• Real Weddings Archive •

…another blank slate to write beautiful stories on.

TWO THOUSAND SIXTEEN.  Another new year.

 Another blank slate to write more beautiful stories on.

It also means that it is our sixth year on this Cheeky journey (which is absolutely insane to say).  We started from the bottom and now we’re here.  It wasn’t easy though. We have worked our butts off to get here. A place where we could help others, feed our creative souls and run a successful business all while refusing to be anything other than super present mamas.

When we first got up and running, we contracted A TON of “day of/month of” management jobs and literally poured our hearts and souls into helping our couples.  We gave much, much more than what we signed on and were getting paid for, but we loved all of it. We wholeheartedly knew that we had our hands wrapped around something truly special.

In our first two years alone, the two of us logged 146 weddings (featuring a mix of Cheeky services). Yes, our butts were off as I mentioned earlier.  Double and triple headers, split weddings on the same day; we even went to two on the same day together once- one during the day and one in the evening. We hustled and we made it happen- quite well I might say.

Along with that, came a WEALTH of experiences and knowledge as well as the opportunity to transform our company into a boutique that now plans + designs + floralizes an intentionally limited number of weddings each year.  We have made such great friends because we are lucky enough to be involved every step of the way (the happy times, meltdowns, you name it) leading up to one of the most important days of their lives. We could truthfully write a book on everything that we have encountered and learned. More to come on that thought…

Admittedly, throughout our business journey, we have never been masters of social media.  We, unfortunately, have never kept our audience informed or super up to date about our whereabouts and accomplishments.  We do not update our website with the growing number of beautiful weddings that we have produced and created.  We, quite frankly, have been even more neglectful on that front since having our babes. It is tragic, but we are working on it. We WILL get better.

Either way, I assure you that things are still rocking even though we aren’t posting about it.  Seeing that we both didn’t really get to experience a legitimate “maternity leave” after having our precious babies because of prep work + multiple weddings occurring very shortly after (in 2014 + 2015); it was heaven to have the majority of our weddings concluded by mid-year in 2015.  We had a couple lovelies sprinkled throughout the Fall with quite a unique Winter wonderland finale in December. Simultaneously, we have been pinning down details for our 2016/2017 weddings and discussing what else we want Cheeky to embody; what we feel Cheeky can offer more couples on their wedding journeys.

Our wheels have been spinning and our ideas have come full circle.  The mission behind Cheeky is and always has been to help.  We made it cheeky culture to go above and beyond and we don’t want that to be pushed aside for the sole purpose of implementing pretty details for our photographers to capture.

We are very aware that a wedding planner is a luxury.  It does not fit into everyone’s budget even though a wedding planner’s guidance is invaluable.  As much as we want to be able to give ALL couples the truly special wedding experience that they deserve, budget restrictions are real.  However, we CAN do something to help.

For that reason, we are working on something really cool. Maybe not as cool as a book deal previously mentioned, but we will start here… and we promise that we will keep you updated about it.

With all that being said, I hope you can all welcome us “back” with open arms as we promise to share the fun + beauty behind our personal and professional scenes.

Talk soon!


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Barbara + Trevor // The Hempstead House

Finally sharing this gorgeous wedding, which was featured nationally in The Knot Magazine Summer 2015! We hope you enjoy it as much as we do! 

Ah- our hearts. We fell in love with Barbara and Trevor as soon as they walked into our office.  Their genuine love for each other really did shine through from the first time we met.  Their wedding vision was something that immediately jived with ours.

B+T contracted us after they booked their venue (which coincidentally is one of our favorites on the island) with about six months left until the big day.  They chose Hempstead House (Sands Point Preserve), a historic gold coast mansion built in 1912, because it fulfilled their desire to have a setting that was timeless; a blank slate where they could showcase who they were through all of the details of the day.


They said “I do” during a completely romantic ceremony overlooking the water amidst a clear blue sky. Their outdoor cocktail hour immediately followed where guests enjoyed a formal yet relaxed atmosphere just as the sun was setting.  After which, guests were directed to find their escort card (which sat on a bed of flowers) and make their way into the mansion by following a beautiful path of white rose petals and candles.

The design concept was SUPER important to Barbara and one of our favorites to date.  It was clear that she was looking for a very romantic French vintage vibe from the beginning and was a wedding planner’s dream come true when it came to all of the details.  Since we literally had to bring every single aspect of the wedding into this venue, we were able to really make this huge mansion feel like their home for the night.  Guests sat at a mix of rectangular tables, some exposed wood with draped lace runners and some covered with a variation of soft grey, blush and cream linens with just a pop of sequin.

An abundance of candlelight flickered on the tables and through all of the rooms of the mansion.  Vintage place settings, hand torn menus draped with silk ribbon and embroidered numbers all made an appearance on the tables as well.  The flowers were a mix of large flowing arrangements and smaller trinket pieces all in the muted palette that complemented the wedding. We brought in vintage furniture to the empty rooms of the mansion so that guests could stroll through and enjoy throughout the night.

Two of our favorites were Barbara’s grandmother’s dresser (that her mother took pictures in front of on her own wedding day) that we used as part of our dessert lounge as well as her dining room table that Barbara and Trevor sat at that night.  Barbara is SUPER close with her grandmother so it made it even more special.  Since one of B + T’s favorite things to do is enjoy the mornings together over coffee (also how Trev popped the question), we incorporated that into their favors and sent guests home with fresh beans from their favorite coffee spot.

On average, we plan with our couples for a year or so, so having only five months to secure vendors and plan all logistics at a ground up venue that was jam packed with intricate details required serious hustle.  We would do it all over in a heartbeat.

All gorgeous photos taken by the lovely KT Merry.


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Tara + Adam // Oheka Castle // 5.10.14

We are so ridiculously excited to finally be able to share photos from Tara + Adam’s magical wedding at Oheka Castle this past May. We have been patiently waiting for what feels like forever (273 days to be exact, but who’s counting?) for this baby to hit the newsstands! A four-page spread on the beautiful, glossy pages of The Knot- New York… someone smack me.

Tara and Adam (and their lovely families) were ideal in every sense. We spent 15 months planning together (again, who is counting?) and thoroughly enjoyed the entire process.

When the FOB told us he didn’t want to miss one beat when it came to this wedding, he wasn’t kidding. He would check in with us every so often to see “what else we could come up with.” He allowed us to propose (and ultimately incorporate) more unique elements than you can imagine. . how amazing is that??  He even made us coordinate a HUGE firework production and keep it a secret from everyone.. even the bride and groom. That was tough, but SO.WORTH.IT.

We could probably write a book with some famous quotes from this awesome man, but before we call the publishers, we figured we could share just a few here for fun:

“This guy I golf with said that everyone cool lights up their centerpieces (pin spotting), so I guess we have to do it.”

“I want these fireworks to be better than Tinkerbell’s show at Disney World.”

“Maybe we should add sewing kits to the bathroom amenities.. don’t women like sewing kits?

..and my personal favorite..

“We need buglers. Let’s convince Tara.”

How could you not get a kick out of him and have one hell of a time planning this bash?

Okay, now back to gushing about the actual wedding. Tara wore the most amazingly beautiful Jenny Packham gown that we still daydream about.  Her girls wore dreamy berry gowns designed by Monique Lhuillier. Tara and Adam are so very unique, so their overall design needed to have a little pop and spunk..and that it did.  It was so fun to use that to play with when it came to designing a wedding that wasn’t so true to “Oheka” form with glitz and over the top decor.

You know who else was a little spunky that day? Mother nature. She had a major chip on her shoulder and she just couldn’t decide what she wanted to do. That led us and our team to torture ourselves with the great debate that is “inside or outside?”  We literally re-located (including carrying not so small pieces of our ceremony decor) back and forth through the castle three times before finally making the decision to have it indoors and be safe.  However, mid process, FOB came over with his iphone doppler and said he thought that we might be able to JUST miss the storm and we all agreed that it was worth the risk.  Our plan B was beautiful, but nothing can touch saying “I do” on the grounds of the historic and GORGEOUS Oheka Castle. Wouldn’t you want to have your feet planted in the same place as some of the greatest boy band legends? Come on now! Well, we trucked it outside in fast forward speed and set up with minutes  to spare (thank you team effort) and it was perfection. Their first kiss as man and wife literally brought on the downpour. Speaking of legends, that alone was pretty epic.

I could go on for days, but I will get to the point and share the images with you, just after I list our top 5 favorite details from this production:

: gold (painted by us if I may add) bay leaves were placed above a soft pale peach napkin on every place setting

: each guest was given a custom made postcard (from several of the places Tara and Adam have visited together) with their seating arrangement on it; styled in some pretty cool vintage suitcases from Tara’s family members.

: over 20 feet of green garland draped across the chairs of the ceremony

: hand crafted spice favors made by the bride and groom

: last but not least, our beautiful ceremony backdrop made my dad and my hub. :)

Okay, I lied. one more:

we had the idea of letting guests choose what they wanted to toss at the bride and groom and needed a really cool antique piece full of drawers to fill with things like : bird seed, petals, flower heads, lavender, confetti, etc. during the execution stages, Tara confessed to being obsessed with card catalogs. Card catalogs=gold.  We found one literally DAYS before the big day and fell in LOVE. Even though we didn’t get to set it up outside as we imagined, it was a big hit and looked so lovely!

So here it is folks, a glimpse into this picture perfect wedding that was captured by the ridiculously talented Caroline Frost.

Enjoy! xo Jamie

:vendor credits at the bottom of this post.

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View More: http://gallery.pass.us/tara-and-adamView More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adam TA-Wedding-cfrostphoto-329 View More: http://gallery.pass.us/tara-and-adamView More: http://gallery.pass.us/tara-and-adamView More: http://gallery.pass.us/tara-and-adam View More: http://gallery.pass.us/tara-and-adamView More: http://gallery.pass.us/tara-and-adamTA-Wedding-cfrostphoto-489TA-Wedding-cfrostphoto-879View More: http://gallery.pass.us/tara-and-adamView More: http://gallery.pass.us/tara-and-adam

Ceremony + Reception Site: Oheka Castle 

Planning, Design + Concept, Florals: Cheeky Details

Photography: Caroline Frost Photography

Videography: AJ Ingoglia Films

Invitations and Day of Stationery: Jessica Leigh Paperie

Photo Booth: Caroline Frost

Entertainment: Kinky Spigot and the Welders

Bridal Gown: Jenny Packham

Tuxedo: Bonaventure Tuxedo

Bridesmaid Gowns: Monique Lhuillier

Lighting: Ambient Events

Linens: The Finishing Touch

Cigar Roller: La Casa Grande Cigars

Fireworks: Fireworks by Grucci




Hi Guys!

It seems pretty foreign to actually be writing on our new and improved blog right now. It has been a long time coming! Isn’t she pretty a little thing?  It only makes sense that we make this a weekly thing and that is our plan. We truly want to share more with you.  We want you to know who we are, what we are working on and what crazy things we are getting into.  We also plan to offer a lot of opinions and thoughts (watch out). For two people who have a lot to say, it is hard to believe that we didn’t jump on this bandwagon sooner.

Down to business… the reason behind this blog post… OUR NEW WEBSITE!  If you haven’t already checked it out, head on over to read some more about us personally and what Cheeky has to offer!  It was designed by the lovely, talented and extremely patient Love Inspired. Thank you ladies so much!


As individuals and as a company, we have grown substantially over the last four years.  We are very proud of the path that Cheeky has paved and we work every day to keep building. When we first began this journey, we didn’t truly know what fired us up in the industry as far as our service offering.  However, we did know that we wanted to stand out, offer a unique experience to our couples and set forth our standard of beautiful.  It took us some time to figure out a brand that represented us best and yes, we did struggle with a few inner conflicts (ie: change in name, change in logo 3x, but who’s counting?).  However, we are very happy to be able to show the world what are made of via a website and blog that make our hearts happy; both that are  and will be filled with beautiful photos and stories of lovely Cheeky couples. 

You will also see our new service offering which includes:


-Full Service Planning + Design

-Floral Design (Yes, you read that right.  See below.)

-Day Of Management (led by our team of talented Cheeky ladies who you just have to meet!)


We started offering floral design about fifteen months and five days ago (BIG shoutout to our first floral baby bride, Kat, who believed in us and let us put together her wedding tablescapes). We did our research; we have also attended many classes & workshops to expand our education in flower land. Really guys, we are ALWAYS looking for new things to learn and do not plan to stop anytime soon.

Since we never really made an official announcement and it has been quite some time, you may have put things together on your own (from our Instagram and Facebook posts). We only offer floral design to our full service (planning + design) clients because for us, it just makes sense to be able to execute our concept all the way through.  It allows us to truly be creative and ensure the aesthetic flows from start to finish. 


Below you will find some of our work from the current wedding season. We really hope that you come visit us again because we have lots more to share!



Heather + Jamie




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