TourTruth score 8.9 out of 10
Best Cruises & Sailing Tours in Chicago
43 tours ranked by TourTruth score (0–10), based on Viator and GetYourGuide ratings. How scores work
We compared 43 cruises & sailing tours in Chicago using 23,115 reviews on Viator and GetYourGuide. The highest scoring with at least 20 reviews is Chicago Private Sailing on Lake Michigan 2 hr (8.9/10). Prices start at $30 and most cost between $48 and $99.78. A typical one lasts 1 hr 30 min.
Top picks
Best overall
TourTruth score 8.9 out of 10
Chicago Private Sailing on Lake Michigan 2 hr
73 reviews · $508 · 2 hrs
Most reviewed
TourTruth score 8.9 out of 10
Chicago Architecture River Cruise 90 min
7,619 reviews · $57 · 1 hr 30 min
Budget pick
TourTruth score 8.6 out of 10
Chicago Fireboat River and Lake Cruise 2 hr
513 reviews · $39 · 2 hrs
Reviewers like: humorous guide, many sites, historic fireboat
Watch for: long tour, poor boat condition
TourTruth score 8.9 out of 10
TourTruth score 8.9 out of 10
TourTruth score 8.6 out of 10
TourTruth score 8.6 out of 10
TourTruth score 8.5 out of 10
TourTruth score 8.3 out of 10
Chicago River Architecture Cruise & Center Combo
Top 14% · 39 reviews
Price on provider site
1 provider
TourTruth score 7.3 out of 10
TourTruth score 7.2 out of 10
TourTruth score 7.2 out of 10
TourTruth score 7.2 out of 10
Chicago River Mimosa or Bloody Mary Party Cruise 90 min
Top 46% · 5 reviews
Price on provider site
1 provider
TourTruth score 7.1 out of 10
TourTruth score 7.1 out of 10
Compare at a glance
| # | Tour | Score | Ratings by site | From | Duration |
|---|---|---|---|---|---|
| 1 | Chicago Private Sailing on Lake Michigan 2 hr | TourTruth score 8.9 out of 10 | Viator 5.0★ (73) | $508 | 2 hrs |
| 2 | Chicago Architecture River Cruise 90 min | TourTruth score 8.9 out of 10 | Viator 4.9★ (7,619) | $57 | 1 hr 30 min |
| 3 | Chicago Architecture Boat Tour with Drinks | TourTruth score 8.6 out of 10 | GetYourGuide 4.7★ (606) | – | – |
| 4 | Chicago Fireboat River and Lake Cruise 2 hr | TourTruth score 8.6 out of 10 | Viator 4.9★ (513) | $39 | 2 hrs |
| 5 | Chicago Shoreline Boat Tour 90 min | TourTruth score 8.5 out of 10 | Viator 5.0★ (40) | $90 | 1 hr 30 min |
| 6 | Chicago River Architecture Cruise & Center Combo | TourTruth score 8.3 out of 10 | GetYourGuide 4.8★ (39) | – | – |
| 7 | Chicago Lake and River RIB Boat Tour 2 hr | TourTruth score 7.3 out of 10 | GetYourGuide 5.0★ (4) | $85 | 2 hrs |
| 8 | Chicago Happy Hour Fireboat Cruise 2 hr | TourTruth score 7.2 out of 10 | Viator 5.0★ (2) | $52 | 2 hrs |
| 9 | Chicago Lake Michigan Sightseeing Boat Tour 1 hr | TourTruth score 7.2 out of 10 | GetYourGuide 5.0★ (2) | $61 | 1 hr |
| 10 | Chicago River Mimosa or Bloody Mary Party Cruise 90 min | TourTruth score 7.2 out of 10 | GetYourGuide 4.7★ (5) | – | – |
Questions
What is the best cruises & sailing tour in Chicago?
Chicago Private Sailing on Lake Michigan 2 hr has the highest TourTruth score (8.9/10) of the 43 cruises & sailing tours in Chicago we compare among those with at least 20 reviews, from 73 reviews.
How much do cruises & sailing tours in Chicago cost?
Listed prices start at $30; the median is $63.13, and most cost between $48 and $99.78. Prices are the lowest listed price, usually per person; check the provider for your date.
How long are cruises & sailing tours in Chicago?
The median listed duration is 1 hr 30 min.
Which cruises & sailing tour in Chicago has the most reviews?
Chicago Architecture River Cruise 90 min, with 7,619 reviews and a TourTruth score of 8.9/10.
Scores compare each tour's ratings with all others on the same booking site and weight them by review count. How scores work · Same tour, different price on Viator and GetYourGuide