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Multi-destination trips look dreamy until the seams start to show. In this episode, Milena Stancati of Travel Collection dives into what makes complex itineraries work and where many advisors quietly lose control. From missed transfers and mismatched service levels to chaotic handoffs between countries, she shares the exact points where trips fall apart and how to fix them before your client ever notices. You’ll learn how to structure trips like a story with intentional pacing, why “three nights minimum” changes everything, and the behind-the-scenes systems top advisors use to manage multi-country travel without the overwhelm. If you want to sell bigger, more complex trips without the stress (or the risk), this is the episode you need to hear!

About Milena Stancati:

Milena Stancati is a travel industry leader and Head of Business Development at Travel Collection Limited, where she partners with travel advisors across North America. With nearly seven years at Context Travel, she helped scale global experiences and deepen culturally driven travel. Raised in an Italian-American family, her love of travel was sparked by stories of heritage and history, leading to a lifelong passion for exploring the world. She’s visited 70+ countries and spent a year traveling across continents with Remote Year. Now based in Charlotte, Milena brings a thoughtful, story-first approach to travel, and when she’s not working, she’s chasing her goal of running a half marathon in every U.S. state.

instagram.com/travelcollectionltd

Recourses mentioned in this Episode:

Travel Collection Form

Simple Fee Calculator

Today we will cover:

(03:00) Meet Milena Stancati; Travel Collection
(08:55) The biggest failure points (the “seams”)
(17:30) How to fix the seams before they break
(24:00) Structuring a multi-country itinerary that flows
(33:20) Client briefs, transition checklists, and partner coordination
(40:30) How to structure planning fees for multi-destination trips
(43:10) Post-trip debriefs; improving future trips

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