AI-powered date night planner — free to use

Stop deciding.
Start spinning.

One spin gives you an AI-curated restaurant + activity pairing near you — plus what to wear, what to order, and what to know before you go. The date night planner that actually decides so you don't have to.

Download Free See how it works

How It Works

Three taps to your perfect evening

No more scrolling reviews. No more group-chat debates. Just spin and go.

1

Pick your vibe

Choose from 8 modes — Date Night, Friends Out, Solo Adventure, Family Outing, and more. Set your location, budget, and cuisine preferences.

2

Spin the dice

The AI pairs a restaurant with a complementary activity nearby. It considers time of day, weather, group size, what's actually open, and your filters.

3

Show up ready

Every spin includes the dress code, what to order, and what to know before you go. Plus a Heads Up if there's anything to watch out for tonight.

Show Up Ready

Like advice from a friend who's been there.

Most apps show you where to go. Roulette Night also tells you how to arrive — so you walk in feeling like you already know the place.

  • 👔 Dress code — concrete advice grounded in the venue. "Smart casual — nice jeans and a button-down work, skip the hoodie."
  • 🍽️ What to order — a specific dish or strategy. "Their cacio e pepe is the move — split it and add a salad."
  • 💡 Good to know — practical details that save time. Parking, reservations, payment methods, how long to plan.
  • ⚠️ Heads Up — tonight-specific alerts when needed. Closing soon, weather, busy night, anything that could disrupt the plan.

8 Modes

A mode for every mood

Whether it's a romantic date, a friends night, or a solo evening exploring — there's a mode for that.

💑

Date Night

Romantic spots with the right ambiance, paired with intimate activities

👯

Friends Out

Group-friendly spots with good energy and fun things to do together

🎉

Celebration

Special occasion? Top-rated venues and memorable experiences

💐

First Date

Low-pressure spots with easy conversation vibes — no awkward silences

🧑‍💼

Work Social

Professional but not boring — impress clients and colleagues

🙋

Solo Adventure

Great experiences for one — no awkward party-of-one moments

👨‍👩‍👧‍👦

Family Outing

Kid-tested, parent-approved spots and activities for the whole family

🗺️

Tourist Mode

Explore any city like a curious local — perfect for travel and new cities

Smart Features

Everything you need for a great night out

Every spin is personalized to you, your location, and right now.

🧠

AI-Curated Pairings

The AI pairs a restaurant with a complementary activity, considering cuisine, atmosphere, proximity, and your filters. Not random — intelligent.

✨

Show Up Ready Tips

Dress code, what to order, and good-to-know venue details on every spin. Walk in confident, not guessing.

🏘️

Neighborhood Picker

Narrow your results to specific neighborhoods and districts. Want Deep Ellum in Dallas or Midtown in NYC? Just tap the area.

🌙

Time & Weather Aware

Spinning at 11pm? You'll get late-night spots that are actually open. Raining? Indoor activities move to the front.

🔒

Lock & Spin

Love the restaurant but not the activity? Lock it and spin again. The AI finds a perfect complement for your locked venue.

🎲

Surprise Me

Feeling adventurous? Let the app pick from 300+ cities across the US. Perfect for trip planning or spontaneous road trips.

Pricing

Free to start. Unlimited when you're ready.

No ads. No gotchas. Every feature available on the free plan.

Free

$0 / forever
  • 3 spins per day
  • All 8 modes
  • Show Up Ready tips
  • Heads Up alerts
  • Lock & spin again
  • Favorites and saved plans

Pro

$4.99 / month

Or $39.99/year — about $3.33/month, billed annually

  • Unlimited daily spins
  • Everything in Free
  • 7-day free trial
  • Cancel anytime
  • Spin until it's perfect

FAQ

Questions? We've got answers.

Everything you need to know about Roulette Night.

What is Roulette Night? ▾
Roulette Night is an AI-powered date night planner. Pick a mode, set your location, and spin — the app pairs a restaurant with a complementary activity nearby. Each plan also includes Show Up Ready tips (what to wear, what to order, good to know about the venue) and Heads Up alerts for tonight-specific things to watch out for.
Is Roulette Night free? ▾
Yes. Roulette Night is free to download with 3 spins per day, all 8 modes, and every feature — no ads. Pro is $4.99/month or $39.99/year (about $3.33/month effective) with a 7-day free trial, giving you unlimited spins.
What is Show Up Ready? ▾
Show Up Ready is the part of Roulette Night that tells you how to actually arrive. Every spin includes three friend-tone tips: a dress code recommendation grounded in the venue, a specific what-to-order suggestion, and a Good to Know note covering parking, reservations, payment methods, or how long to plan.
How does the AI pick restaurants and activities? ▾
Roulette Night uses Anthropic Claude to curate venue pairings. The AI factors in your location, cuisine and activity preferences, group size, budget, time of day, and current weather. It then pairs a restaurant with a complementary activity that fits the chosen mode — and writes the friend-tone tips that go with each spin.
What cities does Roulette Night work in? ▾
Anywhere Google Places has coverage — virtually every city in the United States and most cities worldwide. The Surprise Me feature includes 300+ curated US cities for trip planning and spontaneous nights out.
Can I use it for things other than date nights? ▾
Absolutely. Roulette Night has 8 modes: Date Night, Friends Out, Solo Adventure, First Date, Celebration, Work Social, Family Outing, and Tourist. Whether you're planning a couples evening, a night out with friends, or exploring a new city solo, there's a mode for it.
Is there an Android version? ▾
Roulette Night is currently iPhone-only. An Android version is in development.

Your night out is one spin away

Download the AI date night planner and find your perfect restaurant + activity pairing tonight.

Download on the App Store

Available on iPhone. Android coming soon.