Which Way? A Surprise Road Trip Card Game
Go on your own mini surprise trip with Which Way. Simply pick a card to reveal your next ...
Orlando Day Trip Box
Regular price $89
What's Inside
20 sealed surprise day trips
Adventure Length
Approx. 4-6 hours each
Twenty surprise day trips, all within reach of Orlando. One day you're floating down a crystal-clear spring, the next you're exploring an old Florida town draped in Spanish moss or kicking back on a quiet stretch of coast. Pick an envelope by mood, season or direction, reveal your 3-stop route and go.
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Description
Inside each box are 20 sealed adventures designed to help you discover hidden gems, charming small towns, scenic spots and local favourites.
When you're ready to explore, simply choose an adventure based on your mood, the season or the direction you feel like heading. Unseal it to reveal your pre-planned itinerary, then hit the road!
Each adventure takes approximately 4–6 hours and includes 3 curated stops, plus additional recommendations to help you make a full day of it.
BONUS: Each of the 20 day trips includes a QR code that unlocks a fully interactive map and detailed digital itinerary, which we regularly update with the latest recommendations and information.
Product Details
• Each box contains 20 sealed surprise day trips
• Each adventure can easily be done within 4–6 hours with short drive times from the city
• Each adventure includes 3 curated stops with recommendations along the way
• Choose your adventure based on season, mood and direction
• Each envelope includes an overview of your adventure, plus a QR code to access additional trip details, maps and updates
• Dimensions: 8.5 x 5.5 x 1.5"
Shipping & Returns
Buy with confidence! Return your product within 30 days.
Shipping: $8 flat rate, free on orders over $100.
Standard shipping takes 4–10 business days. Need it faster? Choose the fastest option at checkout for 2–4 business day delivery.
Exchanges: Want a different item instead? Email us at questions@guesswheretrips.com within 30 days of your order.
Orlando Day Trip Box
Here's How It Works
Each one shows the duration, best season to go, and a hint at the theme.
Reveal your day at a glance and scan the QR code for the full digital itinerary.
Follow your itinerary stop to stop, with maps and directions built right in.
Frequently Asked Questions
What’s the difference between the Road Trip Boxes and your Classic Surprise Road Trips?
Our Classic Day Trips are a full day with 4 stops, and they keep the mystery going all day long. You'll open a new envelope at each stop, so every reveal is a surprise.
Our new Day Trip & Getaway Boxes flip that: open one of the 20 sealed cards and your whole itinerary is revealed at once. You get a little mystery up front, then a fully mapped-out itinerary, which is great if you'd rather plan ahead than wing it stop by stop.
How much of the trip is a surprise?
As much as you want it to be! Before opening an adventure, we'll give you just enough information to help you choose — including the general direction, best season and a few other helpful details. Once you've chosen, unseal the envelope to reveal where you're going and what you'll be doing along the way. You can look at this in advance or open it the morning of.
Where do I start and how do I find driving directions?
Each adventure will tell you where to begin and guide you from there. You'll also find a QR code inside your envelope that takes you to your digital itinerary and interactive map, making it easy to navigate between stops throughout the day.
Are there additional costs during the trip?
Yes. The cost of food, gas, accommodations, admission fees and any optional activities along the way are not included with your Road Trip Box. We try to provide as many options at each stop with a mix of free and paid recommendations so it can fit any budget!
How long does each road trip take?
Our Day Trip Collection adventures are approximately 4–6 hours, although you're always welcome to slow things down, add extra stops and make a full day of it.
Our Getaway Collection adventures are designed as overnight escapes and can be customized depending on how long you'd like to stay and explore.
Can I bring my kids or dog? Are the trips accessible?
Absolutely! Just keep in mind that depending on who you’re travelling with, you may not be able to experience 100% of every trip. We include a variety of options at each stop, so there should still be plenty to choose from. We recommend using the clues on the front of each envelope to help choose an adventure that’s the best fit for your group.
Another tip? Have the driver take a quick peek at the itinerary before you head out. They can help choose the activities and stops that work best for your family without spoiling the surprise for everyone else! And remember, there’s no pressure to do everything. You can always skip a stop, choose an alternative, or save something for another adventure.
What People Love About Our Trips
Rated 4.9/5.0 stars
What an Amazing Day!
Our daughter gave us this for Christmas and we finally pulled it out this week, July now. We love a road trip and loved the mystery of each new step. Great things to see and experience. Great restaurants to enjoy. I’ve recommended it to all my friends. Amazing.
First Time…There WILL be a second!
Knowing the area we went I was very pleasantly surprised. We saw things I did NOT know existed! One of the stops was closed however we were able to walk up to it for a photo.
Great day away!
Did this trip with my mom for Mother’s Day. Lots of quaint little stops and places to explore! They also gave a few options at each stop so you could choose your own adventure! Will definitely be doing this again, had a wonderful time!
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