Experience · Thousand Oaks

Thousand Oaks Evening Arts & Dinner

Enjoy a sophisticated evening out in Thousand Oaks. Start with a light bite before immersing yourselves in a world-class performance at the Civic Arts Plaza. Conclude your date with an upscale dinner, perfect for conversation and reflection.

A 4.5-hour Thousand Oaks evening plan for solo — The Cliffdiver, Civic Arts Plaza Theatres, Mastro's Steakhouse.

Duration: 4h 30m
Cost: $120–$350
Stops: 3 stops
Walking: Moderate walking · Total 1-mile driving route
Best time: 5:00 – 10:00 PM
Ideal for: Solo · Couples · Friends · Adults

Start Plan

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The plan

1The Cliffdiver(1 hr)→
2Civic Arts Plaza Theatres(2 hrs)→
3Mastro's Steakhouse(1 hr 30 min)

Why this plan works

The 3 stops cover about 1 miles total, which keeps you in one pocket of Thousand Oaks instead of crossing town between them. Civic Arts Plaza Theatres is the main event and takes the biggest block of time; the other stops are built around it. It finishes at Mastro's Steakhouse — a short, low-effort stop you can skip if you're ready to call it. Best suited to solo, couples, friends, and adults who want a planned Thousand Oaks outing without improvising between stops.

The story

The itinerary

3 stops, one great day

1
1 hr
The Cliffdiver
Food & Drink
Laid-back Mexican restaurant & bar serving classic favorite dishes & cocktails.
What to do — Arrive early for happy hour, sample some of their classic appetizers, and enjoy a drink before heading to the theater.
0.9 mi · 18 min walk or 5 min drive
Then A short drive will take you to the Civic Arts Plaza for your show.
2
2 hrs
Civic Arts Plaza Theatres
Arts & Culture
Grand arts complex hosts concerts & live acts at the Kavli Theatre & more intimate Forum Theatre.
What to do — Attend a concert, play, or live performance at the renowned Kavli Theatre or Forum Theatre within the grand arts complex.
Scout Side Quest
Before the show starts, look around the hall and each pick your favorite design detail. Compare at intermission.
0.1 mi · 3 min walk or 3 min drive
Then Head to a nearby upscale restaurant for a post-show dinner.
3
Optional 1h 30m
Mastro's Steakhouse
Food & Drink
Snazzy chophouse serves decadent plates & drinks to glamorous crowds in a plush supper-club setting.
What to do — Indulge in a decadent steakhouse dinner in a plush, supper-club setting, perfect for a romantic post-show meal.
Scout Side Quest
While browsing the menu, secretly pick the dish or dessert you think your date would love most. Reveal on three.

Scout Stories

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The route

On the map

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Common questions

Planning this outing

Is this a good Thousand Oaks itinerary for solo?: Yes. It's built for solo, couples, friends, and adults and runs about 4 hr 30 min across 3 stops, starting at The Cliffdiver.
How long does this outing take?: Plan on 4 hr 30 min door to door, including time between stops.
How much does this Thousand Oaks itinerary cost?: Roughly $120–$350 per person, before parking and tips. Free and low-cost stops are marked on each card.
Is this itinerary walkable?: Yes — every hop is under a mile, about 1 miles of walking in total.
Do I need reservations?: No. Every stop on this plan takes walk-ins, though weekends move faster if you arrive early.

Keep exploring

Different moods, same city.

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Family
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Duration
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Cost
$75–$150
Ideal for
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Outdoors
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Conejo Valley Garden & Casual Lunch
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Duration
3h 45m
Cost
$25–$50
Ideal for
Solo · Couples
View the plan
Date Night
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Thousand Oaks Evening Show & Steakhouse
Indulge in a luxurious date night beginning with an exquisite dinner at Mastro's Steakhouse, known for its opulent setting and decadent plates. Afterward, immerse yourselves in a live performance at the prestigious Civic Arts Plaza Theatres, a cultural cornerstone of Thousand Oaks. Optionally, extend the evening with a craft beer at a local tap house.
Duration
4h 30m
Cost
$150–$300
Ideal for
Couples · Solo
View the plan
Date Night
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Thousand Oaks Escape & Craft Dinner
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Duration
3 hrs
Cost
$90–$180
Ideal for
Couples · Friends
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Date Night
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Duration
3h 30m
Cost
$30–$60
Ideal for
Solo · Couples
View the plan