Watch Sailing & Boating Adventures Around the World – Page 3 of 4

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.

Showing 49-72 of 90 results
Was Not Expecting This | #sailing 15
Roaming Rupps

Was Not Expecting This | #sailing 15

The weather changed our plans, so we decided to head up the #DelawareBay. There might be a reason we saw no other boats the whole video... Read more about today's vlog and our #sailing adventure on our site! #Beneteau #BoatLife #Monohull #TravelVlog #sailboats #icw #Sailingusa ▬ Support U...
Dragging anchor to shore! | Sailing 14
Roaming Rupps

Dragging anchor to shore! | Sailing 14

Join us for this week's stressful #vlog! After just getting settled into Lewes, DE we get hit with an unpredicted strong storm. Once the winds picked up to 30kts, we realized we were dragging anchor...right towards shore!! After all efforts failed to reset the anchor, we try to start the motor....
We kill the engine and SAIL to Delaware Bay! | Sailing 13
Roaming Rupps

We kill the engine and SAIL to Delaware Bay! | Sailing 13

In today's vlog, we pull up our twisted anchor and take off for another #sail in nasty weather. With only 6 hours to the #delaware bay, we turn off the engine and put up our genoa. The whole 6 hours were....rainy and cold. Read more about today's vlog and our #sailing adventure on our si...
Our first SAIL is to NYC  | | Sailing 11
Roaming Rupps

Our first SAIL is to NYC | | Sailing 11

We officially leave the boatyard we have been in for the past 6 months. Our first sail on a new-to-us boat will be through #newyorkcity on to New Jersey. Watch to see how it goes! Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreo...
We LAUNCH our sailboat….And Head South! | Sailing 10
Roaming Rupps

We LAUNCH our sailboat….And Head South! | Sailing 10

After 6 months of working in the yard to get our boat ready to sail down south, we are FINALLY getting splashed!! This will be the first time we have seen our boat in the water and hopefully, she floats! We bought our #sailboat in December when it was in winter storage and have been giving it a sma...
Last BIG Project on our Sailboat | Sailing
Roaming Rupps

Last BIG Project on our Sailboat | Sailing

This is officially our last video on the hard :) We've spent the last few months prepping the bottom and in this week's video, it is finally getting #bottompaint . She is going to look like a whole new #sailboat after today! Read more about today's vlog and our #sailing adventure on ...
Boat Break, Miami F1 GP | TRAVEL
Roaming Rupps

Boat Break, Miami F1 GP | TRAVEL

We took a break from boat work to check off a bucket list event, attending a Formula One (#F1) race. We traveled down to #Miami for the inaugural Miami GP and attended the #HAAS hangout. It was a blast of a weekend, even if we lost 10 pounds sweating 😅 . Read more about today's vlog and our #s...
ALMOST made it! | Sailing
Roaming Rupps

ALMOST made it! | Sailing

We fly back to the boat to finish work on the #bottom. If the weather holds out, hopefully, we will FINALLY #paint the bottom! We’ve been looking for the perfect window of warm weather to return to the yard and get one step closer to #sailing. Read more about today's vlog and our #sailing adve...
Prepping Our Boat for Bottom Paint | Sailing
Roaming Rupps

Prepping Our Boat for Bottom Paint | Sailing

Bottom work on our boat has begun! Since the first time we saw our #sailboat, we knew the bottom was going to need a lot of work. The old paint was chipping and cracking away, exposing over 8 layers of #paint. Plus, we discovered our rudder was filled with water. We started to tackling this job we...
Going up the mast to install Radar | Sailing
Roaming Rupps

Going up the mast to install Radar | Sailing

Our first week of working on the #sailboat is finally coming to an end. Before we head back home we take a trip to Defender outlet for supplies and take our first trip, of many, up the mast. Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just star...
Tackling jobs before we hit the water | Sailing
Roaming Rupps

Tackling jobs before we hit the water | Sailing

In this week's Vlog, we start to realize all the projects we need to finish up before getting our #sailboat back in the water and sailing. When we first saw the boat, we knew a big expense was going to be a new mainsail. The current one was in bad shape with more than 10 patches. After measurin...
TOUR OUR 31 YEAR OLD BENETEAU SAILBOAT!
Roaming Rupps

TOUR OUR 31 YEAR OLD BENETEAU SAILBOAT!

In this week's Vlog, we return to the boat for the first time since officially owning it. Take a #tour with us as we discover what the previous owners left behind and see our #BeneteauOceanis for the second time ever. We even find a surprise under one of the berths. Read more about today'...
Swimming with Sharks in Mo’orea, French Polynesia – 23
Roaming Rupps

Swimming with Sharks in Mo’orea, French Polynesia – 23

Our travels to Mo'orea are winding down, but that didn't stop us from having some amazing memories. We visited an exclusive island restaurant and swam with sharks. #moorea #sharks #FrenchPolynesia #ManavaMoorea #resorttour ▬ Our Personal Instagrams ▬ We share more of our daily lives on...
VLOG 22 Travel | The hunt for whales and living like locals on Mo’orea
Roaming Rupps

VLOG 22 Travel | The hunt for whales and living like locals on Mo’orea

This time Ashley and I go in search of a bucket list item, swimming with #whales. There are only 3 places in the world where you are legally allowed to swim with whales. #Mo'orea is one of those places. Then we check out the local market and fruit factory. #moorea ▬ Our Personal Instagrams ▬ ...
Atlas Sprinter Van Walk Through
Roaming Rupps

Atlas Sprinter Van Walk Through

For Sale - “Atlas” More details at Atlas is ready to hit the road with a completed dealer service. She has brand new tires, oil change, new wipers, new headlight housings, new tires, new Mercedes-Benz wipers, a full Diesel / DEF tank, and a dealer seal of approval! Atlas is a Mercedes-Benz 170 ...
VLOG 20 | Starting our search for the perfect sailboat
Roaming Rupps

VLOG 20 | Starting our search for the perfect sailboat

Last weekend we headed to the #AnnapolisBoatShow to figure out what we want in our first sailboat. After #vanlife we are ready to start a new adventure on the sea. Come with us as we decide what #sailboat we should start looking for. ▬ Our Personal Instagrams ▬ We share more of our daily lives on ...
VLOG 19 Jet Set | Our Sanctuary Retreats Safari
Roaming Rupps

VLOG 19 Jet Set | Our Sanctuary Retreats Safari

Because of COIVID, tourism to #Kenya was very low. This lead prices to normally very expensive safaris, to drop to some of their lowest prices ever. We were able to go on safari VIA Sanctuary Retreats for HALF of its normal price. This also lead to an amazing #safari experience as there were 1/3 o...
Foxx Van Walkthrough
Roaming Rupps

Foxx Van Walkthrough

Foxx is a modern van, designed and built with long-term usage in mind. There is a dinette designed for eating a working from that transforms into a bed at night. There is plenty of solar and water to live off-grid for weeks at a time. Extra ventilation was also added to keep things cool. Located - ...
VLOG 16 On The Road | Vannin’ Around Florida
Roaming Rupps

VLOG 16 On The Road | Vannin’ Around Florida

This week we traveled to some of #Florida's most beautiful places. And of course, we end up in the #FloridaKeys. ▬ Our Personal Instagrams ▬ We share more of our daily lives on our Instagram stories, so give us a follow! Ashley: Colin: ▬ Song credits ▬
VLOG 15 Jet Set | Tulum Jungle Living
Roaming Rupps

VLOG 15 Jet Set | Tulum Jungle Living

Today we traveled to one of the best food trucks on the beach! We also leat #Tulum and head to a famous #cenote and the Cobá Zona Arqueológica ruins. ▬ Our Personal Instagrams ▬ We share more of our daily lives on our Instagram stories, so give us a follow! Ashley: Colin: ▬ Locations ▬ 🏨 The Ra...
VLOG 14 Jet Set | The Full Tulum Experience
Roaming Rupps

VLOG 14 Jet Set | The Full Tulum Experience

We got the full #Tulum experience today with bike rides, traffic, power outages and #storms :) But don't get us wrong! We would do it all over again. ▬ Locations ▬ The Beach Tulum Hotel - Carr. Tulum-Boca Paila KM 7, Tulum Beach, Zona Hotelera, 77780 Tulum, Q.R., Mexico Mamasan - QROO 15 Km...
VLOG 13 Jet Set | Mexican Ruins and Roads
Roaming Rupps

VLOG 13 Jet Set | Mexican Ruins and Roads

Today we left the resort to head down to #Tulum. Along the way, we stopped at one of Mexico's famous ruins and got a great taste of a Mexican commute. #Ruins: Zona Arqueológica de Tulum ▬ Our Personal Instagrams ▬ We share more of our daily lives on our Instagram stories, so give us a follo...
VLOG 12 Jet Set | All alone in a Mexican Cenote
Roaming Rupps

VLOG 12 Jet Set | All alone in a Mexican Cenote

Today we left the resort to visit one of #Mexico's famous #cenote. It was awesome because we were one of the only ones there given we went on a weekday! #tulum ▬ Our Personal Instagrams ▬ We share more of our daily lives on our Instagram stories, so give us a follow! Ashley: Colin: ▬ Locat...
VLOG 11 Jet Set | Secrets of UNICO 20°N 87°W
Roaming Rupps

VLOG 11 Jet Set | Secrets of UNICO 20°N 87°W

In this vlog, we take you on a tour of the UNICO 20°N 87°W resort as well as share a few of it's secrets. Ashley and I decided to travel to one of the few countries allowing Americans to visit, #Mexico. We visited several resorts and hotels while we were in #Tulum, Mexico. First Hotel - UNIC...
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