Global Getaways

Directions Website

Global Getaways Travel that Transforms. Welcome! My name is Deena Gainor and I am the owner and founder of Global Getaways. Travel is one of our great passions.

We offer personalized, professional service to our valued clients, planning customized trips that are thoughtfully crafted and designed just for you by understanding your dreams and taking time to listen to what's important to you. My husband's name is Ryan and we work together to help create customized luxury and romance vacation itineraries you will love. As such, we are dedicated to making travel fun and rewarding for all of our clients. Our specialty is finding destinations that take your breath away. We have sought out the unique, the extraordinary, and the dream destinations both at home and abroad. Our favorite destinations are exclusive and amazing…some of the most beautiful places in the world. We can help you escape to an intimate romantic getaway, a unique luxury villa vacation, or an exotic Tahitian honeymoon in an over-water bungalow. The last few years, our clients have loved traveling to places like Thailand, East and South Africa, Chile/Patagonia, and Europe, especially Italy, France, Spain, and Portugal! Where would you like us to send you?

Heading to Denver for The ASTA Summit! Surrounded by the Rocky Mountains, it’s a wonderful opportunity to step back, con...
10/14/2026

Heading to Denver for The ASTA Summit! Surrounded by the Rocky Mountains, it’s a wonderful opportunity to step back, connect with fellow travel leaders, and focus on the big picture.

While taking time away from the office is always a balancing act, investing in ongoing education and industry trends is one of the best ways I can continue serving you well.

Over the next few days, I'll be focusing on:

1. What you want most today: Looking closely at how travel preferences are evolving so every custom itinerary I create for you remains deeply personal, seamless, and meaningful.

2. Strengthening partner relationships: Spending quality time with our preferred hotel, cruise, and tour partners so you are always treated like royalty wherever you travel.

3. Fresh ideas: Exchanging practical insights with other agency owners to keep Global Getaways strong, innovative, and forward-looking.

I can't wait to bring back plenty of fresh inspiration for your upcoming adventures!

What a wonderful journey it has been following along with Pat and Mary!Thank you both for sharing your gorgeous photos a...
09/30/2026

What a wonderful journey it has been following along with Pat and Mary!
Thank you both for sharing your gorgeous photos and letting us peek into your incredible Italian getaway.
It has been such an absolute joy watching this adventure unfold, and thank you so much for trusting me to help bring your special anniversary trip to life.

These are the photos and messages that make my day!:"Hi Deena, We just wanted to say THANKS for helping us navigate our ...
09/29/2026

These are the photos and messages that make my day!:

"Hi Deena, We just wanted to say THANKS for helping us navigate our river cruise vacation. You were right as the river cruise line's attention to detail was great. We had lots of great experiences, too much food, and lots of drink, We loved it all! I am very glad we did not delay. Thanks for being so patient with our group as we are NOT experienced travelers. The picture is from the Octoberfest celebration. The weather also cooperated. Rain only when on our bus. We were glad we extended both before & after the cruise. We appreciate your attention to detail also. THANKS AGAIN!" - Laura & John

A classic view from the Amalfi Coast!A lovely afternoon was spent down on the beach, taking in that famous backdrop of P...
09/28/2026

A classic view from the Amalfi Coast!

A lovely afternoon was spent down on the beach, taking in that famous backdrop of Positano’s colorful houses stacked right up the cliffside. Make sure to explore the upper town: Walk a little higher up the hill away from the main beach crowd to find quiet local shops, art galleries, and peaceful cafes.

Another beautiful day on the Amalfi Coast!An afternoon was spent up in the hills above Sorrento at a sweet, four-generat...
09/25/2026

Another beautiful day on the Amalfi Coast!

An afternoon was spent up in the hills above Sorrento at a sweet, four-generation family farm full of lemon and olive trees.

A guided walk gave a look into how local w**e and olive oil are made, followed by tasting homemade honey, local cheese, fresh jam, and limoncello. The afternoon ended with a simple, delicious Italian meal made with fresh ingredients grown right on the land.

Getting to follow along with my clients and see them experience sweet, authentic local moments like this is truly one of my favorite parts of what I do.

More updates to come as this trip moves along!

Continuing through Italy, with a wonderful day spent exploring the charming towns along the Amalfi Coast!Wandering throu...
09/24/2026

Continuing through Italy, with a wonderful day spent exploring the charming towns along the Amalfi Coast!

Wandering through narrow cobblestone lanes, discovering local shops, and pausing at village cafes for an espresso or fresh seafood is the absolute heart of the coastal experience. Getting to follow along as these sweet moments unfold is such a highlight.

A few simple tips for enjoying the coastal towns:

1. Enjoy the coperto way of relaxing: At sit-down cafes, you will often see a tiny cover charge (called a coperto) on the bill for your table service and bread. Sip a lemon granita and enjoy people-watching at your own pace.

2. Join in on the early evening passeggiata: Do as the locals do and take a casual, leisurely stroll through town right before dinner to soak in the atmosphere and grab a gelato.

3. Keep a few coins handy: It is always a good idea to carry a little bit of small Euro cash with you, especially since many public restrooms charge a tiny fee to use.

More updates to come as this journey continues!

Continuing through Italy, with a remarkable stop in Pompeii!Stepping into those ancient Roman streets and taking in all ...
09/22/2026

Continuing through Italy, with a remarkable stop in Pompeii!

Stepping into those ancient Roman streets and taking in all that history up close is such a memorable experience. Getting to follow along with photos like this is truly one of my favorite parts of what I do.

Here are a few quick, practical travel tips for visiting Pompeii:

1. Wear comfortable walking shoes. Pompeii covers a vast area with original Roman stone roads, uneven cobblestones, and dirt paths. Good footwear makes a huge difference.

2. Bring sunscreen and a hat. There is very little shade throughout the ruins, so sun protection and plenty of water are essential, especially during warmer months.

3. Hire a local guide or use an audio tour. The site is massive and without signage, so having a guide or audio tour helps bring the history and stories to life.

Dave and Barb, welcome to magical Prague. I hope your travels thus far have been nothing short of amazing as you've made...
09/21/2026

Dave and Barb, welcome to magical Prague. I hope your travels thus far have been nothing short of amazing as you've made your way there. Now that you have reached one of my favorite places in the whole world, I truly hope it is everything you've dreamed of and more. I cannot wait to hear all about your journey and see your photos when you return.

A big thank you to Pat and Mary for sharing this beautiful photo from Capri!I love getting updates from clients while th...
09/18/2026

A big thank you to Pat and Mary for sharing this beautiful photo from Capri!

I love getting updates from clients while they are away. Looking at those incredible cliffside views and colorful coastal towns never gets old. Seeing them having such a wonderful time in Italy made my whole week!

Wishing Pat and Mary a truly amazing rest of their journey!

John and Laura, bon voyage. Thank you so much for your incredible patience as we navigated the uncertainties surrounding...
09/17/2026

John and Laura, bon voyage. Thank you so much for your incredible patience as we navigated the uncertainties surrounding your Danube River Cruise due to historically low river levels, and thank you for being so wonderfully flexible. I know it took some waiting to see how everything would unfold, and your grace through the process meant the world. I am so excited to hear all about your journey when you return, but please don't hesitate to reach out if you need anything at all while you are traveling.

Address

Chicago, IL

Opening Hours

Monday 9am - 4:30pm
Tuesday 9am - 4:30pm
Wednesday 9am - 4:30pm
Thursday 9am - 4:30pm
Friday 9am - 12pm

Alerts

Be the first to know and let us send you an email when Global Getaways posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Share

Category