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Enjoyed seeing new places around us in Florida . We visit some of the places again.

This is a perfect gift for a first anniversary, if you're going the paper based route. My partner and I decided to use this on one of the first fair weather weekends of the spring and we were so pleased with what was included. Although towns and areas included in the envelopes were places that we've passed through many times, Guess Where Trips gave us the opportunity to discover stops, shops, and experiences we may not have otherwise tried. Some stops that we have visited before were included, but this was also a good way to rediscover landmarks and appreciate our backyard all over again. We were so happy with our trip that we can't wait to gift this experience to our family and are even looking at some other regions for future adventures.

This is a wonderful way to spend a day. Pick the type of things that interest you or maybe try something different. Either way you’ll enjoy your journey.

First trip

It’s nice not to always know where you’re going. Surprise can be exciting. Without giving it away be sure to at least check each place to decide whether it’s something you wanna do or see especially shops and out-of-the-way spots. The weather was perfect for us so it just made it that much more exciting and amazing. Thank you to Guess Where Trips for this genius idea. Will definitely let family and friends know and do more trips. We’re heading to Nova Scotia in May and thinking maybe we’ll do one there too!! :)

My husband and I had a great day following the Tiny Town Tour. We live in Virginia and not too far from many of the stops but these were all things we didn’t know about before the tour.

We thoroughly enjoyed our first Guess Where trip. Each stop was well researched. We loved the surprise of each stop. The kids loved the adventure involved with each location.

We did this for a friends birthday get away and we had a blast!! So many good spots !

My mother absolutely loved the trip! I got this trip for my mother for her birthday because it sounded like something she would absolutely enjoy. The little stops along the way were fun and tasty! Our lunch spot was perfect- the food was delicious! The other little towns were quaint with nice shops to look around in. My mom found some marmalade that she was looking for and I even bought some zucchini relish which is a miracle! We are planning to go on the excursion again to catch places that were not open and also to go on tours of the establishments!

I really enjoyed this tour. There were several options for 2 of the stops, which makes this something you could repeat in the future. I had a great time, and will definitely be doing more of these trips!

We had a great time. Places were educational and low cost. Broke it down into 3 separate trips so we were not rushed. It was a gift from my son and daughter-in-law for our trip to the Fort Myers area.

Great customer service!! Amazing adventures

This was an absolute blast! My friends had surprised me with this road trip for my birthday in February 2025. We were absolutely in love with how cute the package comes and so glad we had the physical envelopes to go through before heading out to our next destination. There was so much to do and see it was incredible to not have to do any of the research and to be able to just sit back and drive. The destinations take you so many hidden gems that are guaranteed to enhance the experience and keep you busy throughout the day. Throughout the day you can appreciate the time and care that was put into planning and organizing the trip and make it the great time that it was! Locals and strangers stopped us to comment on the envelopes to ask our experience or share their own which made it fun to connect with the local area! The trip ended at a location which was housing a stray cat that they had fixed up and were looking for a permanent home. One of my friends ended up taking the cat home and is now happily in his furever home! An amazing and unforgettable experience! I already purchased 'Markets to Mountains' trip to do with my siblings. Highly recommend for gifts, siblings, couples, families, friends, EVERYONE!

This trip was so much fun! Guess where trips are the best for a day date that's out of the ordinary