MAINopoly: A Taste of Main Street Returns to Santa Monica

May 29, 2022 @ 12:00 PM – 5:00 PM
MAINopoly: A Taste of Main Street Returns to Santa Monica

7th Annual MAINopoly: A Taste of Main Street Returns to Santa Monica on Sunday, May 29 for Memorial Day Weekend with Game Board-Inspired Fun

Main Street’s Finest Eateries Come Together to Offer Tastings & Specials in this Interactive Tasting Event to Help Raise Money for Main Street Business Improvement Association and Fund Free Community Programming


The 7th Annual MAINopoly: Taste of Main Street will take place on Sunday, May 29th from 12-5 p.m. at the street’s best food and beverage establishments to raise funds for the Main Street Business Improvement Association. MAINopoly is a fun, interactive community event that mirrors the classic board game, and gives participants a culinary walking tour of Main Street’s finest restaurants, juiceries, ice cream stores, coffee shops and more.


This all-ages event, pet-friendly tasting event is a take on the classic board game, where every participating location you visit allows you to use “MAINopoly dollars” for food or beverage tastings, and earns you credit to fill your game board map for a chance to win free prizes. 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.

Other activities include “GO TO JAIL” Beer Garden with brews from Gilly’s American Lager, cocktails from Dulce Vida Tequila, DJ, photo booth, food from Ashland Hill, games and more. Attendees are encouraged to dress in “Monopoly”-inspired or patriotic Memorial Day attire. Those who make their way around the board and turn it in at the end will be entered to win a “Taste of Main Street” prize package valued at nearly $1,000.



Main Street (10 blocks between Navy St. & Bay St.)

Check-in location:

Ashland Hill (2807 Main St .)


Sunday, May 29

12-5 p.m.



Ashland Hill, Holey Grail Donuts, June Shine, Crudo e Nudo, Library Alehouse, Stella Barra Pizzaria & Wine Bar, Jameson’s Pub, Tavern on Main, Sweet Rose Creamery, Gnarwhal Coffee, Beyond 02, Papille Gustative, The Anchor, Upgrade Cafe, Alfalfa, Mystic Journey Bookstore, and more.


Buy Local Santa Monica, Vita Coco, Dulce Vita Tequila, Gilly’s Amerian Lager, Main Street Business Improvement Association, Santa Monica Chamber of Commerce, Santa Monica Travel & Tourism, Santa Monica Daily Press, and Venice Paparazzi


Tickets are $30 in advance for GA, and $50 in advance for VIP


GA includes 20 “Mainopoly dollars” to exchange for tastings at participating locations, access to food & drink specials and photo booth

VIP includes access to the “Go To Jail” Beer Garden sponsored by Gilly’s American Lager, 2 cocktails courtesy of Dulce Vida Tequila, DJ, games, photo booth, and more






The Main Street Business Improvement Association represents the businesses on Main Street in Santa Monica for the purpose of promoting and marketing the Main Street Business Improvement District (BID) as a vital, safe, unique place for shopping, dining, and cultural experiences in Santa Monica. We are committed to building and nurturing partnerships with each other, our city government and other businesses and neighborhood organizations to improve and enhance the quality of work and life in our community. For more info visit


Buy Local Santa Monica was created by the Santa Monica business community and the City of Santa Monica to support our local businesses and encourage local buying that strengthens our thriving community by raising awareness about the economic, environmental and community benefits of thinking local first. 

Be the first to comment

Leave a Reply

Your email address will not be published.