Watch Sailing & Boating Adventures Around the World – Page 2 of 5

Explore sailing, boating, and water sports through our curated video archive. From epic sea voyages to serene diving escapes, discover unforgettable adventures from top YouTube creators. Start your journey. Dream big. Sail far.

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DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385
Wildly Intrepid Sailing

DON’T MISS These St. Martin & Sint Marteen Highlights! ✈️ Carnival & Giant Planes E385

If you're visiting Saint Martin / Sint Maarten, these are experiences you won't want to miss! We hop on a local bus to the Dutch side and head to the world-famous Maho Beach, where massive jets fly just overhead before landing at Princess Juliana Airport. Seeing these giant planes pass on...
We Thought the Lagoon Was Safe… We Were Wrong
Finding Our Isla Sailing

We Thought the Lagoon Was Safe… We Were Wrong

After months of upgrades, projects, and settling into life aboard our Lagoon 450 catamaran, Isla is finally starting to feel like home. In this episode, we install our Seawater Pro watermaker, spend time enjoying life in the lagoon, navigate unexpected health challenges, make Isla official with her...
From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384
Wildly Intrepid Sailing

From Paradise to France! Overnight Sail, Tuna Feast & St. Martin’s French Lifestyle E384

After exploring beautiful St. John in the US Virgin Islands, it's time to check out of Cruz Bay and set sail for a long overnight passage to the island of Saint Martin! The crossing keeps us busy as the fishing lines come alive and we land multiple tuna along the way. After arriving in Marigot...
We Sailed to One of the Most Isolated Islands on Earth
Sailing Machete

We Sailed to One of the Most Isolated Islands on Earth

Come with us to explore Fulaga! We are seeing true PARADISE. Off-the-beaten-track, no tourists, all-to-ourselves-type-of-place with blue water, tropical islands, pristine beaches, and village life. Let me pinch myself. I don't know how we will ever leave. To God be the glory! #sailingfam...
We Didn’t Expect St John to Be THIS Beautiful E383
Wildly Intrepid Sailing

We Didn’t Expect St John to Be THIS Beautiful E383

This week aboard SV Wildly Intrepid we continue exploring the stunning island of Saint John! We sail from beautiful Waterlemon Bay to the world famous Trunk Bay with its crystal clear turquoise water and perfect white sand beach. A tropical rain shower clears the crowds and leaves us almost alone i...
We Bought Our Dream Boat
Sailing Banana Pancakes

We Bought Our Dream Boat

After 3 years of waiting… we finally bought our next floating home. 🌎⛵️ In this episode of Sailing Banana Pancakes, we fly to Florida thinking we’re about to buy our dream boat a Leopard 50 catamaran only for the deal to completely fall apart. What started as the beginning of our next adventure qui...
We Didn’t Think We’d Make It
Finding Our Isla Sailing

We Didn’t Think We’d Make It

After weeks of rough weather, Christmas winds, storms, and learning how to sail in real time… we finally make it to Saint Martin. But getting there was far from easy. In this episode, we leave Martinique and continue battling our way north through the Caribbean. Along the way we experience incredi...
Do we get our dream boat? Check out this week’s episode Saturday morning!
Sailing Banana Pancakes
We Found the PRETTIEST Island in the Caribbean E382
Wildly Intrepid Sailing

We Found the PRETTIEST Island in the Caribbean E382

This week aboard SV Wildly Intrepid we explore what might be the most beautiful island we’ve visited all season… 🌴🇻🇮 Sailing the US Virgin Islands with our buddy boat, we explore St John Island and hike the incredible trail from Francis Bay while discovering the crystal clear waters of Francis Bay ...
Sailing Blind | Season 1, Episode 8
Finding Our Isla Sailing

Sailing Blind | Season 1, Episode 8

In this episode, we leave Le Marin and continue sailing north toward beautiful Saint-Pierre. What started as one of our most peaceful and enjoyable sails yet quickly changed when we suddenly lost critical electronics onboard Isla. Our charts, depth readings, wind instruments, and navigation system...
Why St. John Feels Nothing Like St. Thomas E381
Wildly Intrepid Sailing

Why St. John Feels Nothing Like St. Thomas E381

🌴 Island hopping through the USVI brought us from the busy streets of Charlotte Amalie on St. Thomas to the wild beauty of St. John… and what an adventure it turned into. We wandered the steep chaotic roads of Charlotte Amalie (definitely not the most pedestrian-friendly place 😅), got rescued with ...
We Flew to Florida to Buy Our Dream Boat…Then Everything Went Wrong| Season 2 Episode 1
Sailing Banana Pancakes

We Flew to Florida to Buy Our Dream Boat…Then Everything Went Wrong| Season 2 Episode 1

Welcome back to Banana Pancakes 🍌🥞 Or if you’re new here… welcome to our beautiful little shit show. After waiting THREE years, we finally flew to Florida to survey what could become our future floating home — a 2021 Leopard 50 catamaran. This is the exact boat we first stepped on during spring bre...
We Sailed to Fiji’s Most Remote Island Paradise
Sailing Machete

We Sailed to Fiji’s Most Remote Island Paradise

This week our family is in remote Fiji! We are seeing true PARADISE. Off-the-beaten-track, no tourists, all-to-ourselves-type-of-place with blue water, tropical islands, pristine beaches, and village life. Let me pinch myself. I don't know how we will ever leave. To God be the glory! #sa...
We Didn’t Expect THIS in the US Virgin Islands… E380
Wildly Intrepid Sailing

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 ...
We Sold Our Boat… Then Almost Sank It! | Sailing Sunday vlog 308
Sailing Sunday

We Sold Our Boat… Then Almost Sank It! | Sailing Sunday vlog 308

We almost sunk the boat!!! We recently found ourselves back onboard and sailing through the Bahamas with our baby after we sold the boat. What started as a beautiful day out here in the bahamas turned into complete panic when we almost crashed straight into a sunken ship hiding just below the surfa...
We Fixed One Thing… And Broke Another | Boat Life in Martinique
Finding Our Isla Sailing

We Fixed One Thing… And Broke Another | Boat Life in Martinique

Welcome back to Finding Our Isla. In this episode, we continue settling into life in Le Marin while waiting out strong winds and tackling a long list of boat repairs and projects. From fixing our steering cable and unclogging the toilet… to provisioning the boat, homeschooling, laundry days, and ex...
The MOST Beautiful PARADISE We’ve Ever Found
Sailing Machete

The MOST Beautiful PARADISE We’ve Ever Found

This week our family is in remote Fiji! We are seeing true PARADISE. Off-the-beaten-track, no tourists, all-to-ourselves-type-of-place with blue water, tropical islands and pristine beaches. Let me pinch myself. I don't know how we will ever leave. To God be the glory! #sailingfamily #fa...
From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379
Wildly Intrepid Sailing

From Chaos to Paradise: Sailing Vieques → Culebra → Puerto Rico E379

What started as a simple sail turned into a full-on emergency… As we left Vieques, a hose clamp suddenly snapped—dumping all our engine coolant in seconds. With no engine and two little ones onboard, we had no choice but to drop anchor fast and figure things out. From there, we sail on to Culebra—...
Pregnant and Still Traveling Full-Time! | Bahamas vlog 307
Sailing Sunday

Pregnant and Still Traveling Full-Time! | Bahamas vlog 307

Pregnant and back in the Bahamas as a full-time travel family on a travel vlog exploring island life with a toddler, a dog and a baby on the way. We didn’t expect to start this chapter of our life like this... but here we are and Brittni is pregnant again! Instead of slowing down, we’ve found ourse...
We’re Back…..|Pre-Season 2
Sailing Banana Pancakes

We’re Back…..|Pre-Season 2

🌴 WE SOLD EVERYTHING… AND WE’RE DOING IT AGAIN | Sailing Around the World as a Family of 6 Welcome to Banana Pancakes… or if you’re new here—welcome to the chaos. After sailing the Caribbean for a year, selling our boat, and trying “normal life” again… we realized something: We’re not meant for n...
We Thought It Was Seasickness… It Was Dengue
Finding Our Isla Sailing

We Thought It Was Seasickness… It Was Dengue

Welcome back to Finding Our Isla. In Season 1, Episode 6, we leave Bequia and continue our sail north toward the breathtaking Pitons. Along the way, we continue battling the powerful Caribbean Christmas Winds while dealing with more boat repairs at sea. With calmer water along the coast of Saint V...
This Is Where the Galápagos Changed for Us
Sailing Big Lost

This Is Where the Galápagos Changed for Us

We had already experienced parts of the Galápagos… but this is where it started to feel different. After leaving San Cristobal, we made our way to Isabela Island — the largest island in the Galápagos. What we found here wasn’t just incredible wildlife, but an experience that felt completely differen...
We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378
Wildly Intrepid Sailing

We Found the BRIGHTEST Bioluminescent Bay on Earth! Vieques (Family Sailing Caribbean) E378

Not every stop is planned… and sometimes those are the best ones. We dropped anchor in Puerto Patillas, Puerto Rico and were blown away. A peaceful anchorage, a waterfront park with a playground (perfect for homeschooling days), live music, and even iguanas roaming around—it quickly became one of t...
Sailing Family Sails into Big Seas: Did We Make a MISTAKE?
Finding Our Isla Sailing

Sailing Family Sails into Big Seas: Did We Make a MISTAKE?

Welcome back to Finding Our Isla. In Season 1, Episode 5, we leave Saline Bay and continue sailing north toward Bequia — still without a working steering cable. As we push forward, we sail straight into the powerful Caribbean Christmas Winds and battle rough seas, strong winds, and multiple squall...
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