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Highlights from our safety at sea course #sailing
Roaming Rupps
Sailing to Charleston and our Naming Ceremony | Sailing 24
Roaming Rupps

Sailing to Charleston and our Naming Ceremony | Sailing 24

Join us for our last #sailing video before we start our refit in #CharlestonSC ! After some unfortunate events, we also perform the #nameingceremony and introduce you to Sailing Vassel Maniac. Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just sta...
Turtles in Georgetown | Sailing 23
Roaming Rupps

Turtles in Georgetown | Sailing 23

In todays vlog we explore the forgotten #Georgetown lighthouse, the beautiful #beaches that surround it, discover some #turtle nest and then head into town to check out the local Maritime Museum. Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just ...
Sailing to find Kindred Spirits | Sailing 22
Roaming Rupps

Sailing to find Kindred Spirits | Sailing 22

Today's #sail takes us from Wrightsville Beach to Bird Island, NC. While sailing through #FryingPan Soals, we come across 4 feet under our keel. Could you imagine doing this sail without charts? Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We ...
Finally Sailing to Bluer Waters | Sailing 21
Roaming Rupps

Finally Sailing to Bluer Waters | Sailing 21

Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreon to get our journey started! Throw us a bone @ We share more of our daily lives on our Instagram stories, so give us a follow! Ashley: Colin: ▬ Song credits ▬
When the bridge is a foot shorter than what is listed. #sailing #shorts
Roaming Rupps
Smooth Sailing Inside the Outer Banks | Sailing 20
Roaming Rupps

Smooth Sailing Inside the Outer Banks | Sailing 20

Today we sailed the entirety of the #PamlicoSound. It was super chill and just what to doctor ordered after having a few white knuckle days in the #ICW. Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreon to get our journey starte...
This sunset had everyone out on their decks watching 🥰 #sundowner #sunset #sailing
Roaming Rupps
Nearly Running Aground in the Outer Banks | Sailing 19
Roaming Rupps

Nearly Running Aground in the Outer Banks | Sailing 19

We leave the safety of the #ICW to head toward the #Pamlico Sound. Along we way, we come incredibly close to running aground and seek shelter in our first marina in 2 weeks. Read more about today's vlog and our #sailing adventure on our site! ▬ Support Us! ▬ We just started a Patreon to ...
Getting our #sailboat ready for the #hurricane
Roaming Rupps
2x sailboats dragged anchor and hitt a few marina boats before being secured. #ian #hurricane
Roaming Rupps
Sailing the ICW with a Mast Height of 64 FT (Norfolk to Coinjock) | Sailing 18
Roaming Rupps

Sailing the ICW with a Mast Height of 64 FT (Norfolk to Coinjock) | Sailing 18

There are two different options when heading south down the US east coast. It was blowing 20kts offshore when we needed to leave, so we decided to take the more sheltered route down the #ICW. However, with a mast height of about 64ft, this was a tense ride. On the route between Norfolk to Coinjock, ...
Head Offshore Around Cape Hatteras or the ICW? | #Sailing 17
Roaming Rupps

Head Offshore Around Cape Hatteras or the ICW? | #Sailing 17

If you enjoy watching our channel, please vote for us in the Emerging YouTube Channel Awards. Hosted by Young Cruisers Association Scroll down to find us The wind is strong in this week's vlog, so please excuse the noise :) We make the hard decision on what our next sail is going to be. Do...
This interaction will never get old 🐬 #sailing #shorts
Roaming Rupps
The scenes you see at the public dinghy dock 💀 #sailing #shorts
Roaming Rupps
A Short Sail to #Annapolis | Sailing 16
Roaming Rupps

A Short Sail to #Annapolis | Sailing 16

Join us this week as we visit Annapolis, MD. This vlog ended up being pretty short because we ran into a small emergency once we hooked a mooring ball. Hope you still enjoy it and see you again next week for a longer one! If you are interested in trying the Nikwax Hard-Shell Outerwear Care Kit, yo...
Our little #sailing journey. #shorts
Roaming Rupps
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...
Take a dip in unfamiliar waters and get outside your comfort zone. #sailing #sail #swimming
Roaming Rupps
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....
Any guesses where we are in this video? #sailing #sailboat #monohull #sailvlog
Roaming Rupps
When Colin makes a #sundowner 🥴 #sailboat #sailing
Roaming Rupps

When Colin makes a #sundowner 🥴 #sailboat #sailing

Tune into her latest video and have a sundowner while you watch
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...
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