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The Best '60s Romantic Comedies 

Ranker Film
906 votes 284 voters 13k views 41 items

List Rules Only romantic comedies that were released in the 1960s

These are the best 60s Romantic comedies, ranked from best to worst by fan votes. Some good 60s romantic comedies are all time classics, while some films on this list were more a product of their decade and weren't destined to be remembered and watched for generations to come. That doesn't make those particular films not worthy of being on this list, in fact that is exactly why they are on here. These are some of the defining movies of the decade even if they aren't celebrated in many circles today.

What movies can you expect to see on this list? In the 1961 film, Breakfast at Tiffany's Audrey Hepburn stole everyone's hearts as the adorable society girl, Holly Golightly. This great romantic comedy took home two Oscars for Best Score and Best Original Song for “Moon River.” The Apartment is another good romantic comedy that was released in the 1960s. Michael Caine starred as a young playboy who meets many women, but ends up feeling alone in the movie, Alfie. Other great movies that appear on this top '80s romantic comedies list include Charade, Barefoot in the Park, and Viva Las Vegas.

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1
Breakfast at Tiffany's ... is listed (or ranked) 1 on the list The Best '60s Romantic Comedies
Audrey Hepburn, Mickey Rooney, Mel Blanc

Released: 1961

Directed by: Blake Edwards

Breakfast at Tiffany's is a 1961 American romantic comedy film starring Audrey Hepburn and George Peppard, and featuring Patricia Neal, Buddy Ebsen, Martin Balsam, and Mickey Rooney. The film ...more

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2
Charade is listed (or ranked) 2 on the list The Best '60s Romantic Comedies
Audrey Hepburn, Cary Grant, James Coburn

Released: 1963

Directed by: Stanley Donen

Charade is a 1963 Technicolor American romantic comedy/mystery film directed by Stanley Donen, written by Peter Stone and Marc Behm, and starring Cary Grant and Audrey Hepburn. The cast also ...more

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3
How to Steal a Million ... is listed (or ranked) 3 on the list The Best '60s Romantic Comedies
Audrey Hepburn, Peter O'Toole, Eli Wallach

Released: 1966

Directed by: William Wyler

This film is a 1966 comedy film, directed by William Wyler and starring Audrey Hepburn, Peter O'Toole, Eli Wallach and Hugh Griffith. The picture is set and was filmed in France, though the ...more
4
That Touch of Mink is listed (or ranked) 4 on the list The Best '60s Romantic Comedies
Cary Grant, Doris Day, Yogi Berra

Released: 1962

Directed by: Delbert Mann

That Touch of Mink is a 1962 romantic comedy starring Cary Grant and Doris Day, and directed by Delbert Mann. The film co-stars Gig Young, John Astin, Audrey Meadows, and Dick Sargent. In ...more
5
Barefoot in the Park is listed (or ranked) 5 on the list The Best '60s Romantic Comedies
Jane Fonda, Robert Redford, Doris Roberts

Released: 1967

Directed by: Gene Saks

Barefoot in the Park is a 1967 American comedy film. The film stars Jane Fonda as Corie and Robert Redford as Paul. Based on Neil Simon's 1963 play of the same title, it focuses on newlyweds ...more

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6
The Apartment is listed (or ranked) 6 on the list The Best '60s Romantic Comedies
Shirley MacLaine, Jack Lemmon, Fred MacMurray

Released: 1960

Directed by: Billy Wilder

The Apartment is a 1960 American comedy-drama film produced and directed by Billy Wilder, which stars Jack Lemmon, Shirley MacLaine, and Fred MacMurray. It was Wilder's next movie after Some ...more

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7
The Thrill of It All is listed (or ranked) 7 on the list The Best '60s Romantic Comedies
Doris Day, James Garner, ZaSu Pitts

Released: 1963

Directed by: Norman Jewison

The Thrill of It All is a romantic comedy film directed by Norman Jewison starring Doris Day, James Garner, Arlene Francis, and ZaSu Pitts. The screenplay was written by Larry Gelbart and Carl ...more
8
Funny Girl is listed (or ranked) 8 on the list The Best '60s Romantic Comedies
Barbra Streisand, Omar Sharif, Anne Francis

Released: 1968

Directed by: William Wyler

Funny Girl, the film, is a 1968 American biographical romantic musical comedy-drama film directed by William Wyler. The screenplay by Isobel Lennart was adapted from her book for the eponymous ...more

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9
Blue Hawaii is listed (or ranked) 9 on the list The Best '60s Romantic Comedies
Elvis Presley, Angela Lansbury, George Halas

Released: 1961

Directed by: Norman Taurog, Mickey Moore

Blue Hawaii is a 1961 American musical romantic comedy film set in the state of Hawaii and starring Elvis Presley. The screenplay by Hal Kanter was nominated by the Writers Guild of America in ...more

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10
Viva Las Vegas is listed (or ranked) 10 on the list The Best '60s Romantic Comedies
Elvis Presley, Ann-Margret, Teri Garr

Released: 1964

Directed by: George Sidney

Viva Las Vegas is a 1964 American musical film starring Elvis Presley and actress Ann-Margret. Directed by golden age Hollywood musical director George Sidney, the film is regarded by fans and ...more

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11
Alfie is listed (or ranked) 11 on the list The Best '60s Romantic Comedies
Michael Caine, Shelley Winters, Denholm Elliott

Released: 1966

Directed by: Lewis Gilbert

Alfie is a 1966 British romantic comedy-drama film directed by Lewis Gilbert and starring Michael Caine. It is an adaptation by Bill Naughton of his own novel and play of the same name. The film ...more

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12
Paint Your Wagon is listed (or ranked) 12 on the list The Best '60s Romantic Comedies
Clint Eastwood, Lee Marvin, Jean Seberg

Released: 1969

Directed by: Joshua Logan

Paint Your Wagon is a 1969 Western musical film starring Lee Marvin, Clint Eastwood, and Jean Seberg. The film was adapted by Paddy Chayefsky from the 1951 musical Paint Your Wagon by Lerner and ...more

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13
Bye Bye Birdie is listed (or ranked) 13 on the list The Best '60s Romantic Comedies
Ann-Margret, Dick Van Dyke, Janet Leigh

Released: 1963

Directed by: George Sidney

Bye Bye Birdie is a 1963 musical comedy film from Columbia Pictures. It is a film adaptation of the stage production of the same name. The screenplay was written by Michael Stewart and Irving ...more

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14
How to Succeed in Busine... is listed (or ranked) 14 on the list The Best '60s Romantic Comedies
Michele Lee, Rudy Vallée, Hy Averback

Released: 1967

Directed by: David Swift

How to Succeed in Business Without Really Trying is a 1967 musical comedy film based on the 1961 stage musical of the same name, which in turn was based on Shepherd Mead's book. The film was ...more

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15
That Funny Feeling is listed (or ranked) 15 on the list The Best '60s Romantic Comedies
Bobby Darin, Sandra Dee, Donald O'Connor

Released: 1965

Directed by: Richard Thorpe

That Funny Feeling is a 1965 romantic comedy film directed by Richard Thorpe.
16
Walk, Don't Run is listed (or ranked) 16 on the list The Best '60s Romantic Comedies
Cary Grant, George Takei, Samantha Eggar

Released: 1966

Directed by: Charles Walters

Walk, Don't Run is a 1966 Technicolor comedy film starring Cary Grant and set in Tokyo during the Olympic Games in 1964. The movie marked the last appearance by Grant in a feature film, and is a ...more
17
Marriage Italian Style ... is listed (or ranked) 17 on the list The Best '60s Romantic Comedies
Sophia Loren, Marcello Mastroianni, Marilù Tolo

Released: 1964

Directed by: Vittorio De Sica

Marriage Italian Style is a 1964 film by Vittorio De Sica.
18
Beach Party is listed (or ranked) 18 on the list The Best '60s Romantic Comedies
Vincent Price, Annette Funicello, Yvette Vickers

Released: 1963

Directed by: William Asher

Beach Party was the first of several beach party films from American International Pictures aimed at a teen audience. This film is often credited with creating the beach party film genre.
19
Boys' Night Out is listed (or ranked) 19 on the list The Best '60s Romantic Comedies
Purple Falcon added Kim Novak, James Garner, Zsa Zsa Gábor

Released: 1962

Directed by: Michael Gordon

Boys' Night Out is an American comedy film released in 1962, starring Kim Novak, James Garner, and Tony Randall, and featuring Janet Blair, Patti Page, Jessie Royce Landis, Oscar Homolka and ...more
20
Tall Story is listed (or ranked) 20 on the list The Best '60s Romantic Comedies
Jane Fonda, Robert Redford, Anthony Perkins

Released: 1960

Directed by: Joshua Logan

Tall Story is a 1960 American romantic comedy film made by Warner Bros., directed by Joshua Logan and starring Anthony Perkins with Jane Fonda, in her first screen role, at the age of 22. It is ...more
21
Sweet Charity is listed (or ranked) 21 on the list The Best '60s Romantic Comedies
Shirley MacLaine, Sammy Davis, Jr.

Released: 1969

Directed by: Bob Fosse

Sweet Charity, full title of which is Sweet Charity: The Adventures of a Girl Who Wanted to Be Loved, is a 1969 American musical film directed and choreographed by Bob Fosse, written by Neil ...more
22
Man's Favorite Sport? is listed (or ranked) 22 on the list The Best '60s Romantic Comedies
Purple Falcon added Rock Hudson, Paula Prentiss, Regis Toomey

Released: 1964

Directed by: Howard Hawks

Man's Favorite Sport? is a 1964 comedy film starring Rock Hudson and Paula Prentiss. Released by Universal Pictures, the movie was directed and produced by Howard Hawks. Hawks intended this ...more
23
Move Over, Darling is listed (or ranked) 23 on the list The Best '60s Romantic Comedies
Purple Falcon added Doris Day, James Garner, Don Knotts

Released: 1963

Directed by: Michael Gordon

Move Over, Darling is a 1963 comedy film starring Doris Day, James Garner, and Polly Bergen and directed by Michael Gordon. The picture was a remake of a 1940 screwball comedy, My Favorite Wife, ...more
24
What's New Pussycat? is listed (or ranked) 24 on the list The Best '60s Romantic Comedies
Woody Allen, Ursula Andress, Peter O'Toole

Released: 1965

Directed by: Clive Donner, Richard Talmadge

What's New Pussycat? is a 1965 comedy film directed by Clive Donner and starring Peter Sellers, Peter O'Toole, Romy Schneider, Capucine, Paula Prentiss and Ursula Andress. It was Woody Allen's ...more

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25
Paris When It Sizzles is listed (or ranked) 25 on the list The Best '60s Romantic Comedies
Audrey Hepburn, Frank Sinatra, Marlene Dietrich

Released: 1964

Directed by: Richard Quine

Paris When It Sizzles is a 1964 romantic comedy film directed by Richard Quine and produced by Quine and George Axelrod. The screenplay is by George Axelrod based on the story and film Holiday ...more