
Frequently asked questions
✦ What does Y.E.S. mean, and what inspired you to create this company?
Y.E.S. stands for Your Eccentric Sister—a name that reflects my approach to travel, storytelling, and life itself. As a lifelong learner with a diverse academic background spanning the arts, humanities, and beyond—along with a penchant for novel adventures—I bring a scholar’s curiosity and a storyteller’s eye to every journey I design.
My work is rooted in cultural insight, aesthetic depth, and the belief that travel is a living, evolving art form. It’s about connection—to self, to others, and to the story of place.
So yes, I’m that sister: a little unconventional, wildly passionate, deeply intentional, with a penchant for diving headfirst into fascinating rabbit holes and emerging with inspiration. The one who knows the quietest ryokan in Kyoto, the off-menu dish to ask for in Puglia, the best massage at sea, and the perfect silence of a private Arctic expedition.
This blend of art, culture, wellness, and refined luxury—with a dash of whimsy—fuels Y.E.S.’ mission: to craft soulful, deeply personal travel experiences that feel like journeys your eccentric, well-traveled sister planned just for you.
✦Who do you work with?
I work with curious, thoughtful travelers who crave more than just a passport stamp. My clients range from honeymooners and families to executive travel, and lifelong wanderers. If you value meaning, story, and soul—plus exceptional luxury—you’re in the right place.
✦ What kinds of trips do you plan?
I design custom luxury travel experiences, small group journeys, and long-term travel blueprints for clients worldwide. Whether you’re dreaming of an ultra-luxury Antarctica cruise, a multi-generational safari in Botswana, a business retreat, or a year-long sabbatical across five continents—I’ll help you make it seamless, story-rich, and unforgettable.
✦ What’s included in your Custom Travel Planning?
Think of it as your travel biography—crafted with flair, insight, and extraordinary detail.
I handle all booking logistics, including:
Luxury hotels and private villas
Boutique cruises and charter flights
Transfers, guides, and immersive cultural experiences
Dining, wellness, and unique personal touches
A fully customized, concierge-level itinerary
Every detail is shaped by your pace, preferences, and personal “why.” I work with a global network of trusted, high-touch suppliers and elite luxury affiliations.
✦ Do you offer group trips?
Yes! I host intimate Luxury Small Group Journeys (8–16 travelers) that combine insider access, cultural depth, and a sense of shared adventure—with zero large-tour chaos.
Expect art, cuisine, natural wonder, and spontaneous laughter—curated for connection.
Explore upcoming journeys: Hosted Trips
✦ Do you offer digital products?
Yes! I offer a curated selection of digital guides, booklets, and worksheets designed to help you plan meaningful, inspired travel on your own schedule.
✦ If I buy a digital product or booklet, can I get a consultation?
Absolutely. Consultations related to digital products are available at $500 for a two-hour session, offering personalized advice and guidance tailored to your travel goals.
Note: If you choose to move forward with a Y.E.S. Membership or purchase The Well-Traveled Decade service during or within one week of your consultation, the consultation fee will be credited toward your total purchase.
✦ Tell me about The Well-Traveled Decade—what is it?
It’s my signature, future-forward service for clients ready to make travel a life priority. We co-create a personalized 5-, 10-, or 15-year travel blueprint tailored to your milestones, dreams, and seasons of life.
You’ll receive:
Discovery consultations
A curated multi-year travel roadmap
Destination, timing, and accommodation strategy
Custom recommendations for themes, pairings, and ideal travel windows
Think: A travel legacy—not just a vacation.
Note: This is a standalone consulting and planning service. It includes the design, delivery, and one review of your custom blueprint. Ongoing updates or additional planning require membership or separate retainer support.
✦ How long does The Well-Traveled Decade take?
With a project as detailed as The Well-Traveled Decade, planning typically takes about four weeks, though it may extend during busy periods or if there's a waitlist.
Communication is paramount. You’ll always know what to expect, and if your planning is urgent, a rush fee applies. Please reach out early to discuss timing and options.
✦ What’s the pricing for The Well-Traveled Decade?
Signature Planning Fees are non-refundable and based on length, number of travelers, and the number of annual trips.
5-year blueprint: $10,000 – $15,000+
10-year blueprint: $20,000 – $25,000+
15-year blueprint: $30,000 – $35,000+
The fee is due at signing and covers complete concierge-level research, design, and delivery of a deeply personal travel roadmap. Many clients enjoy 4–5 leisure trips per year, all elegantly mapped in advance.
✦ Tell me about the Y.E.S. Membership
Membership offers high-touch planning, booking, and ongoing support for travelers who take multiple journeys each year.
Most members enjoy 4–6 trips annually and find great value compared to paying the standard 15% planning fee per trip, thanks to bundled services and exclusive perks.
Membership Pricing Tiers
Solo (1–2 people): $15,000+/year
Ideal for individuals or couples seeking exclusive, attentive service.Family (up to 4 people): $30,000+/year
Perfect for families or small groups who travel together.Group (up to 6 people): $45,000+/year
For larger groups wanting seamless coordination and custom experiences.Ultra-Luxury/VIP (unlimited travelers/trips): $100,000+/year
Designed for those who travel extensively with larger groups or extended families.
Membership includes:
Ongoing custom trip planning and booking
24/7 professional concierge service (via trusted partner)
Exclusive perks, upgrades, and personalized gifts
First access and sneak peeks to Hosted Trips
Annual Well-Traveled Decade blueprint updates (if purchased)
No hidden fees: everything included in your tier is covered. If you exceed your membership’s travel limits or request specialty add-ons, any extra fees will be clearly communicated in advance.
✦ Do I need a membership to work with you?
Not at all. You’re welcome to work with me one trip at a time—my standard planning fee is 15% of the total trip cost. That includes:
Custom itinerary design
Full booking management
Access to exclusive travel perks
Membership is ideal for those seeking year-round planning, blueprint updates, and concierge-level attention across multiple trips.
✦ Can I book with points/miles or just use you for itinerary design?
While I don’t manage award bookings, I occasionally offer itinerary-only services for travelers who already have their flights or hotels booked.
If you’d like expert curation for everything else—let’s chat to see what fits.
✦ Where do you specialize?
I specialize in travel that transforms—not just transports.
Some favorites include:
Antarctica, Iceland, Galápagos – Expedition meets indulgence
Japan, Egypt, Madagascar – Culture, mystery, and marvel
Italy, Portugal, Greece – For food, art, and family legacies
Private Islands, African Safaris – Off-grid, high-luxury experiences
That said, if it’s fascinating, I probably plan it.
✦ How far in advance should I reach out?
For custom trips: Ideally 6–12 months out
For group journeys: As early as possible (they fill quickly!)
For The Well-Traveled Decade: Start planning a few months before your first major trip
✦ Do you offer support while I travel?
Absolutely. I’m available for urgent trip issues and coordinate with trusted, in-destination partners to ensure seamless support. You’ll never feel lost in translation—or logistics.
✦ Are you affiliated with any luxury travel networks?
Yes! Through elite global affiliations, I offer clients:
VIP perks and upgrades at top-tier properties
Access to exclusive events and cultural experiences
Hidden gems and insider connections that can’t be Googled
Your trip gets that extra touch of “how did she pull this off?”
✦ Can I travel with you?
Yes—and it’s as fun as it sounds! I host immersive group trips, usually quarterly, where I travel alongside a small group of guests to extraordinary destinations.
Think of it as traveling with your witty, well-researched, and charmingly eccentric sister who knows exactly where all the hidden magic lives.
See upcoming hosted adventures: Hosted Journeys
✦ What’s your cancellation or refund policy?
Planning fees are non-refundable, as they reflect time, research, and design already invested.
Vendor-specific cancellation terms vary, so I always recommend purchasing comprehensive travel insurance to protect your investment.
✦ What makes Y.E.S. Luxury Travel different?
I don’t just book trips—I build biographies in motion.
I blend academic curiosity, deep storytelling, and luxury expertise to create soul-stirring, detail-rich journeys. Every trip is:
Deeply personal
Logistically elegant
Culturally immersive
Unexpectedly delightful
Whether it's for one unforgettable escape or an entire decade of adventures, I help you travel with meaning, legacy, and magic.
✦ How do we get started?
Easy! Start here: Inquiry Form
We’ll explore your travel story, style, and goals. If it’s a good fit, we’ll proceed with a planning agreement and begin crafting your perfect adventure!