Frequently asked questions.

Your journey starts here — let’s make it seamless.

1. What is Willow + Wayfarer?

Willow + Wayfarer is a boutique travel design service that creates personalized itineraries for discerning travelers. Whether you’re dreaming of a romantic European escape, a family adventure, or a solo journey of self-discovery, we curate every detail — from lodging to local experiences — so you can travel effortlessly.

2. Why should I book with a travel advisor instead of planning on my own?

Travel advisors save you time, stress, and often money. With industry partnerships and insider access, Willow + Wayfarer can secure exclusive perks, upgrades, and vetted recommendations that aren’t always available online. Plus, you’ll have expert support before, during, and after your trip.

3. What types of trips do you plan?

We design everything from weekend getaways to luxury international itineraries. Popular trip types include:

  • Honeymoons and romantic escapes

  • Family vacations

  • Solo travel experiences

  • Cruises and group tours

  • Adventure and wellness retreats

4. How does the planning process work?

  1. Consultation: We start with a 30–60 minute discovery call to learn about your travel goals.

  2. Design: You’ll receive a custom proposal with handpicked accommodations, experiences, and logistics.

  3. Booking: Once finalized, we handle all the reservations and details.

  4. Bon Voyage: You travel with confidence, knowing support is just a message away.

5. Do you charge planning fees?

Yes. We charge a consultation and planning fee that reflects the time and expertise involved in creating a customized itinerary. Fees vary by trip type and are often credited toward your final booking for vacations valued at $1,250 or more.

6. Can you help with flights?

Yes — we can assist with flight recommendations and, in some cases, booking. For complex itineraries or business-class travel, we may partner with trusted air specialists to ensure you get the best routing and value.

7. Do you work with all destinations?

Almost! While we specialize in Europe, the Caribbean, and North America, we also plan bespoke journeys to destinations worldwide through trusted travel partners and on-site experts.

8. Do you offer group or corporate travel planning?

Absolutely. We can assist with destination weddings, retreats, reunions, and incentive trips. Each group experience is tailored to your goals and budget.

9. What happens if something goes wrong during my trip?

You’re never alone. Willow + Wayfarer provides support and guidance if travel hiccups occur. We also recommend travel insurance to protect your investment and provide additional peace of mind.

10. How do I get started?

It’s easy! Click “Plan My Trip” to schedule your consultation. We’ll chat about your travel style, goals, and dream destinations — and start building your next unforgettable adventure.