Custom Travel Planning Services

WHY HIRE A 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 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 (offering $20 off per day planned right now) *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.

Let's Plan Your Dream Trip Today

HOW IT 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.
  • 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.
  • If you are ready to move forward we’ll invoice you for our travel planning service and once your flight is booked we will plan your custom trip. We will designate a time period to complete the first phase of planning.
  • 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.
  •    Once all bookings are made you’ll receive an easy-to-follow itinerary with details and confirmation numbers.
  • All that’s left is to make it to the airport on time and enjoy your trip!

Let's Plan Your Dream Trip Today

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. We stayed in 6 cities and visited 18 cities in total. We continued to plan every trip after that, 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. We stayed in 6 cities and visited 18 cities in total. We continued to plan every trip after that, 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 (specializing in Florence, Rome, and Lucca).
  • Spain
  • France
  • Portugal
  • Germany
  • Poland
  • Czech Republic
  • Hungary
  • Slovenia
  • Netherlands
  • Austria
  • Scotland
  • England
  • Over 30 US States (including Hawaii and Alaska)

Tired of endless online searches and overwhelming travel planning? Let us handle the details. We understand the nuances of each destination, from hidden gems to must-see landmarks. We'll save you precious time and energy, curating a seamless and unforgettable adventure, whether it's a familiar favorite or a brand-new discovery.  We combine a mix of the ‘must see’ and the lesser-known experience. Leverage our expertise and let us craft the perfect itinerary, tailored to your unique desires.

Let's Plan Your Dream Trip Today

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