Your Alaska Certified Expert: Land & Sea

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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 >
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Areas of expertise

Destinations:

Alaska, At Sea, USA

Interests:

Bucket List, Cruises, Family Vacations, Escorted Tours

Suppliers:

Adventures By Disney , Kensington, Princess Cruises®, Railbookers

About Me

Moose at sunset in Anchorage
Moose at sunset in Anchorage

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 completely smitten! From the natural untouched beauty of the landscape to the wildlife at every turn, I knew I wanted to learn more! 

So, I dove in to all of the training I could find, both online and in person. I've visited several popular destinations including Denali National Park, Talkeetna, Seward, and Anchorage and I've had the opportunity to see Alaska on land and at sea throughout the seasons. I became an Alaska Certified Expert and I'm passionate about finding the best fit for YOUR Alaskan vacation!

Now, this might be controversial but...Alaska is not for everyone! In order to truly experience the destination, I think that kids should be at least 5 years old. Why? Because there are many activities and excursions that have age limits or requirements. Can you still bring little ones if you want to? Of course! But, it will require some additional knowledge & understanding of what is available. That's where I help you find the best fit for your family! No vacation should be cookie cutter - it should be designed and curated to what YOU want to experience. No two trips should ever be identical! And if you are traveling with younger kids, my recommendations will look different vs. if you are traveling as a couple celebrating a 25th wedding anniversary. 

My best advice for Alaska? A cruise is not the only option for an amazing vacation! In fact, I encourage you to go BEYOND the cruise and I can help you make it happen! A rail vacation is wonderful way to explore or you may want to have a home base (e.g. Anchorage) and do day trips. Luckily, I have so many wonderful contacts in Alaska and I'd love to share with you some of the options for a memorable vacation!  

Plus, Alaska is an all-seasons destination! Many people have an Alaskan cruise on their travel bucket list but I am telling you - don't underestimate Alaska during the winter months, or the rest of the year for that matter! From the Iditarod races to hunting the Northern Lights or various wildlife from whales to moose to bears, you can find it all here! While it is quite family-friendly, it's not a destination for everyone but that's EXACTLY why I recommend it! You are surrounded by gorgeous landscapes and truly untouched, raw beauty. The people are welcoming and authentic and the wildlife is jaw-dropping and everywhere you look! For example, the picture on this post was taken after the moose walked right in front of our vehicle in Anchorage, Alaska. They stopped on the frozen lake and we pulled into a parking lot and were able to grab photos. It was a magical moment, one of so many during my travels to Alaska! 

 

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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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
  • Alaska: 176 bookings

Destinations I've Visited

  • USA: 143 trips
  • Alaska: 28 trips

My Photo Albums and Videos

Cruising
View Album
Facing My Fears in Alaska!
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