0
Skip to Content
Olegana Travel Boutique
About
Custom Trips
Women's Trips
Blog
Podcast
Cooking Retreat
Contact
Olegana Travel Boutique
About
Custom Trips
Women's Trips
Blog
Podcast
Cooking Retreat
Contact
About
Custom Trips
Women's Trips
Blog
Podcast
Cooking Retreat
Contact

Based in Ridgewood, NJ. Serving clients worldwide

Get In Touch

Call (917) 345-5792
Email
anna@oleganatravelboutique.com

Our women’s trips now cap at fourteen guests, down from sixteen.

Our tour leads have hosted groups of twelve, fourteen and sixteen. After our last Puglia trip, one of them told me plainly: fourteen still feels like a table of friends. Sixteen
Ciao from Ostuni.

Our third and final Puglia group of 2026 arrived today, and the first dinner is done. By the look of it, the strangers-on-Sunday part is already over.

We go back in 2027, three times:
Spring: April 30 to May 7
Fall: October 2 to 9
Lagos, last week. My friend Olga and I stood on these cliffs for longer than the itinerary allowed, and nobody minded.

We had four days together in the Algarve. No one needed anything from us. Just laughs, good food, beautiful surroundings, and a fr
It started with two friends and a plan to see Scotland. We left as 18 women.

I’m Anna Fishman, founder of Olegana Travel Boutique. If you’re new here, this is the idea behind everything we do: sign your own permission slip.

So many wome
I may have outdone myself with this one 😂🇮🇹

NEW TRIP: Dolomites & Lake Garda, September 10–18, 2027

Nine slow days in northern Italy, just 16 women:

🍾 Franciacorta tasting in a castle cellar
⛵ Boats across Lake Garda + a private isla
Something new for 2027, and I’ve wanted to do it for years.

Northern Italy in September. 

Lake Garda in the morning, when the light is on the water and the lemon groves smell like breakfast. 

Franciacorta in the afternoon, the sparkling wine

PRIVACY POLICY

TERMS

CUSTOM TRIPS

WOMEN’S TRIPS

ABOUT

BLOG

PODCAST

ITINERARIES


No results found