Jessica Siegel - 101-Vacations

Jessica Siegel - 101-Vacations I am a vacation dream builder and planner that helps you create a memorable, stress free adventure!

Meet the newest member of the office… Winnie.She’s already taken over as my cutest assistant, although productivity has ...
05/28/2026

Meet the newest member of the office… Winnie.

She’s already taken over as my cutest assistant, although productivity has definitely gone down a little since she arrived. Between the puppy snuggles, nap breaks, and constant need for attention, it’s honestly hard to get any work done around here.

But I think we can all agree she’s worth the distraction.

One of my favorite parts of planning travel is helping clients experience a destination in a way they’ll never forget.I ...
05/27/2026

One of my favorite parts of planning travel is helping clients experience a destination in a way they’ll never forget.

I was able to help plan the sweetest cooking experience for my clients in Rome and it ended up being such a highlight of their trip. From fresh local ingredients to learning authentic Italian recipes, it was the perfect way to slow down and really experience the culture.

These are the kinds of moments that make a trip so special 🤍

Planning a trip online can be overwhelming. There are so many resorts, room categories, and destinations to choose from,...
05/07/2026

Planning a trip online can be overwhelming. There are so many resorts, room categories, and destinations to choose from, and the details really do matter!

When you work with me, I help narrow everything down based on what you’re looking for and guide you through the entire process. From choosing the right resort and room to transfers, excursions, and travel requirements, I’m here to make it easy.

Thinking about a trip? Let’s start planning!

Just a reminder… don’t drink the water 🍹Don’t forget to ask for bottled waters to keep in your fridge in your room. You ...
03/04/2026

Just a reminder… don’t drink the water 🍹

Don’t forget to ask for bottled waters to keep in your fridge in your room. You will be so happy you have them each moning to start a new fun day!

Let’s talk about a couples getaway! There is something special about some time away from every day life. Shutting down t...
02/27/2026

Let’s talk about a couples getaway!

There is something special about some time away from every day life. Shutting down the laptop, watching a beautiful sunset, and enjoying a long weekend to reconnect. You can travel just the two of you or with friends, and either way it’s guaranteed to be a memory you won’t forget 💕

I love helping sweet clients find the perfect romantic spot to get away 💕 Cheers to many more years to this beautiful co...
02/23/2026

I love helping sweet clients find the perfect romantic spot to get away 💕 Cheers to many more years to this beautiful couple.

Spring still feels pretty far away and I was more than ready for some sunshine. Now is a great time to plan a long weeke...
02/02/2026

Spring still feels pretty far away and I was more than ready for some sunshine. Now is a great time to plan a long weekend somewhere warm to break up the winter and give yourself something to look forward to. A few days of sun can make all the difference. I promise, it’s worth it! ☀️

Its FRIDAY!I don't know what the question is, but I'm pretty sure spending the day at the spa in Tuscany is the answer.
01/30/2026

Its FRIDAY!

I don't know what the question is, but I'm pretty sure spending the day at the spa in Tuscany is the answer.

What is your favorite thing about cruising? There are so many things that make taking a cruise one of my favorite vacati...
01/29/2026

What is your favorite thing about cruising?

There are so many things that make taking a cruise one of my favorite vacations. I love how there is something for everyone on a cruise. One of my favorite cruise tips is ordering breakfast room service to start the day!

Follow me as I travel to Los Cabos today for the 2026 President’s Club Meeting! This is such a beautiful destination wit...
01/28/2026

Follow me as I travel to Los Cabos today for the 2026 President’s Club Meeting!
This is such a beautiful destination with so much culture, nightlife, and beauty.

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Jeffersontown, KY

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