Welcome to
The Olive Suitcase
Yassas! Hello and welcome! If you love traveling in Greece, you’re in the right place. We’re excited to share our Greece travel tips and stories with you.
What will you find here?
About the blog
Dreaming of Greece but overwhelmed by the planning?
You’re in the right place. I’m Rachel, a Greece-obsessed travel planner who’s turned decades of experience into stress-free guides that actually help.
Whether you’re craving turquoise waters, cozy tavern nights, or a trip that finally feels easy, I’ve got you. Let’s make Greece the trip you never stop talking about.

You planned the whole trip. But does it actually work?
You’ve got the flights booked, the hotels reserved, and a color-coded spreadsheet you’re lowkey proud of.
But something still feels off. Is the pacing right? Will the ferries actually work? Did you miss something obvious?
I’ll review your full itinerary, catch the problems, and tell you exactly what to fix before you land.
Expert eyes on your plan. Delivered in 7 days. $129.
“Rachel provided insight I would have never thought of. She took so much worry and anxiety out of our trip.” — Michael, USA

Stop Googling. Your Santorini Plan Is Already Done.
You’ve got 20 tabs open and you’re still not sure you’ve got it right.
I’ve already done the research, tested the routes, and built the plan that actually works on the ground.
A 5-day itinerary designed like an app, not a PDF you read once and lose.
Clickable maps, real restaurant picks, and days that flow without backtracking.
Instant download. $39. Less than one dinner in Santorini.
“Planning for Greece is a full-time job. This guide makes it a five-minute checkout instead.” — Aleah, USA

Stop Researching. Start Planning.
Grab the free Greece Starter Guide and get 30 insider tips, a realistic packing list, and the travel resources I actually use, all in one place.
No more tab overload. Just clarity.
You’ll also get Greece travel tips and trip planning ideas delivered to your inbox. Unsubscribe anytime.
What’s new?
START HERE!
Explore
Santorini
If you’ve ever dreamed of blue rooftops and golden sunsets, Santorini’s probably on your bucket list. This island really lives up to the hype, from its cliffside villages to its fresh seafood.
Let me show you exactly how to get the most out of every sun-soaked corner, even if you only have a few days. Expect clear tips, some fun stories, and answers to the questions you forgot to ask.
Oia, Santorini
Santorini Sunset
Discover
Mykonos
There’s nothing quite like waking up to the Aegean breeze in Mykonos.
From fresh-caught seafood by the water to boutique shopping nestled in bright alleys, the island has a bit of everything.
Whether you’re here for fun or a slow escape, you’ll find it has more to offer than just a party scene. I’ll guide you through the best activities, cozy cafés, and can’t-miss beaches. Come with me and see what makes Mykonos unforgettable.