Activities & Events Redeem Online

Chicago Sailboat Charters

Set sail on Lake Michigan with this respected company and see the city from a whole new perspective.
First-Class Private Charter for Two
Includes
  • Access for two to semi-private sail (groups of two and four are joined together, six people will be on each boat, sail lasts two hours; choose from day or evening sail)
  • Sail is capped at six people; vouchers can be combined to create groups of four or six
$199 $99
You have already purchased the maximum number of this offer.
Sold Out
Promotional offers subject to Terms and Conditions
  • Details
  • About

What we love

  • Hit Lake Michigan in style with access for two to a semi-private sail aboard one of Chicago Sailboat Charter’s stunning ships.
  • While the 36- to 39-foot boats can accommodate up to 10 people, your sail will be capped at just six, allowing for ultimate luxury.
  • Depending on the water conditions, you’ll either take a scenic ride up and down the shoreline, or head straight out to the open lake.
  • These private charters are BYOB so feel free to bring your favorite beer, white wine, liquor, soft drinks and snacks.
  • CSC’s experienced captains are committed to safety and service, meaning you can kick back, relax and not worry about a thing.

What to know

  • Redeem by Sat 09/15/18
  • Limit five vouchers per member; multiple may be purchased as a gifts
  • Offer is final sale and non-refundable
  • Must be 12+ to sail; must sign waiver prior to sale
  • Sails run through September 15, 2018
  • Blackout dates: July 1 – 4 and August 18 – 19, 2018
  • Day sails take place on Saturday and Sunday at 9 AM; evening sales take place on Monday, Tuesday, Thursday and Sunday (exact time will be provided at booking)
  • Reservations are required and subject to availability; please book at least 10 days in advance of desired date (reservations will not be accepted after September 5, 2018)
  • Rescheduling or canceling within 10 days of sale will result in voucher forfeiture; voucher can be reinstated for fee of $15 – $85 depending on how far in advance change is made
  • Insurance may be purchased at time of booking to cover all fees for late cancellations or no-shows
  • For more terms and conditions, please click here
  • Gratuity is not included; we recommend tipping on the full value of service(s)
  • 9% Chicago amusement tax is not included and will be charged upon redemption
  • Sails depart from north end of Belmont Harbor; detailed directions will provided upon booking
  • Parking available at gated dock for $13; free street parking is also available nearby
  • Sails are subject to weather conditions
  • Sails are BYOB; no red wine allowed
  • Sails are capped at six people
  • Vouchers can be combined to create groups of four or six
  • Offer cannot be combined with any other discounts or promotions
  • Voucher may be used to obtain the discount until September 15, 2018; after this date, the voucher is valid for the amount paid for five years from date of purchase, longer if provided by law

About

Since 2002, Chicago Sailboat Charters has helped locals and visitors alike see the city from a whole new perspective. The company offers both private and semi-private sails on Lake Michigan, getting guests out on the water for a fun-filled day or night. Committed to safety and service, CSC uses only its largest boats—which are 36 to 39 feet long and designed for comfort—and caps each sail at just six people, ensuring an enjoyable experience for everyone aboard. Departing from picturesque Belmont Harbor, sails either hug the coast or head out to the lake, giving guests the option to see the skyline at sunset, catch the Navy Pier fireworks, go for a swim and more. You can even bring your own snacks and beverages to enhance your sail, making for lasting memories on the lake.

— Natalie Beauregard, Gilt City Senior Editor
Luxury Private Sailing Experience for Six
Includes
  • Private sail for six (sail lasts for two hours; choose from day or evening sail)
$597 $299
You have already purchased the maximum number of this offer.
Sold Out
Promotional offers subject to Terms and Conditions
  • Details
  • About

What we love

  • Hit Lake Michigan in style during a private sail for six aboard one of Chicago Sailboat Charter’s stunning ships.
  • While the 36- to 39-foot boats can accommodate up to 10 people, it’ll be just your group of six on board, allowing for ultimate luxury.
  • Depending on the water conditions, you’ll either take a scenic ride up and down the shoreline or head straight out to the open lake.
  • These private charters are BYOB so feel free to bring your favorite beer, white wine, liquor, soft drinks and snacks.
  • CSC’s experienced captains are committed to safety and service, meaning you can kick back, relax and not worry about a thing.

What to know

  • Redeem by Sat 09/15/18
  • Limit five vouchers per member; multiple may be purchased as a gifts
  • Offer is final sale and non-refundable
  • Must be 12+ to sail; must sign waiver prior to sale
  • Sails run through September 15, 2018
  • Blackout dates: July 1 – 4 and August 18 – 19, 2018
  • Day sails take place on Saturday and Sunday at 9 AM; evening sales take place on Monday, Tuesday, Thursday and Sunday (exact time will be provided at booking)
  • Reservations are required and subject to availability; please book at least 10 days in advance of desired date (reservations will not be accepted after September 5, 2018)
  • Rescheduling or canceling within 10 days of sale will result in voucher forfeiture; voucher can be reinstated for fee of $15 – $85 depending on how far in advance change is made
  • Insurance may be purchased at time of booking to cover all fees for late cancellations or no-shows
  • For more terms and conditions, please click here
  • Gratuity is not included; we recommend tipping on the full value of service(s)
  • 9% Chicago amusement tax is not included and will be charged upon redemption
  • Sails depart from north end of Belmont Harbor; detailed directions will provided upon booking
  • Parking available at gated dock for $13; free street parking is also available nearby
  • Sails are subject to weather conditions
  • Sails are BYOB; no red wine allowed
  • Sails are capped at six people
  • Offer cannot be combined with any other discounts or promotions
  • Voucher may be used to obtain the discount until September 15, 2018; after this date, the voucher is valid for the amount paid for five years from date of purchase, longer if provided by law

About

Since 2002, Chicago Sailboat Charters has helped locals and visitors alike see the city from a whole new perspective. The company offers both private and semi-private sails on Lake Michigan, getting guests out on the water for a fun-filled day or night. Committed to safety and service, CSC uses only its largest boats—which are 36 to 39 feet long and designed for comfort—and caps each sail at just six people, ensuring an enjoyable experience for everyone aboard. Departing from picturesque Belmont Harbor, sails either hug the coast or head out to the lake, giving guests the option to see the skyline at sunset, catch the Navy Pier fireworks, go for a swim and more. You can even bring your own snacks and beverages to enhance your sail, making for lasting memories on the lake.

— Natalie Beauregard, Gilt City Senior Editor

Terms and Conditions For All Promotional Vouchers Purchased Through Gilt City, Inc.

Terms & Conditions

The following terms and conditions apply to all promotional vouchers ("Vouchers") purchased through Gilt City, Inc. or its affiliated companies ("Gilt City"), except as otherwise specified on any particular Voucher and except as otherwise required by law. In the event of a conflict between these terms and conditions and the actual Voucher, the Voucher itself will control. All persons purchasing, printing, accepting, using or attempting to use any Voucher (each, a "Customer") agree to these terms and conditions.

All Vouchers are promotional in nature and are issued by the participating merchant or vendor ("Vendor") through Gilt City as a service provider. The Vendor is the holder and issuer of the Voucher and under no circumstances shall Gilt City be deemed the holder, issuer or seller of the Voucher. The law applicable to the Voucher shall be the law of the state where the Vendor interaction with the Customer occurs. As the holder and issuer of the Voucher, Vendor is solely responsible for the value and redemption of the Voucher and for any and all bodily injury, illness, damages, claims, liabilities and costs suffered by or relating to any Customer and the compliance with all laws, including, without limitation, unclaimed property and escheatment laws relating to the Vouchers. Each Customer hereby knowingly waives and releases Gilt City and its affiliates and their respective officers, directors, employees, shareholders, agents and representatives, from any and all injuries, liabilities, damages, claims and rights of any nature whatsoever arising from any act or omission of the Vendor in connection with the Voucher, the provision of the services and products relating to the Voucher, and compliance by the Vendor with applicable law, including, without limitation, unclaimed property and escheatment laws. Gilt City's sole role is as a service provider for the Vendor, and the applicability and compliance with any relevant law relating to any Voucher is solely determined by and complied with by the Vendor.

The Vouchers are coupons that provide a discount price from the actual or retail cost from the Vendor. That discount is available until the expiration date stated on the face of the Voucher. After that time, the amount originally paid by the Customer to Gilt City (the "Purchase Value") will be valid for goods and services of the Vendor for a minimum of five years in all states. If the Customer is located in a state which requires the Vendor to honor the Purchase Value of the Voucher beyond five years, the applicable law of Customer's state governs. For example, a Voucher purchased for a particular service of the Vendor at the discounted price of $50 (actual retail price of $100) with an expiration date on the discount of six months from a specified date, may be used for the particular service for six months from such specified date; thereafter, the Customer may use the $50 value of the Voucher to purchase other goods and services of the Vendor for a minimum of five years, longer if required by applicable law. Notwithstanding the foregoing, for Vouchers that are redeemable for specific ticketed events, once the event date passes the Voucher expires. Customer's acceptance of any redemption of a Voucher constitutes an acceptance of the redemption and a waiver of any claims associated with the Voucher. The Voucher may not be redeemed for products or services other than those specified on the Voucher or as otherwise specifically permitted by this paragraph and may not be used to pay account balances or for products or services purchased from the Vendor prior to the purchase of the Voucher.

Vouchers are transferable without notice to Gilt City or Vendor. No resale of Vouchers is permitted unless such resale is permitted pursuant to applicable law. Vouchers are not redeemable for cash (in whole or in part) and have no cash value except as required by applicable law. If cash redemption is required by applicable law, the Customer will only be entitled to cash redemption based on the amount paid by the Customer to Gilt City for the Voucher, not the actual or retail cost from the Vendor. Vouchers may not be combined with any other offer, coupon, promotion or discount or certificate and must be used in a single visit to Vendor except as required by applicable law. Limit one Voucher per person per visit or purchase. Neither Gilt City nor Vendor is responsible for lost or stolen Vouchers. If you lose your Voucher, go to the "My Account" section of the Gilt City site and print your certificate. The Vendor will accept the first Voucher presented with the unique number printed on the Voucher. Treat your Voucher as you would cash. Vouchers are subject to any limitations stated on the Voucher or by the Vendor. The issuance of any credits for the Vouchers are at the sole discretion of the Vendor except as required by applicable law. All restaurant Vouchers are valid for dine in only unless otherwise stated on the Voucher. Vouchers may not be used for alcohol, prior balances, shipping or handling, tips or gratuities or other fees except as expressly provided on the Voucher or as allowed by the Vendor and as permitted by applicable law. Unless otherwise stated on the Voucher or disclosed in connection with the purchase of the Voucher by Customer, the Voucher price does not include sales, value added or use taxes, which may be charged to you separately by the Vendor at the time you redeem the Voucher. Any attempted redemption of a Voucher in violation of these terms and conditions will render the Voucher void.

All purchases of Vouchers and other interactions with Gilt City are subject to our Privacy Policy.