Want to watch a cheesy romance on the big screen, have some snacks, and snuggle under a blanket with a loved one while the sun sets? These Galileo Open Air Cinema romcom screenings bring star power, old-school shenanigans, and classic movie magic to the outdoors.
These are the romantic-comedy movies coming up in the next few weeks.
How To Lose A Guy in 10 Days
How to Lose a Guy in 10 Days is a 2003 rom-com starring Kate Hudson and Matthew McConaughey. Advertising executive Benjamin Barry bets that he can make any woman fall in love with him. At the same time, magazine writer Andie Anderson plans to write an article about how to make a boyfriend end a relationship – putting them at cross-purposes when they choose each other.
Start off the Galileo season with a beloved 2000s romcom starring fan favourites Kate Hudson and Matthew McConaughey. The trailer is available on YouTube. Book now via Webtickets.
When: Friday, 16 October 2026 | Doors open at 6pm | Movie starts at 7.30pm
Where: Kirstenbosch Gardens, Rhodes Dr, Newlands, Cape Town
Mamma Mia!
Mamma Mia! is a 2008 musical rom-com and a feel-good Galileo sing-along favourite, featuring the iconic songs of ABBA. Set on a picturesque Greek island, the story follows bride-to-be Sophie, who secretly invites three men from her mother’s past to her wedding, hoping to discover which one is her father.
For a musical celebration of love on a romantic Mediterranean island, Mamma Mia! is the perfect viewing for the Mother City’s younger and older couples. The trailer is available on YouTube. Book now via Webtickets.
When: Saturday, 17 October 2026 | Doors open at 5pm | Movie starts at 7.30pm
Where: Kirstenbosch Gardens, Rhodes Dr, Newlands, Cape Town
Notting Hill
Notting Hill is a 1999 romantic comedy starring Julia Roberts and Hugh Grant. The quiet life of a London bookshop owner is turned upside down when he meets one of the world’s most famous film stars. Set against the charm of Notting Hill, their unlikely romance proves that love can find you when you least expect it.
Audiences get to experience Hugh Grant’s classic British charm and Julia Roberts’ movie-star looks with this turn-of-the-century throwback in the Cape Winelands. The trailer is available on YouTube. Book now via Webtickets.
When: Saturday, 24 October 2026 | Doors open at 5pm | Movie starts at 7.30pm
Where: Glenelly Estate, Ida’s Valley, Lelie St, Stellenbosch
Crazy Rich Asians
Crazy Rich Asians is a 2018 American rom-com drama film directed by Jon M. Chu. The film stars Constance Wu, Henry Golding, Gemma Chan, Lisa Lu, Awkwafina, Ken Jeong, and Michelle Yeoh. It follows a Chinese-American professor, Rachel, who travels to Singapore with her boyfriend Nick and is shocked to discover that Nick’s family is one of the richest families in Singapore.
The first Hollywood film to star a majority Asian cast, Wicked director Jon M. Chu rose to prominence with this larger-than-life romance. The trailer is available on YouTube. Book now via Webtickets.
When: Thursday, 5 November 2026 | Doors open at 6pm | Movie starts at 7.45pm
Where: Glenelly Estate, Ida’s Valley, Lelie St, Stellenbosch
Kal Ho Naa Ho (Dog-Friendly Show)
Kal Ho Naa Ho is a 2003 Bollywood rom-com-drama starring Shah Rukh Khan, Saif Ali Khan and Preity Zinta. Set in New York City, it follows Naina, who falls for her charming new neighbour Aman, unaware that a heartbreaking secret prevents him from returning her love. Instead, Aman sets out to bring Naina and her best friend Rohit together in a story filled with romance, humour, music and emotion.
Bollywood fans can experience a mid-2000s Shah Rukh Khan classic with their favourite furry friends this November. It is three hours long, so make sure Luna is okay with staying quiet for a while. The trailer is available on YouTube. Book now via Webtickets.
When: Friday, 13 November 2026 | Doors open at 6pm | Movie starts at 7.45pm
Where: Central Park, Century City
Love Actually
A heartwarming rom-com-drama featuring a beloved British ensemble cast. Filmed mostly in London, the story weaves together ten interconnected tales exploring the many forms of love, unfolding in a countdown to Christmas.
Couples can start getting in the festive mood with this romantic Christmas comedy. Two shows run simultaneously, so audiences can choose between a Kirstenbosch or Winelands viewing experience. The trailer is available on YouTube. Book now via Webtickets.
When: Friday, 20 November 2026 | Doors open at 6pm | Movie starts at 7.45pm
Where: Kirstenbosch Botanical Gardens, Rhodes Dr, Newlands, Cape Town | Meerendal Wine Estate, Vissershok Rd, Durbanville
Pretty Woman
Pretty Woman is a 1990 romantic comedy film. Rich corporate raider from New York (Richard Gere) needs an escort for some social events, and hires a beautiful prostitute (Julia Roberts)… only to fall in love.
One of the highest-grossing films of all time upon release, Pretty Woman has remained atop lists of the best romcoms, and launched Julia Roberts into leading woman status in Hollywood. The trailer is available on YouTube. Book now via Webtickets.
When: Saturday, 21 November 2026 | Doors open at 5pm | Movie starts at 7.45pm
Where: Asara Wine Estate, cnr Polkadraai Rd & Baden Powell Dr, Stellenbosch
Materialists
Materialists is a 2025 American romantic comedy-drama film written and directed by Celine Song and starring Dakota Johnson, Chris Evans and Pedro Pascal. The film follows a matchmaker, her ex-boyfriend, and a wealthy financier amid New York City’s competitive dating scene. It is Song’s second feature film, following Past Lives (2023), and was produced by Killer Films and 2AM.
One of the most recent films added to the Galileo calendar, Materialists is a modern romcom-drama that looks at the state of dating in the 2020s while having plenty of fun along the way. The trailer is available on YouTube. Book now via Webtickets.
When: Thursday, 26 November 2026 | Doors open at 6pm | Movie starts at 8pm
Where: Kirstenbosch Botanical Gardens, Rhodes Dr, Newlands, Cape Town
Look out for these special holiday screenings at the Galileo, from Halloween to Easter
