Sydney Hubbard
I’ve spent a lot of time traveling around Greece, from sailing between islands to exploring some of the quieter places that don’t always make the typical itineraries. That firsthand experience, along with lots of behind-the-scenes research, helps shape the trips I design.
I really enjoy the planning process and helping make a big trip feel manageable and exciting. I’d love to help you plan a Greece adventure that feels just right for you! 🇬🇷💙
How did you get involved in travel?
"I really fell in love with travel right after high school, when I challenged myself to visit one new country every year. I’m 15 countries in now and definitely not slowing down.
I’ve traveled solo, with friends, and spent years planning trips for the people around me. At this point, I’m the default travel planner in my group. What keeps me excited about travel is how much it gives back on both sides. I’ve seen how thoughtful, sustainable tourism can directly support local communities, and I’ve also felt how stepping into new cultures shifts your perspective in ways that stick with you.
For me, travel is really about connection, between people, cultures, and those small, meaningful moments that stay with you long after you’re home."
Please share a unique travel experience you will never forget.
"On my last trip to Greece, one of my favorite surprises was a day trip to Aegina, known as the pistachio capital of the country. We visited a small, family-run farm that’s been passed down for generations, and it was my first time seeing pistachios growing in real life. I had no idea how much hands-on work goes into cultivating them.
The family explained how Aegina’s soil and climate are what make these pistachios so special, and then came the fun part: tasting. Pistachio pesto, brittle, baklava… and the standout was the pistachio butter.
It’s now my top recommendation for a Greek souvenir (so delicious and easy to bring home!). If you love pistachios, Aegina is one of those underrated stops that’s absolutely worth it."
Sydney's favorite itineraries and travel advice
Top itineraries and travel advice
With 10 days in Greece, you can choose between an island-hopping adventure, a historical highlights tour, and a fast-paced road trip itinerary. The islands of Santorini, Naxos,...
Cyclades, Saronic, Dodecanese, Sporades: to plan an island-hopping trip around Greece, you'll need some background on each of the island groups. Read on to learn what to expect,...
Family itineraries
Bring the whole family for 13 days of exploring the ABCs of Crete with this itinerary. After discovering the myths of the Acropolis in Athens, you'll fly to Greece's largest...
Get out into the Greek islands with your school-age children on this 10-day trip. You'll start with an introduction to some of the country's most famous myths and landmarks in...
Luxury itineraries
Ten days in Greece is an excellent amount of time to delve into a highlights tour that features Athens, Crete, and three picturesque Cyclades islands. You can also cater the...
This lavish 10-day exploration of Greek food and wine starts in Athens, where you'll stroll through historic neighborhoods and visit the towering Acropolis. Then, you're off to...
Road trip itineraries
Honeymoon itineraries
Dive into pure luxury on this romantic escape to Greece. Start in Athens, where you'll stroll through the charming neighborhoods of Plaka and Psyrri and cruise the hidden coves...
Greece is one of the most irresistible honeymoon getaways on Earth. Relax on Europe's best and most diverse range of beaches on one or more of the nation's 6000-odd islands,...
Recent trip reviews for Sydney
Amazing Trip
Greece
|
Sep 2 - Sep 9, 2026
Skye & Jill,
Thank you again for trusting me to plan a special mother-daughter birthday celebration! I love hearing that you were able to unwind, relax, and take in each location's charm. It was great getting to know you both throughout the planning process, and I hope we'll have a chance to meet in person here in Colorado soon! 🩵
Fabulous TripThis was our first time dealing...
Greece
|
Sep 8 - Sep 17, 2026
This was our first time dealing with Kim Kim and you knocked it out of the ballpark. It was as if Sydney knew us. The places, hotels and tours she chose for us fit our tastes to a tee. The fact that Grant checked in with us on our arrival and was able to make a minor adjustment to our itinerary was much appreciated.
was fabulous. Her tour was one of the highlights of our trip. For well-seasoned travelers, like us, Kalamata was a very
We were particularly impressed with... Read more
We had a wonderful trip to Greece. Sydney di...
Greece
|
Aug 31 - Sep 10, 2026
Would definitely recommend KimKim and look forward to our next trip! Read more
Judy & Matt,
I'm glad to hear you had a wonderful trip! It's great knowing you felt a perfect balance of adventure/relaxation during your travels, with plenty of time to make memories between both. Excited to see where you choose to travel next! 🩵
An active vacation filled with adventures, history and great guides.
Greece
|
Aug 29 - Sep 7, 2026
Petra,
Thank you so much for the sweet review. I’m really happy to hear how much your family enjoyed the trip, especially the gorge trek, winery dinner, e-bike tour, and sailing day. I'm glad we were able to pack in so many fun experiences/memories for your family 🩵
I also really appreciate the honest feedback on the sunset cruise, the hotel meal, and the communication about the gorge trek. I’ll definitely share that with our team so we can keep improving.
It was a pleasure helping you put this trip together. I love that Greece gave your family some lifelong memories! 🇬🇷✨
Greece - Fantastic
Greece
|
Jun 13 - Jun 22, 2026
Kristen,
I couldn't agree more about Majo Suites! I've stayed there myself, and it's one of my favorite places to recommend. The homemade breakfast is so good, and the owners are wonderful! It makes me happy to hear you got to slow down and enjoy the property before heading home. Naxos has a way of being an unexpected favorite destination for so many. I hope I get to help plan your return trip someday! 🩵
Graduation trip to Greece!
Greece
|
Jun 13 - Jun 22, 2026
Kelly,
It was such a joy helping you and Jackson plan this special graduation trip! It sounds like Greece was everything you were hoping for - beautiful weather, great memories, and plenty of authentic Greek hospitality!
Thank you again for trusting the kimkim team and me with your celebration. I’m glad it felt like a once-in-a-lifetime adventure 🩵
Athens: We had a lovely group tour of the Acr...
Greece
|
Jun 4 - Jun 15, 2026
Purbi,
It's great to hear that everyone had such an amazing time in Greece! I loved helping plan so many special moments along the way, especially with celebrating your anniversary in such a beautiful place 🩵
I also really appreciate your feedback about the final travel day. With the new EES system, travelers’ experiences have varied widely, so I’m glad we were able to adjust the plan in the end and give your family more peace of mind for the journey home.
Thank you again for trusting kimkim with your family’s adventures. We'd love to help with another trip in the future!
Sydney planned the most beautiful trip to Gre...
Greece
|
May 31 - Jun 13, 2026
Katherine & Delaney,
I loved chatting with you both and getting to know you throughout the planning process (especially during our pre-trip Zoom!). Thank you for letting me help bring this special graduation trip to life 🩵
I'm happy you both had a chance to slow down, recharge, and soak up Greece after such a big milestone before deciding what’s next. Thank you again for trusting kimkim with your travels, especially for your third trip with us! I’m so excited that Japan is next!
A three generations family trip to Greece...
Greece
|
May 30 - Jun 9, 2026
Mark,
Thanks so much for your kind words! I love hearing that the trip was a great fit for all three generations + that the Naxos farm visit/cooking class was a family favorite! I’ve done that one myself and loved it too, so it’s always extra fun when travelers connect with it as much as I did. It was such a pleasure helping plan your family’s time in Greece! 🩵
Our Amazing Trip to Greece
Greece
|
May 23 - Jun 1, 2026
Aaron,
I’m so glad you were able to experience such a beautiful mix of Athens, the islands, and Crete, and that the private experiences helped make the trip feel extra special. I'm excited to see where you and Cher go next! 🩵