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 1982 reviews
75%
(1489)
17%
(344)
5%
(97)
2%
(35)
1%
(17)
M
Vistas & Caves
Marianne Enns
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!
Fun day out!

We had a beautiful day to drive along some country roads. We love that we had choices at all stops. The little towns we stopped at were so cute and fun. We definitely saw caves if you go on the Splitrock Narrows hike. Will have to try another Guess Where Trip in the future!

Thank you so much for your review! :) We're so happy that you had a wonderful day of exploring, and we can't wait for you to try another one of our road trips sometime soon!

L
Hidden Gems of Huronia
Linda M Pernfuss
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!
L & C do the Hidden Gems

A wonderful variety. Every stop was worth it and very enjoyable! There was a lot of choice as well

Thank you so much for your review! :) We're so happy that you had a wonderful day of exploring!

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!
Quinessential Quebec

Great road trip. Would suggest leaving earlier if trying to do everything in one day. Losts of scenic views and pretty photo opportunies. Unfortunately Carbine Wilson Ruins is currently closed for renovations and the trail can not be accessed. Regardless we discovered lots of new places and will be back! We also have more stops in the package to check out next time! Great experience would purchase again.

Thank you so much for your review! :) We're so happy that you had a wonderful day of exploring, and will look into your feedback around timing and the trail closure.

E
Muskoka Meandering
Emma Couette
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 Perfect Adventure

My boyfriend and I did this one for my birthday in the first bit of September and we loved ever second of it. Some of the stops had you choosing 1 out of 3 activities, but we did them all, spending about 12 hours out of the house when it was all said and done. The geography of this road trip was absolutely stunning and the small towns were so cute! Plus the food was to die for. Be warned: this trip has a lot of hiking but we loved that aspect. There were a couple easier ones and another that really tested us but it was so rewarding. Definitely 5 stars on this one.

This is definitely an outdoorsy trip, but such a lovely option (especially if hte weather cooperates too!). We're so glad you and your boyfriend enjoyed your road trip! Thank you for leaving a review!

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!
Weird and Wonderful

This was my first trip. The presentation of the package and details about the trip were really good. We really enjoyed the trip and the scenery. The only negative I have on this particular trip was the 3rd stop. This really wasn't a stop. It's labelled as time for lunch and it was already in the same location/town as stop 2. I don't feel like we had a stop 3 for something new or different thing to see. Overall, it was really a great experience and I would definitely try another trip

We're thrilled to hear that you enjoyed your first trip with us! :) Thank you so much for leaving a review!

E
Taste of the Country
Emma Couette
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!
Family Fun & Great Food

purchased 2 mystery read trips from Guess Where Trips this year: Taste of The Country and Muskoka Meandering. The first I took my mom and sister along and we went in late July. It was a lot of fun! Plenty of shopping, country living, outdoors time, and good food. I give it 4 stars.

We're so glad you enjoyed your day out with your mom! Thank you for leaving a review!

C
Road Trip Gift Box
Carla Martinez
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!
Gift Box

This is a perfect gift for someone. I like that they can pick which trip to do. I will base the questions on my experience with previous trips as I too enjoy doing them.

Thank you for thinking of us as the perfect gift! :)

S
Views & Secret Stops
Samantha Cybulskie
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!
Such a Good Day Trip for All!

My kids loved the adventure and not knowing what we were all doing for the day! I found every attraction was great for both the young and old and was such a great unexpected day out! I can't wait to do it again!

Thank you so much for your kind review! :) We're so glad you had a great day with your kids!

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!
Nice trip for someone not familiar with the area

Perfect driving weather day. I would rate this higher except that this turned out to be an area we have travelled several times, so we had already visited a number of places on the route. However, we did check out some new spots and revisited one of our favourite shops on stop 1. I don't recommend going on a Saturday if you want to want to find a parking spot for Stop 4. We were disappointed not to check out areas we had never explored on stop 4. If we had more energy, we may have persisted to find a parking spot.

Thank you so much for your review! :) We're so glad you enjoyed your day of exploring, and hopefully you'll try out another one of our road trips soon in an area you're less familiar with!

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 Road Trip!!

My husband and I did this trip with our dog and we had the best time! We purposely picked a trip that was a little farther from home (1 hour and 20 mins from Kingston to stop #1) so we could check out new areas and we definitely weren’t disappointed. The trip said it was dog friendly and it was - he had a blast exploring with us. The drive between stops was beautiful since the leaves are starting to turn for fall. In total, it took us eight hours from start to finish, which was a perfect way to spend a day.
We will 100% be purchasing another trip in the future!

Awww we're so glad your pup had a great time on this road trip and that you got to explore a new area! :) Thank you so much for your kind review!

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 day with our dog

We had a wonderful day exploring great places in our own back yard. Every stop was dog friendly, we can’t wait to go again.

We're so happy that oyu had a great time with your dog! :) Thank you so much for leaving a review!

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!
Best gift!

We got this as a gift for people who love to do new things and it was a hit. We got updates all day! I didn't realise how many cool stops they actually had! They had so much fun and want to go back to the area again to see more.

Thank you so much for your kind review! :) We're so happy you had a great time exploring!

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!

Local Markets and Picturesque Towns

Thank you so much for your kind review! :)

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 'unique' the stops were:
Not really
Yes, very unique!
Secrets in the south

Lack of experiences. The winery was just ok. Very expensive

Thank you for your review and feedback. We're so sorry your experience on this trip did not meet expectations. We'd love to learn more about your specific experience and any additional feedback that you can provide will help us improve our trips for future travellers. Please email us at questions@guesswheretrips.com if you'd like to provide additional details.

D
All the Pretty Things
Dennis McLeod
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!
Pretty Things

Great trip but too many places to experience in just one day. Recommend one night stay and complete in the second day. Try to catch the music festivals in Westport during this trip.

Thank you so much for your kind review! :) We always like to provide a variety of options, but usually recommend just choosing 1 or 2 things to do per stop. Definitely worth making this an overnight trip if you want to try to do everything!

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!
Mother/daughter trip

My daughter visited me & I surprised her with the Guess Where Trip. We had an awesome time & I definitely recommend these trips! We are already planning our next trip for next summer!
All I can say is, wow, what a great idea & concept!

Thank you so much for your kind review! :) We're so happy you and your daughter had a great time exploring together!

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!

This Guess Where Trip was advertised as dog friendly. The lunch option suggestion provided in the pkg did not allow dogs on their patio. We could not find one of the stops…was not particularly impressed with this pkg

We're so sorry that your experience with 'Weird & Wonderful Things' did not meet your expectations. We do market this as a dog-friendly trip, so we'd love to learn more about which places would not allow dogs on their patio and which one of the stops you couldn't find. Please email us at questions@guesswheretrips.com with more information; your feedback will help us improve our trips for future travellers, and we are so grateful!

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!

Add On: Gift Wrapping with Tote Bag

Thank you so much for your review!

S
Quirky Gems
Sherry Walah
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!
Quirky Trips

Didn't find we had enough time even though we started at the suggested times. We weren't able to do envelope number four. Besides that everybody had a good time including myself.

Thank you so much for your kind review! :) We always like to provide a variety of options on each stop, but usually recommend just choosing 1 or 2 things to do per stop. Definitely worth making this an overnight trip if you want to try to do everything!

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!
Gifts

Easy to buy as a great adventure gift

Thank you so much for your review! :)

A
Road Trip Gift Box
Allison Sutherland
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!
Excellent Company

I have purchased most as gifts, they are perfect for all occasions. A great idea for the hard to buy for too. Love them myself!

Thank you so much for your review! :) We think they make great gifts too!

C
An Adventure is Brewing
Courtney Booth
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 'unique' the stops were:
Not really
Yes, very unique!
Best Road trip ever.

My husband and I did a Guess Where trip for our first wedding anniversary, and it was such an incredible experience! From start to finish, everything was so well-organized, and we were genuinely impressed with all the options and thoughtful details. The surprise element made it even more exciting, and we had an absolute blast exploring somewhere new together. It was the perfect way to celebrate, and we’re already looking forward to planning our next one. Highly recommend for anyone looking to add a little adventure and spontaneity to their travels!

Thank you for leaving such a glowing review! We are thrilled to hear that you and your husband had the best road trip experience for your first wedding anniversary. We love being part of these special celebrations! :)

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 trip!

We loved the fun yet relaxed nature of the entire trip! We ended up getting an Airbnb located near the first stop and were able to take our time throughout all of the stops- we ended up doing multiple of the options provided to us. There is one update to the last stop where the address for Ayr Mount needs to be updated to 376 st. Mary’s rd Hillsborough, NC. They also offer tours for 20$/person at 11a, 1p, and 2:30p.

Great suggestions and food overall- we would absolutely buy another trip!

Thank you so much for your kind review! :) We're so happy you had a great time exploring! We'll look into that address update right away, thank you for letting us know!

E
Road Trip Gift Box
Emily Levitt
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!
Thoughtful stops

The trip was full of stops that were fun, unique, and places I probably never would have discovered on my own. It was a great, one-day adventure!

Thank you so much for your kind review! :) We're so happy you had a great time exploring!

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!
Adventure is Brewing

There were many interesting stops. Many places were tucked away on country roads that one might never know existed. We spread it out over 2 days which seemed to fit perfectly. Be aware of dates and times. Some places were only open on specific days and times. We had to circle back on a few places as we were too early or we arrived on the wrong day however everything is clearly explained in the information booklet that we didn’t read carefully. LOL All the breweries and wineries were great. The staff was very helpful and we were made to feel comfortable at all stops. The only issue we had was trying to make a reservation at Clonmel Castle. We tried to make a reservation and got nothing but voicemail with no return calls after leaving 4 voicemails so we picked our own hotel. We will definitely do this again.

This is such a beautiful part of southwestern Ontario, with so many hidden gems! :) We're so glad you had a great day exploring, especially getting to spread things out over 2 days - great idea! We're sorry you weren't able to contact the hotel for overnight accommodations; we will look into this and ensure that they are still able to accommodate our travellers. Thank you for your kind review and we hope you'll try another one of our road trips very soon!