Let’s Talk Itinerary…

The schedule is officially set (with just enough room for a little Italian flexibility). A printed copy of the itinerary will be waiting for you when you arrive.

We put together a Pinterest board with a little outfit inspiration for the weekend. Take what you love, leave what you don't, and make it your own.

Thursday, October 1st

WELCOME PARTY @ BORGO STOMENNANO

6 PM

CASUAL ATTIRE

Join us for an Italian BBQ to beat the jet lag and give you your first taste of la dolce vita. It might get a little chilly at night, so bring a layer just in case. The bride will be in a cool pair of jeans and a nice top, while the groom will be in a polo and pants . Think effortless, relaxed, and ready to start our vacation.

*** This will begin our nights outside for the entire itinerary, so please plan accordingly! We recommend garden-friendly, comfortable shoes and a layer for the cooler evenings.

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Friday,

October 2nd

TRUFFLE HUNTING & A TRUFFLE LUNCH

9 AM

COUNTRYSIDE CHIC

We’re venturing into the Tuscan countryside to hunt truffles (and yes, eat them immediately). Travel will be provided. Throw on your vintage Burberry, your wellies, and clothes you don’t mind getting a little muddy. Because it’s Jack & Emma, prepare to write a nature haiku. We will be back with plenty of downtime before the Rehearsal Dinner.

REHEARSAL DINNER @ BORGO STOMENNANO

5:30 PM

COCKTAIL ATTIRE



Join us for a whimsical evening of pasta, wine, and gelato in the Tuscan countryside.

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Saturday, October 3rd

THE BIG DAY @ BORGO STOMENNANO

4 PM

BLACK TIE

Our wedding day!! Tuscan elegance, Chianina steak cooked over coals, and all the disco dancing your heart (and feet) can handle.

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Sunday, October 4th

REST & RECOVER ( VERY OPTIONAL FOR THOSE NURSING A NASTY HANGOVER)

1:00 PM (ish)

POOLSIDE ATTIRE

This day is where the “Italian" Flexibility” really comes in. We can lounge by the pool sipping mineral water … or another spritz if you’re brave. If the weather isn’t pool friendly, prepare to play our favorite board games with us in the villa or head into Siena for some vintage shopping. If none of this sounds like your thing, feel free to take the afternoon to yourself to recharge for our final evening together.

PAJAMA, PIZZA, MOVIE PARTY @ BORGO STOMENNANO

7 PM

PAJAMAS PROVIDED

We’ll use our final night to watch a Jack & Emma approved action movie and eat more carbs. Pajamas will be waiting for you when you arrive.

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Monday, October 5th

TIME TO SAY OUR GOODBYES

VILLA CHECK OUT IS @ 10:30 AM

Jack & Emma are already sad :(

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