Vacation Planning Overload? I’ve got you.

Planning your family’s Hawaii vacation shouldn’t feel like another job. Between endless hotel choices, hours of research, and the fear of missing out, it’s easy to feel overwhelmed.

You just want to relax and enjoy time with your kids—but right now, planning the perfect getaway is only adding to your mental load.

Here’s the good news: I’m here to take the stress off your plate. Let me handle the details, so you can focus on what really matters—making memories with your family, not stressing over itineraries.

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Hi, I’m Flo!

I’m a Maui-based travel planner and island-hopping mama of two.

Planning family vacations is what I do best—so sit back, relax, and let me overthink this for you.

  • “We wanted a memorable Hawaii trip for our family of seven, but had no idea where to start. Flo completely eliminated the stress. She listened so closely to what we hoped for and planned each day with such care. Every activity was the perfect mix of fun and learning. We relied on her completely — and every single day was wonderful. If you’re visiting Hawaii, you need Flo!”
    A family backlit to a gorgeous Hawaiian sunset on the beach.
    – Julie M.
    Ohio

I offer three customizable packages to bring your dream vacation to life. Whether you need expert guidance or full-service planning, every detail is tailored to your family—because no two vacations are alike.

Package #1

Bespoke Itinerary Design

Complete Vacation Planning and Booking Service

This package is for you if:

  • You want someone else to think through every detail so you can relax and be present with your kids on vacation. 
  • You don’t have time to research Hawaii properly.
  • You want high priority room upgrades, early/late checkout, free breakfast, and other complimentary perks and amenities via my travel agency (Fora Travel, pro status)
  • You love the thought of having a white glove, “done-for-you” Hawaii vacation.
  • You want all reservations secured and handled.
  • You want pro-level travel advisor advice on things like travel insurance, room blocks, group travel, and accessibility.
  • You want someone to manage moving pieces and anything that might come up along the way.
  • You don’t want to second-guess anything or feel like you missed out.
  • You want real-time support before and during your trip.
  • You value seamlessness over DIY savings.
  • You’re investing $10K+ in this vacation and want it done right.

This personalized service includes:

  • Family Deep Dive – A detailed questionnaire followed by precise communication to capture your family’s unique preferences—from nap schedules to food allergies.
  • Personal Travel Specialist – With expert research, local insight, and respect for Hawaiian culture, I’ll design a thoughtful trip with authentic experiences you won’t find elsewhere.
  • Handpicked Accommodations & VIP Perks – From luxury resorts with complimentary Virtuoso perks and amenities, to cozy volcano cabins with a view, I’ll find the perfect fit for your family.
  • Tailored Itinerary – A fully customized day-by-day itinerary that balances adventure and relaxation, designed around your family’s unique preferences.
  • Stress-Free Booking – I manage all bookings, including accommodations, activities, dining, rental cars, and more (flights excluded).
  • Easy Access and Support – Your itinerary is accessible via the free Trip Plans App, as well as a web version and downloadable PDF. This includes real-time flight and reservation updates. I provide unlimited support before, during, and after your vacation.

How It Works

01.

Consult

A relaxed chat to understand your overall vision.

02.

Dream

Detailed questionnaire followed by clear communication.

03.

Plan

I create a customized itinerary, with everyone in your family top of mind.

04.

Book

Once you give the green light, I’ll handle all the reservations.

05.

Enjoy

Everyone in your party has access to the itinerary via a free downloadable APP and/or PDF on their devices.

Package #1 Investment

Family of four: $850 (1-5 Days) · $1050 (6-10 Days) · $1250 (11-15 Days)

Additional fees: $100 total per extra person · $250 for last-minute planning (within 2 weeks)


  • “Flo made our Hawaii getaway absolutely unforgettable. From the moment we started planning, she went above and beyond — responsive, thoughtful, and incredibly knowledgeable. The itinerary was perfect, the activities were amazing, and her insider tips made all the difference. Five stars aren’t enough!”
    Black and white image of a family playing on the beach
    Amanda R.
    Texas

  • “Traveling can be exhausting when you’re the one who has to figure everything out. Flo let me lean on her the entire trip — and it made all the difference. I was actually able to relax on vacation, and it wouldn’t have been half the trip it was without her. We are already dreaming about our next Hawaii vacation.”
    A family playing on the beach in Hawaii, with the sun setting behind them.
    Leah V.
    California

Package #2

The streamlined Planning Guide


Expert Direction for Families Who Want to Book It Themselves

This is for you if:

  • You enjoy booking things yourself.
  • You just don’t have time to sift through 200 tabs.
  • You want clarity without giving up control.
  • You’re Type A but overwhelmed.
  • You can’t figure out where to stay on the island or how to piece days together correctly.
  • You want to know what’s worth it and what’s not.
  • You want a thoughfully paced vacation that is specific to your families travel style.
  • You don’t need reservations managed.
  • You want curated direction, not micromanagement.
  • You like flexibility on vacation.
  • You want insider insight without full-service pricing.

This personalized service includes:

  • Family Deep Dive: A detailed questionnaire (the same one I use for full-service clients) to understand your family’s travel style, priorities, budget, comfort, kids’ ages, pace, and must-haves — from nap schedules to food preferences.
  • Island & Area Guidance: Clear recommendations on where to stay and why — including which parts of the island actually make sense for your family (and which ones don’t).
  • Accommodation Shortlist: My top 1–3 hotel or vacation rental recommendations for your family, with notes on room types, layouts, and what actually matters for your crew.
  • What to Do (Without Overplanning):
    One personalized experience or excursion recommendation per day — so you can see what’s worth booking ahead and what can stay flexible, including backup options
  • Where to Eat: One restaurant recommendation per day, with a mix of easy wins, local favorites, and family-friendly spots that would work well for your crew — plus notes on reservations vs. walk-ins, secret menu items, backup options, and more
  • Insider Notes That Make Everything Easier:
    Practical tips I’ve built over years of living and planning in Hawaii, including:
    -best beaches for your kids’ ages
    -geographic guidance
    -what’s actually worth reserving
    -packing guide
    -tipping expectations
    -cultural guidance 
    -pacing advice so your trip feels relaxed, not rushed
  • Booking Links + Next Steps:
    Everything is clearly laid out with photos and clickable links, so you can book when you’re ready, in whatever order works for you

Getting started is easy: we’ll chat about your vision and follow up with a questionnaire. Within one week, you receive your personalized planning guide to book at your own pace — with a clear day-to-day plan and zero overwhelm.

Package #2 Investment

One island: $425 | $100 per additional island


This guide covers any length of stay on a single island.
If you’re island-hopping, each additional island is added separately to ensure recommendations stay thoughtful and relevant.

All Services are 100% Personalized

I charge for planning so I can focus on what truly matters—ensuring your family has the vacation of a lifetime, without relying on kickbacks.

Package #3


Accommodation Bookings

Accommodation Research and Booking Service

This is for you if:

  • You’re overwhelmed by resort options.
  • You’re not sure what part of the island is best for your family.
  • You want complimentary perks and amenities like room upgrades, late/early checkout, $100 resort credits, and free daily breakfast.
  • You can’t tell which room category matters.
  • You want help comparing condo vs resort.
  • You want someone to advocate for access to high-priority rooms.
  • You’ve narrowed it down but want confirmation.
  • You don’t want to risk booking a hotel that’s too far from your excursions.
  • You don’t mind planning your own vacation but want better-than-Google guidance and direct access to a Hawaii-based travel planner while you’re here.

This personalized service includes:

  • Family Deep Dive: A detailed questionnaire (the same one I use for full-service clients) to understand your family’s travel style, priorities, budget, comfort, kids’ ages, and accomodation must-haves.
  • Handpicked Accommodation Bookings & VIP Perks: I manage all of your accommodation bookings and communication while unlocking exclusive perks and amenities via my travel advisor portal (Fora Travel, pro status).
  • Expert Guidance & Personalized Support: From thoughtful research and detailed price comparisons to personalized proposals, I’m with you every step of the way.

Ready to get started? We’ll chat about your vision, follow up with a questionnaire, and once you approve the proposal, I’ll take care of the reservations.

Package #3 Investment

Accommodation Research and Bookings: $95


OPTIONAL ADD-ON: $75 Supplementary Package for ground transportation and activity bookings.

Already know where you want to stay?
Reach out — I may be able to secure exclusive perks, preferred partner amenities, or added value at no additional cost to you!


  • “Flo is truly the best Hawaii travel planner. She learned our family’s needs and designed an incredible multi-island adventure with experiences we never would’ve found on our own. At 74, seeing my family experience so much culture and beauty together was the ultimate gift.”
    Dad teaches son to catch crabs on a beach in Hawaii

    –John M.
    Ohio

Frequently Asked Questions

Solidify your travel dates and do some flight research beforehand. You book the flights; I handle the rest.

I follow your lead. Many of my clients discover that a well-structured vacation actually gives them more freedom to be present and enjoy their downtime. However, itinerary design isn’t for everyone, and my Personalized Planning Guide allows you to make decisions as you go!

Great! Just mention them early in the planning process, and I’ll weave them in.

I don’t book airfare directly, but I can offer advice (Skyscanner is my go-to.) Most people hire me after their flights are locked in place.

Yes, I am a licensed travel agent through Fora Travel (pro status), which allows me to book on your behalf. I can also provide access to discounts, perks, and amenities. However, if you’d rather stay at a condo or vacation rental, I’m happy to book that, too.

Traditional travel agents don’t charge a booking fee because they work off hotel commissions. Understandably, their motivation is primarily driven by where you stay (and how much you pay). I charge a travel planning fee because I prefer to be motivated by finding you the perfect fit. I became a licensed travel agent to provide my clients with discounts, as well as complimentary perks and amenities. So, if you want to stay at a fancy resort, I’ve got the hookup. If you want to camp out with your family in a VW bus on the side of a volcano, OMG, yes, let’s do it.

All payments must be prepaid in full after a free consultation, a signed contract, and an agreed-upon delivery date. After the consultation, you will be emailed a payment link to secure your start date and allow me to start planning.

This is super common! We can discuss it during your consultation, or you can take this quiz beforehand.

No problem! Flexibility is key, and I’m here to make sure your vacation exceeds your expectations. I’ll always disclose any non-refundable cancellations or change fees, which would be your responsibility.

You choose the available delivery date, and I’ll make it happen.

Not at all! My planning process is collaborative. Some people like to stay very involved, and some prefer a more hands-off approach. You’re in control, I’ll adjust as needed.

My itinerary planning service is designed to cover your entire family vacation, with as much downtime and flexibility as you’d like. If you prefer to handle certain aspects yourself, my other services offer guidance without taking over the whole process.

Yep! Your itinerary will be available on the Trip Plans App, which works offline. You’ll also receive a PDF copy for added peace of mind, and I always recommend printing the PDF before you head out—just to be safe.

No problem. I can plan trips for large groups with a variety of preferences.

In most cases, my clients actually end up saving money! As a travel advisor, I have access to exclusive discounts, perks like resort credits, and even complimentary daily breakfast. Many clients hire me to ensure they know where to go without overpaying. Plus, time is money—and I can save you a lot of that.

If one of your reservations is canceled, I will notify you immediately, and the company will issue a refund. While I don’t work directly for hotels or tour companies and can’t control the weather, people, or logistics, I’m happy to research and rebook on your behalf if needed. I always recommend purchasing trip insurance for extra peace of mind!

Unforeseen circumstances happen (trip insurance is your friend)! If I’ve handled your bookings, I’ll also take care of the cancellation process. Please note that my travel planning packages are non-refundable, as the time invested can’t be erased. However, I’m happy to apply your payment to a future travel date and adjust your plans as needed.

I specialize in Hawaii travel only. Most of my clients book vacations to the islands of Oahu, Maui, Kauai, or Big Island (Hawaii Island). But I can also arrange travel to the Hawaiian islands of Lanai and Molokai. Some families choose to island-hop and visit multiple islands during one vacation.

Prices and availability in Hawaii rarely improve with time, so the earlier, the better. A general rule of thumb is six months to a year in advance. That said, I’ve planned some epic last-minute vacations. It can be done!

A trip to Hawaii isn’t cheap, no matter how you slice it. For a family of four, a ten-day vacation can cost anywhere from $10,000 to $15,000 (or more), depending on your travel style. However, there are plenty of ways to save, like using points for flights, choosing vacation rentals with full kitchens, and more.

The answer depends heavily on your family’s vacation style and budget. However, Hawaii is never something you want to rush! Given factors like flight/drive time, jet lag, time differences, and downtime, I suggest a full seven days for one island. If you plan to visit two islands, opt for ten. Three islands is a lot, but it’s been done, and for this, I suggest nothing shorter than two weeks.

There truly is no bad time to visit Hawaii! Many of my clients visit over spring/fall/summer break when their kids are out of school, but it’s important to note that prices are often higher and it’s busier during these times. The easiest time to visit Hawaii is during its shoulder seasons: April-May and September-early October. This is when the islands are less crowded and rainy, and prices tend to drop a bit. But if you’re working around your kid’s school schedule or have other plans, don’t stress it. Hawaii is always a good idea.

Ready for that mai tai?