Leo-mania
Fest-Quest
28 & Feeling Great
WanderLana
Lana Del Fame
100

In Titanic, Leonardo DiCaprio played this charming character who sketched Rose like one of his “French girls.”

Who is Jack Dawson?

100

Visited by Lana in 2022, this iconic California desert music festival is famous for its flower crowns and celeb sightings.

What is Coachella?

100

Lana is turning 28 this year. In which decade of life is she now?

What is her 3rd decade?

100

When in Rome, which Lana visited in 2014, you might toss a coin into this famous fountain for good luck.

What is the Trevi Fountain?

100

This dreamy pop star gave us "Summertime Sadness" and "Young and Beautiful."

Who is Lana Del Rey?

200

Leo finally won his first Oscar for this 2015 wilderness survival film.

What is The Revenant?

200

In 2017, festival-goers arrived to find disaster instead of luxury at this doomed “luxury” festival.

What is Fyre Festival?

200

February has 28 days in most years. What do we call a year when it has 29?

What is a leap year?

200

This city, known for it's motto, "The City that Never Sleeps", is the location for Lana's next trip. 

What is New York City? 

200

This actress played the original “Plain Jane” on Jane the Virgin.

Who is Gina Rodriguez?

300

Leo played con artist Frank Abagnale Jr. in this 2002 Spielberg-directed film opposite Tom Hanks.

What is Catch Me If You Can?

300

In 2022, this As It Was singer headlined Coachella, joined by surprise guest Shania Twain.

Who is Harry Styles?

300

In the periodic table, this element with the atomic number 28 is known for its shiny silver color.

What is Nickel?

300

This colorful beachside area in Sydney, a locale on Lana's Australia tour, is known for street art, surfing, and laid-back vibes.

What is Bondi Beach?


300

A tech mogul, Tim Cook took over this over this multi-billion dollar, legendary, and juicy company. 

What is Apple?

400

This Brazilian supermodel famously dated DiCaprio for five years, from 2000 to 2005.

Who is Gisele Bündchen?

400

Attended by Lana in 2023, Lollapalooza is held at what famous Chicago park? 

What is Grant Park?

400

This 2001 psychological thriller features a creepy rabbit and includes the countdown "28 days, 6 hours..."

What is Donnie Darko?

400

The Kremlin is located in this capital city, which Lana spontaneously visited with her family sometime in Junior High.

What is Moscow?

400

Lana helps ensure lusty vacationers keep things PG on this popular lockdown series. 

What is "Too Hot To Handle"? 

500

As of 2025, Leonardo DiCaprio has worked this many times with Martin Scorsese, including in The Departed and Shutter Island.

What is six times? 

500

In 2023, Lollapalooza expanded to this country, hosting its first-ever event in South Asia.

What is India?

500

According to astrology, your Saturn return typically starts around age 28. In which sign does Saturn rule?

What is Capricorn (and traditionally also Aquarius)?

500

Big Ben is actually the name of the bell Lana saw on her first solo trip, not the clock tower. What’s the name of the tower?

What is the Elizabeth Tower?

500

A British explorer, cartographer, and naval officer was famous for mapping the coast of Australia in British colonization.

Who is Captain James Cook?