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!