Chicago Insta Walk with Digital and Polaroid Photoshoot

Discover Chicago through an engaging Insta Walk, capturing stunning digital and Polaroid photos at iconic landmarks with a friendly, expert guide.

Exploring Chicago in Photos: Our Take on the Insta Walk with Digital & Polaroid Shots

Chicago Insta Walk with Digital and Polaroid Photoshoot - Exploring Chicago in Photos: Our Take on the Insta Walk with Digital & Polaroid Shots

If you’re heading to Chicago and want more than just a sightseeing checklist, this Insta Walk with Digital and Polaroid Photoshoot might be just what you’re looking for. While we haven’t personally taken this tour, the glowing reviews and detailed descriptions paint a picture of a fun, personalized way to both explore and capture your visit. Whether you’re traveling solo, with friends, or even as a small family, this experience promises a handful of great photos and some insider tips on the city’s best spots for picture-perfect moments.

What really appeals to us is how it offers not only professional digital shots—about 100 of them—but also five charming Polaroids, giving you both digital memories and tangible keepsakes. Plus, the small size of the group, capped at just 8 travelers, means you’ll get a more intimate experience and personalized attention from your guide. The only thing to consider is that, since it’s about an hour long, it’s a quick but packed visit, so it’s best for those who want a snapshot of Chicago with some expert guidance.

This tour is especially suited for travelers who love photography, want memorable souvenirs, or simply enjoy discovering hidden corners of a city. If you’re after polished photos of your trip without the hassle of figuring out the best angles yourself, this could be a smart pick. Just keep an eye on the weather, especially for those Polaroids, which need warmer temperatures for optimal results.

Key Points

Chicago Insta Walk with Digital and Polaroid Photoshoot - Key Points

  • Personalized Experience: Small group size ensures individual attention from your guide.
  • Comprehensive Photos: Receive roughly 100 digital images plus 5 Polaroids—great souvenirs.
  • Iconic & Hidden Spots: Tour covers major landmarks like Millennium Park and lesser-known gems.
  • Expert Guidance: Your guide is also a skilled photographer who knows the city’s best angles.
  • Time & Value: About an hour of sightseeing and photography for $169—a reasonable price for quality photos and insights.
  • Weather Considerations: Polaroid photos require warmer weather; extra photos are provided if conditions are tricky.

Why This Tour Could Be a Hit for You

Chicago Insta Walk with Digital and Polaroid Photoshoot - Why This Tour Could Be a Hit for You

The concept of blending sightseeing with professional photography is appealing, especially if you want to avoid fumbling with your phone or camera during your trip. We loved the idea of having a guide who is also a photographer, because it means you’ll get well-composed shots at the most photogenic angles. From the reviews, it’s clear that the guide, Karina, is highly skilled and friendly—she seems to strike the perfect balance between being knowledgeable about Chicago and making sure everyone feels comfortable.

Starting at Millennium Park, you’ll get a chance to snap photos of the famous Cloud Gate (the “Bean”) from above, taking in rooftop views that really pop. Moving through the city, the tour takes you across the DuSable Bridge for river and skyline shots—expect some breathtaking perspectives. The Wrigley Building rounds out the tour with its stunning architecture, a fitting end to this snapshot-filled stroll.

What we find particularly attractive is the flexibility of this experience. It’s designed for travelers who want high-quality photos but don’t want to spend hours or break the bank. The inclusion of Polaroids adds a nostalgic touch, and reviews mention how adorable and well-processed these prints are. Plus, the fact that you receive a large batch of digital shots—about 10 of which are color-corrected—means you’ll leave with plenty of material for sharing or printing later.

What to Expect on the Tour

Chicago Insta Walk with Digital and Polaroid Photoshoot - What to Expect on the Tour

Starting Point and Duration
You’ll meet your guide at the Shake Shack inside the Chicago Athletic Association, a convenient central location near public transit. The tour lasts around an hour, which may seem brief, but it’s enough to explore some of Chicago’s most photogenic spots if you’re efficient.

Itinerary Breakdown
Millennium Park: The tour kicks off with iconic views from a rooftop vantage point. Expect sweeping cityscape shots with Cloud Gate in the background—perfect for social media or keepsakes.
Chicago Theater: Your guide might share tidbits about the city’s cultural scene while pointing out photo opportunities around this historic venue.
DuSable Bridge: Crossing this bridge offers scenic river views and skyline shots, a classic Chicago moment.
Wrigley Building: The tour wraps up here, where the architecture creates striking photo backdrops that stand out in your collection.

Photo Experience
Your guide not only takes the photos but also ensures they’re well-composed. Reviewers mention how good she is at choosing angles and spots that enhance each shot. During the tour, expect to spend some time posing and experimenting with different looks—bright, creative outfits are encouraged, but not mandatory.

Photo Delivery
Once the tour wraps, you’ll receive about 100 digital photos, with 10 of those professionally color-corrected. The Polaroids are a special touch: five prints that you can hold in your hand, capturing a different kind of charm. If the weather is below 41°F (around 5°C), the Polaroids can’t be processed, but don’t worry—extra digital photos are given in their place.

Group Size and Atmosphere
With a maximum of 8 travelers, this tour feels very personal. From reviews, participants appreciated how the guide made everyone feel comfortable, whether traveling solo or with friends. It’s an ideal environment for those who prefer a small, intimate group rather than large crowds.

Price and Value

Chicago Insta Walk with Digital and Polaroid Photoshoot - Price and Value

At $169 per person, this experience offers a unique blend of sightseeing and professional-quality photos. When you consider the cost of a private photographer or a similar photo session downtown, this is a pretty reasonable deal. The inclusion of about 100 digital images and five polaroids definitely adds to the value, especially when compared to typical tourist photos taken with a phone.

This isn’t just a snapshot tour; it’s a curated, professional photoshoot with a friendly guide who knows the city and how to make you look good. For travel enthusiasts who love capturing their adventures and ending up with tangible souvenirs, it’s a smart choice.

Who Will Love This Tour?

Chicago Insta Walk with Digital and Polaroid Photoshoot - Who Will Love This Tour?

If you enjoy taking photos, want to learn new angles, or just wish to have high-quality images of your trip, this tour hits all those marks. It’s especially useful if you’re traveling solo—many reviews highlight how the guide made solo travelers feel like they had a new friend. It’s also great for small groups or couples wanting intimate, personalized photos in classic Chicago settings.

Though not explicitly marketed as family-friendly, the tour’s quick pace and photo-focused style mean it probably suits older children comfortable with walking and posing. Just remember, if you’re bringing kids, the weather and photo conditions should be considered.

Final Thoughts

Chicago Insta Walk with Digital and Polaroid Photoshoot - Final Thoughts

This Chicago Insta Walk with digital and Polaroid photos provides a refreshing, personalized way to see and capture the city’s best angles. The small-group setting and the expertise of your guide make it stand out from typical sightseeing tours. Plus, the combination of digital and physical keepsakes makes it perfect for anyone who treasures tangible souvenirs or loves sharing stunning images with friends back home.

It’s a flexible, fun experience that doesn’t just show you Chicago but helps you leave with a collection of professional photos to remember your trip by. Whether you’re traveling alone, with a partner, or a small group, this tour offers a balanced mix of sightseeing, socializing, and photography.

If you’re after a way to elevate your travel photos and want a knowledgeable guide by your side, this could be just the thing. Keep an eye on the weather, arrive prepared to smile for the camera, and you’ll walk away with plenty to cherish.

Ready to Book?

Chicago Insta Walk with Digital and Polaroid Photoshoot



5.0

(27)

100% 5-star

“Karina was amazing and very friendly. Since I was a solo- traveler, it was like having a friend and discovering hidden photo spots within the city….”

— Mercy T, Sep 2024

FAQ

Chicago Insta Walk with Digital and Polaroid Photoshoot - FAQ

How long does the tour last?
The tour is approximately one hour, making it a quick but packed photo session through some of Chicago’s most photogenic spots.

Where does the tour start and end?
You’ll meet at the Shake Shack inside the Chicago Athletic Association at 12 S Michigan Ave. The tour finishes back at the same meeting point.

What’s included in the price?
You get a tour guide who is also a photographer, about 100 digital photos (including 10 color-corrected ones), and 5 Polaroid prints.

Are the Polaroid photos processed in all weather?
Polaroids can’t be processed below 41°F (5°C). If conditions aren’t suitable, you’ll still receive the extra digital photos instead.

Is it suitable for solo travelers?
Yes, many reviews mention solo travelers feeling welcomed and like they had a new friend to explore with.

How many people are in the group?
A maximum of 8 travelers, ensuring a more personalized, relaxed experience.

Can I cancel if my plans change?
Yes, there’s free cancellation up to 24 hours before the tour, with a full refund. Less notice means no refund.

Do I need to bring anything special?
Bright, creative looks are encouraged, and comfortable shoes are a good idea since there’s some walking involved.

This Insta Walk combines the fun of sightseeing with the art of photography, making it a wonderful way to experience Chicago differently. Whether you’re after social media-worthy shots or a cool souvenir to take home, it’s a small investment for a memorable, photo-filled adventure.