Luxury travel experiences, tailored to you

Looking for your perfect European vacation? Frustrated by having 24 tabs open on your computer and endless Google searches? Don’t worry, you’re in the right place. Get ready for white-glove travel-planning where every detail is handled with precision and care – all you have to do is look forward to waking up in Europe filled with anticipation and excitement.

Meet Anna Fishman

Hi – I’m Anna, the proud mastermind behind Olegana Travel Boutique, your go-to hub for unforgettable journeys.

If you’re on this page, you’re about to travel in a way you’ve never traveled before, and I’m so excited for you!

Say goodbye to crowds and tourist traps – my goal is to elicit a “wow!” at every turn. And here’s my secret sauce: being born and raised in Europe adds that extra sprinkle of charm to every adventure.

I live for family adventures with my travel-loving husband and our two little jet setters in training. With 30 countries under my belt, I’ve combined my personal globetrotting escapades with the expertise of local destination gurus.

Together, we can craft personalized itineraries that are as unique as you are.

Let me plan your dream vacation where you can escape the mundane and experience an epic, one-of-a-kind adventure.

Why choose Olegana Travel Boutique?

  • Tailored Experiences

    Every itinerary is a work of art, meticulously crafted to match your unique preferences and interests.

  • Exclusive Access

    With insider knowledge and connections, I can provide access to hidden gems and exclusive experiences that are off-limits to most travelers.

  • Unmatched Expertise

    Benefit from my extensive network and expertise in European travel to ensure a seamless, stress-free journey from start to finish.

  • Privacy is the New Luxury

    You’ll enjoy private tours, seamless transportation, and a curated selection of hotels that offer stunning locations, impeccable service, and unforgettable memories.

Discover the Olegana Difference

Whether you're seeking a custom travel experience or wish to join a group of like-minded women on a luxurious adventure, my Olegana Travel team and I are here to make it happen.

Learn What it’s Like to Travel with Us

Need restaurant recommendations in Italy?

Dozens of restaurant recommendations from Venice to the Amalfi Coast, from Milan to Rome, from Cinque Terre to Florence – we’ve got you covered!