We Didn’t Expect THIS in the US Virgin Islands… E380

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
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

Support Wildly Intrepid Sailing

At WeBoating.com, we profoundly acknowledge the unwavering dedication that Wildly Intrepid Sailing invests in crafting each and every video or voyage. Their passion for delivering exceptional ocean content shines through every frame, and it's a labor of love that deserves your attention.

We invite you to watch their captivating videos here and actively engage with their content, including their social media links above. Liking, commenting, and sharing their work goes a long way in fueling their creative fire.

We're also inviting you to explore the gear, sponsorships, and boat partnerships highlighted in the "We Didn’t Expect THIS in the US Virgin Islands… E380" video description, or directly on YouTube. By engaging with these offerings or purchasing services and items, you directly support Wildly Intrepid Sailing, their collaborators, and the brands they're associated with.

To ensure you never miss an offshore update, consider visiting their official YouTube Channel to subscribe, like, and join their community directly.

If you have any feedback, corrections, or additional information about Wildly Intrepid Sailing or their videos, please use the comment form below to share your thoughts with us.

Thank you for being a part of our community and supporting the creators we cherish. Your time and support truly matter!

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

Latest Episodes from Wildly Intrepid Sailing

Explore the most recent voyages. Subscribe to the channel to never miss an update!

Showing 1-6 of 560 results
A Perfect Sail to St. Lucia… Until We Reached the Island! E404
Wildly Intrepid Sailing

A Perfect Sail to St. Lucia… Until We Reached the Island! E404

It's time to say goodbye to Martinique and set sail for another Caribbean island — ST. LUCIA! But first, we have a few things to take care of! We make one last provisioning stop in Le Marin, Martinique, where convenient dockside access makes loading up our dinghy with groceries and supplies s...
We Only Planned ONE DAY Here… But Couldn’t Leave! | Sailing Martinique E403
Wildly Intrepid Sailing

We Only Planned ONE DAY Here… But Couldn’t Leave! | Sailing Martinique E403

We only planned to spend ONE DAY in Fort-de-France, Martinique… but things didn't exactly go as planned! What was supposed to be a quick stop turned into a much longer stay, and we quickly discovered why this colourful Caribbean city is such a convenient place for cruising families! With hurr...
We Visited a ZOO Built Around VOLCANO RUINS! Martinique E402
Wildly Intrepid Sailing

We Visited a ZOO Built Around VOLCANO RUINS! Martinique E402

A ZOO built among the ruins of a devastating volcanic eruption?! Welcome to one of the most unique family adventures we've experienced while sailing the Caribbean! This week, we explore Zoo de Martinique – Habitation Latouche, near Saint-Pierre, a beautiful tropical zoo and botanical garden bu...
Shipwrecks, Volcano Ruins & a HUGE Family Surprise! | Martinique E401
Wildly Intrepid Sailing

Shipwrecks, Volcano Ruins & a HUGE Family Surprise! | Martinique E401

We’re exploring St. Pierre, Martinique, a Caribbean town with an incredible—and tragic—history. Once known as the “Paris of the Caribbean,” St. Pierre was devastated by the eruption of Mount Pelée in 1902. We wander through the ruins left behind, explore the remains of the old theatre, and visit t...
Dominica Didn’t Let Us Leave Easily… E400
Wildly Intrepid Sailing

Dominica Didn’t Let Us Leave Easily… E400

Our time in Dominica comes to a pretty rough ending! We grab a mooring in Roseau and head ashore to explore downtown, only to realize we’ve LOST our cellphone as we head back home. 😩 Not exactly how we planned to spend our last days on one of our favorite Caribbean islands! Back at the boat, thing...
WORTH NO SLEEP? Dominica’s hidden gem E399
Wildly Intrepid Sailing

WORTH NO SLEEP? Dominica’s hidden gem E399

Sometimes the best cruising stops are the ones you never planned! ⛵🌴 We sail out of Portsmouth, Dominica, hoping to make a quick hop around the coast and drop anchor just around the corner. But our anchoring plans don’t exactly go as expected… That little failure leads us to Coulibistrie, an unexp...
Browse All Videos
WeBoating
Logo
Shopping cart