Reviews

Our ultimate goal is to create a memorable experience that will inspire you to try, see, and do something you've never done before. We encourage you to step out of your comfort zone, take the road less traveled, and support local businesses along the way.

Don't just take our word for it...

See what others are saying about our road trips!

Based on 1047 reviews
79%
(823)
14%
(149)
5%
(52)
1%
(14)
1%
(9)
S
Markets to Mountains
Stevan Simidzija
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!

Markets to Mountains

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Vistas & Caves

It was a wonderful, fun day really enjoyed it!

Amazing

M
Gift Wrapping with Tote Bag
Mackenzie Bradley

Love it

M
The Small Town Charm Trail
Mackenzie Bradley

Love it

There was no option to send it to someone as a gift on a specific date 😕 perhaps I did something wrong

Hi Linda! If you select the 'gift' check box then you have this option :) Let us know if you would like us to redo this by sending us an email!

Came in time for Christmas!

T
Bridges to Beaches
Theresa Childs

We love these trips! This is our third order.
They are perfect gifts!!
Looking forward to seeing where they take us in 2025😊

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
A fun adventure!

Such a fun day on our very first guess where trip. All of the recommended destinations were fantastic.

M
Peculiar Wonders
Marek Belcourt

Ordered this as a trip for my sister for Christmas and she loved it :)

M
Escape to Nature
Marisa Moniz
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Great experience

Great experience

Hidden Gems!

I purchased this for my brother and his wife who have lived in southern California their whole lives. This trip was surprise after surprise of hidden gems they never knew about!
It was the perfect close to home getaway for the newly Weds!!

H
Vistas & Caves
Hermoine Nielsen
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
An Amazing Fall Adventure!

Each stop was a fun and interesting experience for us and our guests from BC. Beautiful drive and great opportunity to enjoy the fall colours!

M
Hops, Hikes & History
Matthew Gabel

Love these

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Cute trip

This trip was fun with a group of girlfriends but some of the stops were only mediocre and not a lot of options overall.

C
Road Trip Gift Box
Coretta Godden

Amazing gift for someone that likes adventure and you never know what to get them!

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Views and Secret Stops

What a treat! We had so much fun with the unique stops on the trip. The hikes were beautiful

J
Southern Express
Jen Schouten
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Southern Express

Had such a great day with my besties on this trip. There was something for everyone: cute coffee shops, beautiful hikes, and a multitude of wineries. Would recommend this trip, and Guess Where Trips, to anyone who wants a unique experience.

S
Bayside Wonders
Shelley Davis

Haven’t done it yet!

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
So much fun—Hidden Gems of Huronia

I Tried Guess Where trips for the first time and was worried about the one I chose as I knew the vicinity very well and was worried I wasted my money,BUT to my pleasant surprise I did not know about any of the stops and spent over 8 hours exploring all stops. It was so much fun I bought 7 more as gifts and one extra for myself to do an overnight trip with the dog. I am always the one to plan all getaway’s so this was nice to have someone else do it.
I can’t wait for the next one.

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Haunts, Hikes & History
Heather Schrager
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!

Haunts, Hikes & History

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Bites and brews

Great!

J
Muskoka Meandering
Jennifer Riley
Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Muskoka experience

Had a fabulous day at peak time for the fall colours. Everything was well planned and very enjoyable. I would recommend definitely.

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Great, but Some Disappointments

Overall, it was a great trip with plenty of activities and sights to enjoy. I’d definitely recommend making it a two-day trip if you’re traveling from far away—it’s almost a three-hour drive each way from our home. We stopped at all the recommended spots and especially loved the fourth one!

Cons:
• I wish some of the spots felt more “hidden” or unique. Half of the locations were already well-known to us, so it wasn’t as adventurous as we hoped.
• The food options were limited, and there weren’t any updates on what to expect. One of the restaurants we visited wasn’t great—the food was undercooked and didn’t taste good, even though we ordered the recommended dishes.

Overall, it was a great experience, but there’s room for improvement in certain areas.

Overall, how would you rate this trip?:
I would not recommend this trip
Excellent! I would definitely recommend this trip
Rate how active the trip was:
Not very active
Very active
Rate how accessible the trip was:
Not very accessible
Very accessible
Rate how 'unique' the stops were:
Not really
Yes, very unique!
Recommend!

Fun was to explore a few small towns!