Chicago

$99 – First-Class Summer Sailboat Cruise for 2, Reg. $199

Chicago Sailboat Charters
$99 -- First-Class Summer Sailboat Cruise for 2, Reg. $199
Amy Thompson
Deal Expert

The Deal

Sailing the waters of Lake Michigan for more than a decade, Chicago Sailboat Charters earns a perfect 5 stars on Yelp for its first-class trips.

Why We Love It

  • One of the only sailboat companies in Chicago with a perfect 5-star Yelp rating
  • All sailboats are 36-39 feet long and are built for comfort and speed
  • Cruises depart from a private dock at Belmont Harbor
  • All cruises are BYOB and provide fantastic skyline views
  • Boats feature comfortable bathrooms and ice-filled coolers for your drinks

Travelzoo Tip: Park at the gated dock for $12, or park a short walk away for free; the dock is near public transit.

What's Included

  • Trips available at sunset on Monday, Tuesday, Thursday and Sunday evenings as well as Saturday and Sunday mornings; see more details
  • For $99 (reg. $199), reserve a semiprivate sailboat cruise for two; CSC limits shared sails to six passengers for added comfort and space
  • For $299 (reg. $597), reserve a semiprivate trip for up to six guests
  • Book online 24/7 and check availability at sailhere.com; follow site instructions to make a reservation
  • Not valid on July 1-4, or daytime Aug. 19-20

All sales final; no refunds or exchanges. Sails begin May 15, 2017. Reservations are required, subject to availability and are recommended to be made at least 10 days in advance. Last day to make a reservation is Sept. 5, 2017. Present voucher upon arrival to complete redemption. Tax and gratuity are not included. Cancellation insurance available for $10 per pair of seats at time of booking. A 9% Chicago amusement tax will be assessed at time of reservation; credit card required for tax and all other purchases. Please tip on the full value. Once purchased, vouchers are subject to merchant's rescheduling policy; details can be found here. Cruises are available on Saturday/Sunday mornings, and Monday/Tuesday/Thursday/Sunday evenings. Valid for two people or up to six people, depending on voucher. Not valid on July 1-4. Not valid daytime Aug. 19-20. Cruises are limited and may sell out.

Must be at least 12 years old to sail. Merchant will charge fee if canceled or rescheduled with less than 10 days' notice. Subject to weather conditions. Must sign waiver. Must be of legal age to consume alcohol. Cannot combine with other offers. Must use in 1 visit.

50% off

$99 $199

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First-Class Summer Sailboat Cruise for 2, Reg. $199

50% off

$99 $199

Buy Now