MAINopoly: A Taste of Main Street

Throw on your top hats and monocles, get your “dice” ready, and make your way down Main Street for a culinary tasting tour of the street's finest eateries!

Pass go!

Celebrate Memorial Day weekend and experience the best restaurants, coffee shops, ice cream shops, and more by joining us for the 7th Annual “MAINopoly: A Taste of Main Street” in Santa Monica on Sunday, May 29th, 2022 from 12-5pm. This all ages event is a fun take on the classic board game, giving you access to tastings at over 20 participating locations. Stop at every location for a chance to win free prizes. Dressing up is encouraged!

Mainopoly: A Taste of Main Street - Go to Jail VIP Lounge (monopoly-inspired event))

For a good cause

A portion of all proceeds will go towards funding The Main Street Business Improvement Association (MSBIA) community event programs. MSBIA 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. For more info visit

Main Street Business Improvement Association - Santa Monica

Featured in

2022 Game Board AND Map

Image Image

'Go To Jail' Lounge

Upgrade your ticket and gain access to our 'Go To Jail' Lounge, featuring two craft cocktails or beer courtesy of Dulce Vida Tequila and Gilly's American Lager, plus a DJ. The lounge will be located at Ashland Hill.


2022 Participating Locations

Main Street's finest will offer tastings in exchange for MAINopoly dollars, as well as drink specials and special offers for participants.

v = vegetarian options available


235 Main St.

Santa Monica Travel & Tourism

2427 Main St.

Sweet Rose Creamery

2726 Main St.

Tavern on Main

2907 Main St.

Mystic Journey Bookstore

2923 Main St.

Beyond O2 Water

2209 Main St.

Jameson's Pub

2702 Main St.

Ashland Hill

2807 Main St.

Library AleHouse

2911 Main St.

Stella Barra Pizzeria & Wine Bar

2000 Main St.

Papille Gustative

2823 Main St.


2309 Main St.

The Pump Station & Nurtury

2727 Main St. Suite A

Holey Grail Donuts

2441 Main St.

Bulldog Realtors

2909 Main St.


2914 Main St.

SUSU Handbags

2400 Main St. # B3

Gnarwhal Coffee Co.

3101 Main St.

Upgrade Cafe

3110 Main St #110

Urban Skillet

2307 Main St.


2409 Main St.





All tickets to MAINopoly 2022 give you access to: Tastings at 20+ locations, Beer Garden, Food and Drink specials, Games, After Party, and a chance at winning the grand prize if you visit all businesses featured on the game board, and turn in the game board at the check in area! Upgrade to our "Go To Jail" VIP Lounge for a more curated experience.

$30 in advance includes:
Tastings at 20+ participating locations, and food and drink specials. ex) Happy Hour pricing all day at certain locations i.e. $4 Beers, $5 Wells, $5 Shots, etc.

$50 in advance includes:
Everything in ‘General Admission’ plus access to a designated lounge area two craft cocktails or beer courtesy of Dulce Vida Tequila and Gilly's American Lager, snacks, games, DJ, photo booth, etc. (21+ only)


Please note: Tickets can also be purchased the day of the event at the check in area (TBD). Day of prices will be higher so please try to purchase yours in advance. Veterans and service members: show your Military/Veteran's ID at the door for 15% off the advanced ticket price the day of.

Presented by:

spin public relations