Colorful leis hanging off of a woman's arm in Hawaii.
Two young children playing and jumping on a hotel bed.
A woman looking out at the ocean in the infinity pool at Four Seasons Maui, with palm trees on each side.
A toddler handing upside down from his dads arm on a beach in Hawaii.
A mom and son swimming in blue pool water.
A pregnant woman in a swim suit with a cover up blowing in the wind on a beach in Hawaii.
Poolside chairs lined with greenery at Four Season Maui.
A mom hugging a toddler, barefoot on the beach in Hawaii.
A family holding hands and looking out at the ocean while the sun sets on a beach in Hawaii.

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.

book a free Consultation
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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.

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

  • 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 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 Trip Plans App, with real-time 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 a PDF and itinerary on their devices.

Your 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)

Let’s Chat

Package #2

Personalized Planning Guide

Step-by-Step Travel Blueprint (You Book It Yourself!)

  • Family Deep Dive: A detailed questionnaire followed by precise communication to capture your family’s unique preferences—from nap schedules to food allergies.
  • Hand-Picked Recommendations: A curated list of accommodations, beaches, restaurants, and activities based on my local expertise and tailored specifically to your family.
  • Tailored Travel Planning Guide: A flexible day-by-day outline with personalized options, booking links, and insider tips to help you plan your trip at your own pace.
  • Total Flexibility: Freedom to book when and what you want—my guide saves you time and helps everything flow, giving you a smooth, stress-free planning experience.

Getting started is easy: we’ll chat about your vision, follow up with a questionnaire, and I’ll create a custom guide for you to book your reservations effortlessly.

Your Investment

Family of four: $350 1-5 Days | $450 6-10 Days | $550 11-15 Days

$50 for each additional person

Let’s Chat

All Services are 100% Personalized

Unlike traditional travel agents, 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

New School Travel Agent

Accommodation Research and Booking Service

  • Handpicked Accommodation Bookings & VIP Perks: I manage all of your accommodation bookings and communication while unlocking exclusive perks and amenities through Virtuoso.
  • 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.

Your Investment

Accommodation Research and Bookings: $150

OPTIONAL ADD-ON: $100 Supplementary Package for ground transportation and activity bookings.

Let’s Chat

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 I’m happy to craft a Personalized Planning Guide that 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, 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, signed contract, and 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?

book a free consultation