Custom Travel Planning Services

CUSTOM TRAVEL PLANNER VERSUS TRAVEL PLANNING COACH?

A custom travel planner will do all the work for you; you just have to approve options and authorize payment (if you would like them to book for you). You want a custom travel planner if you do not have the time or knowledge to plan your trip. If you want us to do the work, schedule a 15-minute inquiry call with us here, and let's get started. 

We think that planning a trip is half the fun of taking the trip. A travel planning coach is for those who feel the same. Even if you love planning the trip, you might get stuck or want some expert advice. With a travel coach, you do all the work and have a dedicated travel sherpa to talk through your plans and to help you with the details of trip planning. This option is more work for you at a lower cost. Choose travel coaching if you like to plan your own trip but need some guidance. If this is you, schedule your one-hour coaching call with us here.

WHY HIRE A CUSTOM TRAVEL PLANNER?

Reclaim Your Hours!

Escape the Planning Time Trap: The average person spends 15-30 hours planning a trip—hours you could be using to relax and anticipate your adventure. A travel planner takes that burden off your shoulders, handling everything from logistics and accommodations to hidden gems and local eats. Let a custom travel planner gift you back your time and transform your trip from a chore into pure excitement.

Your Adventure, Beautifully Organized.

Unlock Seamless Travel: Imagine all your trip details—flights, hotels, tours, even restaurant reservations—neatly compiled in one stunning, easy-to-use itinerary. Your travel planner transforms chaos into clarity, crafting a personalized roadmap that ensures every moment of your journey flows effortlessly.

Unlock Insider Knowledge.

Navigate Like a Local: Tap into the power of expert guidance. Travel planners bring firsthand experience, turning "new to you" into "smooth sailing." From insider experiences to seamless details, they've been there, done that, and know the ins and outs of your destination. No more second-guessing or relying on vague social media advice. Instead, you'll embark on your adventure with the confidence of an insider, knowing that no stone was left unturned.

Ditch the Cookie-Cutter Trip.

Craft Your Unique Adventure: Your dream vacation shouldn't be a carbon copy of someone else's. Escape the generic travel package and embrace a journey designed exclusively for you. No matter what you crave, your travel planner will curate an itinerary that perfectly matches your desires. Stop settling for pre-packaged trips and start living your personalized travel dream.

Your Dream, Perfectly Executed.

Travel with Unwavering Confidence: Think of it as having your own personal travel expert, but one who actually gets you—they'll turn your wanderlust whispers into a symphony of unforgettable moments, leaving you nothing to do but pack your bags and smile.

HOW MUCH DOES CUSTOM TRAVEL PLANNING COST?

Custom Trip Planning

Custom Daily $99/per day planned  *for up to 6 travelers, contact us for a quote on larger groups. 

What's Included

  • All the research: We research your destination so you don’t have to. We find experiences that fit your style and preferences.
  • Options: Before we finalize your itinerary you’ll get options. We try to find a few activities at different price points, pick the ones you want. You’ll always have the final say in which accommodations and activities are booked.
  • Bookings: We’ll provide suggestions and book your accommodations, activities, and some transportation*. The price of the activities, accommodations, transportation, etc. is not included in our fee.
  • Itinerary: A detailed, organized, custom-planned itinerary complete with Google Maps links and confirmation numbers in a downloadable PDF and available on an app.
  • Restaurant recommendations: Tell us your group's preferences and restrictions, and we’ll provide several options. *Reservations are not included.

Let's Plan Your Dream Trip Today

HOW CUSTOM TRAVEL PLANNING WORKS

  • You initiate contact to let us know you are interested and we’ll have a 10-15-minute call to make sure we’re a good fit for your trip.
  • If you are ready to move forward, we’ll invoice you for our travel planning service.
  • You’ll complete a brief survey to share some details with us, and then we’ll schedule a detailed (30-45 minute) call to talk about your trip, and designate a time period for planning, booking, and itinerary delivery.
  • You’ll receive our first draft itinerary for your approval, and we can discuss any changes you want to make.
  • You’ll authorize us to book your trip on your behalf, and we’ll lock in your trip details. Don't worry we'll have a quick chat to confirm everything before we book anything.
  •    Once all bookings are made you’ll receive an easy-to-follow itinerary with details and confirmation numbers.
  • We'll have a short "Smooth Travels" chat to review your itinerary
  • All that’s left is to make it to the airport on time and enjoy your trip!

Let's Plan Your Dream Trip Today!

HOW MUCH DO CUSTOM TRAVEL PLANNING & COACHING SERVICES COST?

Custom Trip Planning

Custom Daily $99/per day planned *up to 6 travelers, contact us for a quote for more travelers

Trip Coaching

Consultative calls to help you plan your own trip are $25 per hour. *up to two travelers per call.

What's Included

  • All the research: We research your destination so you don’t have to. We find experiences that fit your style and preferences.
  • Options: Before we finalize your itinerary you’ll get options. We try to find a few activities at different price points, pick the ones you want. You’ll always have the final say in which accommodations and activities are booked.
  • Bookings: We’ll provide suggestions and book your accommodations, activities, and some transportation*. The price of the activities, accommodations, transportation, etc. is not included in our fee.
  • Itinerary: A detailed, organized, custom-planned itinerary complete with Google Maps links and confirmation numbers in a downloadable PDF and available on an app.
  • Restaurant recommendations: Tell us your group's preferences and restrictions, and we’ll provide several options. *Reservations are not included.

What's Included

  • 1 hour scheduled planning call. You lead the discussion topics to make the most of your time.
  • A follow-up email with links to help you plan with confidence.
  • Insights on common travel topics (chosen by you):
  • Ground Transportation
  • Lodging/Accommodations/Neighborhoods
  • Activites
  • Day Trips Nearby
  • Time Needed In A Destination
  • Restaurant Searching (how-to and personal recs)
  • Local Customs Insights
  • Flight Booking Tips and Ideas
  • OR we can review your planned itinerary, if you’ve already planned it, or would like a second call with us once you’ve finished your itinerary.

HOW IT WORKS

Custom Trip Planning

  • You initiate contact to let us know you are interested and we’ll have a 10-15-minute call to make sure we’re a good fit for your trip.
  • If you are ready to move forward, we’ll invoice you for our travel planning service.
  • You’ll complete a brief survey to share some details with us, and then we’ll schedule a detailed (30-45 minute) call to talk about your trip, and designate a time period for planning, booking, and itinerary delivery.
  • You’ll receive our first draft itinerary for your approval, and we can discuss any changes you want to make.
  • You’ll authorize us to book your trip on your behalf, and we’ll lock in your trip details. Don't worry we'll have a quick chat to confirm everything before we book anything.
  • Once all bookings are made you’ll receive an easy-to-follow itinerary with details and confirmation numbers.
  • We'll have a short "Smooth Travels" chat to review your itinerary
  • All that’s left is to make it to the airport on time and enjoy your trip!

Travel Coaching

  • You fill out this form and request a one-hour coaching call with us.
  • We review your request and send you an email with an invoice for the cost of the call (we’ll include some general information about our availability so that you can be sure we will be able to help you in time).
  • You pay the invoice and receive a link to schedule your one-hour coaching call with us.
  • We have a dedicated 1-hour call to either answer your questions (providing valuable insight and uncovering things you may not have thought of) or we skip to reviewing your existing itinerary.
  • We follow up with an email containing information that pertains to the discussion we had. For example, if we tell you about a great website to find what you need, we’ll send you the link.
  • You move forward with planning the trip of your dreams.
  • If you have any other needs for planning your trip, you can start back at the first step to request another coaching call.

Let’s Plan Your Dream Trip Today!

We’ll Guide You In Crafting Your Perfect Itinerary!

HOW MUCH DOES TRAVEL COACHING COST?

Custom Travel Coaching

Consultative calls to help you plan your own trip are $25 per hour. *up to 2 travelers per call. 

What's Included

  • 1 hour scheduled planning call. You lead the discussion topics, making the most of your time.
  • A follow-up email with links to help you plan with confidence.
  • Insights on common travel topics (chosen by you):
  • Ground Transportation
  • activities
  • Daytrips Near Your Destination
  • Time Needed In A Destination
  • Restaurant Searching (how-to, what to try, and personal recs)
  • Local Customs Insights
  • Flight Booking Tips and Ideas
  • OR we can review your complete itinerary.

We'll Guide You In Crafting Your Perfect Itinerary!

HOW CUSTOM TRIP COACHING WORKS

  • You fill out this form and request a one-hour coaching call with us.
  • We review your request and send you an email with an invoice for the cost of the call (we’ll include some general information about our availability so that you can be sure we will be able to help you in time).
  • You pay the invoice and receive a link to schedule your one-hour coaching call with us.
  • We have a dedicated 1-hour call to either answer your questions (providing valuable insight and uncovering things you may not have thought of) or we skip to reviewing your existing itinerary.
  • We follow up with an email containing information that pertains to the discussion we had. For example, if we tell you about a great website to find what you need, we’ll send you the link.
  • You move forward with planning the trip of your dreams.
  • If you have any other needs for planning your trip, you can start back at the first step to request another coaching call.

We’ll Guide You In Crafting Your Perfect Itinerary!

WHY YOU SHOULD WORK WITH US

How did we get our start? Before our first trip to Italy, we contacted a travel agent who told us that they couldn’t help book our trip because what we wanted to do was ambitious but not impossible; it was more of a custom travel plan than a bookable package. They did recommend flying into one location and out of another. We thoroughly enjoyed planning everything for our 18-day trip to Italy. On this trip we stayed in 6 cities and visited 18 cities in total. After that trip we continued to plan every single trip we took, we also helped friends, family, and their friends. We’re often told “That was the best recommendation ever,” or “your recommendation was the highlight of my trip!” And so Twice The Traveler was born.  

How did we get our start? Before our first trip to Italy, we contacted a travel agent who told us that they couldn’t help book our trip because what we wanted to do was ambitious but not impossible; it was more of a custom travel plan than a bookable package. They did recommend flying into one location and out of another. We thoroughly enjoyed planning everything for our 18-day trip to Italy. On this trip we stayed in 6 cities and visited 18 cities in total. After that trip we continued to plan every single trip we took, we also helped friends, family, and their friends. We’re often told “That was the best recommendation ever,” or “your recommendation was the highlight of my trip!” And so Twice The Traveler was born. 

Street Cred

We've Been There, Done That, Got the Passport Stamps (and Hilarious Travel Stories). Forty years of combined travel experience? That's not just a number, it's a treasure trove of epic adventures and logistical wizardry. We've wrestled with global itineraries, conquered weekend getaways, and turned "free days" into legendary mini-escapes. From scaling mountains and sampling street food to diving into history and melting into thermal baths, we've planned it all. Think of us as your travel sherpas, armed with insider knowledge, a knack for finding hidden gems, and a collection of travel tales that'll make you want to pack your bags immediately. We've basically got a PhD in "Making Travel Awesome."

Passion

We're Professional Travel Fanatics (and We'll Obsess Over Your Trip Like It's Our Own). We don't just plan trips, we orchestrate unforgettable experiences. We're the travel equivalent of superfans, and your vacation is our headlining act. We'll pour our hearts and souls into crafting your perfect itinerary, with the same giddy excitement we'd feel planning our own dream getaway. We're not just booking hotels and giving flight consultations; we're building a masterpiece of memories because we truly believe that travel has the power to transform perspectives and recharge souls. So, get ready for a level of enthusiasm that's slightly bordering on obsessive—in the best possible way, of course!

Integrity

We're Your Travel Allies, Not Commission-Chasing Robots (Unless You Want a Robot to Book Your Trip, We Can Probably Find One). Your trip is about you, not our bank account. We're not here to push commission-driven packages or follow the herd of online reviews, that would be boring and it is not why we got into this business. This is what makes us different than a travel agent. We're your trusted travel confidantes, prioritizing your desires above all else. We'll dig deep, relying on personal experiences and genuine recommendations to curate a truly authentic adventure. If we've hiked it, eaten it, or soaked in it, we know it's worthy of your precious vacation time. Consider us your travel guardians, protecting you from overhyped experiences and ensuring your journey is as honest and enriching as possible.

OUR AREA OF EXPERTISE

Imagine unlocking the secrets of Europe, guided by someone who doesn't just visit, but lives it. For over a decade, Europe, and especially the enchanting beauty of Italy, has been our obsession. We didn't just dip our toes in; we dove headfirst, trading everything to call Lucca, Tuscany home. With over 40% of European countries (including 45+ Italian cities) explored and nearly 20 years of business and vacation travel under our belts, we've transformed a passion into unparalleled expertise. We're not just planners; we're your personal key to authentic experiences, crafting journeys that go beyond the guidebook, whether it's a destination we know intimately or one we're excited to discover alongside you.  

Some of our personal travel experiences include (in no particular order):

  • Italy
  • Spain
  • France
  • Portugal
  • Norway
  • Germany
  • Poland
  • Czech Republic
  • Hungary
  • Slovenia
  • Belgium
  • Netherlands
  • Austria
  • Scotland
  • England
  • Over 30 US States (including Hawaii and Alaska)

Whether you are tired of endless searches and travel planning or looking for someone to give you personal tips and guide you as you plan a trip, you have come to the right place! We understand destination nuances, checklists, and options to manage, all while making your travel companions happy. We’ll save you precious time and energy, help you avoid pitfalls, and ensure you make the most of every sweet moment of your PTO. Leverage our love of travel and travel knowledge, have us plan your trip or coach you through planning your own. Whether it’s a familiar favorite destination or a brand-new discovery, we would love to be a part of your trip (the planning part).

Whether you are tired of endless searches and travel planning or looking for someone to give you personal tips and guide you as you plan a trip, you have come to the right place! We understand destination nuances, checklists, and options to manage, all while making your travel companions happy. We’ll save you precious time and energy, help you avoid pitfalls, and ensure you make the most of every sweet moment of your PTO. Leverage our love of travel and travel knowledge, have us plan your trip or coach you through planning your own. Whether it’s a familiar favorite destination or a brand-new discovery, we would love to be a part of your trip (the planning part).

Let’s Plan Your Dream Trip Today!

We’ll Guide You In Crafting Your Perfect Itinerary!

Twice the Traveler and Twice the Travel Planner are brought to you by Orlando Solutions LLC