Sydney Hubbard
From sailing the Greek islands to wandering down hidden ancient paths, I’ve experienced Greece in ways both iconic and unexpected. I bring that same mix of creativity and first-hand knowledge to designing highly personalized journeys. I love diving into the research and planning process—transforming what might feel overwhelming into something seamless and exciting—so you can focus on what matters most: the adventure ahead. Let’s design your dream trip to Greece together!
How did you get involved in travel?
"I fell in love with travel right after high school, when I set myself a challenge: visit one new country every year. Twelve countries later, I'm still chasing that goal with no plans to slow down. Along the way, I've traveled solo, explored with friends, and built countless itineraries for the people I love, earning a reputation as the go-to travel planner in my circle. What keeps me hooked is the impact travel has on both sides: I've seen how authentic, sustainable tourism can support local communities, and I’ve felt how stepping into new cultures reshapes my outlook on life. For me, travel is all about connection—shared humanity, creative traditions, and those memorable moments that stay with you long after the trip ends."
Please share a unique travel experience you will never forget.
"On my recent trip to Greece, one of my favorite experiences was visiting Aegina, known as the pistachio capital of Greece. We toured a family-run farm that’s been passed down for generations, and it was my first time seeing pistachios growing and learning just how much hand labor goes into cultivating them. The family shared how the island’s soil and climate make Aegina pistachios world-famous, and of course, we sampled everything pistachio—pesto, brittle, baklava, and the ultimate treat: pistachio butter.
It’s hands-down my number one souvenir recommendation from Greece—a little jar of creamy pistachio heaven to bring home for friends and family. Aegina has become my go-to hidden gem tip for pistachio lovers traveling to Greece!"
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,...