The most underrated sailing itinerary in the Caribbean! The USVI and SVI
Book a trip where this was filmed — near St Thomas
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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 the Caribbean. This isn’t your typical charter itinerary—it's rougher, wilder, and absolutely unforgettable.
From offshore fishing (we caught a TON), to navigating challenging passages, to discovering hidden anchorages in the Spanish Virgin Islands, this trip shows why this region may be the best Caribbean sailing itinerary for sailors seeking true adventure.
If you’re planning a charter, curious about the USVI/SVI route, or just love big-water catamaran sailing, this episode delivers nonstop action and real-world insight into exploring the Caribbean beyond the usual spots.
⛵ What You’ll See:
• Sailing a Bali catamaran in high seas
• Exploring the USVI & Spanish Virgin Islands
• Offshore fishing success (tuna, mahi, and more)
• Visiting remote beaches + untouched anchorages
• Why the SVI route is not for every charter
• Route tips, sailing conditions, and itinerary ideas
Whether you're a cruiser, a charter guest, or dreaming of your first Caribbean passage, this is the kind of journey that keeps adventure sailors coming back for more.
Don't forget to like, comment, and subscribe for more sailing voyages, catamaran tips, and Caribbean travel inspiration!
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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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The most underrated sailing itinerary in the Caribbean! The USVI and SVI Location
- Saint Thomas (18.3380965,-64.8940946)
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