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!
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
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.
Featured in
2025 Game Board & Map
"GO to jail" Beer Garden
Featuring craft cocktails, delicious bites, games, a DJ, and exclusive tastings from our amazing partners!
21+
PAST YEAR'S PHOTOS
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
Community Partners
