Cruising The Caribbean by Motoryacht - S7:E22

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We start cruising again on the Dark Side as we head to Culebra and the Virgin Islands.
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[@Sailingdoodles]

Thanks to Hone for sponsoring this video! Go to honehealth.com/doodles get your at home assessment and doctor consultation for only $45.

[@markzimmerman9576]

Stephanie is an outstanding addition to Sailing Doodles. Excellent personality, fresh, very upbeat, and she meshes well as a KZbin companion. She doesn't try to overpower your personality. Steph is the best since Megan.

[@richardgibson4757]

Cool comment but actually all the ladies have been fun, cool& amazing 🧐👍

[@jacksonross5342]

I for one can't wait for Geraldine to join them. Then let's see which one wins out.

[@richardgibson4757]

@@jacksonross5342 its not a comparison situation.🤷‍♂️ they are enjoying a experience.why cant we just enjoy all of them and the total experience with them.🤯 Bobby is doing a great job making us happy.😁🙏👍

[@jacksonross5342]

@@richardgibson4757 I do enjoy this. It's an escape from reality with a touch of premeditated drama to keep it interesting. Bobby is a smart businessman and has a knack for being a good director. I for one will follow this channel so long as it gives me a few minutes of pleasant escape. Thank you for your thoughtful reply. We are in agreement.

[@richardgibson4757]

@@jacksonross5342 well top of the morning brother ☕ these videos have also been a escape for me,ima professional man that doesn't always get to do what i want because ppl depend on me,and lord wouldn't we all want to be Bobby sometimes 😂🤣 But in reality Bobby has had much turbulence in his life outside of being a pilot. I just don't want any woman thats been with Bobby =providing a amazing experience for us viewers 😉 to think they aren't beautiful and amazing. Women are emotional creatures, we dirty hard ankle men are visual. 😳 we are definitely well taken care of with Bobby 's video and it takes a special woman to provide that with Bobby. So lets move forward 🙏and thank God for the beautiful women that help Bobby make great videos for us all.😊 and thank you for being honest and your reply brother.🍻🤟

[@RodJaynes]

I loved the fuel segment; the amount of fuel you got, and the explanation of not needing any more for a couple months. I plan on cruising the Carribean and the Gulf, or farther. I am curious about your boat, make, model year, etc., and am hoping it will be revealed as I watch more of the video. Steph is a winner in my book!

[@TheBeatlemanic]

Nice to see Dark Side out and about. Steph, looks great in her dress, she can fuel my boat anytime. Nice little Bar, food looked great.

[@oliviaduggan5416]

Steph frequently smiles at Bobby, laughs at his jokes, agrees with his comments and touches him a lot. I wonder if Bobby can take a hint? 👱‍♀️

[@williambremner9022]

Maybe going topless helped him catch on. This channel is so tawdry!

[@jacksonross5342]

@@williambremner9022 Where did she go topless? How did I miss that?

[@williambremner9022]

@@jacksonross5342 what, I gotta hold your hand and take you there? Watch again, ya perv.

[@jacksonross5342]

@@williambremner9022 If I'm a perv, I have to say that I am in good company on this channel. Thanks for your thoughtful reply.

[@jacksonross5342]

@@williambremner9022 Found it. 1132.

[@pathfindergeorgia1117]

Outstanding to see Stephanie and you finally alone, she is such a gem. Don’t let her go Bobbie.

[@jacksonross5342]

I think we all agree with you. I for one think she's more his type and far lower maintenance than Geraldine, but we will see. Geraldine is tough to refuse. I guess we will have to see who gets dumped back in Puerto Rico, and who stays on the crew for the next season. I think there are 57 of us so far, plus you who are pulling for Steph. I think he looks better with her than Geraldine.

[@rhett7716]

@@jacksonross5342 she seems pretty cruisy, easier for bob to relax around.

[@jacksonross5342]

@@rhett7716 She is now featured on his Camper Show, met his Mom and Dad and is traveling around the US with him. So, let's face it; Geraldine is out for sure and honestly, I hope this one works out. I've been saying he looks better with her, and I think though she's cute, she's not stuck up and she's in this for the companionship, not as a career stepping stone. I think Bobby has played his cards right.

[@FlossinBBQ]

Stephanie seems to be so really and genuine. Please keep her. Nice person.

[@AustinBoil]

I'm real & genuine... just sayin

[@moore4807]

Bobby: "There's a joke in there somewhere" Me: No that's DEFINITELY an innuendo... LOL! While Taylor is still my overall favorite crewperson on Doodles series, Stephanie is certainly a four star crewperson herself and is likeable as heck!

[@loricosper754]

Hey Bobby! We've enjoyed your show from the start. My husband wanted to let you know the armature is going bad in your starter. He recommended a replacement soon. Keep up the good work & great to see Goose again! Fans from Georgia!

[@OneLiterPeter]

Agree Bobby. You can tell a lot about someone just by seeing if they return their shopping cart or just leave it.

[@DeeDocker]

Not taking a cart back and anyone that would spit their chewing gum out for someone to step in; I have no time for these type people.

[@richardberger326]

@@DeeDocker spitting gum is the best but it takes lots of practice.

[@tracyraley4003]

You don’t know what your talking about Karen.

[@tracyraley4003]

@@DeeDocker you are a Karen. And that’s not a all the same thing. Having a cart close to me when I park helps my back.

[@DeeDocker]

@@tracyraley4003 Wow, I have ben called a lot of things but never a "Karen". I am not sure how to take that. I would suggest perhaps parking close to the basket collection area.

[@HopeOfJoe]

Had to watch again. Just a great and fun video. Stephanie is so genuine. A rare capture. ✨🌊🏝👙🌞✨

[@jacksonross5342]

Are you aware she now accompanies him on his Camping Channel. Met his Mom and the dog is with them. Sounds serious to me.

[@johnklaus9111]

The dog is with them. This must be serious. Only one other girl has been allowed near goose!

[@jacksonross5342]

@@johnklaus9111 As I've been saying. She looks more like Bobby's type than Geraldine, plus it's obvious to all of us she's far less demanding, and a lot less maintenance. I don't see her using him as a stepping stone. Let's hope for the best.

[@boomersudden6257]

@@johnklaus9111 not true been many on the channel sailing with the dogs. Laura, Megan, Taylor, Tara just to name a few.

[@MarkThomasBuilder]

I agree with putting your cart away. I once saw someone leave their cart behind their car while the cart corral was only 1 car away. Blows my mind!

[@luistor4510]

I like stephanie she looks wholesome,nice attitude,nice smile !

[@finley1356]

Stephanie is a keeper for sure. She looks so down to earth and not what some others are...

[@OffGridAussiePrepper]

Get in line u lot... shes a hottie.

[@suheinmoure1665]

I totally agree about the shopping carts! Makes me nuts!

[@michaelp9805]

All I can say is...Ahhh. So good to see the sights in the Carrib. again along with you and your lovely crew!

[@troyhuntley1]

Favorite moments: Steph topless then going for the cream on the ole bushwacker!

[@jacksonross5342]

Where was that? I missed it?

[@jacksonross5342]

Found it!! 1132

[@ihavenot]

Reads more like stage directions for a porn movie!

[@philiplindley7384]

Steph's perhaps not Bobby's usual type but she's gorgeous, a bit less drama than some of the others.

[@leesydneyharry7958]

I could not have said it better!

[@tommyg5346]

You guys must be Patrons watching bonus footage. I haven’t seen the drama.

[@jacksonross5342]

I've said it before; She actually looks better with him than Geraldine, and Steph is a lot less work and Maintenance. Let's see how this season plays out.

[@PD-we8vf]

I bet she takes shorter showers and conserves more water than Geraldine.

[@leesydneyharry7958]

@@PD-we8vf and nothing gets lost in translation 🙄

[@drawingdead9025]

Flamenco Beach on Culebra is the single pretty beach I've ever stood on. Great walk in snorkeling as a bonus.

[@portfoliofotoz]

YES! Return you cart! And don't stop in the middle of the aisle in the store. Move to the side! Thanks for the PSA, Bobbie.

[@Glide1992]

The anchor bridle setup never gets old. Looking good.

[@cbus3353]

What bridle set up?!

[@batchjs]

Stephanie is a very lovely new crew member. Go Bobby!!

[@richedmundson8964]

Of all the drinks,you get a "Bushwacker". You the man!

[@leadreviewer3257]

3:35 Bobby that can't be an extension pole to a mop.. There aren't any 12 foot tall people! Its probably an extension pole to a paint roller or something like that.

[@PD-we8vf]

A boat mop, to swab and clean high up and high down below.

[@theestablishmenta7903]

I agree with Leadreviewer the extension pole with hose attachment hooks up to a brush for high areas ..

[@greggb557]

Yooohh.. Steph is young. Like, he be banging that cradle there.

[@jeffstryker1454]

Stephanie is definitely a keeper.

[@leesydneyharry7958]

Absolutely

[@kerrylloyd4215]

Have fun with that Bobby 👍 and your new sailing companion did just fine 👍

[@cjctucson7683]

You can't beat a great looking gal, with smarts, a sense of humor and tats!! +1 on the shopping cart. My worst story: Women empties cart in to car in middle of parking lot and gets in car. She gets out again and I think "oh good, she is going to put the cart in the rack". Not so lucky. She empties all her personal trash out of the car and puts it in the cart and still leaves the cart in the lot and gets in and drives away. She's lucky she did not go back in someplace as I would have used my handy tool that loosens valve stems on car tires to leave her a little surprise. Have a great season Bobbie and Steph.

[@PD-we8vf]

Geeze dude, you talk like an antifa punk. Could you just maybe talk to her like a human being instead of Sabotaging her vehicle.

[@joeroscillo4015]

Great seeing you start the season with your own yacht and the lovely first mate, Stephanie at your side!!

[@longshot7590]

I am definitely getting to like Steph more and more. She really is a beauty on the outside and seeing more of her inner beauty too

[@elvinmunoz8937]

That pier seems to go forever at first 🤣🤣🤣🤣

[@rhett7716]

Wow really dig Stephanie, shes seems so natural in front of the lens and a great smile 😊👍👏

[@davesmith6193]

Oh Yeah. And how many guys (and some gals) were watching bobby explain about the Bridal on the Anchor chain? I never heard a thing. Dave in the UK xxxxxxxxxxxxxx. Luv all of your videos

[@kflo1219]

Bahahahaha!!! Love the Lethal Weapon bathroom scene!!!😂🤣

[@brianvansickle5196]

I would love to be a fly on the wall when Mr. Doodles meets his new crew. If I understand correctly... they met Stephanie in a bar. A few short moments later she is flying across the world to be crew on the Dark Side. I'd like to understand how that conversation goes, and why I've never been approached at the bar to be crew for someone's yacht!

[@omlettedufromage8588]

LOL!!

[@leesydneyharry7958]

LOL

[@Br5494ever]

…maybe cuz ur a GUY !! 😂

[@leesydneyharry7958]

@@Br5494ever Yeah if only I had a set of breasts sometimes.

[@CGT80]

I don't think you understand correctly. What I gathered is that he met Stephanie in a bar in the same place he picked up the charter boat. She only had to walk from the bar to the boat. They did that trip together and it worked well. She was on Glamping Doodles where they did a trip in his RV, which I'm assuming was after the charter boat and before this video where he starts the next season on his boat. It makes sense that things went well on the charter (they could have just parted ways after that trip since that is where he found her) but it continued in the USA and since that went well, she followed to his boat. We only saw and heard a small amount, so we missed out on what could have been an hour long conversation at the bar and days worth of interaction on their first trip. She is also damn fine looking and has a great personality..........a perfect fit for his business and a great companion/crew member for him. I'm interested in his relationship with the various crew, but viewers are always left guessing.

[@RandyMan696]

He has got to be the cutest girl you have ever had on the boat she has this innocent cute face and her personality I didn’t think anybody could do better than the last few had but she is absolutely amazing. You have got to be the most blessed man on the planet

[@johnw3638]

The expression on Stephanie's face when seeing Puerto Rico's islands and beautiful waters is priceless. So glad you found her in Thailand and brought her along with you. The Hatteras is nice (albeit expensive to operate) but just doesn't have the allure or gracefulness that the CT did. I fast forward the drone shots of your newest tub, but watched the ones of the CT over and over. lol

[@boogboog8097]

Not the first time she choked on a mouthful of cream

[@nunziobusiness1509]

Spot on about the shopping carts. I yell at people who leave them. They're cool with pushing it loaded all around a 50,000 square foot store, but that last 15 feet are just tooo muuuch. Animals.

[@deadeyedaddy7418]

Great to see you back on your own vessel and showing all the work it takes to keep one seaworthy! Any chance Taylor will make a reappearance once she is done with Sailing Delos?

[@jacksonross5342]

I think Taylor has out grown Sailing Doodles. Unless she wants to try and revive Taylor's Travels and put her breasts out there again, I doubt we will see her.

[@silviokawakami3906]

I’m sure Bobby is going to “docking” a lot this season 😜

[@kevincapps9607]

I agree about returning carts and I noticed the Bartender is an Astros Fan!

[@Hotspur37]

totally agree on the shopping cart thing. you can tell a lot about a person by the way they treat a shopping cart.

[@af1023]

11:34 😍😍whaaaattttt! Dollar shot right here 😜

[@mennoboon8037]

Wait did i see some topless action there😄👍 Nice vlog again, diesel price bill was a lot maybe just fill half full.

[@MagaRickn]

Stephanie is a cool woman! That red bikini was awesome, even with out the top! ;) Good to see a woman that is comfortable with her body. And she is a hard worker! You sir, are one lucky guy! Keep the video's coming!

[@HopeOfJoe]

Fabulous season launch episode ‼️ Stephanie makes a wonderful addition to the M/v The Dark Side. Bravo‼️🎉

[@alanjenkins7346]

Steph lookin hot 🔥🔥in that dress. Quick to learn. Don't let her go Bobby. She's a keeper. ❤❤❤🥰🥰🥰

[@jorgegregoratti]

Steph is simply adorable, what a beautiful, lovely lady!!!!....go on guys!!!...

[@tjmarvin1627]

Dinghy Dock Bar... Say that ten times fast. Good episode Bobby and Steph

[@realgoodmind]

I knew G was on the outs when I saw the new girl show up in Thailand. Taylor still the GOAT

[@mattcoughlin6044]

@sailingdoodles I truly enjoy your videos. Stephs a beautiful young lady.

[@gtags1]

Really thought Bobby was going to hook up with Geraldine

[@melspencer9957]

We are owed a story of why GG and Taz were just not there anymore....no goodby , best wishes , nothing ! But then Bobby says GG will be back in a week or so and one other crew ! Kinda confusing ! Anyone know more ??

[@dougsz28]

No. to much of a prima donna!

[@jacksonross5342]

They imply that he did. But now the jury is out. Let's see if Geraldine tries to reclaim Bobby or will Steph win out and go on to next season?

[@jacksonross5342]

@@melspencer9957 You got the story right. Geraldine is going to join up. No explanation on Tess, and she wasn't given the usual send off. I can only speculate, but I don't think things ended well with Tess. Too bad, we all liked her and hoped she would stay on.

[@danielstanic2498]

BOBBY LOVES BOBBYS

[@Shuffler703]

Never was much for tats on a girl but Steph is a cutie. She is so down to earth you just can't help but like her. Good to have a smart fast learner for a greener crew too. She will be up to speed in no time. Yall stay safe... and as always, enjoyed the video.

[@waltbrown8899]

14:18 I enjoyed the Danny Glover, Mel Gibson cutaway! LOL!!

[@BradColemanisHere]

That looks like a gooood time. I bet it's a nice change of pace to have just one other person on the boat.

[@HeyMichaelLeo]

I think she may even like you Bobby, I hope you appreciate that. "Cheers"

[@thgenral]

Very nice form fitting dress, Steph. Looks good on you :)

[@Pluto8424]

Yes ! Needed this video because it’s December . And Culebra is a good choice , my wife and I spent our Honeymoon there at Mamacitas you passed it on your way to the Dingy Dock . Thanks for the great video!

[@johnmccormick175]

Great video and with Stepanie how could it not be! Beautiful,funny,great personality..gotta love her!

[@johnmayer3433]

The boat is aptly named Dark Side with burning all that diesel!

[@kerrmudgeon8302]

Ah ha! question answered! I always wondered if your "shipmates" go au naturel on the boat with you around Bobby, and that bit of topless co pilot in the opening sequence answered that. Well done.....don't know how you work around all that temptation bud.

[@jacksonross5342]

I keep saying if he filmed all those hotties walking around au naturel and put it on Viemo he'd be sailing a large ship and not have to rent those boats.

[@robertmcreynolds3747]

You are so right about the bloody shopping carts!!!!

[@arottie4097]

Sooo Bobby's slinging TESTOSTERONE!! Who would of thought it? I am officially starting the "BRING TAZ BACK CLUB!!?"

[@jacksonross5342]

Where do I join? I miss her and want her back too. I liked her more than Geraldine.

[@jefferyholland]

I am with you Bobby, cart leavers are the worst. I saw someone hit their own cart once and I laughed and laughed.

[@HRCFan]

Bonus points for the Lethal Weapon cut!!

[@bobsbillets]

Should be a sign there that says "Don't feed the sharks!" LOL

[@lockenload4165]

Geraldine is not going to be happy about 11:34.

[@hd-xc2lz]

Hope he's not trying to make her jealous. Cheap trick.

[@jacksonross5342]

After watching this episode I've come to two conclusions. Steph is "Geraldine insurance" just in case she feels confident to go on her own. Also, being objective, though most of us would give our "eye teeth" to be with Geraldine, and she is certainly the stuff fantasies are made of, I honestly think Steph is much more his type and is "lower maintenance". Steph reminds me of an approachable version of Megan. There is definitely screen chemistry between these two, and I think he saw it, and decided she had more on going possibilities than Tess, who looked like she had enough after Thailand.

[@woody82901]

My first thought was that girl needs to even out her tan

[@jacksonross5342]

@@woody82901 No one had a more even tan than Tess. I'd pay good money to see her walking around that boat working on her tan.

[@luckybenben9047]

@@jacksonross5342 Geraldine could be history lol

[@ericmitchell5350]

Nice that the moment you talk Hone T benefits, you grow an instant full beard! That’s some powerful T! Please buy a proper flag staff! A man with T has a proper staff! 😉

[@jimluciano9448]

That was hilarious I noticed that too! Bobby is the best!

[@tubeee87]

@4:30 I feel same way totally. It's like those people that don't use signal lights when driving. How hard could it be?!

[@wkw4095]

LOL I went to click on a heart for this video. I guess we'll settle for a thumbs up

[@ST-lo6fm]

Ok. This new mate can be both to Brombert. Super cool and super fun.

[@garylucas6511]

THANK YOU! On returning the CART. It irritates me to no end to see folks leave carts in the parking lot parked in between cars, etc. I have heard, what's your problem? Well, until you have door and side panel damage from wind blowing a cart into your car and you have to pay hundreds or thousands to have your car repaired and the hassle of finding temporary transportation, you will then understand why this is an issue. It's just lazy and not respectable of others property to leave a cart out in the parking lot.

[@juans3728]

Yes Bobby , i think that was Lethal Weapon 2 , sitting on the thrown with a ticker at your feet , funny piece by Glover and Gibson.

[@doogl2331]

Bobby, Sherpa!!! I’ve never seen a Sherpa that good looking

[@richardpeterson6601]

Glad that you’re back on Dark Side!

[@paultaylor9939]

You know what they say go big or go home and another keeper is Steph thanks for sharing guys cheers

[@tedmichaels1951]

Steph is very cute…but where is Geraldine?

[@ericsprague4273]

I'm a cart returner! Welcome back!

[@millnecks5186]

i love the longer videos! damn i want a live on motor boat like yours! i really enjoy your videos! please keep it up!

[@hardwood6927]

So glad you are back in Caribbean

[@luismanes3762]

Came across this channel two weeks ago and it’s quickly become my favorite KZbin channel. Keep the videos coming Bobby.

[@kurtnagel7462]

@Luis Manes Bobby’s story is fascinating but you should start from the very first video when he had a significant health issue and had to give up his flying career. Then he crossed the Pacific Ocean on season 2 (Baja cal to Thailand) in a small sailing yacht with Laura his former girlfriend (took him months), then the videos with his 2 doodles maverick & goose. Then the videos in the med. So many stories all these years and so beautiful crew. It’s endless. His dedication … he has become a professional sailor before our eyes !!! I miss the 2 doodles. Maverick & goose were the best dogs in the world. Fascinating story. Bobby has a great channel. Take your time and watch them all from the beginning.

[@luismanes3762]

@@kurtnagel7462 I appreciate the feedback and will definitely catch up on all the videos. There are so many videos though (a good problem to have). I can’t wait to see them all but I’m definitely glad I came across this channel

[@romeoalphafoxtrot9517]

Love the powerboat so much more than the sailboats! Well done!

[@eleanor4482]

Good start to the Caribbean season. Thanks for sharing.😎

[@wiseguy3438]

A little topless action in the beginning. He got her!

[@aftabhkhan513]

Its amazing how much Steph looks like Taylor.

[@Br5494ever]

Yup Taylor has sum bigguns!! UU

[@markwhite9148]

logo is beautifully done!

[@tom080955]

so happy that your trawler is up n running! now lets have some fun!!!! okay, so Bob, have you checked your aviation channel or is that something on the shelf. Bugging your ass off because as a pilot, you have some great private aviation stuff where your on a ride as the owner goes up...damn interesting to this needing another fix...and it shows a clean shaven bob in the right seat! Highly recommended and well worth a different channel. easy to look at guys.

[@AustinBoil]

Not a trawler

[@JustinBellingerTV]

The episodes just keep getting better and better. Thanks for sharing.

[@johnhancock1739]

I like the traditional jumping off top of boat. But it should be like at Willie T’s. Beautiful places and faces.

[@davidkettell6236]

THAT IS FUNNY ABOUT THE WATER PRESSURE LINE ,I HAD A SIMILAR PROBLEM WITH MY SHALLOW WELL PUMP.A TINY PEBBLE HAD PLUGGED IT UP.

[@steveharvey1876]

Without rules you have chaos. Cheers!

[@darrellpugh6689]

Stephanie, very nice dress. Nice Video Bobby, thank you. 😎

[@jgatkinson744]

I miss the part about anchoring I think I looked at stuff and forgot to look back LOL

[@lesabre1972]

hell no it doesn't get any better you are one lucky man for sure!!

[@PMack-Thai1on]

Dam straight Bobby! Return your cart. looks like another great season on The Dark Side

[@lawrencekirwin9665]

Yea Yea Doodles in the House! Outstanding!

[@scottmills3403]

Good video and I like your partner one of your best....a keeper for sure...Happy Holidays --safe travels.

[@krlseidl]

Cripes Bobby can't you see she is in love with you. Go for it !!!!!!!

[@jacksonross5342]

Let's see what happens when Geraldine joins the crew.

[@AustinBoil]

That's the funniest sh*t I've read today...you should be a comedy writer!

[@thgenral]

At Buschwacker at the Westin Resort on St. Johns is…WOW!

[@adrianhockey1571]

Hey guys. Awesome to see yall cruising the Dark Side... can't wait to see what yall get up to. We love you bro, you the man🤘🏻🤙🏼 yeeu!