PRIVATE Island bliss…Then we Invited a Rock Legend Aboard | Guana Island BVI #trawlerlife
Sailing through the British Virgin Islands, we moored off the ultra-exclusive Guana Island—a private island paradise with one of the most beautiful beaches in the Caribbean. What starts as a peaceful day of boat life quickly turns surreal when we meet rock legend Billy Squier… and end up inviting him aboard our liveaboard trawler. From unexpected celebrity encounters to real trawler life moments—complete with dinghy drama, a dog on board, and DIY fixes with our Sailrite sewing machine—this is full-time cruising in the Caribbean at its most unpredictable.
All music played with permission of Billy Squier.
🐕 Meanwhile, back in real life…
Our dog Gypsy delivers peak dinghy drama, reminding us that boat life with a four-legged crew member is equal parts joy and logistical comedy.
🧵 And because life afloat is never just sunsets and sundowners…
We tackle some onboard chores using our beloved Sailrite sewing machine—because when you live on a boat, you either fix things yourself… or they stay broken forever.
🌊 In this episode:
• Sailing through the British Virgin Islands
• Anchoring off a private island paradise
• Meeting a real-life rock star (casually)
• Inviting a legend aboard (less casually)
• Life aboard with a dog (chaotic, sandy, worth it)
• DIY boat projects with our Sailrite sewing machine
• The realities (and hilarities) of full-time trawler life
If you’ve ever dreamed of escaping to a private island… just know it may involve a sewing machine, a wet dog, and a rock star named Billy.
If you love sailing, trawler life, or dreaming about escaping to the islands, you’re in the right place.
👉 Subscribe and follow our journey as we travel the world by boat (with our dog).
🔔 New episodes weekly(ish)… depending on WiFi and weather
Welcome to Unanchored Life, a real-life cruising channel about full-time boat life aboard a 60’ Kadey-Krogen trawler. We share honest destination reviews, life as liveaboards, and what actually happens behind the glossy marina brochures.
If you love trawler life, boat life with dogs, Caribbean cruising, and watching people willingly trade solid ground for mild chaos—you’re in exactly the right place.
Or maybe you’re just here because you can’t believe two otherwise sensible adults brought a large dog on a boat.
Also valid. Welcome aboard.
🚨 New videos weekly
Subscribe and follow along as we:
Cruise the Caribbean at a blistering 8 knots
Navigate customs, marinas, anchorages, and boat projects
Test the limits of “remote work” on unreliable Wi-Fi
Learn (the hard way) what full-time liveaboard life is actually like
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Unfiltered updates we probably shouldn’t post publicly
#GuanaIsland #BoatLife #BritishVirginIslands
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00:00 Introduction
00:59 GUANA ISLAND
03:04 BILLY SQUIER
06:11 DINGHY ANCHORING
07:55 DOGGY DINGHY DRAMA
08:20 HAVING A DOG ON BOARD
10:26 FIXING UPHOLSTERY WITH SAILRITE
UNANCHORED LIFE
He flew helicopters, she sold dream homes, and now they’re chasing a dream of their own — full time life on board a 60 foot trawler. With their dog Gypsy as first mate, Ken and Kirsten Kopp are exploring the world by sea, learning that freedom comes with saltwater, engine noise, and the occasional small miracle.
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PRIVATE Island bliss…Then we Invited a Rock Legend Aboard | Guana Island BVI #trawlerlife Location
- Guana Island (18.4752932,-64.5695896)
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