BIGGEST SURPRISE EVER! 😍

[@onetime7214]

not only did you make those kids feel trusted but you taught those boys a bit about love and passion :) so cool

[@harryhellaby7646]

When Elayna just casually says “I’m just talking to these guys” as if we’re all there right with them... It’s like all 1.57million of us are on the La Vagabonde when you do a video 🙌🏻

[@valarya]

Those "kids" did a great job!!! Nailed it, Riles

[@camrynhoar3793]

They really did such an amazing job!!!

[@MrAjmbiggest]

Anyone know if 'the kids' perhaps have a youtube channel to follow?

[@franbaas3403]

Riley you Crawler!

[@bpmurgacz]

👍❤️🌴

[@emilywoodall8759]

Who were they...? Just random teens?

[@clarissak1924]

I was convinced Riley was going to pop the question! I almost commented "congratulations to the happy couple" 😂

[@carolewarner101]

Wow, so romantic! I kept waiting for Riley to get down on one knee and ask Elaina to marry him! What fun...

[@shantelbryan7118]

Me to!

[@j_rainsgoat3929]

Aren't they married?

[@tptteachplaytravel6196]

@@shantelbryan7118 Me too!

[@rlross49]

@@shantelbryan7118 )

[@katherinedickson5637]

@@j_rainsgoat3929 No they are not

[@jimringer5540]

Bravo Riley. This is the best show I’ve ever seen. Oscar worthy. What an elegant way to support a pregnant lady.

[@stacybroussard3097]

WELL DONE RILEY...🥰

[@stevecrombie5357]

Okay I'm a 70 year old man. I'm not supposed to cry over this kind of stuff. Seem to have gotten a little something in my eye. Thank you and please thank "the kids".

[@victoriadoyel585]

Will the next vid be the engagement announcement? It kinda felt like a “cliffhanger”? I can’t see Riley proposing on camera; but I am confused why his filming a movie needed such peculiar items? I think we all need a sequel! 😂

[@joelshattlesjr1733]

I’m 78 and seem to have a bit of smoke in my eyes!

[@mk1gti]

I'm a 60 year old man and I was crying joyful tears as well, good on all of you, Alaina, Riley and little Lenny! You really made my day today. Wishing you all and the little one on the way the best!

[@astridcomerford6309]

Amazing video, great idea of Riley to create a magical surprise. Well done to the young helpers. Its such a pleasure to follow you on your adventures.

[@sigmachi5803]

I’m 74 also, Steve. Elaina & Riley...however they are getting their “where$with$all”... it doesn’t matter! They have been “living life” as young adults doing what others only dare to dream about. I wish them Tight Lines! Alan Alan & Jeanne Cecil M/V SIGMACHI

[@chipgall]

I need to hire those kids...they did an amazing job! Hope you guys enjoyed it!!

[@eddiemorison2324]

@tom.Bowes is one of them

[@TessBray]

Just realized that in a few weeks the intro will have another little stowaway featured!! So excited to meet him!

[@ZacharyCox]

@@SailingLaVagabonde brady bunch style with your own squares - with room to grow.

[@isabelpereira9397]

@Sailing La Vagabonde Hopefully he's born with a fringe, perfect intro 😂

[@pamelajohnson9853]

crikey Elena I feel like you JUST announced bump a few weeks ago! where does time go?

[@TessBray]

Individual shots of each family member then a nice drone shot of the whole fam on the front nets. Separate from the official intro- please make a “full house” parody intro.

[@Catalina27]

Intro- Tight shot of infant sleeping , pan over to Lenny sleeping, pan over to Elay sleeping, pan over to Riley sleeping at the wheel.......wide shot of the boat miraculously bumping gently into a dock perfectly, wide shot of everyone waking up at the same time and Riley playing it cool saying ‘ We’re here, wake up ya lazy Lima beans’ National Lampoon’s Vacation style

[@naomidoss1837]

Awesome job Riley and The Kids

[@pauljulius778]

Great job planning that date, Riley! Looks like “the kids” would make perfect super yacht crew for La Vaga!

[@jimtucker5723]

Definitely a fan of Riley’s fringe in this family 🤣 we haven’t had a laugh like this in so long!

[@andrewdaniel9569]

Considering how busy you guys are and with Elay working on the second, I've no doubt this was a much needed gesture on Rileys part. You're a legend mate.

[@malachi8678]

@@SailingLaVagabonde I’m currently a 20 year old dude and I plan to sail the world when I’m 25. Thank you for inspiring me

[@andrewdaniel9569]

@@SailingLaVagabonde I’d argue that Riley’s bangs is one of the nicest things he’s done for the world 🙃

[@rickkwitkoski1976]

@@andrewdaniel9569 🤣🤣🤣🤣🤣🤣🤣🤣🤣🤣 It's funny! But looks kinda horrible. Do you know the old serial comic strip "Prince Valiant"? If not, look it up. "Roiley" kinda looks like him!

[@ericag5346]

@@SailingLaVagabonde the way you wrote that is beautiful poetry. I'm so happy for you... that a great guy swept you off onto a boat to sail the world with him and raise a family ⛵ 🤍

[@curious_wanderer87]

@@SailingLaVagabonde Lucky girl.. 💗⛵☀️🏝 Now that's a beautiful life.. 😊

[@marleegrace55]

This is absolute bliss. How heartfelt. Beautiful.

[@Glenacus]

do yall have any idea how lucky Lenny is......he gets to be with his parents everyday and he is going to learn to sail before he can even spell catamaran........well done

[@PamL.A.W.]

That was the most romantic gesture I have seen in a long time , it was perfect & the helpers were incredible.🙏🏻❤️✌🏼😊

[@camdenhoover]

I got a bit teary-eyed on this one seeing how much you two have grown and the family you have built. Crazy how you two started this journey 6+ years ago and can now be the cool adults with the kids at the anchorages/marinas. Thanks for another goodie guys.

[@parkerfilms1]

@@SailingLaVagabonde Trust me, from my perspective, you're still "the kids", just really successful and responsible ones! Riley, about your singing, don't quit your day job, mate! As for your hair, any comment I make, for good or ill, would justifiably be categorized as "hair envy"!

[@antbanks7548]

Did those "kids" sail half way round the world to get there? I missed that part I guess.

[@kayker191]

I think my ovaries exploded while Elayna and Lenny played music together. He is just the sweetest.

[@ronbuckner8179]

Riley I did this for my wife on our 25th. We'll be celebrating our 45th on May 1st. You have me in tears. Never lose your love buddy, it makes everything happening just part of the adventure. Cherish it, so many of the men in this world have lost the fire.

[@loripeaceandlove6391]

Omygosh! 45 years - CONGRATULATIONS 🍾 that’s wonderful. PeaceAndLove Lori

[@Merbella]

Great advice. Congrats on 45 years 💗

[@evanwarthen1146]

Happy late anniversary!

[@Takedown717]

First time seen Riley struggling hold his emotions back. Bless and thanks for all videos over past few years. ❤👍😭

[@shallnotbeinfringedupon202]

OMG seeing Lenny helping with the lines was such a reality check...Hes getting so big😭

[@tomtonge8642]

80 years young and still had something in my eyes! Riley you knocked it out of the park!

[@robertbeckett7829]

To keep the best girl in town, you have to be the best guy in town, well done mate!

[@rtreee1]

Add this 74 year old guy to the "in tears" list. Well done, Riley!

[@codyjones1098]

yep.. your not alone.

[@ogredobosque4597]

Really the only bad thing about these episodes is literally how quick they are. In a blink of an eye 20 minute are gone. I honestly wouldn’t mind watching 1 hour per episode. Amazing job Riley!

[@lillil354]

Exactly !! One hour sounds great

[@bakerbaker1959]

Man, I can't imagine how much more difficult longer episodes would be for them. Especially now with a youngin', and another one on the way. If anything, they deserve to cut back it back to one video every other week. I wouldn't be the least bit surprised if they do this in the near future. They have just put out so much freaking content over the last 5-6 years, I have no idea how they have not gotten completely burnt out on filming every single day, day in and day out. And with 2 kids soon??? At some point they are just going to want to live their lives raising those kids and not film themselves non-stop.

[@tammystone6206]

Omg..I agree!!!

[@andreadeary7915]

@@bakerbaker1959 I know what you mean but it’s their job

[@samross4055]

Literally only 4 mins in ... Woah! Riley’s b-roll footage and the editing putting it together. Absolutely incredible!

[@karenlozano3618]

😭 I loved the part when Lenny was singing with Elayna. Wholehearted moments. Thank you for letting us be apart of them. 💕 I really enjoyed this episode.

[@simonpeteradventures7187]

and the little boy has rythem, it sounded good on the guitar when she said she couldnt play

[@kimberli2391]

Very nice, Riley! Good organizing and great helping kids!

[@dcsc1]

I "liked" this not because I don't like Riley's bangs, but because I like how Riley banged out this banger of a romantic date ♥️

[@Quantum36911]

Nice one!! Love this comment!

[@cryptohunter70]

Well done Riley looked absolutely perfect. You thought of everything!

[@lisailes6744]

I was waiting for a proposal! amazing video guys, Riley you’re a legend and I have realised the look you are going for........Jeff Daniels circa 1994 in a film with Jim Carey 😉 but why does it work on you! x

[@sarahbrown9265]

Someone pointed out that there’s probably two parts to this video 😁 wait for the next upload, pretty sure there’ll be a ring in it

[@shegally]

This is so lovely and uplifting. Good job Riley and crew👌 🥰

[@jadeygame]

This episode had tears in my eyes, the love in Riley's eyes as he takes in the joy he has given to elay with his secret date. So much love from start to finish. Great work on the entire video and let's not forget the sailing montage 😏

[@gottalovetheinternet]

I thought he was proposing! Come on Riley tick tock !

[@jadeygame]

They are already planning to get married but I don't believe there is a date set... when you sign up to be a patreon it mentions it from memory

[@GuyCruls]

Lenny's eyes...little boy's eyes, ever growing in understanding, taking things in.

[@jfxl1977]

Well, whoever "the kids" were, they did a fantastic job and I'd say may have found an unusual source of income as they continue their travels! This was so much fun to watch! My goodness! Riley, you never have a problem with creativity and surprises! I loved the "sailing montage" and Lenny is just the best! Thank you so much for sharing your life with all of us! It's such a pleasure to sail along with you!

[@evanwarthen1146]

These films are becoming more and more adorable by the day! Lenny is such a treasure!

[@Quantum36911]

I actually teared up when Elayna was playing and singing a special song for Lenny.. the way his face lit up!!

[@forgalzz7]

She's laughing at Riley's lyrics, but hers are "lennylennylennylennylennylennylenny..."

[@Quantum36911]

@@forgalzz7 But that's why it had such an impact on him! If she had come up with complex lyrics, it would have gone right over his head... but for a child his age to hear his mother singing his name over and over, with 3 of his favorite things thrown in, it meant everything to him! It was perfection!

[@baokachi9767]

it's so cute

[@pial1612]

Love the “Kids”. They did a fabulous Job. And your sailing montage was great

[@7ivorytickler]

Where did you find the “kids”? It’s like you went to casting in Hollywood. How do you continue to make everything perfect?

[@willtaylor8904]

"The Kids" seem really cool, hope we see more of them..

[@FlyBrent]

Ok!! I literally had to stop during the sailing montage to tell you how completely sick the editing was, it’s really next level… now I’m going to continue the show.

[@charltonwiggins8965]

I'm just floored by Riley. I've been binging these videos over the past two weeks and while it is evident Riley loves Elayna (and of course Lenny) he rarely says "I love you" to her even though she says it to him frequently. I have been hurting for her because she definitely deserves to hear it frequently. But this... this Riley I am blown away by. To have such a fantastically beautiful surprise for her, and not on any apparent special day either, is just so beautiful it made me cry... and I'm an older guy!

[@annacarlson9240]

Lenny is soooo precious singing with Elayna! (My extra hands with babysitting/sailing/videography offer for when you guys move to the new boat still stands, fyi - I'd drop anything to hang with lil Lenny!!!)

[@faithp97]

When he said koala 🥺❤️

[@frankfranco3626]

What a beautiful moment captured on video. Elayna will want to rewatch this 20 years from now.

[@Adventurous-Emma]

I wish I was good with kids and I’d give the same offer, but the last kids I babysat (10 years ago) now I agree I was their worst babysitter. LOL!

[@kramersurfer5280]

so envious of lenny,,,imagine growing up on that boat....amazing.

[@floridagal150]

I'm in awe! I actually teared up when I saw the table set up and Elayna's face when she saw everything looking so beautiful. You and the crew did an amazing job! EPIC! They really went above and beyond. When Elayna was playing the guitar and Lenny was singing was very cute. Riley, the bangs look just fine.

[@caseylawless3454]

RILEY YOU ARE A KEEPER! This is the most adorable thing ever! Well done mate!🧡

[@jlyon5482]

Kudos to Riley and the Kids. Wonderful job

[@GaryLaaks1]

Awesome planning and pulling that one off. Truly special episode.

[@thombradthom]

“I’m gonna get this cricket ball for Riley, I just need to find him some sand paper” 🦆

[@sheerluckholmes5468]

@@SailingLaVagabonde well duh ... obviously for the obligatory ball tampering

[@thombradthom]

@@SailingLaVagabonde 🤔🤷‍♂️🍻

[@jttech44]

@@sheerluckholmes5468 Now now mate, it was a sticky wicket, fair game.

[@patricklestrange9006]

Can’t beat SA without it. Ha ha.

[@duncanbarriball3039]

For skuffing the ball. Aussie are good at it,,..was that fella kiwi ?

[@calliegunzenhauser6234]

Lenny bobbing his head to his song!!!!!!!!!! The wonder and joy in his eyes when Elayna sings koala and roo. Absolutely beautiful and so freaking cute!!!!!!

[@karynmcdaniel1917]

Wow! Best romantic dinner ever. I cried when I saw the stargazer lilies in the table centerpiece. They were my momma’s favorite, and we covered her casket in them four years ago. She was with you....she loved our sailboat, and she loved a good love story ❤️ Well played, Riley. 🥰

[@falconquest2068]

Great story Karyn!

[@levidaisyyoung220]

awww... that was sooo sweet Riley... great effort from the young ones too...

[@relaxingmindmusic33]

Lenny singing was so darn cute❤❤❤

[@hannahballantyne6122]

I like the flipping camera shots around the waves and boat, Riley!

[@mollyferraro5884]

I was hoping for a surprise proposal at the end. However sweet and thoughtful date. 😊

[@veronicabalfourpaul2288]

Sweet and thoughtful. Thanks for letting us join you.

[@hudsoncrabappleyohandri8307]

Oh my god what a romantic man !!! I was waiting for a ring at the end !!! Cant wait until next monday . U guys rock and those kids where amazing 👏

[@falconquest2068]

Why marriage? I think marriage in the traditional sense of being a government sanctioned status is outdated. Two people can love each other and have a committed relationship without a governmental body issuing a rubber stamped piece of paper. They could easily declare their commitment to each other in front of their friends and it would be just as relevant.

[@leighrogers6825]

I love to see Riley tackle a project, especially a sweet one!!

[@michaelholmes3253]

Yes Riley I love your bangs, although I haven't stopped laughing from last week's episoed

[@dannybiles4460]

Very smooth Riley 🤪🤪🤪 Looked a heap of fun for the kids to organise.

[@brendablakeney6134]

So much in this World leaves me feeling broken, and then there you are on Mondays and I feel something other than anxiety and heartbreak again. Thank you for that Legends! Much LOVE!

[@deeqam.9023]

I feel that.

[@carldb7374]

Be strong Brenda.

[@groundedrootshomestead8885]

Awesome b-roll Riley! And your love for your lady is beyond awesome. Love your little family.

[@cherylsibson2529]

What a grand Jesture Riley, in tears here those " kids did a great job" yes, you nailed it! The "kids" might come in handy when the new baby arrives, yes, you nailed it!

[@sylvaintasse9097]

Soooo happy for you guys. Well done Riley & mates.

[@ashleysasmr4649]

"I'm talking to these guys" 🤣🤣🤣🤣 she was dead serious. Riley is 🤣 in the background.

[@donnawarmouth9329]

Great job everyone!!!! She was so surprised.

[@shelleyhale3039]

Lenny singing & working out how to stop the guitar sound is so cute. Nothing like watching a little one work out things for themselves. #learninglife

[@PAKoffee10]

Good man. Seriously. A good man. And a great crew of willing help.

[@swiftyoverfifty]

Nothing to say that hasn’t already been said! I agree! Tears!

[@jaegeratsea]

That was fun. Very nice surprise. Riley has a good heart

[@pkane5472]

Just incredible. Beautiful teamwork and lovely outcome! Elayna's worth every penny....

[@avianna5983]

Do the “kids” need another friend? Asking for myself.

[@kelsieharden1834]

haha girl, you and me both!

[@soccernerd200]

This is up there as one of my favorite episodes - love to see you guys grow as a family.

[@JeanGenie92]

Had to make up for the fringe prank! Too sweet. The kids did a marvellous job

[@echopeus22]

with life on a boat and seeing each other pretty much non-stop I'm sure dates are few and far between... well done Riles - good job kids :) this is what love looks like.

[@gorway7]

Well done Riley, she deserves it. Well done kids too, that took some pulling off.

[@sandrajackson9978]

Fun video. So enjoy seeing you happy. Lenny what a gem...dont you just look at him with pride and think.....we made that.

[@amaimazai6197]

The coolest family! What a fab idea. You’re a legend Riley😎

[@BrendaStarr2000]

Why did I think Riley was going to propose to Elena? Wasn't that supposed to be the dessert!

[@arkafon79]

I was expecting a ring as well!!!

[@pamj4827]

I thought so too!

[@yasminroex1717]

Me too! I was too excited for them lol

[@kellyharney2385]

I was so confused! So sweet though. I’d love to hear their thoughts on marriage not to judge but bc I love hearing their thought processes.

[@loistallini3609]

Omg love fact that you all got little fringes lol so cute little naughty elves!!!!!🦦🦦🦦🦦🌈🦄🌻🌟🍹💞🌞

[@dkcoats]

That was one of the sweetest things I’ve ever seen.

[@deborahdownie8039]

Lenny is so cute. Poor little guy. The great thing about kids is that they are over being sick so quickly.

[@bornn68]

Lenny is talking so good! and he sings! and realizes how the tone changes when he touches the strings! He is going to be the smartest, coolest little home schooler. Start training them on the toilet asap, I have three boys.

[@WhenSailing]

guys we are still so amazed of what you do! you inspired us to take the step and buy a boat and seeing you after all your success, being that humble and still take care of your laundry yourself makes us so grateful about life🥰🙏 keep on💪🏻

[@Awenda18]

Here are a few things I’ve come to realize and question... * I often have no idea what Riley is talking about! * Lenny... it’s time for a man bun * Who are these strangers eating out of stainless steel dog food bowls? * Lenny needs a ukulele! * Elayna is a superhero! 🌸 and deserves this beautiful treatment at least once a month. 💕

[@kyla2423]

dog food bowls 😫🤣

[@BruceHeerssen]

LOL. I have a couple dog bowls just like those!

[@Awenda18]

@@BruceHeerssen me too!!!

[@sarascott2217]

My thought as well dog bowls

[@gisellag9283]

Absolutely beautiful.... I genuinely cried happy tears to see how stoke Elayna was God bless

[@le4905]

So romantic! Elayna is beautiful as ever.

[@AbleHammer]

Well done 👍. You young adults pulled it off! 👌

[@richardficara4968]

The Beatles made that haircut famous. It was called a mop top. You are now officially the mop top family. That dinner was beautiful. Great job Riley.

[@DeborahSymons]

I love that! Such a lovely 😍family.

[@R2robot]

I call it the Prince Valiant cut after the comic strip I used to see as a kid.

[@zinclar111]

That was beautiful. Your effort to give her a fantastic evening brought tears to my eyes. 👍🤩

[@marygriffin7106]

Omg lenny pulling the ropes perfect little man love his journey

[@MrRiddick225]

Yours is my favourite sailing channel. Fun, personal, informative, professionally produced. You make me wish I was there. Thank you for sharing.

[@faithp97]

The clips of Lenny pulling the rope and then singing 🥺 my heart

[@NiallHarding]

Best for years. Thanks for sharing. Stay safe and take care of each other. Cheers, Niall

[@abbiededi8005]

Wow “The Kids” seem like an amazing bunch. Would be interesting to learn more about them since they’re a different age group, are they sailing together? Lenny is a brilliant deck-hand ♥️

[@jadevermeulen6840]

They need their own KZbin channel for sure!!

[@kimconvery]

That was extremely special!!!! Omg! Way to go Riley!

[@jonnymoka]

Lenny is so cool helping dad out with the rigging

[@thomaswallek4611]

Oh you guys thank you for this. I lost my wife 9 years ago after 40 years. I’m a romantic and it’s been an especially emotional week, and today is Valentines Day. I love you guys and your friendship. Love is a hard thing to master but being from Oz must give you advantage. Aussies are doubly blessed. Happy Valentines Day !

[@RodHermann]

2:44 I am so happy to see the baby working with you guys... amazing!!!

[@sandleyjay8811]

Literally had a tear in my eye watching Lenny be in complete awe of Elayna singing 🥺❤️