Explore Santa Monica - 10th Annual MAINopoly on May 25: Food, Cocktails & More Across 20+ Venues (Up to 26% Off)

MAINoploy: A Taste of Main Street
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A lively gameboard-inspired tasting event in the heart of Santa Monica, fusing gourmet tastes with a playful spirit, offering an immersive experience that celebrates food and fun

This all-ages event allows players to exchange fake "MAINopoly money" for food & drink tastings at over 20 participating locations and fill their game board for a chance to win a "Taste of Main Street" Prize Package valued at over $1,000. Visit the "Go to Jail" Beer Garden for music, tastings, photo ops, and more game board-inspired fun!

What We Offer


  • General or VIP Admission Ticket to MAINopoloy on May 25, 2025

Note:

  1. General Admission includes: Official Game Board and MAINopoly dollars to exchange for free food and drink tastings at over 20 participating locations, as well as exclusive discounts and specials (i.e., Happy Hour pricing, 50% off retail stores)

  2. VIP Ticket includes: Everything in General Admission PLUS: 1-hour early entry (12pm), front-of-line access to the ''Go to Jail'' VIP Beer Garden with hosted cocktails, beers, and tastings courtesy of Dulce Vida Tequila, JuneShine, DJ, photo booth, games, and additional food tastings

Catch a Glimpse of Last Year's Fun


Why You Should Grab The Offer


Step into a lively celebration that transforms Santa Monica’s Main Street into a vibrant board game come to life. The 10th Annual MAINopoly event offers an engaging twist where guests exchange “MAINopoly money” for food and drink tastings from the area’s finest restaurants, bars, and eateries. With interactive experiences including a VIP Beer Garden and contests for best Monopoly-inspired costumes, the day is filled with playful challenges and culinary delights. The event has earned praise from top media like Forbes & NBC Los Angeles. A portion of the sales benefits the Main Street Business Improvement District, ensuring every participant contributes to community programs.

Whether visitors are locals or tourists, this event is a must-visit for anyone looking to savor the true flavor of Santa Monica. It presents a rare opportunity to experience the city’s dynamic food scene and vibrant local culture in a fun and interactive way. Every aspect of the event, from the themed activities to the curated culinary journey, is designed to celebrate community spirit and support local businesses, making it an essential outing for all who seek a taste of Santa Monica’s best.

Good To Know


  1. When: Sunday, May 25, 2025 | 1-5 p.m

  2. Where: Main Street in Santa Monica (10 blocks)

  3. How To Play: Check in at Ashland Hill (2807 Main Street) to collect your game board, PASS GO to collect your MAINopoly Money to exchange for food and drink tastings at participating locations. Visit each stop on the board and turn it in at the check-in location for a chance to win a "Taste of Main Street Prize Package". Enjoy exclusive food & drink specials with your wristband at each location throughout the day!

Your Questions, Answered

  • How does MAINopoly work? - Participating locations offer tastings in exchange for "MAINopoly Dollars" and count as official stops on the game board map. Please check-in first at the official check in location (check your ticket for address) to get your official wristband, game board and MAINopoly money before you start your tasting tour. After you get your game board marked off at each stop, turn it in back at the same ticketing/check-in and you will be entered for a chance to win a Taste of Main Street prize package!
  • Is there parking? - There are parking lots up and down Main Street for $10-$20 per day or metered and free street parking in surrounding neighborhoods. We encourage you to carpool, use ride-sharing, and/or Metro services for transportation if you will be consuming alcohol
  • Is MAINopoly kid-friendly? - Yes! The kiddos will love it! Kids under 5 are free
  • Is MAINopoly pet-friendly? - Yes, bring your furry friends. Most locations allow dogs on their patios
  • Where do the proceeds go? - A portion of the net ticket sales will benefit the Main Street Business Improvement Association to help fund free community event programming

Need To Know Info

Promotional value expires May 25, 2025. Amount paid never expires.
Booking:
  • Online reservation required
Restrictions:
  • Valid only for option purchased
All sales final. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Learn about Strike-Through Pricing and Savings

About MAINoploy: A Taste of Main Street

Throw on your top hats and monocles and make your way to Santa Monica’s Main Street for the 10th Annual MAINopoly: A Taste of Main Street, the ultimate foodie board game experience taking place on Sunday, May 25, from 1–5pm. Players can PASS GO, collect $200, and participate in an interactive culinary walking tour of Main Street's finest eateries!

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