Close those window tabs and ask a destination expert about your trip. Walk away with personalized recommendations and local knowledge.
What to Expect from Travel Coaching
+ Personalized Trip Planning
+ Insider Recommendations
+ Expert Destination Knowledge
Want our top destination recommendations AND for us to handle all the travel arrangements? Check out Private Trips!
Ditch the endless search and rely on our carefully vetted and tailored recommendations. Get the answers to your travel questions immediately so you can travel confidently.
Schedule a complimentary
15-minute discovery call
Book your initial consultation and fill out detail survey
Schedule a call to discuss your trip interests in more detail
Review your initial
tailor-made itinerary and provide feedback
Leave on your trip with a complete itinerary in hand
What Travelers Say
“Thank you for the excellent work and recommendations you made in preparation for our trip. Your insights gave us the boost we needed to make better decisions and consider alternative options.”
— Tammy J. on Japan trip
Tell us About Your Trip
Frequently Asked Questions
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We provide Travel Coaching for destinations including but not limited to:
Italy, France, The United Kingdom, Portugal, Greece, Peru, Malaysia, Japan, Austria, Singapore, Costa Rica, Guatemala
If your destination is not listed, please contact us. We can either provide support or put you in contact with a partner who specializes in your destination.
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First, we’ll schedule a 15-minute discovery call to learn about your trip goals and see if we’re a good fit.
Second, we’ll have a longer call to get more into the details. Then we start planning based on what YOU need and want built into your trip itinerary. We’ll send you a rough outline of our recommendations for how many days to stay in each location and once that’s approved we’ll start to build out each day with our top restaurants, activities, sites, and hotels.
We’ll keep working on your trip details until you feel confident and your private trip looks exactly like your goals and interests.
We’ll check in before your trip and afterward to make sure everything goes smoothly!
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In comparison to your friend who went to Italy once, we continually visit hotels, restaurants, tours, etc. We update and modify our recommendations based on what's current, and relevant, and what has maintained our idea of the insider experience. Take advantage of this knowledge for your own trip.
Although it may take time to craft a personalized itinerary for you or put together a few recommendations and pricing for accommodations, this is something we do day in and day out. Once we understand your style, we’re quick to research and build recommendations tailored to your expressed preferences. If you're looking for something in the countryside, with nearby hiking trails and a phenomenal restaurant onsite, we know the perfect place for you that we’ve already carefully vetted. This spares you hours of research on the internet looking at different regions and trying to narrow it down.
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Travel Coaching is perfect if you’re looking for personalized recommendations from a destination expert and want to travel confidently on your own. But you want to manage bookings and trip logistics on your own.
Private Trips builds on Travel Coaching by including bookings and transportation arrangements. We will build out a personalized itinerary full of quality experiences based on your interests and preferences, handle all bookings from experiences to hotels, and arrange all transportation. By letting us handle trip logistics, you don’t need to spend time building your own trip.
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The initial consultation is $450 and includes up to 3 hours of consulting, itinerary building, follow-up, booking time, customer service, etc. For any additional time needed, it costs $150 per hour. (rounded up to the nearest 15 minutes)
Important to note: For larger groups or extensive trips, we can provide you with a custom quote for your trip. Please inquire with us and we will let you know.
Ways to Travel with TTLT
Small Group Trips
Great for: Hassle-free travel with a 24/7 tour host and exclusive TTLT experiences only available a few times a year
Travel Coaching
Great for: Itinerary & trip recommendations from a destination expert catered to your interests
Private Trips
Great for: Custom itinerary curation including booking and travel arrangements
3-Day Trip Packages
Great for: Self-guided itinerary and pre-booked experiences with our favorite local operators
