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Just Wing It Vacations


©2019 Just Wing It

Just Wing It is an accredited travel agency. Just Wing It is a member of Outside Agents Host Agency and is licensed to sell travel in all of the United States of America.
Florida: ST15578 / California 2090937-50 /

Washington: 603189022/ Iowa: 1202


Your curated adventure, without the hassle of planning.

At a complete surprise!

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Step 5

Fill out the Trip Survey.

In the survey, we get to know you better. What's your travel style? How do you like to enjoy life? When do you want to travel? What is your budget? The Trip Survey results will ensure that everything is curated just for you. 

We plan your trip for you.

Leave the rest to us. We take care of researching essential details for your trip such as: meticulously researching options for your trip, looking to ensure that the quality is up to par with your expectations, checking consumer reviews, handling all the logistics that you don’t want to deal with, and securing all your bookings.

We email you 1-2 weeks before your departure with: 

  • A list of suggested items to pack.

  • The weather forecast at your surprise destination.

  • Travel hub details (when and where to go to start your adventure!)

Less than a week before you depart, a package arrives in the mail. Don't open it yet! This package contains your:

  • Surprise destination!!​

  • ​Travel and accommodation details

  • Just Wing It guide (a personalized list of recommended activities, restaurants, and attractions created just for you and your trip)

  • Your booking details for dining/excursions (if included in your package)

Arrive at your travel hub and reveal your mystery vacation destination! 

Travel easy knowing that our team is available to assist you with anything and everything. We will be with you in every step of your journey.

All Surprise Vacations Include:​​

  • A curated trip package with everything booked and ready to go

    • ​​We ensure the chosen destinations, hotels, and transportation methods are best suited for you and are fully customized to your preferences.

  • Research and logistics for your trip​

    • ​The planning, research, and travel logistics are all taken care of by our globetrotting team of experts. Wing it with us and you can be rest assured that your vacation is not only tailored to your interests but the details surrounding it have all been thoroughly reviewed and are top-notch.

  • Round-trip flights 

  • Accommodations

    • This will depend on which package you choose to book. Selections can range from hostels and bed & breakfasts to 5-star hotels and resorts. 

  • Your Pre-trip Envelope which contains:

    • Your full itinerary and booking confirmations.

    • Your personalized Just Wing It travel guide: local events, attractions, day trips, the best eats, and the must-dos - created just for you. We will use your trip survey results to create a custom guide and provide you with all the information needed for your trip!

    • This also includes information on local laws, cultural etiquette (e.g. tipping), health and safety precautions, and best practices to ensure that you remain safe on your trip. 

    • Other surprise goodies!

    • All packages are sent via mail (e.g. USPS, UPS, DHL). You will receive a tracking number from us once it goes out. All travelers will also receive a digital version just prior to departure.

  • Activities are included only if your budget allows

    • If we have sufficient funds after booking your accommodation and transportation, our general practice is to provide you with extras which can include things such as excursions, tours, restaurant reservations, public transportation tickets, ride-share credit (e.g. Uber), show tickets, entrance to attractions, etc. You will have the option in our Trip Survey to inform us about your preferences for booking excursions, activities, and dining.

  • Customer support before, during, and after your trip!

  • All taxes and fees

    • (except some local taxes and/or individual hotel fees)

  • Customer satisfaction guarantee

    • We stand by the service we provide here at Just Wing It. If, at any point, you are not satisfied with any component of the trip, please contact us and we will try to make things right for you. You, the traveler, and your personal travel experience are our first priority. 

  • For more information, check out our Frequently Asked Questions. We also have a cool blog.