We chartered a PRIVATE PLANE for our DOG! | SAILING SUNDAY Vlog 253

Follow Ryan and Lauren's thrilling sailing adventure as they charter a private plane to bring their dog Jackson to Canada from the Bahamas! Discover their epic travels, amazing road trips across America, and hilarious misadventures on this unforgettable journey filled with excitement and heartwarming moments. Don't miss out – start your voyage now!

Sailing Sunday Vlog 253 Recap: A Wild Adventure aboard a Private Plane

After months of adventuring through the Exumas, Ryan and Lauren bid farewell to their temporary home and prepared for their next epic voyage. With Jackson, their beloved pup in tow, they embarked on a wild road trip across America that began with a chartered private plane from the Bahamas.

A Dog’s Journey aboard a Cargo Plane

When planning their trip, Ryan and Lauren discovered that Jackson was too large for most commercial flights. To avoid the expensive ferry costs, they opted to fly across to the US on a 45-minute private cargo plane flight instead. Though terrifying for Lauren, Jackson proved himself a true adventure pup by handling the small plane with ease.

An Unexpected Rental Car Experience

Arriving in Florida, Ryan faced complications when he realized that he had booked their car rental at the wrong airport. Thanks to a helpful private jet shuttle driver, he managed to secure a massive Chevy Suburban – perfect for Jackson’s needs during their road trip.

A Scenic Drive to St Augustine

With the car rental sorted, Ryan and Lauren set off towards St. Augustine, eager to spend some time with friends. However, as they faced a stormy weather warning along their route, they made an impromptu decision to seek out a quick stop at Chick-fil-A first for Jackson.

Road Trips, Cargo Planes, and Pup-Pleasing Treats

Lauren’s captivating narrative took viewers through their exhilarating journey – from flying with Jackson in a cargo plane to exploring the quaint town of St Augustine. Along the way, they couldn’t help but indulge Jackson at every turn, ensuring that he enjoyed his first-ever road trip experience just as much as they did.

Unforgettable Adventures Awaiting

This is just the beginning of Ryan and Lauren’s epic road trip across America with Jackson. From their incredible journey in the Chevy Suburban to exploring hidden gems along their route, this leg of their adventure promises to be filled with excitement and unforgettable memories.

Join Their Quest

Dare to embark on this thrilling sailing adventure as Ryan, Lauren, and Jackson take you along for the ride? With each twist and turn in their epic voyage, there’s no doubt that laughter, tears, and countless heartwarming moments await. Don’t miss out – buckle up and start your journey with them now!

Book a trip where this was filmed — near New Providence Island

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The BEST in the business, ask our clients! We are waiting for you... - Exuma Island and Cays Tour
Exuma Island and Cays Tour - Photo 2

Exuma Island and Cays Tour

Sold by Robert's Island Adventures
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Bahamas Local Water Tours to George Town and Exuma - Photo 1
beach view - Bahamas Local Water Tours to George Town and Exuma
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Swimming Pigs & Tour with Transportation to Rose Island - Photo 1
Swimming Pigs & Tour with Transportation to Rose Island - Photo 2
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Synergy Adventure Tours offers great Boats Charters - Photo 1
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Synergy Adventure Tours offers great Boats Charters

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Private Luxury Catamaran Charter in Nassau - Photo 1
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My Own Water Sports Jet Ski Adventure - Bahamas Cabbage Beach Jet Ski Adventure
My Own Water Sports Jet Ski Adventure - Bahamas Cabbage Beach Jet Ski Adventure

See all 24 experiences in New Providence Island →

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