James Bond Holiday Party Style Guide Part 1

Updated for December, 2021 – The holiday season is now upon us. Which hopefully means many more festive gatherings this year: family get-togethers, office parties, dinner with your friends, and of course New Year’s Eve. Obviously, you want to be more focused on having fun than on what you’re wearing. So let Bond inspire you. We’ve created six looks for our James Bond Holiday Party Style Guide, each one based on a different actor’s 007*. Part one of our Guide looks at Connery, Lazenby and Moore and offers a real mix of looks for a variety of scenarios!

James Bond Holiday Party Style
‘Tis the season for joyous gatherings with … err … friends?
Sean Connery

If there’s one Bond who’s going to blow off the slush and socializing of London in December to escape somewhere warm, it’s Connery’s 007. Dinner party at Moneypenny’s? A bouquet of flowers sent to her flat with a polite “Will not be attending” on the card and then he’s on a plane to the Caribbean. And the cash he saved not buying gifts for the office co-workers will be well spent once he’s in the islands. If you’re planning a similar trip over the holidays, Bond circa Thunderball is the man you want for inspiration.

Sean Connery 007 Holiday Party Style

What to wear

Shirt: Fred Perry Slim Fit Polo in Navy, $69.00/£59.00

Pants: Dandy del Mar Brisa Linen Pant in Vintage Ivory, $99.00 (also try Mango Slim-fit Linen Pants in Ecru, on sale for $35.99 and 28 Palms Slim-fit Linen Pants in Natural, $43.90)

Shoes: Manebí Hamptons Suede Espadrilles in Blue, on sale for $45.00/£50.00

Sunglasses: Curry & Paxton Sean Sunglasses in Piano Black, $306.00 (also try Oliver Goldsmith Consuls in Black, $340.00)

Watch: Zodiac Grandrally in Black, $495.00

Hat: Stetson Robstown Toyo Pork Pie Hat in Nature, $89.51

Swim Shorts: Orlebar Brown Setter Swimshorts in Blue, $160.00

Snorkeling Equipment: TYR Voyager Snorkeling Set in Blue Black, $69.99

The Drink: Blackwell Rum 007 edition


George Lazenby

Heading to a more swinging get-together? Take your cue from Lazenby’s Bond! I’m the first to admit George’s casual style from On Her Majesty’s Secret Service has not aged particularly well. But with a bit of effort and imagination (and a healthy dose of self-confidence) that look can be updated into something pretty cool. This one is all about tones and textures. Yep, there’s a lot of brown. But the suede boots and belt combined with the softer hand of the corduroy trousers contrasting with smooth fabric of the Harrington will keep things interesting. And do not fear the orange sweater! If you really want to embrace the retro-vibe, tuck it in and show off the suede belt!

George Lazenby 007 Holiday Party Style

What to wear

Sweater: Saks Fifth Avenue Slim-Fit Rib-Knit Mockneck Sweater in Orange, on sale for $138.60 (also try Superdry Studios Chunky Roll Neck Jumper in Burnt Brick, $99.95 and Woolrich Merino Wool Turtleneck Sweater in Dark Minium, $275.00)

Pants: J.Crew Factory Slim-fit Flex Cord in Stained Wood, on sale for $39.50 (also try Todd Snyder Slim Fit 5-pocket Italian Corduroy Pant in Brown, $168.00)

Jacket: Baracuta G4 Jacket in Brown Cigar, on sale for $300.30/£329.00 (not on sale in UK)

Boots: Herring Shoes Taverner Robber Solded Chelsea Boots in Brown Suede, on sale for $324.00/£280.00

Belt: Dalgado Edoardo Braided Suede Belt in Brown, $154.00/£135.00

Watch: Tissot Couturier Silver Dial Chronograph, on sale for $389.00

Scarf: Saks Fifth Avenue Wool Cashmere Plaid Scarf in Brown, on sale for $148.80 (inspired by Bond’s On Her Majesty’s Secret Service chore coat).

Gift for the Host: Hennessy V.S. Cognac


Roger Moore

A more mature Bond for a more sophisticated event. Say what you want about some of Moore’s “fashion forward” looks from his tenure. When the man embraced the classics, he did it right. And there’s nothing more classic than a navy blazer paired with grey flannels. Of course this is Moore we’re talking about. Everything will be tailored to perfection, but he won’t take any of it too seriously. Hence the wonderfully retro watch. Not too mention the ridiculous gift of a fake Fabregé egg, a memento from his own adventures (a tale he’s sure everyone will find fascinating). It’s one part outside-the-box thinking, one part raised-eyebrow whimsy, and one part charming ego. That sounds about right for Sir Roger’s Bond.

Roger Moore 007 Holiday Party Style

What to wear

Blazer: Hackett London Double Breasted Blazer, on sale for $392.99

Shirt: Turnbull & Asser Regent Collar Shirt with Cocktail Cuffs in Blue, $365.00 (also try Hawes & Curtis Slim-fit Cotton Stretch Dress Shirt in Blue, on sale for $60.00/£39.00)

Trousers: Proper Cloth Allen Grey Wool Flannel Trousers, $250.00

Coat: Hockerty Peak Lapel Double Breasted Coat in Navy, $364.00

Shoes: Allen Edmonds Grayson Dress Loafter in Black, on sale for $296.25

Tie: Benson & Clegg Royal Navy Three-fold Silk Repp Tie, $85.00

Belt: Saks Fifth Avenue Leather Belt in Black, $118.00

Watch: Hamilton PSR H52414130 Digital Watch, $577.00

Gift for the Host: Faberge Egg wih Golden Carriage, $60.00


Head over to Part 2 of our James Bond Holiday Party Style Guide for inspiration from Dalton’s, Brosnan’s and Craig’s 007s! If you’d like to see more Bond before then, check out Iconic Alternatives on Facebook, Pinterest, and Instagram!

*The inspiration for this post actually came from AJB007 member hcantrell who started this thread on the forum . Thanks!

Iconic Alternatives

The search for classic and affordable menswear, inspired by the style icons of today and yesterday.

4 thoughts on “James Bond Holiday Party Style Guide Part 1

  • December 22, 2016 at 9:03 am

    Looking forward to your Craig suggestions – I’m having a party tonight and I think I’m going for the Casino Royale balcony cardigan look.

  • December 21, 2016 at 9:47 am

    I really like this one! Can I suggest a ways to wear the navy blazer ? Also maybe mixing and matching the pieces of each bond in future posts. For example I’ll wear the Craig spectre chinos with the surcingle belt, and either suede loafers or playboy boots with the navy polo and Steve McQueen baracuta jacket for a Moore/Dalton/Craig hybrid look. I really like mixing the pieces like that. Or the linen pants, suede chukka boots, saffiano belt, navy cotton blazer with a white or light blue button down sometimes with a knit tie either blue or brown.

    • December 21, 2016 at 10:16 am

      Thanks Chris! We have many more “4 Ways to Wear It” posts planned for the coming year and they’ll give you more ideas for how to mix things up!


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