“If you reject the food, ignore the customs, fear the religion, and avoid the people, you might better stay home.”
— James Michener
Which version of Ros do you need?
Travel Coach vs. Wingwoman
Travel Coach
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For the traveler seeking a personalized, in-depth travel experience designed around your interests, comfort level, and pace. The Travel Coach service is ideal for those who value thoughtful planning, insider insight, and a sense of ease, knowing every detail is taken care of before, during, and after your journey.
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From multi-city or multi-country adventures to slow, single-destination explorations, our Travel Coach service provides end-to-end custom travel planning designed with intention.
We take the time to get to know you, your travel goals, pace, comfort level, and what truly inspires you, and then translate that into a personalized itinerary built from the ground up. Every detail is considered: accommodations, local experiences, timing, and flow. It’s a collaborative process that transforms your ideas into a seamless, one-of-a-kind journey.
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Pricing reflects the depth and detail of your journey. Depending on the number of travelers, cities, and the level of customization you’d like, packages typically range from $450 to $1,450 per trip. All inquiries and initial consultations are free, we’ll review your goals together first and confirm a structure that feels transparent, comfortable, and right for you.
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Schedule your free, 30-minute call using the link below, it’s the easiest way to Ask Ros about your next adventure.
We’ll chat about your travel wants, needs, and goals to get a sense of the planning and customization required for your trip.
After our chat, you’ll receive a short form to capture the finer details. Once reviewed, we’ll prepare a formal quote for your service fee based on your trip’s scope and complexity. When you’re ready to move forward, we’ll begin crafting your custom travel itinerary and bringing your plans to life.
Wingwoman
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For the traveler who needs a quick, no-fuss assist with their trip. This service is ideal for those who enjoy planning their own adventures but need expert help with one or two aspects of it. Wingwoman travelers often already know where they’re headed, they just need support booking flights or trains, finding the right hotel, or connecting with trusted local guides.
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The Wingwoman service is for travelers who want professional travel support, without the deep-dive planning. It’s quick, efficient, and focused on solving specific needs like booking flights or trains, finding the right hotel, or securing trusted local contacts.
You’ll get expert guidance where it matters most, without the full itinerary process. Think of it as having a travel professional in your corner, ready to step in, make things easier, and help you finalize your plans with confidence.
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Each Wingwoman service is itemized, so you only pay for the areas where you need assistance. This flexible approach makes it easy to get expert travel support without committing to a full itinerary.
International Airfare: $95 per person/per ticket
Domestic Airfare: $45 per person/per ticket
Train Ticket: $50 per person/per train ticket
Airbnb Bookings (up to 9 guests): $150 flat/per Airbnb
Hotel Bookings (up to 9 guests): $25 flat/per hotel
Activity or Tour Bookings (up to 9 guests): $15 flat/per activity
Additional Passenger Discounts (50%) apply for airfare & trains, when travelers are on the same itinerary, with the same services and booking reference number. Separate arrangements or itinerary changes will require a new service fee.
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Schedule a quick, 15–20 minute call using the link below, it’s the easiest way to Ask Ros about the travel details you’d like help with.
During the call, we’ll identify the support you need and confirm the service fee for that assistance. Once you’re ready to proceed, we’ll collect the necessary travel details to secure your bookings. It’s fast, simple, and stress-free.