In the spirit of Route 66, through our TripWhimsyTM   service we curate personalized adventures throughout the United States that are based on your unique interests and personality type which we discover when you complete our engaging TripQuizTM. Think unique roadside attractions, vintage diners, exquisite cultural experiences, boutique lodging, and more!

 

There is one unique catch; you give us your budget but we choose your destination and plan corresponding activities for you! The booking details are later revealed to you via a personalized TripFolioTM which contains all of the details of your surprise adventure. Part of the adventure is waiting for your TripFolioTM  to arrive and then opening it up with your friends and family to learn all about where you are going and what you will be doing on your trip. You never know what surprises are waiting inside for you!

 

Currently offering our custom surprise trips within the U.S., we are scaling to offer our adventures globally and plan to expand to Canada and the Caribbean by 2027. Your next unforgettable journey is within reach, crafted expertly by our dedicated team.