A woman and girl sit with their arms stretched out above the ocean in Greece.

Custom-planned European travel

At Olegana Travel Boutique, I specialize in one-of-a-kind European vacations tailored to your unique preferences. Whether you're ready to book an intimate honeymoon or an extended family trip to Europe, I’ll handle every detail with care to ensure a seamless, unforgettable experience. Let me turn your “maybe-one-day dreams” into an “it’s-all-booked”’ reality.

Get ready for a journey that’s tailor-made for you!

Tell me your idea of the perfect European getaway and let’s turn that vision into an unforgettable reality. Each detail of your adventure is meticulously crafted, from luxurious accommodations to pre-arranged transportation and private adventures to off-the-beaten path gems.

What our clients say

  • Couple honeymoons in Europe withe the help of Olegana travel

    "I found Anna & Olegana Travel Boutique by chance and I'm so eternally grateful we found her!"

    Stefanie Spector

  • Retired couple travels to Italy with the help of Olegana Travel Boutique.

    "Anna and her team did a fabulous job of planning a trip to Italy in short time. The itinerary was great."

    David Guida

  • Family participates in cooking class in Italy, arranged by Olegana Travel Boutique.

    "I contacted Anna and she did an amazing job coordinating and scheduling both the cooking class and our day trip through Tuscany wine tours."

    Linda Pollock

  • Photo looking out of kitchen into Italian landscape.

    "Anna planned a beautiful trip to Italy for my family of 12! The experiences she arranged for us would have been very difficult to do on our own. "

    Nicole Watson

Anna Fishman, owner of Olegana Travel Boutique, stands smiling in a blue print dress next to a tree.

Meet Anna Fishman

––your trusted Europe travel planner

Have you ever searched for “the best travel agent” only to be disappointed by the results? At Olegana Travel Boutique, I know you’re searching for a travel agent to take the stress away – not add more! That’s why booking with Olegana Travel is a no-brainer.

I’ll work with you to find the perfect vacation destination that checks off every box on your vacation list. I’ll design a custom itinerary tailored to everyone’s preferences, ensuring every detail is just right.

I’ll handle booking and logistics, so you never have to stress about the details—everything is organized and accessible in a simple app. Plus, I’ll be available to you throughout your travels so you can travel confidently knowing your trusted travel advisor is by your side.

Sound good?

Book a complimentary consultation with me to get started.

- Anna

Discover the Olegana Difference

  • A group of women travelers stand in front of a statue on a group trip.

    First-hand experience

    I personally visit the places I recommend. I explore the world, get to know the destinations, accommodations, and service providers. I invest my time, money, and energy into traveling for research.

    I go so you’re “in-the-know.”

  • A waiter holds a tray with a spritz on a white cloth with mountains in the background.

    White glove service

    One of my core values is to always “wow my clients” – under-promise and over-deliver.

    Every time - from the perfect European honeymoon to an unforgettable family getaway.

  • People gather around a table eating food and smiling.

    It’s all about who you know

    Over the years, I’ve built strong relationships with local travel companies around the world. This means I have “boots on the ground” to create unique, off-the-beaten-path itineraries and provide immediate support if things don’t go as planned.

  • Two people clink champagne glasses with the Eiffel Tower in the back.

    I work for you

    As an independent company, I’m not tied to any hotels or tour operators. I don’t have quotas to meet or rooms to fill – I choose the best hotels and tours based entirely on what’s right for you.

  • A river winds through a small village lit up at night in France.

    No cookie-cutter itineraries

    Every trip is custom-made for you, tailored to your needs, wants, and dreams.

  • Pink flowers hang on a vine in a alleyway in Greece.

    Authentic and off-the-beaten-path

    With me, you’ll avoid the crowds and tourist traps. I design authentic itineraries that engage everyone in your family, from ages 5 to 85, with culturally immersive experiences and hands-on workshops

Sample itineraries

Boats floating in blue water in Croatia with city in the background.

CROATIA

People ride in gondola on the Grand Canal in Venice near Ponte di Rialto.

ITALY

Pink flowers hang on a vine in an alleyway in Santorini, Greece.

GREECE

SPAIN

PORTUGAL

FRANCE

Start planning your trip to Europe

Let me craft your next European adventure, tailored to your dreams and desires.

Grab a spot on my calendar, and let’s get started!