Nightlife in Downtown

Italian Appetizers and Drinks, or Tasting Flight of 12-Year-Old Scotch or Whiskey at My Attic (Up to 50% Off)

My Attic

Old Monterey Business District

$35.95 $19

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Resurrected family business with roots in the 1930s serves up vintage cocktails and liquors with Italian cheese plates, olives, and salami

Movie Tickets and Popcorn for Two or Four at Osio Cinemas (Up to 45% Off)

Osio Cinemas

Old Monterey Business District

$29 $16

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Cinema screens foreign films, domestic documentaries, and independent features

Wine Tasting for Two or Four with Credit Toward Wine Purchase at Galante Vineyards Tasting Room (Up to 38% Off)

Galante Vineyards Tasting Room

Carmel-by-the-Sea

$40 $25

700-acre winery produces a broad range of red and white varietals that couples or quartets can sample before selecting take-home bottles

Wine Tasting for Two or Four with Take-Home Bottles of Wine at Pierce Ranch Vineyards (50% Off)

Pierce Ranch Vineyards

New Monterey

$30 $15

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Wine tastings held in a cozy bungalow near the coast of Monterey Bay; Portuguese and Spanish varietals

Wine Tasting for Two or Four at Carmel Ridge Winery (Up to 53% Off)

Carmel Ridge Winery

New Monterey

$20 $10

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Guests sample wines made from grapes grown with a minimum of human intervention and fermented in small lots of French oak barrels

Comedy Show with Appetizers for Two or Four at Planet Gemini (Up to 52% Off)

Planet Gemini

Casanova Oak Knoll

$30.95 $14.98

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Duos or foursomes enjoy the comedic stylings of standup acts while munching on bar-style appetizers inside a warm, intimate club

Wine Tasting for Two or Four with Purchase Credit at Dawn's Dream Winery (38% Off)

Dawn's Dream Winery

Carmel-by-the-Sea

$40 $25

Taste flights featuring several different wines at a charming tasting room in the picturesque town of Carmel-by-the-Sea on the Central Coast

Wine Tasting for Two, Four, or Six at Heller Estate Organic Vineyards (Up to 53% Off)

Heller Estate Organic Vineyards

Carmel Valley Village

$20 $11

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Sample award-winning wines aged in French oak barrels and made from grapes grown in the vineyards that make the property so picturesque

$11 for a Wine Tasting for Two at Joyce Vineyards ($20 Value)

Joyce Vineyards

Carmel Valley

$20 $11

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Sample 7 wines, including the Black Mountain chardonnay with notes of pear, quince and pineapple, or the bold Pedregal cabernet sauvignon

Wine Tasting for Two or Four at Watsonville Winemakers Studios (Up to 58% Off)

Watsonville Winemakers Studios

Watsonville

$30 $15

At boutique-winery cooperative, staffers pour one-ounce tastings of multiple varietals from three wineries

$11 for a Wine Tasting for Two with Wineglasses and Gift Card at Manzoni Estate Vineyard ($20 Value)

Manzoni Estate Vineyard

Soledad

$20 $11

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Sample varietals such as chardonnay or pinot noir in a tasting room located in the heart of Santa Lucia Highlands

Winery Tour and Tasting for Two or Four, or 6 or 12 Bottles of Pinot Noir at Pietra Santa Winery (Up to 57% Off)

Pietra Santa Winery

Hollister

$70 $35

Tours explore winery, concluding with sampling of wines; wine options provide 6 or 12 bottles of 2009 Block H Pinot Noir

Wine Tasting for Two or Four with Bottles, or Tasting for Two with History at DeRose Winery (Up to 64% Off)

DeRose Winery

Hollister

$68 $25

Vineyard and winery that uses sustainable practices, including dry farming of vines that are more than 150 years old

$40 for a Wine and Chocolate Pairing at Clos LaChance Wines ($80 Value)

Clos LaChance Wines

San Martin

$80 $40

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Duos sample five decadent chocolates along with five premium Clos LaChance wines after staff member explains pairing and winery

Reserve Wine Tasting for Two, or Four with Option for Wineglasses at Hahn Estate (Up to 58% Off)

Hahn Estate

Soledad

$30 $15

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Sip on wine samples while absorbing the sights and sounds of the Salinas Valley wine country

Wine and Cheese Tasting for Two, Four, or Six at Leal Vineyards (Up to 68% Off)

Leal Vineyards

Hollister

$30 $11

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Palates are introduced to subtle notes of varietals including chardonnay, malbec, and mourvèdre in tasting room on 50-acre estate

Slow-Smoked BBQ and Drinks for Two or Four at The Cats Restaurant & Tavern (Up to 39% Off)

The Cats Restaurant & Tavern

San Jose

$40 $25

Pitmasters grill 16-ounce ribeye steaks, St. Louis style smoked ribs, and Atlantic salmon, and slow-smoke barbecue for 10 hours

$22 for Wine Tasting for Two with Cheese Plate and $5 Credit at Saratoga Wine & Beer Garden ($36 Value)

Saratoga Wine & Beer Garden

Saratoga

$36 $22

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Outdoor patio and garden harbors guests who sip on flights of wine and nibble complementary cheeses

Wine-and-Chocolate Pairing for Two or Four with Credit Toward Bottles of Wine at Sherman Cellars (39% Off)

Sherman Cellars

Sherman Cellars

$45 $29

Wine educators guide guests through tastings of red and white wines paired with local chocolates

Whiskey or Gin Flights for Two or Four, or Bottle Service for Up to Six at Nomikai (Up to 43% Off)

Nomikai

Downtown San Jose

$60 $35

Savor different spirits with a whiskey or gin flight, or toast the town with bottle service for up to six people

Bay Area Dinner Show Magic and Variety Performance for One or Two (Up to 43% Off)

Bay Area Dinner Show

Multiple Locations

$100 $60

Magician Dan Chan leads a cast of comedians and illusionists during a dinner and variety show

$19 for Movie Package with Two Tickets, Two Popcorns, and Two Drinks at BlueLight Cinemas ($36.50 Value)

BlueLight Cinemas

Cupertino

$36.50 $19

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Orville Redenbacher’s popcorn feeds movie fans during second-run flicks projected in theaters with DTS and Dolby surround sound

$18 for $30 Worth of Drinks at Homestead Bowl and The X Bar

Homestead Bowl and The X Bar

Cupertino

$30 $18

Full-service sports bar with 25 draft and bottled beers, HDTVs, and lively karaoke inside a 32-lane bowling alley

$12 for $20 Worth of Sports-Bar Food — La Barra Sports Bar

La Barra Sports Bar

San Jose

$20 $12

Local businesses like this one promote thriving, distinctive communities by offering a rich array of goods and services to locals like you

Standup at Rooster T. Feathers Comedy Club, Thursdays–Sundays (Up to 78% Off)

Rooster T. Feathers Comedy Club

Rooster T. Feathers Comedy Club

$40 $12

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Comedians seen on late night talk shows, network sitcoms, and Last Comic Standing star on stage

Silicon Valley Technology Innovation and Entrepreneurship Forum on Saturday, September 27 (Up to 39% Off)

Silicon Valley Technology Innovation and Entrepreneurship Forum

Santa Clara Convention Center

$80 $49

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Guests including Apple co-founder Steve Wozniak and Congresswoman Judy Chu speak at this annual convention

Wild 94.9 Comedy Jam Feat. Shawn & Marlon Wayans and More at Shoreline Amphitheatre on Saturday, Oct. 4 (Up to 35% Off)

Wild 94.9 Comedy Jam

Shoreline Amphitheatre

$25 $20

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Wild 94.9's comedy show features such standup legends as Shawn & Marlon Wayans, Hannibal Buress, Donnell Rawlings, and more

Improv Comedy for Two at Made Up Theatre (Up to 57% Off)

Made Up Theatre

Grimmer

$28 $12

Alternating teams perform long- and short-form improv fueled by audience suggestions

Dinner Show for One or Two from The Murder Mystery Company (52% Off)

The Murder Mystery Company

Old Spaghetti Factory

$60 $29

Professional improv actors invite diners to participate in an interactive whodunit as they enjoy a three-course meal

Reserve Wine Tasting for Two or Four at Hunt Cellars (50% Off)

Hunt Cellars

Paso Robles

$40 $20

Sample a variety of reserve wines in a tasting room that features a 1,200 sq. ft. deck and live music or music from the white grand piano

Wine Tasting for Two or Four with Cheese at D'Anbino Vineyards & Cellars (Up to 50% Off)

D'Anbino Vineyards & Cellars

El Paso de Robles (Paso Robles)

$20 $11

Tasters can imbibe half-ounce samples of the seven wines and pair them with cheese

Select Local Merchants

The smells of carnitas simmering with peppers and chicken crackling on a grill drift from inside a convenience store. Those curious enough to find their way inside discover Lopez Taqueria & Liquor, where cooks warm tortillas to craft tacos. They also craft impressive deli sandwiches with Boar’s Head meats and lettuce shredded by affectionate helicopters.

500 Del Monte Ave
Monterey,
CA
US

Although Easy Street Billiards welcomes players of all skill levels, its 12 Rebco tables?built from solid cherry with leather pockets?have attracted many legends of the game. Billiard Congress of America Hall of Famers Mike Massey and Nick Varner have both practiced and taken naps on Easy Street?s emerald surfaces, each one blanketed in wool cloth under its own light. During games, players can take advantage of the venue?s Lucasi house cues; two pieces of maple adjoined by a steel screw.

In addition to pool, visitors can play darts and shuffleboard or catch a game on one of six flat-panel TVs. A mahogany bar constructed in the 1880s invites patrons to sidle up and order domestic and import beers or pub fare.

511 Tyler St
Monterey,
CA
US

In honor of the nearby Laguna Seca Raceway?s 11 turns, Turn 12 Bar & Grill adorns its innards with racing-flag red walls, photographs of roadsters, and vintage motorcycles and steering wheels. Appropriately, motorcycle enthusiasts gather at the 50-foot pewter-top bar for broadcasts of races and the weekly Bike Night, which features a live radio show. Once their adrenaline is racing, patrons can down fresh New American food like fire-roasted artichokes, burgers topped with a balsamic onion compote, prosciutto and arugula pizza, and chipotle-rubbed chicken breasts. During brunch hours, chefs customize omelets and top pizzas with eggs, bacon, and swiss chard.

400 Tyler St.
Monterey,
CA
US

The black-and-white photographs lining Alvarado Fish & Steak House's dining room aren't the only way the DiGirolamos show pride in their family history. With its delicate fusion of Italian and Japanese flavors, the menu too speaks of their distinctive heritage. Mediterranean classics?including chicken marsala and homemade linguine?appear alongside Pacific influences such as the teriyaki in the skirt steak's marinade or the splash of sake sweetening the mussels' spicy marinara sauce. This subtle fusion even shows up in the drink menu, which features soju-based margaritas as well as bottled brews from Italy's famous wine geysers.

481 Alvarado St
Monterey,
CA
US

A restaurant and venue for live entertainment, Bay of Pines is a colorful and immersive experience that transports diners to a different?and more exotic?place. Inside the dining room, bright chinese lanterns hang from the ceiling, illuminating a mural of dolphins and other sea creatures such as calamari. Other nautical decor completes the scene, allowing for a fun, tropical experience. The menu is home to American classics and island-themed dishes such as shrimp and galley-smoked salmon in a flaky puff pastry, lobster bisque, and crow's-nest burgers lined with applewood smoked bacon and gruy?re.

150 Del Monte Ave
Monterey,
CA
US

Meaning ?food? in Italian, cibo is not the only thing Cibo Ristorante Italiano provides. Dinner guests can slide behind a white-clothed table and soak in the eatery's relaxing ambiance of sunflower-yellow walls and loft ceilings spangled with artwork of all mediums?sculptures, photography, paintings, hand-blown glass, and even the sound waves of jazz music. The restaurant?s musicians take the stage six nights per week during dinner service, serenading guests as they enjoy the menu?s selection of homemade pasta dishes, as well as crisp pizzas?topped with everything from housemade sausage and imported cheese to spicy short ribs and potatoes. They also serve an array of hearty Italian entrees, including roasted free-range chicken over creamy polenta and grilled jumbo prawns and sea scallops with roasted-pepper couscous. Cibo's servers can suggest one of their many Italian and Californian wines to pair with the meal, or guests can enjoy a small-batch scotch.

301 Alvarado St
Monterey,
CA
US