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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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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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...
Sailing highlights
Sailing highlights from our bareboat charters.
Sailing in Paradise | Chasing Bubbles Regatta- Antigua
We recently had the incredible opportunity to skipper a Beneteau sailboat in one of the coolest sailboat regatta events to ever hit the Caribbean! We were able to learn from some amazing skippers all while sailing in a new area to us around the island of Antigua. Sailing with the group is not a trip...
Charter Chat Podcast episode 2. Learning the ropes w/William Cox. Sea Ox & Co
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 career in public safety to starting a charter business in Corpus Christi Bay. The conversation also touches on the importance of certifica...
Antigua Xtreme circumnavigation ADVENTURE!
In this episode, Jillian and Brian embark on an extreme circumnavigation of Antigua, exploring the island's stunning beaches, snorkeling spots, and cultural landmarks. They share their experiences from arrival to the highlights of their sailing adventure, including delicious local cuisine and t...
We compare the top charter CATAMARANS, so you don’t have too!
In this video, we compare the top charter sailing catamarans to help you choose the best catamaran for bareboat charter or crewed sailing. We break down layout, comfort, performance, liveaboard space, and charter-friendly features across the most popular catamaran brands in the world. Lagoon Catam...