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Top USA Architecture Tours

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USA Tours

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Newport Gilded Age Trolley Tour w/ Breakers Mansion Incl.(Age 8+)

******FOR AGES 8+ ONLY****** This approx 3-hour tour is our scenic overview trolley tour PLUS a 90-minute visit inside the Vanderbilt Breaker's Mansion. After boarding …More

Likely to Sell Out
Likely to Sell Out
Newport, USA
4.9 (4,350)

Newport Gilded Age Trolley Tour w/ Breakers Mansion Incl.(Age 8+)

******FOR AGES 8+ ONLY****** This approx 3-hour tour is our scenic overview trolley tour PLUS a 90-minute visit inside the Vanderbilt Breaker's Mansion. After boarding...

160 to 180 minutes • Free Cancellation
4.9 (4,350)
from
$50
Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.8 (2,383)

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...

1 hour 30 minutes • Free Cancellation
4.8 (2,383)
from
$45
Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.8 (3,452)

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...

45 minutes • Free Cancellation
4.8 (3,452)
from
$28
Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of …More

Chicago, USA
4.9 (16,509)

Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of...

60 to 90 minutes • Free Cancellation
4.9 (16,509)
from
$39
Chicago Architecture Center River Cruise aboard First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only …More

Chicago, USA
4.9 (7,217)

Chicago Architecture Center River Cruise aboard First Lady

The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only...

1 hour 30 minutes
4.9 (7,217)
from
$57
Chicago Hop-on Hop-off Sightseeing Tour by Open-top Bus

Discover Chicago at your own pace with Big Bus. Travel aboard an open-top, double-decker bus and enjoy panoramic views of the city's most famous landmarks, …More

Chicago, USA
4.1 (2,155)

Chicago Hop-on Hop-off Sightseeing Tour by Open-top Bus

Discover Chicago at your own pace with Big Bus. Travel aboard an open-top, double-decker bus and enjoy panoramic views of the city's most famous landmarks,...

2 hours • Free Cancellation
4.1 (2,155)
from
$49
NYC Grand Central Station Secrets Small Group Tour

Did you know there is a hidden tennis court inside Grand Central? Or that the ceiling is backwards? Discover many more secrets on this tour …More

New York City, USA
4.9 (2,000)

NYC Grand Central Station Secrets Small Group Tour

Did you know there is a hidden tennis court inside Grand Central? Or that the ceiling is backwards? Discover many more secrets on this tour...

1 hour 30 minutes • Free Cancellation
4.9 (2,000)
from
$39
The Official Art Deco Walking Tour by The Miami Design Preservation League

ARRIVE 15 MINUTES BEFORE DEPARTURE TO CHECK-IN FIVE GOOD REASONS TO TAKE OUR ART DECO WALKING TOUR: 1. Our tour guides use the architecture of …More

Miami, USA
4.9 (1,715)

The Official Art Deco Walking Tour by The Miami Design Preservation League

ARRIVE 15 MINUTES BEFORE DEPARTURE TO CHECK-IN FIVE GOOD REASONS TO TAKE OUR ART DECO WALKING TOUR: 1. Our tour guides use the architecture of...

90 to 120 minutes • Free Cancellation
4.9 (1,715)
from
$50
Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with …More

Chicago, USA
4.8 (716)

Chicago City Tour with Architecture River Cruise Option

Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with...

2 to 4 hours • Free Cancellation
4.8 (716)
from
$50
Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional …More

Chicago, USA
4.9 (1,874)

Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional...

1 hour 30 minutes • Free Cancellation
4.9 (1,874)
from
$33
Chicago Architectural River Cruise

Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations! …More

Chicago, USA
4.7 (826)

Chicago Architectural River Cruise

Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations!...

1 hour 30 minutes • Free Cancellation
4.7 (826)
from
$50
ORIGINAL Old Louisville Walking Tour seen in The New York Times!

March through November, daily; limited dates in the off-season! Our tours include more than St. James Court. We see twice as much as other neighborhood …More

Louisville, USA
4.9 (790)

ORIGINAL Old Louisville Walking Tour seen in The New York Times!

March through November, daily; limited dates in the off-season! Our tours include more than St. James Court. We see twice as much as other neighborhood...

100 to 120 minutes
4.9 (790)
from
$27
French Quarter Historical Sights and Stories Walking Tour

This tour of New Orleans' oldest and most vibrant neighborhood has history, culture, architecture, and all the great stories that help you really understand what …More

New Orleans, USA
4.9 (2,940)

French Quarter Historical Sights and Stories Walking Tour

This tour of New Orleans' oldest and most vibrant neighborhood has history, culture, architecture, and all the great stories that help you really understand what...

2 hours • Free Cancellation
4.9 (2,940)
from
$35
Painted Ladies San Francisco City Tour

Come jump on a city tour with us to cruise through some of the 15 top city highlights including Union Square, Chinatown, North Beach, Hayes …More

Likely to Sell Out
Likely to Sell Out
San Francisco, USA
4.9 (2,357)

Painted Ladies San Francisco City Tour

Come jump on a city tour with us to cruise through some of the 15 top city highlights including Union Square, Chinatown, North Beach, Hayes...

2 hours • Free Cancellation
4.9 (2,357)
from
$82
Chicago Architecture and True Crime: Halloween Edition

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking …More

Chicago, USA
5.0 (657)

Chicago Architecture and True Crime: Halloween Edition

Get the best of both worlds: explore Chicago’s stunning architecture while uncovering its dark past. Inspired by Devil in the White City, this expert-led walking...

90 to 105 minutes • Free Cancellation
5.0 (657)
from
$35
Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's …More

Chicago, USA
5.0 (1,805)

Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's...

2 hours • Free Cancellation
5.0 (1,805)
from
$35
Manhattan Architecture Yacht Cruise

Step aboard the teak decks of elegant 1920s style yachts, Manhattan or Manhattan II, and enjoy a 2.75 hour cruise while learning about NYC's architectural landmarks from the …More

Likely to Sell Out
Likely to Sell Out
New York City, USA
4.9 (1,510)

Manhattan Architecture Yacht Cruise

Step aboard the teak decks of elegant 1920s style yachts, Manhattan or Manhattan II, and enjoy a 2.75 hour cruise while learning about NYC's architectural landmarks from the...

2 hours 45 minutes • Free Cancellation
4.9 (1,510)
from
$86
Scenic Newport, RI Self-Guided Driving Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Explore Newport, RI with a scenic self-guided driving tour! See everything this seaside …More

Newport, USA
4.4 (328)

Scenic Newport, RI Self-Guided Driving Audio Tour

Recommended: Purchase one tour per car, not per person. Everyone listens together! Explore Newport, RI with a scenic self-guided driving tour! See everything this seaside...

2 to 3 hours • Free Cancellation
4.4 (328)
from
$17
Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.9 (562)

Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to...

2 hours • Free Cancellation
4.9 (562)
from
$35
Historical and Architectural Chicago Fireboat River & Lake Cruise

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing …More

Likely to Sell Out
Likely to Sell Out
Chicago, USA
4.9 (469)

Historical and Architectural Chicago Fireboat River & Lake Cruise

Travel on a piece of history, learning Chicago fire history as well as Architecture! We travel on Lake Michigan and through the Chicago River seeing...

2 hours • Free Cancellation
4.9 (469)
from
$47

Frequently Asked Questions

These answers are based on answers previously given to Cool Destinations customers' questions.

Recent tour reviews
Great Tour Guide
New York City
Chicago River 90-Minute Architecture Boat Tour
Adam_Y, Sep 2026
Great Tour Guide
The tour guide, Adam was personable, knowledgeable, funny, patient and engaging. I highly recommend this tour!
Read more
Amazing tour.
New York City
Original Chicago Architecture Interiors Tour: Dazzling Interiors
bpnixon1, Sep 2026
Amazing tour.
Do it. One of the best I’ve ever been on. Great time for everyone. Absolutely amazing. Guide was awesome and very knowledgeable and so easy going. Definitely recommend
Read more
Fantastic tour
New York City
Chicago Architecture Center River Cruise aboard First Lady
716dianed, Sep 2026
Fantastic tour
Wow! What a fabulous thing to do in beautiful Chicago. We loved every minute of it. Our tour guide was docent Mark and boy was he ever fantastic. He was sharp, knowledgeable, kind, passionate, professional, and witty. It was the highlight of our 3 day visit and we will be back.
Read more
Architecture in Chicago is worthy.
New York City
Chicago River 90-Minute Architecture Boat Tour
Joanne_J, Sep 2026
Architecture in Chicago is worthy.
The Architecture tours on the Chicago River are wonderful. Hillary our guide was knowledgeable and funny and good at her job.
Read more
Exceeded my expectations!!
New York City
Chicago Architecture Center River Cruise aboard First Lady
paulquinng, Sep 2026
Exceeded my expectations!!
Having grown up in the Chicago area over 50yrs ago, I finally decided to take this well known architectural river cruise with First Lady. It did not disappoint, and surpassed any expectations I may have had.Our docent (guide), Bob P was a wealth of knowledge, and I was truly amazed as to how he remembered so many dates, architectural firms, addresses, and history about each building!! AND he’s a volunteer!!I highly recommend this tour for anyone, and we had a beautiful fall day with perfect sunny weather to enjoy it!
Read more
Fantastic!
New York City
Painted Ladies San Francisco City Tour
Papa_J, Sep 2026
Fantastic!
Probably the funnest tour I’ve ever been on. Fast paced, interesting, fun, unique, and our tour guide was so funny! Thanks for a fun time, and thank you, Clay, for your talents and knowledge as our tour guide.
Read more
Painted Lady Tour
New York City
Painted Ladies San Francisco City Tour
Annette_C, Sep 2026
Painted Lady Tour
Very informative. Get to see lots of key parts of San Francisco whilst listening to great music and having fun facts told to you. Great photo stops and Clay was a superb guide.
Read more
Trolley Rob in Newport
New York City
Newport Gilded Age Trolley Tour w/ Breakers Mansion Incl.(Age 8+)
suzitravels, Sep 2026
Trolley Rob in Newport
Trolley Rob was great. Easy to understand, full of information, very pleasant. Directions for parking & finding the Trolley was clear & concise. Plenty of time to tour the Breakers. We are really enjoyed this tour.
Read more
Chicago history as told through stunning architecture
New York City
Original Chicago Architecture Interiors Tour: Dazzling Interiors
dizzycow1, Sep 2026
Chicago history as told through stunning architecture
A fascinating tour of some spots I would have never thought to check out on my own. The guide was incredibly knowledgeable and engaging, and his love for the city was apparent. He even managed to keep my eight-year-old interested throughout. A good mix of outdoor and indoor settings, with plenty of rest spots, very manageable even for those who aren't big on walking. A great way to take in Chicago history.
Read more
Trolley Rob is GREAT!
New York City
Newport Gilded Age Trolley Tour w/ Breakers Mansion Incl.(Age 8+)
lizjO836QP, Sep 2026
Trolley Rob is GREAT!
Trolley Rob is great! Informative and funny. Definitely the highlight of our trip!
Read more
Time well spent
New York City
ORIGINAL Old Louisville Walking Tour seen in The New York Times!
anita_b, Sep 2026
Time well spent
Do a bit of reading about Old Louisville before arriving. Knowing about the homes with their historic past might make the adventure more meaningful. It did for our small group. We had a knowledgeable guide (Gabe) who seemed to thoroughly enjoy his time with us.
Read more
Great
New York City
Chicago Architecture River Cruise
armandomR3132LF, Sep 2026
Great
Great river boat ride and the crew are very friendly
Read more
Grand Central Station, Then and Now
New York City
NYC Grand Central Station Secrets Small Group Tour
Eileen_B, Sep 2026
Grand Central Station, Then and Now
Thorough, very interesting historical facts, accompanied by old photos to better grasp how the building and industry evolved. Travelled from the basement to top floor.
Read more
Wonderful experience
New York City
Chicago Architecture River Cruise
G5960HBjulieb, Sep 2026
Wonderful experience
Great time. Sam s was a super entertaining and knowledgeable guide for the tour.
Read more
Yvonneus an excellent...
New York City
French Quarter Historical Sights and Stories Walking Tour
Austin_J, Sep 2026
Yvonneus an excellent...
Yvonne is an excellent tour guide she took care of our group and included more specialized descriptions upon request. The content, adjustments due to trains and noises, and pace were done well. Would recommend.
Read more
Very educational and fun A++
New York City
NYC Grand Central Station Secrets Small Group Tour
Jonathan_A, Sep 2026
Very educational and fun A++
Wonderful experience. Jonathan was very knowledgeable and shared so much history. Was delivered in a very positive energy and funny personality. A+++
Read more
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