Come together as strangers, return home as friends.

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Custom, luxury, hosted small group travel for women.

Explore destinations that are selected based on exciting themes - Outlander filming locations in Scotland, cooking & wine tasting in Italy, shopping in Venice, a girls trip to Paris, etc. 


We select premium accommodations, top culinary experiences, authentic local flavor, and offer private guides and transportation in some of the most exciting places in the world. 

Go off the beaten path, reconnect with yourself & make new friends!

2023 Hidden Italy: Foodie Adventure in Southern Italy, Puglia

Picture yourself in Italy at the private masseria (villa/hotel) gardens with a glass of wine at sunset with your best girlfriend! This trip will take you off the beaten path of busy bustling metropolises and into charming, authentic Southern Italian towns. We'll explore Alberobello, Matera, Ostuni, Lecce, Bari and Polignano a Mare.

We'll visit dramatic sea caves by boat, meet with a cheesemaker for a burrata and mozzarella making presentations, take a walking tour of Puglia's prosperous seaside capital Bari, make fresh pasta and focaccia, tour an olive oil estate, and so much more!

Our small group will enjoy private, premium masseria accommodations with our own pool and garden. Bring a friend to share a room or make some new friends along the way. 

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7-day adventure with an English-speaking, professional guide, accommodations, meals, and activities

Explore off-the-beaten-path iconic towns in Southern Italy

Explore Italy, sightseeing & walking tours, olive oil, burrata & mozzarella tasting, and more!

Why travel with us?

A video is worth a thousand words!

2023 Hidden Spain: Foodie Adventure in Southern Spain, Andalusia

Join us for an adventure in Southern Spain - visit the Andalusian gems of Grenada, Seville, Cordoba, and Ronda! 

We'll visit the Alhambra, a UNESCO World Heritage monument and the most remarkable monument to Moorish art in Spain, sample local tapas, tour an olive oil estate, experience the magic and beauty of flamenco dancing, enjoy wine tasting in an old convent that's been transformed into a winery, watch a live paella cooking demonstration, and so much more! 

This trip will take you off the beaten path of busy bustling metropolises like Madrid and Barcelona, and into charming, authentic Southern Spanish towns. 

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7-day adventure with an English-speaking, professional guide, accommodations, meals, and activities

Explore charming towns and architectural wonders of Andalusia - Southern Spain

Sightseeing, wine & olive oil tasting, a flamenco experience, paella cooking & more!

Waitlist for 2024 is now open!

Scotland: In the Footsteps of Outlander

An authentic Outlander-inspired Scottish experience that's steeped in tradition, history, and folklore. Trace the footsteps of your favorite characters in some of the most picture-worthy locations to feel the history, relive the moments of the Outlander series, and take a photo to make your own memories! 

This journey takes you to the iconic Outlander locations that were filmed in Scotland.

The stones are calling, the cobblestone streets, castles and villages are awaiting your arrival, and the whiskey is ready to be poured!  Bring a friend to share a room and share some laughs, or make some new friends who also love all things Outlander. 

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8-day adventure with an English-speaking, professional guide, accommodations, meals, and activities

Follow in the footsteps of Jamie and Claire in iconic locations across Scotland

Explore Scotland, sightseeing, whiskey tasting, a special sheepdog experience, and more!

What's new for this trip?

Here is a sneak peek at some of the NEW things that we'll experience that are so special and unique to Scotland!

The Royal Edinburgh Military Tattoo

The opportunity to visit the Edinburgh Castle Esplanade to enjoy the spectacular, world-famous Royal Edinburgh Military Tattoo that happens annually in Scotland! 

An unforgettable experience in a unique, historic setting!

Midhope Castle: Lallybroch in Outlander

See the 16th century castle that was used as "Lallybroch," the ancestral home of Jamie Fraser in the Outlander series.

The Castle has been previously closed to visitors - this is your chance to see it when it's open! 

Private Dinner: Royal Yacht Britannia

We'll dine aboard one of the most famous ships in the world, Royal Yacht Britannia or Fingal (sister Royal Yacht)! 

Her Majesty's Yacht Britannia, also known as the Royal Yacht Britannia, is the former royal yacht of the British monarchy.

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Meet Anna.

I’m a boutique luxury travel agent, entrepreneur and a wanderlust soul.

Hi! I am Anna Fishman, owner and founder of Olegana Travel Boutique, a boutique travel agency located in Bergen County, New Jersey.

I am a mom of two little adventurous jetsetters, I am obsessed with hotels and chocolate and I live for family vacations with my husband and sons.

Combining my personal globe-trotting experiences through 27 countries with the wisdom of our partners that are local destination-specific experts, together we create unique itineraries that are perfect for you to reconnect with your inner self, to discover the world, and to make new friends.

I can’t wait to meet you on our next group trip for incredible women like you!

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