Kelly Greer, Travel Agent in Pittsburgh, PA

Kelly Greer

Pittsburgh, PA Travel Agent
Super Agent

Kelly Greer

Pittsburgh, PA · 8 Years of Experience

Kelly Greer, Holiday Road Adventures, an independent agent with Holiday Road Adventures, LLC, a Travel Leaders Network Affiliate Agency
4.9
(124)
100% Recommended
We just got back from Portugal. Being honest it wasn't on my bucket list but my family and friends wanted to go so I agreed. What... Read More >
About
My Travel Specialties
Reviews
Certificates & Awards
My Places
Travel Stories & Media
Itineraries

Areas of expertise

Destinations:

Jamaica, Italy, Alaska, Europe, At Sea

Interests:

All Inclusive, Bucket List, Family Vacations, Luxury, River Cruises

Suppliers:

Adventures By Disney , AmaWaterways, Avalon Waterways, Baglioni Hotels & Resorts, Europe Express

About Me

Luxury & Family Travel Specialist

"Traveling leaves you speechless and then turns you into a storyteller." ~ Ibn Battuta This is one of my favorite quotes and it really hits home when I think about traveling. Traveling is one of the best ways to create memories with loved ones you will never forget. Whether it's relaxing at the beach, exploring the charming streets of European cities, or the magic of a theme park, I want to make sure that you have many stories to tell! I specialize in luxury & family vacations. What does this mean exactly? Well, luxury means different things to different people but to me, it's about unique & personalized experiences that feel exclusive so that you have those lasting memories. I am here during every season of life. From your honeymoon to your child's first family vacation to graduation and being empty-nesters, I'm here to help those vacation dreams become a reality with personalized attention from booking to arriving safely back home!

My Travel Specialties

Specializing in Luxury & Family Travel

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Specializing in Luxury & Family Travel
When you travel, it's like painting a canvas with memories. Every time you take a trip with loved ones, you have more memories to share, making your canvas more vibrant! I like that analogy because every time you take trip, you make new memories and it's like adding a new color to a painting. Whe...Read More ▶

Multi-Generational Family Vacations

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Multi-Generational Family Vacations
“Travel in the younger sort is a part of education; in the elder, a part of experience.” – Francis Bacon What could be better than traveling with your loved ones? There is something especially magical about watching your children or grandchildren have new experiences and you're sure to cre...Read More ▶

Customized Italy Vacation Expert

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Customized Italy Vacation Expert
"Italy...a land where time slows down, inviting you to savor the present moment and reconnect with the simple joys of life.”– Erica Simone A trip to Italy is on the travel bucket lists of so many people and there are truly many reasons for that! The quote above sums it up well though! When...Read More ▶

European Travel Specialist

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European Travel Specialist
"I haven't been everywhere but it's on my list". This is how I feel about Europe. I have always enjoyed learning about different places and different cultures. I love history and visiting new places where you can feel the history all around you. It's hard not to feel the history around you in Eur...Read More ▶

River Cruising Specialist

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River Cruising Specialist
Life on the river is just better! I truly agree with this statement, especially pertaining to a river cruise. There is something very unique about viewing the landscape around you from the water. Whether it's Rhine River Gorge, the Wachau Valley, the Eiffel Tower, or even the banks of the Mississ...Read More ▶

Your Alaska Certified Expert: Land & Sea

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Your Alaska Certified Expert: Land & Sea
A few years ago, I visited Alaska for the first time on a cruise. The destination wasn't particularly high on my own travel bucket list but I had sent several guests there and wanted to learn more about it so that I could be better equipped if asked questions. I came back from the cruise complete...Read More ▶

Europe for the Whole Family Travel Expert

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 Europe for the Whole Family Travel Expert
Europe - where every street corner has a story to tell! As your travel advisor, my job is to help you write those stories as you travel & create lasting memories for your whole family! That includes the youngest and the oldest of travelers! I love planning those family vacations, especially multi...Read More ▶

All-Inclusive Travel Planner

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All-Inclusive Travel Planner
When it comes to an all-inclusive vacation, there are so many possibilities! There are an endless number of amazing all-inclusive resorts available throughout Mexico and the Caribbean. There are also all-inclusive resorts in Europe and Canada, offering unforgettable experiences for those looking ...Read More ▶

Ocean Cruising Specialist

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Ocean Cruising Specialist
Cruising is an amazing way to see several destinations in one trip. Plus, you only have to unpack once! With so many cruise lines, you may wonder which one is best for your trip. That's where I come in! I help you compare and find the best fit. Each cruise line has a different vibe and offerings....Read More ▶

Luxury Travel: Specializing in Exclusivity

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Luxury Travel: Specializing in Exclusivity
What is luxury travel? Well, the exact definition is subjective. However, there are a few things that are common for every luxury vacation that I plan for my guests.  The first thing to remember is that luxury travel is personalized and customized to you. My goal, and hope, is that you fee...Read More ▶

REVIEWS

Rating: 4.9
124 reviews
100% Recommended
Your trust is our priority. Every review is submitted by verified travelers after they have booked and completed their trips. Learn more about our review guidelines.
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Showing 124 reviews

Portugal Trip
Reviewed By Bruno - Washington, Pennsylvania | Traveled to Portugal | Europe
We just got back from Portugal. Being honest it wasn't on my bucket list but my family and friends wanted to go so I agreed. What a beautiful country! The only thing I knew about Portugal with the Douro Valley wines. Kelly was so helpful making this one of our more memorable trips from arranging all the transportation to and from the airports and between cities. She had us stay in boutique hotels in Porto, Douro Valley and Lisbon. The people are friendly and the food is incredible. All the day trips she had booked for us were wonderful especially the Food Tasting Tour with Diogo in Porto, the winery tours with Andrea in Douro Valley and the Fado Dinner in Lisbon with Natalie. Kelly worked with us tweaking our itinerary and everything went off like clockwork. I highly recommend using Kelly for next European Vacation!
✓ I would recommend this agent to my family and friends.
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My Italy Dreams Came True
Reviewed By AliJane - Dallas, TX | Traveled to Italy | Europe
I will forever be thankful that I was introduced to Kelly on the Underline That podcast with my friend Stephanie. I knew from my initial phone call with Kelly that she was the perfect person to trust with planning this trip of a lifetime that I'd been dreaming about for years to Rome and The Amalfi Coast. Kelly is an incredible listener, and she took everything we spoke about down to small details into all the incredible aspects of this trip. Not only was this customized EXACTLY to what I had envisioned, but Kelly thought of things I never would have come up with based on what she heard me describe as my dream trip. The hotels were all amazing and not ones I would have found on my own and the hotel she suggested in Sorrento fit my dream description of what I was looking for and went so beyond my (very high) expectations. My favorite hotel experience of my well-traveled life! Not only did Kelly suggest things I wouldn't have thought of, she also shared her own pictures and experiences which made it so much easier for me to believe they would be worth the time and money. It never would have occurred to me to book a private golf cart tour in Rome or a food tour for the night we arrived, and both were absolute perfection! Each of our tour guides for private and semi-private experiences were world class and exceptionally lovely, engaging and knowledgable people. I also appreciated that Kelly let me be as involved as I wanted to with planning and had so much patience and grace for changes that I requested like adding in a lemon farm tour or swapping out free days. She even went the extra mile to give me a list of book stores to visit in each location because she knows how passionate I am about reading. My family and I have precious memories that will last a lifetime thanks to Kelly's care, creativity and design. Not only will I recommend Kelly to anyone I know planning a trip, I will 100% be working with her again!
✓ I would recommend this agent to my family and friends.
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Italy
Reviewed By Terry - Houston, PA | Traveled to Italy | Europe
This was the trip of a lifetime! We did not want to come home. It was fairly easy to plan, Kelly did most of the work. Every detail was planned out for us. We saw everything we wanted to see and more. My only negative was we had a couple too many tours. We felt a little rushed at times, but in order to see what we wanted to see, that's what had to happen.
✓ I would recommend this agent to my family and friends.
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Italy done Spettacolare
Reviewed By Gelato_Lovers - Dallas TX | Traveled to Italy | Europe
Our tour of Rome, the Amalfi Coast and Radda was *Spettacolare!* The hotels were exceptional. Hotel Lunetta in Rome offered outstanding service, breakfast, a rooftop bar where we discovered Aperol Spritzes, and a spa in a perfect location. The Grand Hotel Royal in Sorrento was the finest hotel we have ever stayed in. After traveling more than 7 million miles, that is saying something. Relais Vignale Hotel & Spa in Radda provided the ideal setting for a relaxing stay in Tuscany, with excellent food, service, and views. The private and small-group tours were outstanding. Highlights included the Trastevere Food Tour, Rome by Golf Cart, and a fascinating Colosseum and Roman Forum tour where our guide used picture books to show how the sites originally looked. The private Amalfi Coast Drive allowed us to see the highlights while avoiding the worst crowds. A recommendation to visit Safari Positano for custom-made sandals became one of our favorite discoveries. Pompeii was brought to life by an excellent guide, followed by a winery lunch overlooking Vesuvius and the Bay of Naples. Our Farm-to-Table Experience on a family-operated lemon farm was priceless. The family made us feel like guests rather than tourists, and the zero-kilometer meal was unforgettable. Capri was equally enjoyable thanks to a guide who helped us experience the island efficiently despite the crowds. Tuscany was the perfect finale. A jeep tour through vineyards, mountaintop views with Prosecco and local snacks, and an exceptional winery lunch with narrated wine pairings created lasting memories. The balance of guided tours and free time was perfect. Daily breakfast buffets, outstanding restaurants, flawless transfers, and high-speed rail travel made everything easy and enjoyable. We are bringing home countless wonderful memories. With all the logistics handled for us, we were free to simply enjoy the sights, the food, and our time together as a family. Bravo!
✓ I would recommend this agent to my family and friends.
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Highly Recommended!
Reviewed By MerryWanderer - Pittsburgh, PA | Traveled to Germany | Europe
We have been working with Kelly for well over a year in planning our dream trip on a Viking Rhine river cruise which was supposed to take place in less than a week. We ended up rescheduling for next year due to historic low river levels on the Rhine but Kelly has been there for us every step of the way, especially in being our advocate with Viking. Kelly has been extremely helpful and professional along the way as well as warm and friendly and understanding of our wishes. She is also quick to respond to questions and concerns. We look forward to actually taking this trip and definitely plan to work with Kelly again on future trips.
✓ I would recommend this agent to my family and friends.
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Certifications & Awards

ASTA is the leading global advocate for travel agents, the travel industry and the traveling public.It is the world's largest association of travel professionals.Our members include travel agents and the companies whose products they sell such as tours, cruises, hotels, car rentals, etc.Expand your world. Go with the pros.
The Luxury Alliance is a unique networking environment for a carefully selected group of luxury advisors that have common experience, skills and mindset. Through collaboration, knowledge-sharing, and educational opportunities, these elite advisors are empowered to provide sophisticated, personalized experiences to luxury travelers.
AMA Academy
AMA Academy
AmaWaterways Specialist
AmaWaterways Specialist
Avalon Waterways Specialist
Avalon Waterways Specialist
Globus family of brands Specialist
Globus family of brands Specialist
Seacademy - Gold Certification
Seacademy - Gold Certification
TRACKS (Rocky Mountaineer Specialist)
TRACKS (Rocky Mountaineer Specialist)
Viking Expeditions Expert
Viking Expeditions Expert
Viking Expert
Viking Expert
Viking Oceans Expert
Viking Oceans Expert
Viking Rivers Expert
Viking Rivers Expert
College of Disney Knowledge
Universal Orlando Resort Specialist
Alaska Certified Expert
Viking Certified Expert

My Places

When it comes to travel planning, real-world experience makes a huge difference. Check out the map below to see all the places I have personally visited or booked for my clients. I know these destinations well and can give you reliable guidance.

My Most Booked Destinations

  • USA: 323 bookings
  • Europe: 223 bookings
  • Alaska: 176 bookings
  • Florida: 147 bookings
  • Orlando, Florida: 100 bookings

Destinations I've Visited

  • USA: 143 trips
  • Florida: 115 trips
  • Orlando, Florida: 100 trips
  • Europe: 73 trips
  • Alaska: 28 trips

My Photo Albums and Videos

Europe with Kids
View Album
Facing My Fears in Alaska!

My Travel Stories

Santorini Views

Greece: Beyond the Cruise

The Greek Isles are a highly-desired vacation destination for many people. I often hear "Oh I really want to see Greece!" There are a couple of ways to experience Greece and the Greek Isles and this is me telling you that a cruise is NOT the only option! In fact, it's not necessarily my first recommendation. Let me explai...
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Springtime in Paris

My Favorite European Destinations for Families

I have been a travel advisor for over 8 years and I've helped countless families travel to various destinations. I was recently asked by a client who reached out about a Europe trip where I thought the best place was for families visiting Europe for the first time. While this will vary a little bit based on interests and the needs of each family...
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Selfie at Magic Kingdom

Disney Destinations are for ALL ages

One thing that you need to know about me is that I am a proud Disney Adult! I love everything about the characters, the experiences in the parks, and the memories that I've made with loved ones over the years. I will never forget my first visit at 6 years old! I remember seeing Cinderella Castle for the first time and going up to hug the ...
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Vienna Christmas Market

The Magic of the European Christmas Markets

The holiday season is a time of family gatherings and traditions for many people. I know that is certainly the case for my family. For as long as I can remember, the holiday season has always been one of my favorite times of the year. I looked forward to Christmas every year as a child. We had our annual traditions – going to my grandparents’ fa...
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This is 40 in Santorini

Celebrating a Milestone Birthday in Greece

"If something good happens to you, travel to celebrate. If something bad happens to you, travel to forget. If nothing happens to you, travel so that something happens.” Recently, I celebrated a milestone birthday and in anticipation of this birthday, I knew I wanted to do something special! I have helped dozens of guests plan special trip...
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