Leisure Travel

Good things come to those who travel.

We offer two leisure travel services

Our full itinerary service offers personalized and bespoke travel planning for travelers seeking exclusive and unique experiences. Our team curates distinct itineraries, provides VIP access, insider knowledge, and delivers seamless travel arrangements to ensure a truly luxurious and unforgettable journey.

For those not looking for a full itinerary, we offer our Hotel Booking Benefit so that you can still swoop up an exclusive experience through preferred partner amenities. We have worked extensively with all types of travelers- couples, groups, honeymooners, solo travelers, and we hope, YOU!

Full Itinerary Planning and a Hotel Booking Benefit.

What's included.

Ready for take off

  • Custom itinerary 
  • Access to our digital travel app [printable format available]
  • Airfare: economy airfare to private jets and all the in between
  • Accommodations
  • Restaurant reservations & recommendations
  • Excursion bookings
  • Self-guided activity recommendations
  • Transfer services
  • Logistical coordination
  • Packing reminders
  • Destination guides
  • Amenities & upgrades [where available]
  • Competitive travel insurance options
  • Support navigating travel requirements
  • On-call support

Full Itinerary Planning

Starting at $500

Hotel Booking Benefit

By using our complimentary booking service, our relationships with preferred partners can get you exclusive benefits like room upgrades, early check-in/late check-out, free wifi, complimentary breakfast and more! 
If you’re interested in booking with any of these partners, send us your trip details and a member or our team will follow up with you on elevating your resort experience.

Complimentary

The foundation of our planning process is relational. We take pride in this approach to create a fun and trusting environment. Each design session is curated to match your needs and the needs of the destination. Do you want to collaborate in the trip design? Or do you prefer a full preliminary itinerary to be unveiled? It’s up to you.

How we serve.

Travel isn't one-size-fits-all

"Lillian makes traveling fun & worry free! She makes sure everything is planned out just the way we want & thinks of pretty much everything!"

Ashley + Dereck
Athens Greece

"Working with Lily was fantastic! She was highly responsive and communicative, and she worked hard to find us the best accommodations while respecting our budget.”

Kelsey + Alex 
Patagonia, Chile

"Everything about our trip and experience with Lillian & Hilltop was spectacular. Once the trip was finalized, it was evident that Lillian put extra effort into every detail."

Emily + Willy
 French Polynesia

testimonials

Frequently Asked Questions

Do you charge a fee?

We charge a base rate of $100 per day of planning prior to beginning the planning process for a full itinerary, with a minimum of $500. Fees can vary depending on specific needs, number of travelers, and the level of planning required.

This flat rate fee keeps our pricing transparent and allows you, the client, to control your budget. It also guarantees you get each of our itinerary planning services, which include: a custom itinerary, access to our digital app, competitive travel insurance options, airfare reservations, accommodations, restaurant reservations, excursion bookings, transfer services and VIP upgrades (when available). In addition to booking each part of your journey, we make sure you have all of the resources needed to feel confident navigating your travels. Our free, digital travel app provides logistical coordination, packing reminders, support understanding travel requirements and finally on call support.

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Is the planning fee refundable?

The planning fee is nonrefundable but may be transferred to new dates of the same destination one time and within 15 months of the original departure date.

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What if we can’t travel due to unforeseen circumstances?

We offer optional travel insurance options to help negate these situations. In addition to traveler’s insurance, we do our best to work with vendors, suppliers, and partners to come up with a resolution that works for all parties.

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How is the Hotel Booking Benefit different from a full itinerary?

The Hotel Booking Benefit is best used to take advantage of the VIP benefits with our preferred partners. Because you know the hotel you are staying at, we do not charge a fee as long as no other services are required.

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Do I have to have a minimum budget to work with you?

While we do not require a minimum to work with us, our expertise is in luxury travel. We recognize that by focusing on luxury travel, we are better able to serve and meet the expectations of our clients. We recommend a starting budget of $1,500.00 per day for two travelers sharing a room. Included in this budget are accommodations, airfare, transfers, and activities. This budget can fluctuate depending on duration of trip, time of year, location, number of passengers, and other factors.

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Are you available while I travel?

We are available for emergencies while you travel. We have found that 95% of concerns or issues can be resolved the quickest on the spot with the vendor/supplier. We provide you with all contact information prior to departure so that during your trip you can make empowered decisions. 

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Are you available while I travel?

We are available for emergencies while you travel. We have found that 95% of concerns or issues can be resolved the quickest directly with the vendor/supplier. We provide you with all contact information prior to departure so that during your trip you can make empowered decisions.

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What are the preferred partner benefits?

The preferred partner benefits are at the discretion of each individual hotel. They typically are some rendition of the following: complimentary breakfast for two, complimentary wifi, room upgrade based on availability, early check in / late check out based on availability, and $100 hotel credit. We have seen benefits equate to up to $400 or more per night in value.

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Who do you have preferred partner benefits with?

The list is extensive and not all are listed, so please do not hesitate to reach out and ask. Aman, Auberge, Belmond, Doyle, Four Seasons, Hyatt, Intercontinental Hotel Group, Leading Hotels of the World, Marriott International Luxury Brands, One & Only, Preferred Hotels of the World, Relais & Chateaux, Rosewood, and Small Luxury Hotels, to name a few.

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Do you work with airline and credit card points?

Yes and No. When booking flights we can apply your loyalty numbers to the reservation so that you can receive miles. We do not book flights or accomodations with your earned points or miles. We will allow you to book your own flights if you have points or miles to use. We require accommodations to be booked without points and through us.

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