6th Annual MAINopoly: 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 walking tour of the street's finest eateries!

Pass go!

Celebrate Memorial Day weekend and experience Main Street’s best restaurants, coffee shops, ice cream shops, and more by joining us for the 6th Annual “MAINopoly: A Taste of Main Street” on Sunday, May 26th, 2019 from 1-6pm. This all ages event is a take on the classic board game, where every participating location you visit earns you credit to fill your game board map, for a chance to win free prizes. 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 the street's finest eateries!

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 directly to Summer SOULstice & The Main Street Business Improvement Association, which 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. MSBIA’s signature event, Summer SOULstice is a free and fun festival featuring local musicians on five stages from Pier Ave. to Strand, along with sidewalk sales at participating businesses on Main Street. For more info visit MainStreetSM.com

Main Street Business Improvement Association - Santa Monica

Game Board + Map

All restaurants along Main Street will be open to the public, and participating locations count as official stops on the game board. So please check in and get your game board at the ticketing and VIP area outside Ashland Hill (2807 Main St.) before you start your tasting tour to ensure you get proper credit. If you've visited all the locations and would like to be considered for the grand prize, come back to the same location to turn in your board for contest entry.

Past Photos






2019 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

Lula Cocina Mexicana

2720 Main St.

Espresso Cielo

3101 Main St.

Sweet Rose Creamery

2726 Main St.

Brick and Mortar

2640 Main St.

Ashland Hill

2807 Main St.

The Birdcage

2640 Main St.

Astro Donuts & Fried Chicken

2309 Main St.

Coffee Bean & Tea Leaf

2901 Main St.

Dolcenero Gelato

2400 Main St.

M Street Kitchen

2000 Main St.

Bollman Hat Company

2665 Main St.

Poking King of Poke

2307 Main St.

The Victorian

2640 Main St.

Finn McCool's

2702 Main St.

Rick's Tavern

2907 Main St.


2518 Main St.
Manchego Mac ‘N Cheese
$4 Sangria

Beyond O2 Water

2209 Main St.

The Basement Tavern

2640 Main St.

2018 VIP Lounge Eateries:

Enterprise Fish Co.

Ashland Hill

Dhaba Restaurant


2018 VIP Sponsors:


Advance ticket prices for MAINopoly 2019 are available now. Please click the button below to purchase your tickets. Tickets can also be purchased the day of the event at the check in area outside of Ashland Hill (2907 Main St). Please note, day of prices will be higher so please try to purchase yours in advance. Attention all veterans and service members: we’d like to thank you for your service. Show your Military ID at the door for 15% off the advanced ticket price the day of.


$25 in advance includes:
Tastings at 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.

$40 in advance includes:
Everything in ‘General Admission’ plus access to a designated lounge area with hosted beer and cocktails, snacks, games, music, photo booth, etc. (21+ only)

Presented by:

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