About this Event
Celebrate Main Street’s finest restaurants, bars, and eateries at the .
Throw on your top hats and monocles and make your way to Santa Monica’s Main Street for the 11th annual MAINopoly: A Taste of Main Street, the ultimate foodie board game experience taking place on Sunday, May 24, from 1–5pm. Players can PASS GO, collect $200, and participate in an interactive culinary walking tour of Main Street's finest eateries!
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 J*il" Beer Garden for music, tastings, photo ops, and more game board-inspired fun! Vegetarian options available.
Past participating locations include: Ashland Hill, Holey Grail Donuts, JuneShine, Jameson's Pub, Tavern on Main, Ubatuba Acai, Alfalfa, Triple Beam Pizza, Sea Shore Motel, Bread + Butter Bakery, Rabano, Papille Gustative, Library Alehouse, Edgemar Restaurant and Lounge, Mystic Journey Bookstore, Blow Me Candle Co, LuLa Cocina Mexicana, Sunny Blue, MUD\WTR, and more!
Tickets start at $30 in adv. for GA and $55 for VIP with access to the "Go To J*il” Beer Garden and additional food & beverage tastings. VIP tickets sponsored by Regent Santa Monica Beach. A portion of all proceeds benefits the Main Street Business Improvement District to help fund community programming. For more information, go to www.mainstreetsm.com.
Players are encouraged to dress in their best Monopoly-inspired or Memorial Day (red, white, and blue) attire for maximum fun and to enter the contest for best single & group costumes (use hashtag #MAINopolySM to enter).
Rides will be offered up and down the street throughout the event. Official afterparty featuring DJs, dancing, and more!
When: Sunday, May 24, 2026 | 1-5 p.m.
Where: Main Street in Santa Monica (5 blocks)
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!
More info:
$30 (early bird) for 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 (ie. Happy Hour pricing, 50% off retail stores), entrance into the official afterparty.
$55 (early bird) for "Go To J*il" VIP Beer Garden includes:
Everything in General Admission PLUS: 1-hour early entry (12pm), front-of-line access to the "Go to J*il" VIP Beer Garden with hosted cocktails, beers and tastings, music, photo booth, games, and additional food tastings, entrance into the official afterparty.
$20 for kids ages 5-12 (in adv). Kids under 5 are free.
$25 for access into the MAINOPOLY BEER GARDEN
2 drink tickets are included. Additional drink tickets avail. for purchase for $10 each or 4 for $30.
MUST BE 21+ TO ENTER
***Parking: There are meters and self parking lots along Main Street. We encourage you to carpool, use ride-sharing, and/or Metro services for transportation.
***All-ages, family-friendly, and pet-friendly. Woof ;)
***IMPORTANT TO NOTE: MAINopoly is a culinary walking tour covering 5 blocks of Main Street. Comfortable walking shoes are recommended.
Past Participating Businesses:
Ashland Hill, Holey Grail Donuts, JuneShine, Jameson's Pub, Tavern on Main, Ubatuba Acai, Alfalfa, Triple Beam Pizza, Sea Shore Motel, Bread and Butter Bakery, Rabano, Papille Gustative, Library Alehouse, Edgemar LA, Mystic Journey Bookstore, Blow Me Candle Co, Lula Cocina Mexicana, Sunny Blue, MUD\WTR
Past Participating Sponsors:
ThumzUp, Kaleo Marketing, Santa Monica Travel & Tourism, Vita Coco, Dulce Vida Tequila, Green Goddess Pedicabs, Santa Monica Chamber, BuyLocalSM, Santa Monica Daily Press, Superbloom Collective, Big Outdoor, Yelp, Regent Santa Monica Beach, SoCal Vibes Co., Honest Abe, and Venice Paparazzi
Produced by: Spin PR Group
Interested in participating or sponsoring? Please contact [email protected]
**Rain or shine**
** No refunds**
Event Venue & Nearby Stays
Ashland Hill, 2807 Main Street, Santa Monica, United States
USD 13.06 to USD 525.01
