What to wear for sightseeing

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What to wear for sightseeing on vacation and on the side of business trips

With the vacation season right around the corner today’s post of Dress for Success focuses on sightseeing outfits. Sightseeing in metropolitan areas typically includes being on public transportation and on your feet a lot.

Go for stylish walking shoes

Comfortable shoes that you can walk in are key. Of course, you can rely on your running shoes. However, water proof sneakers or walking shoes are a much more stylish option. In summer, comfortable sandals may be a good choice too when the weather is dry.

Pro tip: Never take a tour with brand new walking shoes. It’s a recipe for blisters. Walk them in in the weeks prior to your tour.

When touring museums have a cover-up

Visiting museums and galleries means air conditioning, while it may be hot outside. Thus, go for a shirt/top plus sweater or cardigan or casual jacket combination. You can knot the cardigan or sweater around your waist or shoulders for style when outside and pull it on inside to stay comfortable in the chill of the AC.

#fashionover50 sightseeing look for business traveler
Lauren Ralph Lauren pleated polka dot skirt with GNW cardigan worn as top, Blue One tailored denim jacket, Kieselstein Cord belt and buckle, Liz Claiborne pumps, Kate Moss for Longchamp bag, and Ray Ban sunglasses (all own) for sightseeing in the evening after a day of conference sessions

A pocket umbrella or packable rain jacket save the tour during a shower

If it rains, have a light weight rain jacket or trench coat handy. You can check the wet jacket or coat with the coat clerk when visiting a gallery/museum. A pocket umbrella is an alternative, but will be difficult when you need both hands for pulling maps on your cell phone.

#fashionover40 chic look for evening sightseeing after a conference
Front view of outfit with Lauren Ralph Lauren pleated polka dot skirt, GNW cardigan worn as top, Hermes collier de chien bangle, Blue One tailored denim jacket, Kieselstein Cord belt and buckle, Liz Claiborne pumps, Kate Moss for Longchamp bag, and Ray Ban sunglasses (all own)

Skirts may be tricky with walking shoes

Most skirts don’t look great with walking shoes. Thus, safe options are jeans or chinos depending on the temperatures. In both cases, opt for a loose/relaxed cut. It is just so much easier to walk up the stairs in the tower of Cologne Cathedral in a relaxed cut than in skinny jeans.

#fashionover40 mature look for city tours
Side view of outfit with Lauren Ralph Lauren pleated polka dot skirt, GNW cardigan worn as top, Hermes collier de chien bangle, Blue One tailored denim jacket, Kieselstein Cord belt and buckle, Liz Claiborne pumps, Kate Moss for Longchamp bag, and Ray Ban sunglasses (all own) for city touring in the evening after a day of conference sessions

A safe bag is a must

For your bag stay away from rucksacks. You risk to throw something down when turning around in a museum/gallery. It is also an annoyance when you wear it in public transportation. You may hit it in kids’ faces.

Go for a cross-body bag. It is stylish and leaves both hands free for checking the google map and directions on your cell phone, holding the catalog, taking pictures, carrying your latte or ice-cream cone, handling the metro ticketing machine or holding on to a handrail on the train.

Protect your skin, eyes and sunglasses

Add a nice necklace or scarf for style. On sunny days, make sure to put on sun cream and wear sunglasses. Reapply often as sun screen rubs off on clothes especially when you are on packed public transportation. Protect your sunglasses with a box from getting scratches when you don’t wear them. Scratches impair the protection of your eyes.

Photo inspirations for sightseeing looks

Here are some visible inspirations what to wear when sightseeing.

#fashionover50 casual outfit for exploring a town London Jean boyfriend jeans with GNW suede utility jacket, Hermes collier de chien leather bracelet, Lands End sweater, BP espadrilles, Ray Ban sunglasses, and Coach bag (all own)#styleover40 mature woman in street style look Moda International leather pants with statement belt (gift from my husband), Oliveo chambray shirt, Burberry Brit trench coat, Jaeger tote, Puma sneakers (all own), and Akoya pearl necklace c/o The Pearl Source

#advancedstyle outfit for sightseeing with capri and a faux twinset Spring bag c/o Olivia + Joy worn with own Anne Klein sweater, BCBG capris, Vigotti shoes, Jackie O. Ray Ban sunglasses, Jones New York cardigan, and pearl necklace

#fashionover50 sightseeing outfit with capri in a psoh American classic look BCBG leather capri, Vintage Silk floral top, GNW leopard print cardigan, Hermes collier de chien bangle, Jackie O. Ray Ban sunglasses, Juicy couture mules, and LV bucket bag (all own)#MarineLayer casual outfit for sightseeing on a rainy day Striped T-shirt c/o Marine Layer with own Burberry Brit trench coat, London Jean boyfriend jeans, Kate Moss for Longchamp satchel, DIY belt buckle, DIY pendant, tote umbrella, and Hunter rain boots

#fashionover50 casual posh city touring outfit with skirt and college Tee Double HH boots, Oliveo denim skirt, Kieselstein Cord belt and buckle, college T-shirt, silk scarf, statement necklace, and HH men’s raincoat (all own)

You may also want to check out the Dress for Success post on  what to wear when travelling.

Enjoy exploring a new town.

What is your favorite thing about sightseeing? What is your favorite outfit for sightseeing?

When you liked the outfit recipes of this post, and want recipes for all kind of dressing situation in midlife, buy my book How to Dress for Success in Midlife.

Keeping in touch

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P.S. If you liked any of these outfit inspirations, it would help me if you pinned them to your own Pinterest board. It’s a great way that your friends, family, and others can see them too. Thank you! <3

Photos: G. Kramm

© 2013-2018 Nicole Mölders | All rights reserved

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