint Thomas (18.3114684,-64.8265758)
- Stillwater (36.1156071,-97.0583681)
- Fort Myers Beach (26.4520248,-81.948145)
- Bimini (25.7272608,-79.2978993)
- Yukon (35.5067215,-97.7625441)
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Watch Sail Stillwater's Latest Videos
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This sailboat show is more about PEOPLE, than BOATS. Prove us wrong
Brian and Jillian from Sail Stillwater attend the Annapolis Boat Show, connecting with cruising creators, touring new catamarans, and catching up with friends on the docks.
There was a sailing club in our backyard, and we didn’t even know it!
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 in our own little community of Stillwater, Oklahoma. As it turns out anyone in the community can become a member, not just college students...
Our best sailing moments changed us. Here’s why!
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 sailing the North Atlantic, we show you some of our best moments on the water. Our first sailing moment was from our first sailing school ...
Sailor, Captain, Instructor and Entrepreneur. She’s done it all!
USCG Master Captain Amanda Haley joins Sail Stillwater to break down Caribbean navigation, charter captain licensing, inter-island channel crossings beyond Tortola, and seamanship throughout St. Vincent and the Grenadines.
We’re headed back to Annapolis for the Sailboat Show! #annapolis #cruiserscreatingcontent #boatshow
The mother of all sailboat shows is just a few weeks away and we are going! The Annapolis Sailboat show coming up October 15th-18th, and we are going! We are excited to see the new boats as well as hang out the cruisers creating content booth sponsored by the Young Cruisers Association.
We found beach bar paradise! The British Virgin Islands
BEST BEACH BARS IN THE BVI | British Virgin Islands Beach Bars, Rum Drinks & Caribbean Paradise Come with us as we explore the best beach bars in the BVI (British Virgin Islands)! From spectacular Caribbean beaches and turquoise water to legendary beach bars, cold rum drinks, and laid-back isla...
Living the dream in Bonaire! 1 SAILING charter at a time
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 and his wife Julia are living out their dream of living life on a Voyage catamaran, while doing sailing charters in paradise. They offer ev...
10 reasons your next vacation should be a sailing charter!
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 truly unforgettable vacation on the water. In this video, we reveal 10 reasons why a sailing charter should be your next vacation—from explorin...
New England sailing adventure! Hoist the Maine!
Join us aboard SV Kleos as we sail the Maine coast from Kittery, Maine to Old Orchard Beach and back on an unforgettable New England sailing adventure. If you watched Brian’s previous Bermuda to New Hampshire sailing trip, you may recognize SV Kleos — this is the same Amel Super Maramu sailboat he ...
The Charter Captain everyone wants, in the BVI
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 episode, Jason shares his journey into the world of luxury yacht charters, his lifelong passion for sailing, and the hospitality-first minds...
Been to the BVI? Sail these islands next!
If you have sailed the British Virgin Islands and are looking for a new challenge or just new scenery, look into sailing Antigua or the Abacos Bahamas. In this video, we're comparing Antigua and The Abacos in the Bahamas as two of the best alternatives to a BVI sailing charter. Whether you�...
SAILING VIRGINS. The best sailing courses on the planet!
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 Sailing Virgins, to discuss his journey of building one of the world's leading sailing education and adventure companies. James shares how...
Sailing from Bermuda to New Hampshire. 822 miles offshore!
What’s it really like to crew on an offshore sailing passage across the North Atlantic? Join Brian aboard Sailing Vessel Kleos as he sails 822 miles from Bermuda to New Hampshire on a 5-day offshore passage. From standing watch in the middle of the night to cooking meals underway, this video gives ...
Sail Croatia like a pro! Expert advice from 45 Degrees Sailing
Hello and welcome back to the Charter Chat podcast! In this episode, we're taking you on a journey as we shift from the beautiful Caribbean to the stunning Mediterranean. This travel guide offers essential travel tips for your next adventure, making it a perfect listen for those planning their ...
Sailing the North Atlantic. Bermuda to New England! 822 miles
Join Brian and a crew of three other experienced sailors aboard an Amel Super Maramu 2000 as they prepare for an 800-mile offshore passage from Bermuda to New Hampshire. But the Atlantic has other plans. Strong weather systems force the crew to stay docked in Bermuda while they wait for a safe weat...
Which dream vacation is right for you? Here is ours!
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 make it happen. In this video, we break down exactly why booking a sailing charter in the British Virgin Islands (BVI) might be the best vacat...
Skippering our first sailing regatta in Antigua
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 unforgettable experience, filled with stunning sunsets and group gatherings. Discover the joys of boat life with us as we journey through th...
Charter Chat Podcast #4. Joe Rust/Chasing Bubbles Foundation-sailing regattas
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 sailor Alex Rust, known from the YouTube documentary Chasing Bubbles Documentary. Learn about their foundation and how they are inspirin...
Ultimate SAILING Itinerary for Antigua
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 you along as we hit all of the hot spots and show you the best anchorages and things to do on the islands. With stops like Green Is...
Charter Chat #3. Elite Catamaran Charters w/Lisa Nichols
charter broker, yacht charter, bareboat charter, crewed charter, sailing, travel insurance, yacht brokerage, sailing charter, sailing destinations, yacht features In this episode, Jillian speaks with Lisa Nichols, a charter broker and owner of Elite Catamaran Charters. They discuss Lisa's jour...