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!

Experience the best restaurants, bars & eateries by joining us for the 11th Annual “MAINopoly: A Taste of Main Street” in Santa Monica on Sunday, May 24, 2026 from 1-5pm. This all-ages community event is a fun take on the classic board game, giving players access to tastings at over 20 participating businesses. Stop at every location for a chance to win a "Taste of Main Street" Prize Package. Monopoly-themed attire 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 with 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 MainStreetSM.com

Main Street Business Improvement Association - Santa Monica

NEW THIS YEAR: SIP & STROLL

For the first time ever, MAINopoly guests can sip while they stroll! Thanks to a special City of Santa Monica permit, attendees 21+ can enjoy alcoholic beverages throughout designated areas of Main Street during the event. Grab a drink from the “Go to Jail” Beer Garden or select participating locations and enjoy it as you make your way from stop to stop.

Main Street Business Improvement Association - Santa Monica

Featured in

LA Weekly - Mainopoly 2019
Forbes - Mainopoly 2019
Thrillist - Mainopoly 2019
LAist - Mainopoly 2019
LA Weekly - Mainopoly 2019
LA Weekly - Mainopoly 2019

2025 Game Board & Map

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"GO to jail" Beer Garden

Featuring craft cocktails, delicious bites, games, a DJ, and exclusive tastings from our amazing partners!
21+

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Participating Businesses

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


Alfalfa

2309 Main St.


Ashland Hill

2807 Main St.


Beyond H20

2209 Main St.


Edgemar

2435 Main St.


Jameson's Pub

2702 Main St.


JuneShine

2914 Main St.


Library AleHouse

2911 Main St.


Lula Cocina Mexicana

2720 Main St.


Manchego

2518 Main St.


MUDWTR: gather

2515 Main St.


Papille Gustative

2823 Main St.


Pump Station

2727 Main St.


Rabano

2507 Main St.


Sunny Blue

2728 Main St.


Tavern on Main

2907 Main St.


Triple Beam Pizza

2905 Main St.


Ubatuba Acai

2715 Main St.


Santa Monica Travel & Tourism

2427 Main St.

Sponsors

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VIP LOUNGE
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VIP LOUNGE
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VIP LOUNGE
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VIP LOUNGE
Photo Booth
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Community Partners

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spin public relations santa monica

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Please Note: Tickets can also be purchased the day of the event at the check in area. Day of prices will be higher so please try to purchase yours in advance.

Presented by:

spin public relations