10th Annual MAINopoly: A Taste of Main Street

Celebrate Main Street’s finest restaurants, bars, and eateries at the .

This all-ages event is an interactive take on the classic board game, where participating locations allow you to exchange "MAINopoly money" for food & drink tastings, and earn credit to fill your game board map for a chance to win a "Taste of Main Street" Prize Package, valued at over $1,000.

So, throw on your top hats and monocles, get your “dice” ready, and make your way down Main Street for a culinary walking tour of Main Street's finest eateries! A portion of all proceeds benefits the Main Street Business Improvement District to help fund community programming.

PASS GO and Go Directly to the GO TO J*il VIP BEER GARDEN in the Ashland Hill Parking Lot!

Players are encouraged to dress in "Monopoly-inspired" attire and enter the contest for best single & group costumes (use hashtag #MAINopolySM to enter).

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

Where: Main Street in Santa Monica (5 blocks)

HOW TO PLAY: Check-in at The Victorian (2640 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).

$60 (early bird) for "Go To J*il" VIP Beer Garden (at The Victorian) 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.

$20 for kids ages 5-12. Kids under 5 are free.

$25 for access into the MAINOPOLY BEER GARDEN (2640 Main Street/The Victorian) 🍻 SPONSORED BY THUMZUP

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 Businesses Have Included:

Ashland Hill, Holey Grail Donuts, JuneShine, Jameson's Pub, Tavern on Main, Pasjoli, The Victorian, Ubatuba Acai, Alfalfa, Sunny Blue, Triple Beam Pizza, Mud\Wtr, Sea Shore Motel, Rabano, Papille Gustative, Library Alehouse, Edgemar LA, La Vecchia Cucina, Mystic Journey Bookstore, Jinya Ramen Bar, Blow Me Candle Co., LuLa's Cocina Mexicana, Samosa House, and Holy Guacamole

Past Sponsors Have Included:

ThumzUp, The Regent, Santa Monica Farmer’s Market, ThumzUp, The Regent, Santa Monica Travel & Tourism, Vita Coco, Venice Duck Brewing, Dulce Vida Tequila, Green Goddess Pedicabs, Santa Monica Chamber, BuyLocalSM, California Heritage Museum, Santa Monica Daily Press, Superbloom Collective, and Venice Paparazzi

Produced by: Spin PR Group

Interested in participating or sponsoring? Please contact aW5mbyB8IHNwaW5wcmdyb3VwICEgY29t

***Rain or shine

*** No refunds

Also check out other Kids events & activities in Santa Monica, Nonprofit events in Santa Monica.