Let Them Choose Their Perfect Date!
Take the guesswork out of gift-giving and let your friend or loved one choose their perfect date with this Chicago Date Night collection!
Our handpicked selection of top-rated experiences for two allows the happy couple to select the experience of their choice and book a date convenient for them.
Whether seeking a picturesque sunset paddle or an adrenaline-filled adventure to remember - this Date Night gift has something for every type of couple!
How It Works
Give.
Give the gift of romance with a handpicked selection of our favorite experiences for couples.
Book.
Your recipient selects their dream date and books a time convenient for them.
Enjoy!
Go out, have fun, and create a memory to last a lifetime!
Summary
Let Them Choose Their Perfect Date!
Take the guesswork out of gift-giving and let your friend or loved one choose their perfect date with this Chicago Date Night collection!
Our handpicked selection of top-rated experiences for two allows the happy couple to select the experience of their choice and book a date convenient for them.
Whether seeking a picturesque sunset paddle or an adrenaline-filled adventure to remember - this Date Night gift has something for every type of couple!
Frequently Asked Questions
No - This Date Night gift is different from our other experience vouchers because you are giving your recipient the gift of choice! We have handpicked a collection of our top-rated experiences for couples and your recipient can choose which experience they would like to do and when.
Of course if your recipient chooses to do an experience not included in the Date Night Collection, they are welcome to exchange this gift and apply the monetary value of the voucher toward any other experience on our site.
Absolutely! The value of this package can be applied towards any experience on the site. To exchange, click on the "My Vouchers" tab in your account.
No, but some experiences included do have differing guidelines for things like age, weight, and height. Please be mindful of these restrictions when choosing your perfect date!
No problem! Your recipient will have the balance to use for future bookings toward any experience on the site.
Experiences Included
Pizza & Cocktail Tour
Tour for 2
(7)
Murder Mystery Dinner Show
Dinner for 2
(8)
Architectural Kayak Tour
Tour for 2
(17)
Treetop Adventure with Go Ape
Ultimate Zip Line Adventure Course for 2
(9)
Prohibition Cocktail Tour
Tour for 2
(24)
Pizza Tour
For 2
(22)
Escape Room
Escape Room for 2
Bikes, Bites, and Brews Tour - North Side Route
Tour for 2
(9)
Bikes, Bites, and Brews Tour - West Side Route
Tour for 2
(1)
Fireworks Kayak Tour
Tour for 2
(9)
Sunset Kayak Tour
Tour for 2
(9)
River & Lake Architectural Cruise
Cruise for 2
(4)
Ultimate City Bike Tour
Tour for 2
Lakefront Bike Tour
Tour for 2
(3)
Private Art Lessons
Two 2-Hour Classes for 2
(1)
Kayak Tour at Night
Tour for 2
(4)
iFly Indoor Skydiving - Lincoln Park
2 Flights for 2
iFly Indoor Skydiving - Naperville
2 Flights for 2
iFly Indoor Skydiving - Rosemont
2 Flights for 2
Chicago Secret Food Tour
Tour for 2
Walking Chicago Pizza Tour
Tour for 2
Chicago Date Night – Experience Details
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({{linkedOption.data.product.num_reviews}} Reviews)
Summary
Essential Info
Collection: Chicago Date Night
Region: {{linkedOption.data.region.name}}
This collection includes {{linkedOption.data.product.name}} and 20 other experiences.
Questions? Order By Phone? Call: 1-866-525-6839
Customer Reviews
Below are 127 reviews from experiences included in this collection:
View More Reviews:
Pizza Tour
Chicago Date Night
Aug 17, 2021
By: Melissa G
Jonathan is a true gem! He is very animated and engaging the whole time. Thank you for making our tour so enjoyable.
Response from Virgin Experience Gifts
Hi there, Melissa! Thanks so much for leaving such a great review! I was actually just on the phone with Jon and was able to share your glowing review with him. He was so happy! I know they've been rearing up to begin offering tours again and made sure to make things even better than before! I'm so happy you were able to have a great time with some great people and pizza! Cheers, Jake.
Sunset Kayak Tour
Chicago Date Night
Jun 25, 2021
By: Allyson D
Excellent guides
Always aware of weather situation
Response from Virgin Experience Gifts
Hi Allyson,
We're so glad you had a great time out on our Sunset Kayak Tour! The safety of our customers is always our number one priority and we're very pleased that your guides took such great care of you while out on the water! Cheers to more fun adventures in the future!
With our best,
Garrett
Architectural Kayak Tour
Chicago Date Night
Oct 01, 2020
By: Valerie K
It was great. I enjoyed the trip and David our tour guide was amazing. He was very knowledgeable of the history and kayak skills.
Response from Virgin Experience Gifts
Hello Valerie,
Fantastic! I am overjoyed to hear you enjoyed your time on the water for this wonderful kayak adventure. We are so happy that David could provide you with some great information on your tour. We will be sure to pass along your kind words to him! Thank you so much for sharing your experience with us.
Cheers,
Chandi
Fireworks Kayak Tour
Chicago Date Night
Jul 21, 2020
By: Grant S
It was a lot of fun and encouraged us to potentially go again!
Response from Virgin Experience Gifts
Hi there Grant!
So happy to hear you had such a great time. We would love to get you out for round 2 whenever you are ready!
Cheers, Chandi
Prohibition Cocktail Tour
Chicago Date Night
Mar 02, 2020
By: Dana V
Elizabeth was great! Knowledgeable and fun, tying together prohibition, drinking and gangsters (inevitable given the timeframe) into a great story of Chicago through the era. Would definitely do again!
Response from Virgin Experience Gifts
What a well said review! Our partners really strive to provide the best tour possible, and I'm glad you were able to reap the benefits of that! Looking forward to hearing from you next time you're looking for another 5-star experience! Cheers, Jake.
Murder Mystery Dinner Show
Chicago Date Night
Feb 21, 2020
By: Ashley K
The murder mystery was fun! The food options were good and the acting was amusing. There was a bit of time to socialize but not really enough to investigate more than 2 people. The documentation said iced tea and coffee included, but it was not offered to our table at all. The servers dropped off the food and did not come back, so if something was wrong or missing, there was no opportunity to have it fixed.
Response from Virgin Experience Gifts
Hi there, Ashley. I am so glad to hear that despite the non-ideal beverage situation, you were able to have a blast! Our partners certainly strive to provide ample time for socializing, service, and the show - thought it is certainly a lot to orchestrate! Please do let me know next time you're looking to get out on an awesome experience! Best, Jake.
Prohibition Cocktail Tour
Chicago Date Night
Feb 10, 2020
By: Jeffrey M
Fun time! Interesting topic that was covered in depth. My only complaint was that the tour got a little disorganized at the more crowded bars, but it was still fine.
Response from Virgin Experience Gifts
Sweet! I'm so glad you were able to enjoy yourself fully during this wonderful tour despite some natural crowding at the more popular stops. Let me know next time you're looking to go out on another awesome experience! Best, Jake.
Pizza Tour
Chicago Date Night
Feb 07, 2020
By: Karen H
We did this as a family activity with our adult children. The whole group enjoyed the pizza and seeing the city on the clean and comfortable bus. The tour guide was great, trying to make everyone feel comfortable and ensuring people had what they needed.
Response from Virgin Experience Gifts
What a great review! Our experience providers are the best - they'll always ensure everyone is having an amazing time. I'm so glad we were able to bring you and your family together over the best pizza Chicago has to offer! Cheers, Jake.
Pizza Tour
Chicago Date Night
Jan 28, 2020
By: Alejandro S
The pizza was amazing and our tour guide made it even better. He was extremely knowledgeable and made the tour completely worth it. Would highly recommend.
Response from Virgin Experience Gifts
What a wonderful review, thanks so much for writing in! I'm so glad to share this with our amazing experience provider, as I know they are always striving to be the best in the biz!
Pizza & Cocktail Tour
Chicago Date Night
Jan 28, 2020
By: Katy H
My husband and I (who live in Chicago) had a wonderful time on the Chicago Pizza Tour and went to 3 places we'd never been before. We learned a good amount, and it wasn't an information overload. The whole process was very easy and casual. We really enjoyed the tour guide Danny who went out of his way to make everyone feel welcome, he seemed to have a very strong knowledge base too and was very funny.
Response from Virgin Experience Gifts
Wow, that means a lot coming from a couple of Chicago locals! I'm so glad you guys were able to get out and experience some new 'Za shops around town. I'll be sure to pass along your kind words to our wonderful tour provider! Cheers, Jake.
Prohibition Cocktail Tour
Chicago Date Night
Dec 31, 2019
By: Peter M
Fun & informative
Response from Virgin Experience Gifts
Just like this review!
Prohibition Cocktail Tour
Chicago Date Night
Dec 31, 2019
By: Dennis D
We had a great time learned a little about prohibition and we had a fun group!
Response from Virgin Experience Gifts
Hi Dennis,
That's just what we love to hear! I hope you found some new places to re-visit and made great new memories in Chicago!
Cheers,
Inah
Prohibition Cocktail Tour
Chicago Date Night
Dec 10, 2019
By: John E
Elizabeth was a fun tour guide.
Response from Virgin Experience Gifts
Only the best for our customers!
Prohibition Cocktail Tour
Chicago Date Night
Dec 10, 2019
By: Tommy R
Fascinating tour of Chicago's history throughout prohibition. Our tour guide Sydney was very knowledgeable and personable, and the tour was informative and such a fun time!
Response from Virgin Experience Gifts
Hi Tommy,
That sounds wonderful! Chicago has such a deep connection to the prohibition era and this tour does a great job of covering it. Thank you so much for sharing your experience, and we hope to get you out on another adventure soon!
Warm Regards,
Inah
Murder Mystery Dinner Show
Chicago Date Night
Nov 04, 2019
By: Kevin D
The experience overall was good. The show and actors were great. Dinner was good.
Response from Virgin Experience Gifts
Hi Thuy,
Glad to hear you had a fun time! I hope you keep us in mind next time you want to get out on another unique adventure!
Cheers,
Inah
Prohibition Cocktail Tour
Chicago Date Night
Oct 15, 2019
By: Peter B
tour leader very knowledgeable
Response from Virgin Experience Gifts
A great guide for a great guest!
Pizza Tour
Chicago Date Night
Oct 15, 2019
By: Molly M
Danny was great! You not only got to try great pizza but he also gave you a tour of Chicago on the ride to the different pizzerias. Totally recommend!
Response from Virgin Experience Gifts
Hi Molly,
A little history, great pizza, and a fun guide - what more can you ask for? Cheers to fun new memories in the Windy City!
Warm regards,
Inah
Treetop Adventure with Go Ape
Chicago Date Night
Oct 11, 2019
By: Maria W
Exceeded expectations! 2.5 hour obstacle course! Great time. Will be back very soon with the whole family!
Response from Virgin Experience Gifts
Hi Maria,
That's what we love to hear! We looking forward to hosting you again, along with your family!
Cheers,
Inah
Murder Mystery Dinner Show
Chicago Date Night
Oct 03, 2019
By: Michael B
We had a great time, very interactive. Would definitely recommend it.
Response from Virgin Experience Gifts
Wonderful, that's what we love to hear! The interaction between the actors and the guests is so integral to the show and I'm glad you enjoyed it! Did you figure out the murderer?
Cheers,
Inah
Architectural Kayak Tour
Chicago Date Night
Sep 12, 2019
By: Richard S
Excellent trip with experienced guides
Architectural Kayak Tour
Chicago Date Night
Sep 12, 2019
By: Bethany L
Our architectural kayak tour with Kayak Chicago was our highlight of our weekend trip to Chicago over Labor Day. The equipment is top of the line and in great shape. We received adequate paddling instruction before getting on the water. The only thing we wanted was more architectural interpretation & details, but overall it was great and definitely worth the money.
Sunset Kayak Tour
Chicago Date Night
Sep 03, 2019
By: Tammi O
Awesome kayaking experience. Bubba our guide was very knowledgeable and friendly. Great views of the city. We would definitely do it again. Thanks Kayak Chicago!
Architectural Kayak Tour
Chicago Date Night
Sep 03, 2019
By: Maggie O
Great tour! The guides were super knowledgeable about the history & architecture, were very attentive to the whole group, and were hilarious!
Also they gave lots of great tips prior to getting in the water for how to navigate of it was your first time kayaking.
10/10 would recommend this excursion!
Response from Virgin Experience Gifts
Hi there Maggie!
WOW! What an awesome review! We will be sure to pass the kind words on to our partners. We are overjoyed to hear that not only was a very informative and educational experience, it was exciting, funny, and beginner friendly! Looking forward to getting out on the water again soon.
Best,
Sophia
Treetop Adventure with Go Ape
Chicago Date Night
Aug 05, 2019
By: Victoria D
The zip lining adventure was amazing and a lot of fun. The booking through cloud 9 was confusing and took a while for the codes to be activated. The coure was about 2 to 3 hours long and used a lot of upper body strength to climb the different courses to get to each zip lining.
River & Lake Architectural Cruise
Chicago Date Night
Aug 05, 2019
By: Sandra H
Tour guide Griffin was great!
Pizza & Cocktail Tour
Chicago Date Night
Aug 05, 2019
By: Ken H
Our tour guide Danny was outstanding!! Great info with a great personality as well. We will 100% recommend this tour to our friends and family.
Prohibition Cocktail Tour
Chicago Date Night
Jul 25, 2019
By: Donald M
Exciting, fun, and VERY educational!! Fantastic tour guides!!
River & Lake Architectural Cruise
Chicago Date Night
Jul 22, 2019
By: Robert K
We enjoyed the cruise very much. The crew was great especially the guide, her name was like Tequila, very informative and entertaining, BUT the trip ended abruptly because of a down pour while in the locks on the way back. She kept order and safety. But we were not able to thank her or tip her for that matter. I would of liked to talk to her at the end.
Sunset Kayak Tour
Chicago Date Night
Jul 17, 2019
By: Serica R
This was a great night! The tour was the perfect length and the guide was fantastic.
Kayak Tour at Night
Chicago Date Night
Jul 16, 2019
By: Paula K
So much fun! This is a well-organized event with plenty of instruction prior to hitting the river. It was a beautiful night, full of gorgeous sights along the Chicago River, and a good workout, too! Highly recommended!
Prohibition Cocktail Tour
Chicago Date Night
May 15, 2019
By: KRIS O
My husband and I had a great time on this tour. We highly recommend our tour guide Sidney. We were amazed that we could laugh so much while learning so many interesting facts. All the bars had cool vibes and interesting drink selections. Definitely a great experience!
Response from Virgin Experience Gifts
Hi Kris, Sounds like a great night out! And we agree, Sidney is definitely amazing. Good vibes and good drinks - what more can you ask for? Cheers, Inah
Murder Mystery Dinner Show
Chicago Date Night
Apr 29, 2019
By: Angela V
This was different than what I expected. The audience is part of the show. The experience is not like other events I have attended where there is a stage this is set in a banquet hall and is interactive. I enjoy watching more than participating. The food was great.
Response from Virgin Experience Gifts
Hi Angela, Thank you for taking the time to write in about your experience. The Murder Mystery Dinner Show is certainly a unique experience, and a big aspect of what sets it apart from other such shows is the interactivity. The actors even sit among the audience to further enhance the feeling of being part of the show! I understand how that can be overlooked in reading the description, and I'm sorry that the evening wasn't what you expected. I am glad to hear that the food was a shining moment though! If you ever feel like exploring another adventure that may be more to your liking, I've placed a $25 voucher into your account for use towards booking a different experience! Warm Regards, Inah
Prohibition Cocktail Tour
Chicago Date Night
Apr 11, 2019
By: Barbara B
Very informative and super fun!
Response from Virgin Experience Gifts
And a lovely review to boot! Cheers, Inah
Murder Mystery Dinner Show
Chicago Date Night
Mar 01, 2019
By: Rick B
Great time
Response from Virgin Experience Gifts
Hi Rick, A great time for a great customer, thanks for sharing! Cheers, Inah
Murder Mystery Dinner Show
Chicago Date Night
Mar 01, 2019
By: Mike &
The dinner theater was so much fun. Food was excellent. Service was awesome, and the show was a lot of fun. Definitely recommend!
Response from Virgin Experience Gifts
Hi Heather, Thank you for taking the time to write a review. I'm so happy to hear you had a great experience. Let us know when you feel like getting out on another adventure! Warm Regards, Inah
Pizza & Cocktail Tour
Chicago Date Night
Feb 22, 2019
By: Barbara B
We had a blast on this tour! Johnathan was very informative and fun as our tour guide. He not only told us all about pizza, but, about the city as well. We visited three pizzerias and had two different types of pizza at each. All were excellent. I definitely recommend this tour whether you are visiting the city or are native to Chicago.
Response from Virgin Experience Gifts
Hi Barbara, Thank you so much for taking the time to write in about your experience, it definitely sounds like you had a great time! I'll be sure to pass on your compliments to Jonathan, and then maybe look at tickets to Chicago, because you made it sound so fun (: Cheers, Inah
Murder Mystery Dinner Show
Chicago Date Night
Feb 22, 2019
By: Nicole K
Murder Mystery Dinner Show was a blast! I can’t wait to do it again!
Response from Virgin Experience Gifts
Hi Nicole, That's wonderful! Let us know when you feel like honing your detective skills even more! Cheers, Inah
Pizza Tour
Chicago Date Night
Jan 22, 2019
By: Mary H
We had so much fun on this tour! Danny, our tour guide, was very knowledgable and personable. There was a great choice of pizza places...not your big name chains. The pizza was amazing...some of the best pizza we've had! The ride to each place provided a view of the city along with some history and information about each neighborhood. This tour is a must do!
Response from Virgin Experience Gifts
Hi Lisa, Thank you so very much for your kind words! I'll be sure to pass your compliments on to Danny. I know our tour guides take a lot of pride in showing their guests off-the-beaten-path spots and imparting their knowledge about the city. Cheers to great pizza and new Chicago memories! Warm Regards, Inah
Pizza Tour
Chicago Date Night
Jan 22, 2019
By: Hope S
It was incredible! I felt like I was on a fun field trip. I learned so much about Chicago pizza along with some general history of Chicago. Our tour guide, Danny, was also fabulous and I loved his enthusiasm!
Response from Virgin Experience Gifts
Hi Hope, We happen to think you're incredible! Great pizza, a little history, and a fun guide - what more can you ask for? Cheers, Inah
Prohibition Cocktail Tour
Chicago Date Night
Jan 22, 2019
By: Ivette R
Sydney, the tour guide, is extremely knowledgeable mixed the perfect sense of humor. The bars/speakeasies we visited were great and had phenomenal drinks! Highly recommend!
Response from Virgin Experience Gifts
Hi Ivette, first off thank you so much for taking the time to share your experience with us! We are so glad that you enjoyed all of the bars and speakeasies that you visited and that Sydney was able to help make your experience even better, I'll make sure to pass your kind words along. We hope you have a very Happy New Year!
Prohibition Cocktail Tour
Chicago Date Night
Dec 05, 2018
By: Ryan B
Great history, lots of laughs, good drinks, interesting locations. We live in Chicago and we hadn't been to these places! A++
Response from Virgin Experience Gifts
Hi Ryan, That's wonderful! I'm so glad to hear that even as a local, you were able to find new spots to visit. Let us know when you we can get you out on another memorable adventure! Cheers, Inah
Prohibition Cocktail Tour
Chicago Date Night
Nov 14, 2018
By: Susan S
This tour was incredible - lots of history shared, and really cool stories. Sydney was our tour guide, and kept our attention the entire time. She was very knowledgeable, hilarious, and really knew how to keep the group's interests. Very personable, made sure everyone was happy.
Response from Virgin Experience Gifts
Hi Susan, Thank you for your kind words! I'm so glad you had a great time and I'll be sure to pass your compliments on to Sydney. Cheers to Chicago's storied past and delicious drinks! All the best, Inah
Prohibition Cocktail Tour
Chicago Date Night
Nov 08, 2018
By: Emerson M
Great tour! I thought the nature of the tour would cause it to be more directed at tourists, but the places and info are interesting to Chicago residents as well.
Response from Virgin Experience Gifts
Hi Emerson, Thank you for your kind words! I know our guides take a lot of pride in showing off the hidden treasures of Chicago to locals, so I'll be sure to pass your compliments on to the team. Can't go wrong with good drinks and cool history! Cheers, Inah
Bikes, Bites, and Brews Tour - West Side Route
Chicago Date Night
Oct 12, 2018
By: Amanda W
Our tour with Bobby's Bike Hike was amazing! It wasn't the most optimal weather, but still a great time -- Courtney was enthusiastic, informative, & fun. When booking another tour, I will try to do ones that she leads. The places we stopped were great as well -- my favorite being the chocolate shop at the end! I bought a scotcharoo that was TO DIE FOR. SO GOOD.
Response from Virgin Experience Gifts
Hi Amanda, I know you were originally looking to take another tour and I'm happy to hear that we were able to send you out on an experience just as great, even though Mother Nature wasn't being cooperative. I'll be sure to pass your kind words along to Courtney! Nothing like a nice chocolate treat at the end of a bike ride right? Cheers, Inah
Architectural Kayak Tour
Chicago Date Night
Oct 08, 2018
By: Candice Y
We had an incredible time on the Architecture Kayak Tour with our host Bubba. We spent a gorgeous afternoon getting to know the city close-up during our 5-mile kayak. The tour was the highlight of our first trip to Chicago. We highly recommend Kayak Chicago!
Response from Virgin Experience Gifts
What a neat way to experience Chicago for the first time. I'm so glad to hear you had a wonderful tour with Bubba. We love working with them also!
Thanks for sharing!
Best,
Brooke
Sunset Kayak Tour
Chicago Date Night
Oct 01, 2018
By: Noémie M
It was a nice tour on kayak ! Nice view of Chicago , the night , and the buildings ! Great stories !
Response from Virgin Experience Gifts
Great to hear you had kayaking. Thanks for your review!
Best,
​Brooke
Prohibition Cocktail Tour
Chicago Date Night
Sep 25, 2018
By: Kristine O
This tour was a fabulous mix of history and alcohol. I loved the history, my husband and I both loved the drinks. Elizabeth did a great job of combining humor with the facts to keep everyone entertained.
Response from Virgin Experience Gifts
Hi Kristine, I'm so glad to hear that! A little history, tasty drinks, and a fun guide - what a great way to spend a night. I hope you and your husband made some great new memories! Regards, Inah
Treetop Adventure with Go Ape
Chicago Date Night
Sep 04, 2018
By: Ryan H
An absolute blast!! Bought this for my husband for his birthday and we had so much fun. Paired with brunch at Solstice, it was the perfect day spent together! The forest preserve is gorgeous.
Response from Virgin Experience Gifts
What a fun way to celebrate a birthday! I'm glad to hear it turned out so perfect for both of you.
Thanks for writing in.
Best,
Brooke
Treetop Adventure with Go Ape
Chicago Date Night
Sep 04, 2018
By: Melody G
We registered for this zip line experience as a wedding gift and redeemed it the following summer. I loved that the timing was super flexible in terms of when we redeemed it, and we had the option to exchange it for a different experience or even add people to our reservation. We kept it as just my husband and I, and we both had a blast. The organization was very courteous and professional, responding quickly to emailed questions and giving a good training experience when we arrived at the course. The course had a great mix of daring challenges in the treetops and ziplines and was the perfect length, about 2.5 hours. Because of the way the course is spread out, it felt for a while like we were the only ones on the course and was really nice to have that privacy to enjoy the adventure as newlyweds. And it was so neat to be above the treeline at the last stop on the course! I'd highly recommend this experience to anyone who likes a little outdoor adventure and isn't too afraid of heights.
Treetop Adventure with Go Ape
Chicago Date Night
Sep 04, 2018
By: JULIE S
While the ropes course was acceptable - the Tarzan jump was the best part! The zip lining portion of the course was EXTREMELY disappointing! Short lines that sent you into a runway of mulch - not what I would expect from an activity labeled "Ultimate Zip Line Adventure Course". Very short slow zip lines that land your but in the dirt.
Sunset Kayak Tour
Chicago Date Night
Aug 28, 2018
By: Fred D
We had a great time on the sunset paddle. The staff was happy and fun. Istruction was clear and easy to understand. Great way to see the city. The river was busy with some boat traffic but I always felt safe on the "Mighty Chicago River" because the guides communicated well and at times took charge of the boat traffic.
Kayak Tour at Night
Chicago Date Night
Aug 28, 2018
By: Monica D
We had a great time on the night kayak tour! I purchased it for my boyfriend’s birthday and he had a great time! We were on the water for about 2 hours and it was the perfect amount of time.
Murder Mystery Dinner Show
Chicago Date Night
Aug 28, 2018
By: Renee W
The show was entertaining, the food was great, and we had a lot of fun!
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Aug 28, 2018
By: Shaz &
We had a great tour guide. The choices of places to eat was great. We covered good amount of Chicago neighborhoods. I highly recommend this tour to anyone who loves biking and eating.
Prohibition Cocktail Tour
Chicago Date Night
Aug 28, 2018
By: Tina S
The Prohibition tour is fantastic! Learning about the history of the bars, the bootleggers, and the gansters is so fascinating! Sidney the tour guide is amazing with her wealth of knowledge! She was so funny and made the trip amazing! The bars they chose to visit are unique, cool, and did a great job accommodating our large group. Highly recommend this tour, you will not be disappointed! The best weekend we’ve had in Chicago!
Prohibition Cocktail Tour
Chicago Date Night
Aug 28, 2018
By: Hannah B
Absolutely fun and informational. Sydney was amazing, and the drinks were great!
Treetop Adventure with Go Ape
Chicago Date Night
Aug 28, 2018
By: Danielle C
Very fun! Great experience!
Treetop Adventure with Go Ape
Chicago Date Night
Aug 28, 2018
By: Kaitlan C
Great views and challenging course - we had a great time.
Prohibition Cocktail Tour
Chicago Date Night
Aug 28, 2018
By: John P
I enjoyed the four visits and the historical knowledge provided by the guide was excellent.
However, I must share my personal opinion about her use of "adult language." I have been an adult since long before Sydney was even a glimmer in her parents' eyes. I don't find it necessary to use vulgar language (the correct term for the language she used throughout) to make my point. Use of this style language has become all to common in today's society and is just further evidence of our loss of civility between human beings.
Pizza Tour
Chicago Date Night
Jun 04, 2018
By: Wendy &
A delightful interesting tour!!! We learned many facts about Chicago and pizza!!! Everyone in our group was very friendly, easy to talk to and fun!!!
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Jun 04, 2018
By: Jane S
Amazing , fun & worthwhile
Courtney was a great guide
Prohibition Cocktail Tour
Chicago Date Night
Jun 04, 2018
By: Neil S
Came with my wife as a birthday celebration. We are both interested in Chicago history and fine cocktails, and both aspects were well covered. The Green Door was probably the best stop on the tour, since it has a true speakeasy that still operates. We will definitely bring friends there. My only regret was there was not time to include the Green Mill on the tour too (too far north). The tour guide was very personable and well versed, and the other tour-ists were friendly. A fun time all around.
Pizza Tour
Chicago Date Night
Jul 25, 2017
By: Bob F
Received our pizza tour experience as a Christmas gift. My wife and I had a great time. Danny, our tour guide, was great. If you love pizza, this is the tour for you. We thought that we would be going to some of the "famous named" pizza places. This tour takes you to the lesser known neighborhood spots. We went to 4 different places, and had 4 different styles of pizza. An added bonus is that the tour also gives you great views of Chicago and the different neighborhoods. This tour is a must see and do!!
Treetop Adventure with Go Ape
Chicago Date Night
Jul 10, 2017
By: Jessica B
I had a blast at ziplining. Instructions was great. I felt like there was enough staff around to help if needed, but there was no hand-holding.They really let you experience it for yourself your way. I'd definitely go back.
Pizza & Cocktail Tour
Chicago Date Night
Mar 16, 2017
By: Courtney S
Kevin was awesome.
Prohibition Cocktail Tour
Chicago Date Night
Mar 06, 2017
By: Lindsey B
Really enjoyed the experience -- very informative and fun. Our guide was fantastic. Would have been great to have drinks/samples included in the tour.
Architectural Kayak Tour
Chicago Date Night
Sep 22, 2016
By: Cassie P
It was a beautiful day on the Chicago River, had a blast!
Pizza Tour
Chicago Date Night
Sep 02, 2016
By: Molly W
We loved our tour and our guide. He was very knowledgeable, funny, easy-going, and a lot of fun to hang out with for the afternoon. We loved that we not only learned about pizza but also about Chicago. I lived in Chicago for 5 years and loved actually learning about the pizza I so often enjoyed. Great tour - 5 star all the way! Thanks for the great experience!
Pizza Tour
Chicago Date Night
Aug 17, 2016
By: Jessica W
Pizza was great and our tour guide was awesome! I really enjoyed him. He was so funny and knowledgeable about our city. My only complaint is the amount of profanity he used, that was a little bummer, but other than that I enjoyed my experience.
Architectural Kayak Tour
Chicago Date Night
Aug 16, 2016
By: DarylAnn W
The kayak tour was awesome! It got tiring towards the end, but our tour guide pulled us the whole way back to the beginning! He was very funny and informative!
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Aug 10, 2016
By: Karen L
It was good, although 13 miles might be a bit much for two hours. Could use a little more food provided given that it was over the lunch hour. And perhaps a more leisurely pace.
Fireworks Kayak Tour
Chicago Date Night
Aug 09, 2016
By: Stephanie P
The guides were fantastic, however way too many people were booked for the trip. It was a nightmare of people crashing into each other. Hurry up then wait. It was not a relaxing evening at all. We went as a family yet none of us were able to stay together with 20 other kayaks, all with zero experience in trying to navigate. If the group was smaller it would have been much more enjoyable. The smell was awful as well. The downtown Chicago views were fabulous, just way too many people.
River & Lake Architectural Cruise
Chicago Date Night
Jul 18, 2016
By: Linda A
On Navy Pier, there needs to be better signage directing patrons to the kiosk. There needs to be a better way to direct people to which line they should be in to board the boat. The tour guide on the boat is extremely negative in his comments about the city of Chicago. We also noted that the guide spent more time talking about how disgusting and dirty the river is, than he did about the architecture of the city.
It was also very difficult to hear him from where we were sitting (toward the stern of the boat). Sitting at the back of the boat was a definite mistake as we were sucking in diesel fumes the entire trip. All in all, I'd not recommend this excursion to anyone and am very disappointed.
Prohibition Cocktail Tour
Chicago Date Night
Jul 18, 2016
By: Ivan R
I am a Chicago resident and I was impressed with both the knowledge and forum selection for the tour. The Prohibition Tour is definitely a keeper.
Treetop Adventure with Go Ape
Chicago Date Night
Jul 12, 2016
By: Bruce L
Outstanding experience. Outstanding service.
Lakefront Bike Tour
Chicago Date Night
Jun 28, 2016
By: Marti B
We loved our Father's Day neighborhood bike ride. Our guide was fun and very knowledgeable about Chicago. She instructed us on how to navigate the streets and sidewalks in a safe way. It was just challenging enough to be exciting, but not scary. Our weather was perfect and the ride was very enjoyable. I would recommend this bike tour to anyone who feels comfortable on a bike. It was an easy ride and the scenery was magnificent.
Pizza Tour
Chicago Date Night
May 31, 2016
By: Gregory L
This was a great experience. The 4 pizza places we visited were all awesome. We learned a lot about the history of pizza, and Joe (our tour guide) was great.
Prohibition Cocktail Tour
Chicago Date Night
Oct 07, 2015
By: Debra C
I felt the price for the experience was expensive. The price included the guide and a bus ride to 3 bars within a 3 mile radius. A ride back to where we started and where our car was parked was not provided. The guide was very knowledgeable about the history of the Prohibition, but I felt she did not do anything to get the group to get to know each other. Everyone just minded their own business and sat with the party they came with. I think it would have been more fun if she (Sydney) would have got the group talking to each other. She was young (just turned 21) so maybe she just needed more experience working with a group of people. I was amazed at her speaking ability. She really was a good speaker, but gave us a lot of information which was hard to process after a few drinks. The information was interesting but I got lost at times because of the vast amount. With a few changes, I think it would be a really fun experience.
Sunset Kayak Tour
Chicago Date Night
Sep 18, 2015
By: Catriona S
Fantastic experience kayaking down the Chicago River -- what a great way to see the city. Guides were extremely friendly and knowledgeable. Three hours on the water is a long time paddling if you're not used to it, so be prepared for tired arms!
Architectural Kayak Tour
Chicago Date Night
Sep 08, 2015
By: Debra C
We had a lot of fun. It was a great experience. Very easy and fast booking experience.
Fireworks Kayak Tour
Chicago Date Night
Sep 02, 2015
By: Chad E
While I am not a water-lover, and have NO experience in kayaking, I absolutely LOVED the trip. It was very easy to do, and the guides were over-the-top friendly and amazingly helpful to a novice. This was a gift to my husband and myself, and we went with the kids on the trip -- had a blast! We would do it again!! All the staff was amazing!!!!
River & Lake Architectural Cruise
Chicago Date Night
Aug 27, 2015
By: Carla P
Great!
Architectural Kayak Tour
Chicago Date Night
Aug 14, 2015
By: Bob P
The staff didn't have our reservations and we had to show her our confirmation email. The trip was great though. I recommended this tour to my boss, & he is booking his family's adventure shortly.
Architectural Kayak Tour
Chicago Date Night
Jul 31, 2015
By: Lori K
Enjoyed the kayaking. Wished that the group was smaller. 27 was too large to hear what the guide was saying. It also made it difficult to kayak -- bumping and crashing. Wish the tour covered more architectural information. I thought that we would hear more about the buildings. Seems to be more a short history lesson. Still was fun, but not what was expected.
Pizza & Cocktail Tour
Chicago Date Night
Jul 27, 2015
By: Doris H
Thought this was a very enjoyable evening that was reasonably priced. Good chance to meet new people.
Architectural Kayak Tour
Chicago Date Night
Jul 17, 2015
By: Thomas M
We love our guide and the overall experience. The only issue was that the location is a bit removed from downtown, so it does mean a fairly long paddle to get downtown and to return to the starting point. But the guide made it enjoyable with stops along the way.
Kayak Tour at Night
Chicago Date Night
Jul 15, 2015
By: Martin H
The instructors were helpful. They clearly knew lots about the city, but only shared a little. One story of the loss of the SS Eastland ship was fascinating and well told. More of this would have been great.
Prohibition Cocktail Tour
Chicago Date Night
Jul 06, 2015
By: Debra V
While it was acknowledged that there may be profanity used throughout the tour, I truly did not feel it was necessary nor did enhance the experience in anyway. Also, the 21-year-old guide just didn't pull off the use of the profanity with much finesse, so why bother.
Sunset Kayak Tour
Chicago Date Night
Jul 01, 2015
By: Nicole R
It was a getaway I had surprised my husband with and am so glad I did! It was a blast and I would go again.
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Jun 25, 2015
By: Amanda K
Hands down BEST tour I've ever been on. Gabe was an incredible tour guide. He was knowledgeable, friendly and definitely went the extra mile to make sure everyone was informed, entertained, & enjoying their time on the tour. The equipment provided was in excellent condition. Already planning a subsequent trip with more friends for this fall!
Pizza Tour
Chicago Date Night
Feb 17, 2015
By: Carol B
The pizzas were varied and wonderful. Jonathan was a fabulous guide, who shared lots of interesting history about pizza and Chicago along the way. We look forward to doing this tour again with out-of-town visitors.
Pizza & Cocktail Tour
Chicago Date Night
Feb 02, 2015
By: Cylvia G
On our experience, all went well but I didn't like or appreciate the fact that they absolutely didn't ask for ID at anytime during the tour at all. Anyone (even myself) could have gone, especially someone who didn't pay, which I didn't like or appreciate. That really need to change or correct that, as in yesterday. The group was great. The guide was great. We did karaoke on our tour and had a blast! We enjoyed our pizza and cocktail tour. So thank you for a nice experience, it was for my husband whose birthday was the following Monday.
Prohibition Cocktail Tour
Chicago Date Night
Jan 26, 2015
By: Philip Z
The Prohibition Tour was really awesome. Our tour guide, Jonathan, was really knowledgeable.
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Nov 06, 2014
By: Jill K
Spent our 15th anniversary celebration with Gabe. He did a fabulous job with Bikes, Bites and Brew tour despite the November wind and chill. Cloud 9 Living went above and beyond notifying the bakery of our anniversary. Swirlz made us special cupcakes for the occasion! Great tour, great guide, great fun!
Pizza & Cocktail Tour
Chicago Date Night
Nov 03, 2014
By: William S
This was a fantastic night out for pizza lovers. We got to see the city and enjoy some great pizza. We also met new people along the way.
Lakefront Bike Tour
Chicago Date Night
Oct 28, 2014
By: Michael P
It was a great time. Everything was speedy and efficient.
Architectural Kayak Tour
Chicago Date Night
Sep 10, 2014
By: John S
I had an awesome time! The guides were great! Dave truly knows his Chicago history, architecture, and is guaranteed to make you smile and laugh, even if you become exhausted. The whole staff was fantastic. Truly professional and a fun sense of humor. I HIGHLY RECOMMEND THIS EXPERIENCE!
Pizza Tour
Chicago Date Night
Jun 17, 2014
By: Anna K
I enjoyed the Chicago Pizza Tour. Something to consider going forward, Some guests may only eat cheese pizza. The current structure of the tour does not allow them to ask for cheese as an alternative to what has been ordered. Maybe make an announcement at the beginning of the tour thta should you prefer cheese only it is available.
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Jun 16, 2014
By: Monique M
Awesome trip!
Lakefront Bike Tour
Chicago Date Night
May 21, 2014
By: Michelle G
Gabe was a very knowledgable guide. We learned a lot about Chicago. We were able to look at the city the next few days and appreciate what we were seeing. It was a great ride, very easy and flat. The bikes were in great condition. The staff and Bobby's Bike owner also chatted with us. Very friendly staff - great tour.
Pizza Tour
Chicago Date Night
Sep 19, 2013
By: Leslie K
Excellent way to learn about Chicago history along with the background on pizza families and the art of this dining phenomenon. Jonathan was an excellent tour guide!
Architectural Kayak Tour
Chicago Date Night
Sep 06, 2013
By: Sylvie L
My only criticism is that the first part (and last, since we come back that way) of the canal stinks. The tour itself was really interesting. Full of information.
Sunset Kayak Tour
Chicago Date Night
Aug 19, 2013
By: Kirsten K
We had a wonderful time paddling around the city and we can't wait to try it again!
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Aug 19, 2013
By: Shannon K
It was so refreshing to take part in something that allowed us to be tourists for the day and to learn about some hidden gems in Chicago! We did it as an anniversary celebration and it was awesome to try something new. I wouldn't be surprised if we do our own "Bikes, Bites and Brews tours" sampling new foods and drinks around this great city, feeling inspired!
Pizza Tour
Chicago Date Night
Jan 22, 2013
By: Alison S
Awesome tour! Absolutely loved each pizza place we went to and the history behind the pizzerias was fascinating. HIGHLY RECOMMEND!
Pizza Tour
Chicago Date Night
Jan 22, 2013
By: Timothea M
Guide was very knowledgeable about the history and the city. He was enthusiastic. Booking process was simple.
Sunset Kayak Tour
Chicago Date Night
Nov 28, 2012
By: Christa H
Todd, our guide, did a fantastic job of preparing us for our kayaking adventure. Even though we had kayaked before, his training session taught us a great deal and made our experience even better! We had a beautiful evening, great company, and a helpful and patient guide. Thank you so very much!
Architectural Kayak Tour
Chicago Date Night
Oct 08, 2012
By: Diane S
Very nice trip, it was nice to be able to switch from the evening paddle to a day time trip since we booked so late in the season. Great way to see the city. Was a little rough where the bigger boats were traveling, but overall a very enjoyable paddle.
Architectural Kayak Tour
Chicago Date Night
Oct 08, 2012
By: Joanne M
Wow! Such a great and well planned kayaking trip. The staff were friendly and nothing was a bother. They were open to questions & feedback and keeping us all safe on the water. The knowledge was well delivered. I will be looking to purchase this experience for friends coming over to visit Chicago for the first time.
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Aug 23, 2012
By: Kathia G
Refreshing look at the city not just for tourists. I booked this tour as an anniversary present for myself and boyfriend (he is from Chicago) and he couldn't stop saying how cool it was and didn't know half of the things the tour guide was telling us about along the way.
Bikes, Bites, and Brews Tour - North Side Route
Chicago Date Night
Jul 18, 2012
By: Kris K
My wife and I had a great time. Weather was perfect. Great pace. We would definitely do it again.
Fireworks Kayak Tour
Chicago Date Night
Jul 14, 2012
By: Tracy R
We had a good experience with Cloud 9. We went with Kayaking Chicago on the fireworks tour. We received good enough instructions regarding how to kayak prior to our excursion. However, our only feedback is for Kayaking Chicago and that is to give more of an orientation prior to the excursion regarding conditions, timing, program, etc.
Fireworks Kayak Tour
Chicago Date Night
Jul 13, 2012
By: Lynne T
The group was extremely large especially for an evening event. There was so much attention being paid to safety and managing a large group that it really lost the recreational aura and was more of an exercise. The paddling was cumbersome because we had to stay so close together and we had to stop quite often to wait for others or stay out of the way. I think smaller groups (10 max.)with friendlier guides would have completely changed the experience. I completely understand the goal of safety, but if you are agreeing to take 50+ people out on the chicago river all at one time, in the dark, on a very busy night; it changes the whole experience. I have kayaked a lot in the wilderness and I would not recommend this event at all. I am glad I did it because I have always wanted to, but I would never do it again. I think Kayak Chicago just loaded up their list for profit and it spoiled it for me. I was told that this size group is typical for a booking and that is the reason I would never recommend this trip.
Thanks Cloud 9. I appreciate your help.
Fireworks Kayak Tour
Chicago Date Night
Jul 09, 2012
By: DAVID C
The times listed on the booking (8-10pm) were not accurate. The experience lasted until 11:30pm. This would have been fine if we had known this ahead of time. Instead we were scrambling to return to our hotel, change, and find dinner after midnight.
Pizza Tour
Chicago Date Night
Jun 29, 2012
By: Kristen C
John, our tour guide, was absolutely wonderful. Even though we love pizza, we literally tried four different types of pizza that we had never had. We would go on this tour again.
Pizza Tour
Chicago Date Night
Jun 26, 2012
By: Lisa G
My only complaint was that nowhere (on the Cloud 9 experience description or on the confirmation from Chicago Pizza Tours) did it say anything about parking at the restaurant where we met. Therefore, I made the mistake of assuming -- since my husband and I are local to Chicago and are familiar with going downtown -- that Pizano's would have valet parking, which is normally reasonably priced at even the most high-end Chicago restaurants.
We arrived within the appointed meeting time, only to find there was no valet parking. So we went to the nearest self-park garage and were disappointed at having to choose this option as, in our experience, self-park garages can be as much as $23 for 3+ hours. However, we figured it might be less because it was Sunday afternoon.
Following the experience, we were stuffed and on a bit of a high from the good time we'd had and the new people we'd met. When we paid for our parking we were shocked to see that we were charged $32 for a little over four hours. It literally almost ruined the day and left a terrible taste in our mouth as our final impression of the experience. We had splurged on this experience and would NOT have purchased it knowing that we'd shell out another $32 (almost half the cost of the experience itself) for parking. But my biggest issue with it is that I wasn't EXPECTING it and I feel that either Cloud 9 or Chicago Pizza Tours should have given us some idea about the parking and we could have planned accordingly.
Again, I go downtown frequently and when I know to plan ahead, I use ParkWhiz and can get very inexpensive parking near any location. I feel very upset that I didn't do so, but again, I feel like parking instructions should have been made clear to the purchaser of the experience. In closing, I would ONLY recommend Cloud 9/Chicago Pizza Tours with the huge caveat of "buyer beware" as it relates to parking!
Pizza Tour
Chicago Date Night
Jun 20, 2012
By: Denise J
The experience turned out to be beyond our prior anticipations! Being natives of the area we learned so much more and enjoyed the tasty selections. Loved the guide and pilot! Very knowledgeable and friendly, lots of fun!!!-Tom Janusz
Fireworks Kayak Tour
Chicago Date Night
Jun 11, 2012
By: Jay R
It was a good work out experience without any prep and training as a first timer. I wish the kayaks were ready and moved to the water or if there were dollies or carages available for them. I was not very happy waiting in line, carrying my own kayak while I have paid to have a good experience.
Kayak Tour at Night
Chicago Date Night
May 22, 2012
By: Lada R
It was beautiful! Thank You!
Pizza Tour
Chicago Date Night
Apr 04, 2012
By: Linda H
It is not often that you see a tour guide who is so passionate about what he does. Chicago Pizza Tour was as inspiring as it was fun...all due to the passion of Joe, the owner and guide. Four thumbs up from my group!!!
Private Art Lessons
Chicago Date Night
Oct 31, 2011
By: Mark S
It was a great session. I was early and they were accommodating. They were friendly, knowledgeable, and provided a positive experience. They spent the time to answer all my questions thoroughly and were encouraging.
Architectural Kayak Tour
Chicago Date Night
Sep 19, 2011
By: Dennis K
Had an absolutely wonderful time. As a long time Chicago area resident I thought I knew the river....I was given a very different and unique view of it. My guide Brad was exceptional.
Fireworks Kayak Tour
Chicago Date Night
Sep 12, 2011
By: Paul S
Fantastic experience! My wife and I had fun starting with the instruction through the end. The guides were very knowledgeable and dedicated to kayaking. We had a great time and will probably go again.
Pizza Tour
Chicago Date Night
Aug 23, 2011
By: Lawrence P
Well run. Guide-well informed/knowledge re: pizza. Great fellow tourists. Good overall experience.
Architectural Kayak Tour
Chicago Date Night
Aug 08, 2011
By: Lisa T
Our experience was awesome! Our guide was fun and informative and made the experience great! Having never been in a kayak before our guide made me feel relaxed and taught me enough about the in's and out's of paddling a kayak to make me feel comfortable. Thanks for a great adventure!
Pizza Tour
Chicago Date Night
Aug 06, 2011
By: Christopher O
It's too expensive.
Fireworks Kayak Tour
Chicago Date Night
Jun 27, 2011
By: Cynthia Z
What a great experience and what a workout! The tour guides helped us feel comfortable and safe on our trip. We loved watching the fireworks from a different point of view. Great time! We'd definitely recommend it to our friends!