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Boat Tours & Cruises in Chicago: Compare 37 Options

Independent comparison Prices checked October 3, 2026 Prices shown in USD 37 options compared

Our top pick is Chicago Architecture Center River Cruise aboard First Lady (1.5 h, ★ 4.9 (7,272)). Well-rated options start at $28 from, per person, and 31 of 37 options offer free cancellation.

Our picks

Best overall

Chicago Architecture Center River Cruise aboard First Lady

1.5 h · ★ 4.9 (7,272) $57 from, per person
Highest weighted rating of 18 options with 50+ reviews. Check availability
Lowest price

Chicago River 45-Minute Architecture Tour from Magnificent Mile

45 min · ★ 4.7 (3,648) $28 from, per person
Free cancellation Likely to sell out
Lowest starting price among the well-rated options. Check availability
Private option

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

2 h · ★ 5.0 (73) $508 from, per person
Free cancellation Likely to sell out
Highest-rated private tour: only your group. Check availability

Compare the options

Option Duration Rating Price Book
Chicago Architecture Center River Cruise aboard First Lady
1.5 h ★ 4.9 (7,272) $57
from, per person		 Check
Chicago Architecture River Cruise
Free cancellation
1 h–1.5 h ★ 4.8 (17,068) $39
from, per person		 Check
Historical and Architectural Chicago Fireboat River & Lake Cruise
Free cancellation
2 h ★ 4.9 (496) $47
from, per person		 Check
Chicago River 90-Minute Architecture Tour
Free cancellation Likely to sell out
1.5 h ★ 4.7 (11,067) $45
from, per person		 Check
Chicago River 90-Minute Architecture Boat Tour
Free cancellation Likely to sell out
1.5 h ★ 4.8 (1,924) $33.30
from, per person		 Check
Chicago Lake and River Architecture Tour
Free cancellation Likely to sell out
1.5 h ★ 4.7 (2,453) $45
from, per person		 Check
Chicago Sightseeing River and Lake Cruise
Free cancellation
1.5 h ★ 4.7 (739) $46
from, per person		 Check
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Free cancellation Likely to sell out
45 min ★ 4.7 (3,648) $28
from, per person		 Check
Small-Group Sightseeing Boat Tour in Chicago
Free cancellation
2 h ★ 5.0 (121) $89
from, per person		 Check
Chicago Architectural River Cruise
Free cancellation
1.5 h ★ 4.7 (861) $50
from, per person		 Check

Explore all 37 options

  1. Chicago Architecture Center River Cruise aboard First Lady 1.5 h · ★ 4.9 (7,272)
    $57 from, per person Check availability
  2. Chicago Architecture River Cruise 1 h–1.5 h · ★ 4.8 (17,068)
    Free cancellation
    $39 from, per person Check availability
  3. Historical and Architectural Chicago Fireboat River & Lake Cruise 2 h · ★ 4.9 (496)
    Free cancellation
    $47 from, per person Check availability
  4. Chicago River 90-Minute Architecture Tour 1.5 h · ★ 4.7 (11,067)
    Free cancellation Likely to sell out
    $45 from, per person Check availability
  5. Chicago River 90-Minute Architecture Boat Tour 1.5 h · ★ 4.8 (1,924)
    Free cancellation Likely to sell out
    $33.30 from, per person Check availability
  6. Chicago Lake and River Architecture Tour 1.5 h · ★ 4.7 (2,453)
    Free cancellation Likely to sell out
    $45 from, per person Check availability
  7. Chicago Sightseeing River and Lake Cruise 1.5 h · ★ 4.7 (739)
    Free cancellation
    $46 from, per person Check availability
  8. Chicago River 45-Minute Architecture Tour from Magnificent Mile 45 min · ★ 4.7 (3,648)
    Free cancellation Likely to sell out
    $28 from, per person Check availability
  9. Small-Group Sightseeing Boat Tour in Chicago 2 h · ★ 5.0 (121)
    Free cancellation
    $89 from, per person Check availability
  10. Chicago Architectural River Cruise 1.5 h · ★ 4.7 (861)
    Free cancellation
    $50 from, per person Check availability
  11. Chicago City Tour with Architecture River Cruise Option 2 h–4 h · ★ 4.8 (740)
    Free cancellation
    $49.95 from, per person Check availability
  12. Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago 2 h · ★ 5.0 (73)
    Free cancellation Private Likely to sell out
    $508 from, per person Check availability
  13. Chicago By Night River and Lake Cruise 1.5 h · ★ 4.5 (444)
    Free cancellation
    $50 from, per person Check availability
  14. Lake Michigan Sunset Cruise in Chicago 1.5 h · ★ 4.5 (1,706)
    Free cancellation Likely to sell out
    $45 from, per person Check availability
  15. Lake Michigan Skyline Cruise in Chicago 30 min–45 min · ★ 4.4 (952)
    Free cancellation
    $34 from, per person Check availability
  16. Chicago Seadog River & Lake Architectural Tour 1.3 h · ★ 4.5 (306)
    Free cancellation
    $41.65 from, per person Check availability
  17. Chicago Shoreline Adventure Boat Tour 1.5 h · ★ 5.0 (40)
    Free cancellation
    $90 from, per person Check availability
  18. City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River 2 h · ★ 4.5 (84)
    Free cancellation Likely to sell out
    $84.74 from, per person Check availability
  19. Chicago River Cycleboat Cruise 1.5 h · ★ 5.0 (16)
    Free cancellation Likely to sell out
    $65 from, per person Check availability
  20. Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail" 1.3 h · ★ 4.7 (32)
    $91.23 from, per person Check availability
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