Our sail from Puerto Rico to the US Virgin Islands started off absolutely perfect… warm winds, beautiful seas, and another unforgettable Caribbean passage aboard SV Wildly Intrepid. But once we arrived in St. Thomas, things got interesting fast.
We explored the abandoned tunnels of Fort Segarra on Water Island, tucked deep inside a hidden military bunker overlooking the Caribbean Sea. Then we escaped strong easterly winds in the crowded anchorage of Christmas Cove before sailing into the heart of Charlotte Amalie — one of the most historic and pirate-filled towns in the Caribbean.
From riding local dollar safari buses to climbing up to Blackbeard’s Castle for incredible harbour views, this island had so much character. But one hike turned into a total disaster when we ended up bushwhacking through sharp thorns in the blazing heat… definitely not the adventure we planned.
This episode is packed with beautiful sailing, Caribbean history, hidden tunnels, local culture, unexpected chaos, and real life aboard our sailboat with two little kids.
⛵ New episodes every week aboard SV Wildly Intrepid
❤️ Subscribe and join our Intrepid Tribe!
#Sailing #USVI #StThomas #SailingLife #Caribbean #BoatLife #Liveaboard #FamilySailing #Sailboat #CruisingLife #AdventureTravel #ChristmasCove #WaterIsland #BlackbeardsCastle #CharlotteAmalie #PuertoRico #IslandLife #TravelVlog #WildlyIntrepid #SailingChannel
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If you’d like to help keep these videos coming:
👉 Patreon (monthly support)
https://www.patreon.com/WildlyIntrepid
👉 One-time contribution (PayPal)
https://www.paypal.me/wildlyintrepid
👉 Grab some merch
https://teespring.com/en-GB/stores/wildly-intrepid
👉 Amazon Wish List (gear we need)
https://www.amazon.ca/hz/wishlist/ls/2GTH6AGVPH4LP?ref_=wl_share
🔔 JOIN THE INTREPID TRIBE
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Instagram → https://www.instagram.com/wildlyintrepid/
🛠️ GEAR & DISCOUNTS (Affiliate Links)
Using these links supports us at no extra cost to you 🙌
⚓ Defender Marine
https://defender.pxf.io/xL9D9v
🔋 SOK Batteries
https://www.us.sokbattery.com/?ref=zS7whJNCsEGFPu
❄️ BougeRV (32% OFF)
Code: Wildly
Dual-Zone Fridge Freezer
🔋 UNOWIX Batteries (10% OFF)
Code: UNOWIX10
https://unowix.com/unowix-defender-x100.html#aff22
Amazon (USA):
🏴☠️ Vagabond Heart (stickers & patches)
https://vagabondheart.co?sca_ref=2994343.Oj9OO9JP2Z
📚 BOOKS BY US
“Hikes of Western Newfoundland” → https://amzn.to/33NphoR
“Hikes of Newfoundland” → https://amzn.to/39WtjPR
🎶 Music: Epidemic Sound
Our sail from Puerto Rico to the US Virgin Islands started off absolutely perfect… warm winds, beautiful seas, and another unforgettable Caribbean passage aboard SV Wildly Intrepid. But once we arrived in St. Thomas, things got interesting fast.
We explored the abandoned tunnels of Fort Segarra on Water Island, tucked deep inside a hidden military bunker overlooking the Caribbean Sea. Then we escaped strong easterly winds in the crowded anchorage of Christmas Cove before sailing into the heart of Charlotte Amalie — one of the most historic and pirate-filled towns in the Caribbean.
From riding local dollar safari buses to climbing up to Blackbeard’s Castle for incredible harbour views, this island had so much character. But one hike turned into a total disaster when we ended up bushwhacking through sharp thorns in the blazing heat… definitely not the adventure we planned.
This episode is packed with beautiful sailing, Caribbean history, hidden tunnels, local culture, unexpected chaos, and real life aboard our sailboat with two little kids.
⛵ New episodes every week aboard SV Wildly Intrepid
❤️ Subscribe and join our Intrepid Tribe!
#Sailing #USVI #StThomas #SailingLife #Caribbean #BoatLife #Liveaboard #FamilySailing #Sailboat #CruisingLife #AdventureTravel #ChristmasCove #WaterIsland #BlackbeardsCastle #CharlotteAmalie #PuertoRico #IslandLife #TravelVlog #WildlyIntrepid #SailingChannel
🤍 SUPPORT THE CHANNEL
If you’d like to help keep these videos coming:
👉 Patreon (monthly support)
https://www.patreon.com/WildlyIntrepid
👉 One-time contribution (PayPal)
https://www.paypal.me/wildlyintrepid
👉 Grab some merch
https://teespring.com/en-GB/stores/wildly-intrepid
👉 Amazon Wish List (gear we need)
https://www.amazon.ca/hz/wishlist/ls/2GTH6AGVPH4LP?ref_=wl_share
🔔 JOIN THE INTREPID TRIBE
Subscribe and follow along:
https://www.youtube.com/c/WildlyIntrepid?sub_confirmation=1
📲 FOLLOW OUR ADVENTURES
Facebook → https://www.facebook.com/wildlyintrepid/
Instagram → https://www.instagram.com/wildlyintrepid/
🛠️ GEAR & DISCOUNTS (Affiliate Links)
Using these links supports us at no extra cost to you 🙌
⚓ Defender Marine
https://defender.pxf.io/xL9D9v
🔋 SOK Batteries
https://www.us.sokbattery.com/?ref=zS7whJNCsEGFPu
❄️ BougeRV (32% OFF)
Code: Wildly
https://bit.ly/3ZYruez
🔋 UNOWIX Batteries (10% OFF)
Code: UNOWIX10
https://unowix.com/unowix-defender-x100.html#aff22
Amazon (USA):
https://www.amazon.com/dp/B0B5Q84XQW?ref=myi_title_dp
🏴☠️ Vagabond Heart (stickers & patches)
https://vagabondheart.co?sca_ref=2994343.Oj9OO9JP2Z
📚 BOOKS BY US
"Hikes of Western Newfoundland" → https://amzn.to/33NphoR
"Hikes of Newfoundland" → https://amzn.to/39WtjPR
🎶 Music: Epidemic Sound
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