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.
Explore Outlander filming locations in Scotland, enjoy cooking & wine tasting in Italy, book a girls' trip to Spain, or go shopping in Venice!
Go off the beaten path, reconnect with yourself & make new friends!
P.S.: Join our women-only, private Facebook group!
Connect with like-minded women who love to travel as much as you do!
Close your eyes and imagine the golden glow of the Italian sunset, painting the sky with hues of orange and pink. You and your best girlfriend are lounging in luxury, sipping on glasses of velvety wine, and soaking in the beauty of the moment.
But this trip is more than just relaxation—it's an adventure off the beaten path, whisking you away from bustling metropolises and into the heart of authentic Southern Italian charm. Prepare to be enchanted as we explore the enchanting towns of Alberobello, Matera, Ostuni, Lecce, Bari, and Polignano a Mare.
Every moment is a journey into the soul of Puglia. So, raise your glass to friendship, adventure, and the magic of Southern Italy. This journey promises to be a feast for the senses and a treasure trove of unforgettable memories.
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!
Our most-requested trip is finally here! This is the women-only adventure you’ve been waiting for.
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October 12 - 19, 2025 - details & itinerary coming soon!
Join us for an adventure in Southern Spain - visit the Andalusian gems of Grenada, Seville, Cordoba, Ronda, Cadiz and Jerez!
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 and a sangria-making 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.
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!
Hi - I’m Anna Fishman, the proud mastermind behind Olegana Travel Boutique, your go-to hub for unforgettable journeys.
I live for family adventures with my travel-loving husband and our little jetsetters in training. With 30 countries under my belt, I’ve combined my personal globetrotting escapades with the expertise of local destination gurus. Together, we craft personalized 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!
Sign up for our email newsletter and stay tuned for the full itineraries for all of our upcoming 2025 & 2026 trips.
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