Picture of a happy family packing up their car

Stress-Free Travel Planning

Stress-Free
Travel Planning

Riley Road Travel Co is a boutique travel agency specializing in helping busy parents plan those unforgettable family vacations.

Smiling woman
Smiling man
Smiling woman
Smiling woman
Smiling man

100s of happy travelers

Smiling woman
Smiling man
Smiling woman
Smiling woman
Smiling man

100s of happy travelers

Smiling woman
Smiling man
Smiling woman
Smiling woman
Smiling man

100s of happy travelers

Uncomplicated

Our approach makes travel simple and stress-free

Adventurous

Embark on adventures that brings everyone closer together

Nostalgic

Rediscover your childhood while creating new memories

Problems
Problems
Problems

Thinking about planning a trip?
Here are your options:

Thinking about planning a trip? Here are your options:

Illustration of a frustrated parent trying to plan a fun family vacation alone
Illustration of a frustrated parent trying to plan a fun family vacation alone
Illustration of a frustrated parent trying to plan a fun family vacation alone
1st option
1st option
1st option

Do it yourself

Spend weeks trying to plan that perfect vacation. While staying in budget. While working a full time job. While taking care of your family. While... etc

Illustration of a confused robot, showing that AI can't handle everything
Illustration of a confused robot, showing that AI can't handle everything
Illustration of a confused robot, showing that AI can't handle everything
2nd option
2nd option
2nd option

use AI

It’ll come up with something. But will it really be enough? After fact checking everything, you’ll still have to actually book that flight and call the hotel.

Illustration of a happy family enjoying a stree free vacation
Illustration of a happy family enjoying a stree free vacation
Illustration of a happy family enjoying a stree free vacation
3rd option
3rd option
3rd option

a better way

But what if there were a 3rd option that allowed you to plan your trip just by having a 30 minute zoom call? What if all that stress was taken out of the equation and all you have to do is just pack up and go?

Solution
Solution
Solution

Allow us to introduce you to
the Riley Road way.

Allow us to introduce you to the
Riley Road way.

We make travel planning easy so you can enjoy your time together.

personalized planning

We craft every trip to reflect your family’s individuality, tailoring each detail to your needs, preferences, and goals to ensure an unforgettable experience.

travel assurance

We ensure your peace of mind by helping you choose travel insurance that protects against unexpected challenges like lost luggage or missed flights.

always accessible

We tailor every trip to your family’s needs, arranging details like car seats, wheelchair accessibility, and other essentials for a seamless experience.

personalized planning

We craft every trip to reflect your family’s individuality, tailoring each detail to your needs, preferences, and goals to ensure an unforgettable experience.

travel assurance

We ensure your peace of mind by helping you choose travel insurance that protects against unexpected challenges like lost luggage or missed flights.

always accessible

We tailor every trip to your family’s needs, arranging details like car seats, wheelchair accessibility, and other essentials for a seamless experience.

personalized planning

We craft every trip to reflect your family’s individuality, tailoring each detail to your needs, preferences, and goals to ensure an unforgettable experience.

travel assurance

We ensure your peace of mind by helping you choose travel insurance that protects against unexpected challenges like lost luggage or missed flights.

always accessible

We tailor every trip to your family’s needs, arranging details like car seats, wheelchair accessibility, and other essentials for a seamless experience.

About
About
About

We understand because
we’ve been there.

The founder of Riley Road, Lindsey Sullivan, understands the challenges of planning a family vacation because she’s been there herself.


As a busy parent, she knows how overwhelming it can be to juggle daily responsibilities while trying to coordinate a trip, especially when traveling with kids brings its own unique set of challenges.


Her firsthand experiences inspired a passion for helping other families plan with confidence. She created Riley Road to make vacations stress-free and enjoyable, ensuring that parents can focus on creating lasting memories with their loved ones.

Photograph of Founder, Lindsey Sullivan
Photograph of Founder, Lindsey Sullivan
Photograph of Founder, Lindsey Sullivan
Process
Process
Process

Here’s your step-by-step plan:

We didn't reinvent the wheel, but we tried to streamline this process as much as possible.

01

Book a 30-Minute Consultation

Share your goals, budget, and ideas for the trip.

01

Book a 30-Minute Consultation

Share your goals, budget, and ideas for the trip.

1st step

Book a 30-Minute Consultation

Share your goals, budget, and ideas for the trip.

02

Receive a Custom Quote

Review a plan designed with your input and priorities in mind.

02

Receive a Custom Quote

Review a plan designed with your input and priorities in mind.

2nd step

Receive a Custom Quote

Review a plan designed with your input and priorities in mind.

03

Pack Your Bags and Go

Focus on enjoying your vacation while we handle the details.

03

Pack Your Bags and Go

Focus on enjoying your vacation while we handle the details.

3rd step

Pack Your Bags and Go

Focus on enjoying your vacation while we handle the details.

Results
Results
Results

Here’s what our fellow travelers have to say.

Many have already taken the stress out of planning unforgettable trips by working with us. Ready to join them and experience the getaway you deserve?

Lindsey was consistently accessible, made a genuine effort to accommodate the wedding group's needs, and proactively addressed any issues that arose.

Trisha W.

Having worked with other travel agents in the past I didn’t realize what a difference a good agent could make, but she made the process as easy as ever.

Bethanne V.

She was incredibly organized, knowledgeable, and made booking a breeze. Her attentiveness while we were on the trip ensured we felt supported every step of the way!

Lindsay V.
FAQ
FAQ
FAQ

Still have some questions?
Let us answer them.

What types of travel can I book with Riley Road?

Anything you can think of, except Airbnb. All-inclusive resorts or villas, hotels, cruises, river cruises, transfers, excursions, tours, safaris, Disney/ Universal and more...

What types of travel can I book with Riley Road?

Anything you can think of, except Airbnb. All-inclusive resorts or villas, hotels, cruises, river cruises, transfers, excursions, tours, safaris, Disney/ Universal and more...

What types of travel can I book with Riley Road?

Anything you can think of, except Airbnb. All-inclusive resorts or villas, hotels, cruises, river cruises, transfers, excursions, tours, safaris, Disney/ Universal and more...

What are the perks of working with a Travel Advisor?

Besides the obvious of saving you time and reducing stress in your life, perks include benefiting from the partnerships I have, which could include free upgrades, early check in and late check out, resort credits, and more.

What are the perks of working with a Travel Advisor?

Besides the obvious of saving you time and reducing stress in your life, perks include benefiting from the partnerships I have, which could include free upgrades, early check in and late check out, resort credits, and more.

What are the perks of working with a Travel Advisor?

Besides the obvious of saving you time and reducing stress in your life, perks include benefiting from the partnerships I have, which could include free upgrades, early check in and late check out, resort credits, and more.

How much do you charge?

Unless the trip you are putting together is very complex, I do not charge a planning fee. If it is a complex trip, fees can be between $100-$200 per person.

How much do you charge?

Unless the trip you are putting together is very complex, I do not charge a planning fee. If it is a complex trip, fees can be between $100-$200 per person.

How much do you charge?

Unless the trip you are putting together is very complex, I do not charge a planning fee. If it is a complex trip, fees can be between $100-$200 per person.

What if I enjoy planning trips?

That's great! We can work together to make your trip perfect. You can still benefit from my connections to the hotels or cruises you are looking at and I can make sure you get the best deal. Although, the cheapest route is not always the best route. Sometimes it is worth paying a little more to get extra benefits that you may have overlooked.

What if I enjoy planning trips?

That's great! We can work together to make your trip perfect. You can still benefit from my connections to the hotels or cruises you are looking at and I can make sure you get the best deal. Although, the cheapest route is not always the best route. Sometimes it is worth paying a little more to get extra benefits that you may have overlooked.

What if I enjoy planning trips?

That's great! We can work together to make your trip perfect. You can still benefit from my connections to the hotels or cruises you are looking at and I can make sure you get the best deal. Although, the cheapest route is not always the best route. Sometimes it is worth paying a little more to get extra benefits that you may have overlooked.

I’m thinking of planning a girls/guys group trip. Can you help?

Of course! I don't only do family vacations, they are just my main focus. I love planning group trips, so if it is a family reunion or couples getaways or girls/ guy weekends, I can help you with it.

I’m thinking of planning a girls/guys group trip. Can you help?

Of course! I don't only do family vacations, they are just my main focus. I love planning group trips, so if it is a family reunion or couples getaways or girls/ guy weekends, I can help you with it.

I’m thinking of planning a girls/guys group trip. Can you help?

Of course! I don't only do family vacations, they are just my main focus. I love planning group trips, so if it is a family reunion or couples getaways or girls/ guy weekends, I can help you with it.

How do I make the most of my experience when working with you?

Let me know what you want out of this experience- there are no wrong questions! I want your experience working with Riley Road to be smooth, professional, and even fun!

How do I make the most of my experience when working with you?

Let me know what you want out of this experience- there are no wrong questions! I want your experience working with Riley Road to be smooth, professional, and even fun!

How do I make the most of my experience when working with you?

Let me know what you want out of this experience- there are no wrong questions! I want your experience working with Riley Road to be smooth, professional, and even fun!

Plan the trip you know you deserve!

Ready to create memories that last a lifetime?

Book a call and let’s get started! But if you're not quite ready yet, fill out our questionnaire to receive some more information.

Ready to create memories that last a lifetime? Book a call and let’s get started! But if you're not quite ready yet, fill out our questionnaire to receive some more information.

Riley Road is a boutique travel agency specializing in helping busy parents plan those unforgettable family vacations.

© 2025 Riley Roads Travel Co. | All Rights Reserved

Riley Road is a boutique travel agency specializing in helping busy parents plan those unforgettable family vacations.

© 2025 Riley Roads Travel Co. | All Rights Reserved

Riley Road is a boutique travel agency specializing in helping busy parents plan those unforgettable family vacations.

© 2025 Riley Roads Travel Co.
All Rights Reserved