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How to enter on PlayNow

  1. Log in or sign up to your account
  2. Enter promo code SAIL on the My Promotions Page.
  3. Earn one entry for each day you wager at least $1 on participating Monopoly games featured below.

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Games Feature

Featured Games:

Monopoly Once Around Deluxe™
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Monopoly: Money in Hand
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Monopoly - Bring the House Down
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About the Promotion

From July 27 to August 26, 2018, each day you play Monopoly online at PlayNow, you'll earn an entry for a chance to WIN 1 of 9 Caribbean cruises, and a seat in a $200,000 slot tournament.

With a maximum of one entry, on PlayNow, per day!

The grand prize includes the following:

  • 7-day Caribbean Cruise for two in one interior cabin aboard Regal Princess departing December 9, 2018 from Ft. Lauderdale, Florida.
  • One entry for the Grand Prize Winner into the Monopoly Slots $200K Cruise for Cash Slot Tournament occurring aboard the Regal Princess during its December 9, 2018 sailing.
  • A travel credit voucher to be used towards a return flight for two to Ft. Lauderdale, Florida from a Canadian departure airport and accommodation.

View the conditions for more information on the grand prize and draws.


The winners will be selected on August 30, 2018. Check back later to view the list of winners!

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The MONOPOLY name and logo, the distinctive design of the game board, the four corner squares, the MR. MONOPOLY name and character, as well as each of the distinctive elements of the board and the playing pieces are trademarks of Hasbro for its property trading game and game equipment. © 2018 Hasbro. All rights reserved. Used with permission. Other Intellectual Property, including the look and feel of the game and certain individual components and displays are trade dress of Scientific Games Corp. and its Subsidiaries. ™ and © 2018 Scientific Games Corp. and its Subsidiaries. All rights reserved.